Compound characterization data — Tao Shi et al., 2026

Tao Shi, Luke J. Sisto, Parker Reitler, Glen E. Palmer, Asmita Nandi, Jarrod R. Fortwendel, Christian A. DeJarnette, Olga Fedorova, Anna Marie Pyle. “Discovery of novel bis-arylamidines with potent activity against clinically important molds and yeasts.” ChemRxiv (2026). https://doi.org/10.26434/chemrxiv.15007621/v1

tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate
Identifier	TS-1-65
¹H NMR (400 MHz, CDCl₃)	δ 4.06 (s, 2H), 3.38 (t, J = 6.8 Hz, 2H), 2.75 – 2.56 (m, 2H), 1.91 – 1.81 (m, 2H), 1.67 – 1.58 (m, 2H), 1.44 (s, 9H), 1.41 – 1.32 (m, 3H), 1.14 – 1.02 (m, 2H)
¹³C NMR (101 MHz, CDCl₃)	δ 154.9, 79.3, 43.8, 35.4, 35.0, 34.0, 32.1, 30.0, 28.5

tert-butyl 4-(3-(4-cyanophenoxy)propyl)piperidine-1-carboxylate
Identifier	TS-1-67
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.53 (m, 2H), 6.94 – 6.89 (m, 2H), 4.08 (s, 2H), 3.98 (t, J = 6.4 Hz, 2H), 2.67 (t, J = 12.5 Hz, 2H), 1.86 – 1.77 (m, 2H), 1.67 (d, J = 13.0 Hz, 2H), 1.44 (s, 9H), 1.43 – 1.36 (m, 3H), 1.17 – 1.04 (m, 2H)
¹³C NMR (101 MHz, CDCl₃)	δ 162.4, 155.0, 134.1, 119.4, 115.3, 103.9, 79.4, 68.6, 44.1, 35.9, 32.9, 32.2, 28.6, 26.3

4,4′-((piperidine-1,4-diylbis(propane-3,1-diyl))bis(oxy))dibenzonitrile
Identifier	TS-1-69
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 4H), 6.96 – 6.89 (m, 4H), 4.06 (t, J = 6.3 Hz, 2H), 3.98 (t, J = 6.5 Hz, 2H), 3.03 – 2.95 (m, 2H), 2.54 (t, J = 7.4 Hz, 2H), 2.07 – 1.96 (m, 4H), 1.86 – 1.77 (m, 2H), 1.77 – 1.69 (m, 2H), 1.44 – 1.37 (m, 2H), 1.37 – 1.28 (m, 3H)
¹³C NMR (101 MHz, CDCl₃)	δ 162.4, 162.3, 134.0, 119.3, 119.3, 115.2, 115.2, 103.8, 103.7, 68.5, 66.7, 55.3, 54.0, 35.4, 32.7, 32.0, 26.5, 26.3

4,4′-((piperidine-1,4-diylbis(propane-3,1-diyl))bis(oxy))dibenzimidamide
Identifier	TS-1-71
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.84 – 7.76 (m, 4H), 7.17 (d, J = 8.4 Hz, 4H), 4.25 (t, J = 5.6 Hz, 2H), 4.18 (t, J = 6.5 Hz, 2H), 3.63 (s, 2H), 3.34 (t, J = 7.8 Hz, 2H), 3.01 (s, 2H), 2.32 – 2.25 (m, 2H), 2.06 (d, J = 14.3 Hz, 2H), 1.90 – 1.83 (m, 2H), 1.71 (s, 1H), 1.55 – 1.43 (m, 4H)
¹³C NMR (151 MHz, D₂O+acetic acid-d₄)	δ 148.9, 146.3, 145.9, 113.1, 103.1, 102.8, 98.3, 98.3, 51.8, 48.6, 37.5, 36.2, 15.7, 14.4, 12.3, 8.5, 6.7
HRMS (ESI-TOF)	m/z calculated for C₂₅H₃₆N₅O₂⁺ [M+H]⁺ 438.2864, found 438.2846

tert-butyl 6-(bromomethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
Identifier	TS-1-51
¹H NMR (400 MHz, DMSO-d₆)	δ 7.27 – 7.22 (m, 2H), 7.15 (d, J = 7.7 Hz, 1H), 4.66 (s, 2H), 4.48 (s, 2H), 3.53 (t, J = 5.9 Hz, 2H), 2.75 (t, J = 5.9 Hz, 2H), 1.42 (s, 9H)
¹³C{¹H} NMR (101 MHz, DMSO-d₆)	δ 154.0, 136.0, 134.9, 129.4, 127.1, 126.7, 79.0, 45.4, 44.7, 41.5, 34.5, 28.1

tert-butyl 6-((4-cyanophenoxy)methyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
Identifier	TS-1-59
¹H NMR (400 MHz, CDCl₃)	δ 7.61 – 7.56 (m, 2H), 7.24 – 7.17 (m, 2H), 7.14 (d, J = 7.8 Hz, 1H), 7.04 – 6.98 (m, 2H), 5.06 (s, 2H), 4.58 (s, 2H), 3.70 – 3.60 (m, 2H), 2.85 (t, J = 5.9 Hz, 2H), 1.49 (s, 9H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.0, 154.9, 134.1, 133.8, 128.1, 126.8, 125.6, 119.2, 115.6, 104.3, 79.9, 70.1, 29.0, 28.5

4-(3-(6-((4-cyanophenoxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propoxy)benzonitrile
Identifier	TS-1-61
¹H NMR (400 MHz, CDCl₃)	δ 7.60 – 7.51 (m, 4H), 7.19 – 7.13 (m, 2H), 7.08 – 7.03 (m, 1H), 7.02 – 6.97 (m, 2H), 6.97 – 6.91 (m, 2H), 5.04 (s, 2H), 4.12 (t, J = 6.3 Hz, 2H), 3.66 (s, 2H), 2.92 (t, J = 5.9 Hz, 2H), 2.79 – 2.73 (m, 2H), 2.70 (t, J = 7.0 Hz, 2H), 2.09 (p, J = 6.7 Hz, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.3, 162.0, 135.1, 134.9, 134.0, 133.9, 133.6, 127.9, 127.0, 125.0, 119.2, 119.2, 115.6, 115.2, 104.1, 103.8, 70.2, 66.5, 56.0, 54.5, 50.8, 29.2, 26.8

4-(3-(6-((4-carbamimidoylphenoxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propoxy)benzimidamide
Identifier	TS-1-64
¹H NMR (400 MHz, D₂O+acetic acid-d₄)	δ 7.65 (d, J = 8.4 Hz, 4H), 7.29 (s, 2H), 7.15 (d, J = 7.7 Hz, 1H), 7.08 (d, J = 8.3 Hz, 2H), 7.01 (d, J = 8.4 Hz, 2H), 5.10 (s, 2H), 4.57 (d, J = 15.5 Hz, 1H), 4.27 (d, J = 15.4 Hz, 1H), 4.16 (s, 2H), 3.76 (d, J = 11.3 Hz, 1H), 3.51 – 3.30 (m, 3H), 3.22 – 3.00 (m, 2H), 2.28 (s, 2H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 167.1, 167.1, 164.0, 164.0, 137.6, 132.5, 131.2, 129.5, 128.6, 128.6, 128.0, 121.4, 121.3, 116.9, 116.5, 71.1, 66.7, 54.7, 54.3, 51.3, 26.0, 25.0
HRMS (ESI-TOF)	m/z calculated for C₂₇H₃₂N₅O₂⁺ [M+H]⁺ 458.2551, found 458.2558

tert-butyl (1R,5S,6r)-6-(bromomethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-2
¹H NMR (400 MHz, CDCl₃)	δ 3.62 (d, J = 11.0 Hz, 1H), 3.54 (d, J = 10.9 Hz, 1H), 3.44 – 3.36 (m, 1H), 3.36 – 3.29 (m, 2H), 3.29 – 3.22 (m, 1H), 1.54 – 1.50 (m, 2H), 1.42 (s, 9H), 1.17 – 1.11 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 154.8, 79.5, 48.2, 47.9, 35.6, 28.5, 26.0, 25.5, 25.4

tert-butyl (1R,5S,6r)-6-((4-cyanophenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-3
¹H NMR (400 MHz, CDCl₃)	δ 7.60 – 7.54 (m, 2H), 6.94 – 6.89 (m, 2H), 3.97 (dd, J = 10.1, 6.6 Hz, 1H), 3.83 (dd, J = 10.1, 7.3 Hz, 1H), 3.68 (d, J = 10.9 Hz, 1H), 3.61 (d, J = 10.9 Hz, 1H), 3.43 – 3.34 (m, 2H), 1.57 (t, J = 3.6 Hz, 2H), 1.44 (s, 9H), 1.17 – 1.10 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.1, 155.0, 134.1, 119.2, 115.2, 104.1, 79.6, 69.7, 48.1, 47.8, 28.5, 21.9, 21.4, 21.0

4-(((1R,5S,6r)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzonitrile
Identifier	TS-1-4
¹H NMR (400 MHz, CDCl₃)	δ 7.60 – 7.54 (m, 2H), 6.95 – 6.89 (m, 2H), 3.91 (d, J = 7.0 Hz, 2H), 3.07 (d, J = 11.4 Hz, 2H), 2.93 (dt, J = 11.4, 1.6 Hz, 2H), 1.51 – 1.47 (m, 2H), 1.15 – 1.08 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.2, 134.0, 119.3, 115.3, 103.9, 70.2, 48.7, 23.2, 17.6

4-(3-((1R,5S,6r)-6-((4-cyanophenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)propoxy)benzonitrile
Identifier	TS-1-5
¹H NMR (400 MHz, CDCl₃)	δ 7.56 (d, J = 8.4 Hz, 4H), 6.96 – 6.88 (m, 4H), 4.03 (t, J = 6.4 Hz, 2H), 3.83 (d, J = 7.1 Hz, 2H), 3.10 (d, J = 8.7 Hz, 2H), 2.58 (t, J = 6.9 Hz, 2H), 2.35 (d, J = 8.7 Hz, 2H), 1.92 (p, J = 6.7 Hz, 2H), 1.67 – 1.61 (m, 1H), 1.44 (s, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 162.3, 134.0, 119.3, 119.3, 115.2, 115.2, 103.8, 103.7, 70.7, 66.4, 54.7, 51.4, 28.3, 21.4, 18.5
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₄N₃O₂⁺ [M+H]⁺ 374.1863, found 374.1846

4-(3-((1R,5S,6r)-6-((4-carbamimidoylphenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)propoxy)benzimidamide
Identifier	LS-143
¹H NMR (400 MHz, D₂O)	δ 7.77 (d, J = 8.4 Hz, 4H), 7.13 (dd, J = 8.9, 3.0 Hz, 4H), 4.21 – 4.12 (m, 2H), 3.99 (d, J = 7.3 Hz, 2H), 3.14 (d, J = 9.7 Hz, 2H), 2.69 (t, J = 7.8 Hz, 2H), 2.63 (d, J = 9.7 Hz, 2H), 2.05 – 1.93 (m, 2H), 1.70 – 1.60 (m, 2H), 1.54 – 1.44 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.9, 165.8, 162.6, 129.9, 129.8, 120.0, 115.1, 115.0, 69.1, 65.3, 56.0, 52.9, 25.2, 20.2, 19.2
HRMS (ESI-TOF)	m/z calculated for C₂₃H₃₀N₅O₂⁺ [M+H]⁺ 408.2394, found 408.2371

4-(3-((1R,5S,6r)-6-((4-(hydrazineyl(imino)methyl)phenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)propoxy)benzimidohydrazide
Identifier	TS-1-6
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.70 – 7.64 (m, 4H), 7.04 – 7.00 (m, 4H), 4.15 (t, J = 5.8 Hz, 2H), 4.00 (d, J = 7.0 Hz, 2H), 3.82 (d, J = 11.5 Hz, 2H), 3.42 (d, J = 11.5 Hz, 2H), 3.38 (t, J = 8.0 Hz, 2H), 2.21 – 2.14 (m, 2H), 2.00 – 1.96 (m, 2H), 1.50 – 1.44 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 163.0, 135.8, 135.8, 121.3, 116.7, 116.6, 104.4, 104.4, 70.3, 66.6, 57.2, 54.3, 26.4, 21.5, 20.4
HRMS (ESI-TOF)	m/z calculated for C₂₃H₃₂N₇O₂⁺ [M+H]⁺ 438.2612, found 438.2599

N-hydroxy-4-(3-((1R,5S,6r)-6-((4-(N-hydroxycarbamimidoyl)phenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)propoxy)benzimidamide
Identifier	TS-1-7
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.65 – 7.61 (m, 4H), 7.10 – 7.07 (m, 4H), 4.16 (t, J = 5.7 Hz, 2H), 4.00 (d, J = 6.9 Hz, 2H), 3.83 (d, J = 11.5 Hz, 2H), 3.48 – 3.34 (m, 4H), 2.22 – 2.16 (m, 2H), 2.03 – 1.96 (m, 2H), 1.54 – 1.43 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 163.6, 163.6, 162.4, 162.3, 130.8, 130.7, 118.6, 118.6, 116.6, 116.5, 70.4, 66.5, 57.1, 54.2, 26.4, 21.4, 20.4
HRMS (ESI-TOF)	m/z calculated for C₂₃H₃₀N₅O₄⁺ [M+H]⁺ 440.2292, found 440.2294

tert-butyl (1R,5S,6s)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-50
¹H NMR (400 MHz, CDCl₃)	δ 6.48 (dd, J = 15.5, 10.0 Hz, 1H), 5.81 (d, J = 15.4 Hz, 1H), 4.16 (q, J = 7.1 Hz, 2H), 3.66 (d, J = 11.2 Hz, 1H), 3.58 (d, J = 11.1 Hz, 1H), 3.44 – 3.36 (m, 2H), 1.76 – 1.72 (m, 2H), 1.43 (s, 9H), 1.41 – 1.37 (m, 1H), 1.26 (t, J = 7.1 Hz, 3H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 166.7, 154.9, 149.3, 118.9, 79.8, 60.3, 48.2, 47.9, 28.6, 26.8, 26.0, 25.9, 14.4

tert-butyl (1R,5S,6s)-6-(3-ethoxy-3-oxopropyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-47
¹H NMR (400 MHz, CDCl₃)	δ 4.12 (q, J = 7.1 Hz, 2H), 3.54 (d, J = 10.8 Hz, 1H), 3.46 (d, J = 10.7 Hz, 1H), 3.34 – 3.25 (m, 2H), 2.36 (t, J = 7.4 Hz, 2H), 1.62 – 1.50 (m, 2H), 1.42 (s, 9H), 1.29 – 1.22 (m, 5H), 0.59 – 0.52 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 173.6, 155.1, 79.3, 60.5, 48.5, 48.2, 34.3, 28.6, 27.2, 23.2, 22.5, 22.4, 14.4

tert-butyl (1R,5S,6s)-6-(3-hydroxypropyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-76
¹H NMR (400 MHz, CDCl₃)	δ 3.61 – 3.54 (m, 2H), 3.49 (d, J = 10.8 Hz, 1H), 3.41 (d, J = 10.7 Hz, 1H), 3.25 (t, J = 9.7 Hz, 2H), 2.50 – 2.33 (m, 1H), 1.63 – 1.53 (m, 2H), 1.37 (s, 9H), 1.30 – 1.22 (m, 2H), 1.21 – 1.15 (m, 2H), 0.46 (tt, J = 7.0, 3.3 Hz, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 155.1, 79.3, 62.2, 48.6, 48.2, 32.3, 28.5, 27.8, 23.1, 22.8, 22.4

tert-butyl (1R,5S,6s)-6-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-80
¹H NMR (400 MHz, CDCl₃)	δ 7.57 – 7.52 (m, 2H), 6.93 – 6.87 (m, 2H), 4.00 (t, J = 6.3 Hz, 2H), 3.54 (d, J = 10.8 Hz, 1H), 3.46 (d, J = 10.7 Hz, 1H), 3.29 (t, J = 9.3 Hz, 2H), 1.86 (p, J = 6.9 Hz, 2H), 1.46 – 1.36 (m, 11H), 1.26 – 1.21 (m, 2H), 0.57 – 0.50 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.3, 155.1, 134.0, 119.3, 115.2, 103.8, 79.3, 67.8, 48.5, 48.2, 28.7, 28.5, 28.0, 23.1, 22.4, 22.4

4,4′-((((1R,5S,6s)-3-azabicyclo[3.1.0]hexane-3,6-diyl)bis(propane-3,1-diyl))bis(oxy))dibenzonitrile
Identifier	TS-1-83
¹H NMR (400 MHz, CDCl₃)	δ 7.60 – 7.53 (m, 4H), 6.95 – 6.89 (m, 4H), 4.02 (td, J = 6.4, 2.4 Hz, 4H), 3.15 – 2.98 (m, 2H), 2.67 – 2.53 (m, 2H), 2.42 – 2.28 (m, 2H), 2.02 – 1.91 (m, 2H), 1.91 – 1.83 (m, 2H), 1.35 (q, J = 7.1 Hz, 2H), 1.21 – 1.14 (m, 2H), 1.14 – 1.04 (m, 1H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.5, 162.5, 134.1, 134.1, 119.4, 119.4, 115.3, 115.3, 103.9, 103.9, 68.0, 66.6, 55.5, 52.1, 29.0, 28.4, 22.9, 19.8

4,4′-((((1R,5S,6s)-3-azabicyclo[3.1.0]hexane-3,6-diyl)bis(propane-3,1-diyl))bis(oxy))dibenzimidamide
Identifier	TS-1-86
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.74 – 7.70 (m, 4H), 7.12 – 7.07 (m, 4H), 4.19 – 4.15 (m, 2H), 4.15 – 4.11 (m, 2H), 3.74 (d, J = 11.4 Hz, 2H), 3.38 – 3.35 (m, 1H), 3.35 – 3.31 (m, 2H), 2.19 – 2.16 (m, 3H), 1.92 – 1.84 (m, 2H), 1.68 (t, J = 3.2 Hz, 2H), 1.43 (q, J = 7.2 Hz, 2H), 0.97 – 0.90 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 167.1, 164.4, 163.9, 131.2, 121.3, 120.9, 116.4, 116.3, 69.4, 66.7, 57.5, 54.1, 31.5, 28.9, 28.2, 26.5, 22.6
HRMS (ESI-TOF)	m/z calculated for C₂₅H₃₄N₅O₂⁺ [M+H]⁺ 436.2707, found 436.2682

tert-butyl 2-(bromomethyl)-7-azaspiro[3.5]nonane-7-carboxylate
Identifier	TS-1-58
¹H NMR (400 MHz, DMSO-d₆)	δ 3.56 (d, J = 7.5 Hz, 2H), 3.28 – 3.23 (m, 2H), 3.19 – 3.14 (m, 2H), 2.60 (hept, J = 8.3 Hz, 1H), 1.94 – 1.87 (m, 2H), 1.51 – 1.43 (m, 4H), 1.42 – 1.38 (m, 2H), 1.38 (s, 9H)
¹³C{¹H} NMR (101 MHz, DMSO-d₆)	δ 153.9, 78.4, 40.9, 38.5, 36.4, 35.8, 32.3, 30.6, 28.1

tert-butyl 2-((4-cyanophenoxy)methyl)-7-azaspiro[3.5]nonane-7-carboxylate
Identifier	TS-1-62
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.53 (m, 2H), 6.95 – 6.89 (m, 2H), 3.95 (d, J = 6.3 Hz, 2H), 3.39 – 3.32 (m, 2H), 3.31 – 3.24 (m, 2H), 2.80 – 2.67 (m, 1H), 2.03 – 1.95 (m, 2H), 1.68 – 1.63 (m, 2H), 1.60 (t, J = 5.7 Hz, 2H), 1.52 – 1.47 (m, 2H), 1.44 (s, 9H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 155.0, 134.0, 119.3, 115.2, 103.9, 79.3, 72.7, 39.1, 36.5, 34.5, 34.3, 28.5, 27.7

4-(3-(2-((4-cyanophenoxy)methyl)-7-azaspiro[3.5]nonan-7-yl)propoxy)benzonitrile
Identifier	TS-1-66
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.53 (m, 4H), 6.95 – 6.90 (m, 4H), 4.05 (t, J = 6.3 Hz, 2H), 3.95 (d, J = 6.3 Hz, 2H), 2.78 – 2.64 (m, 1H), 2.50 (t, J = 7.4 Hz, 3H), 2.46 – 2.22 (m, 4H), 2.07 – 1.93 (m, 4H), 1.72 (t, J = 5.5 Hz, 2H), 1.65 – 1.60 (m, 3H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.5, 162.3, 134.0, 119.3, 115.2, 115.2, 103.8, 103.8, 72.8, 66.7, 55.2, 50.6, 50.3, 39.1, 36.6, 34.8, 34.0, 27.7, 26.5

4-(3-(2-((4-carbamimidoylphenoxy)methyl)-7-azaspiro[3.5]nonan-7-yl)propoxy)benzimidamide
Identifier	TS-1-70
¹H NMR (400 MHz, D₂O+acetic acid-d₄)	δ 7.65 – 7.60 (m, 4H), 7.02 – 6.96 (m, 4H), 4.06 (t, J = 5.7 Hz, 2H), 3.97 (d, J = 6.5 Hz, 2H), 3.43 – 3.37 (m, 1H), 3.33 (d, J = 12.5 Hz, 1H), 3.21 – 3.11 (m, 2H), 2.88 (td, J = 12.8, 2.9 Hz, 1H), 2.79 (td, J = 12.7, 3.1 Hz, 1H), 2.64 (p, J = 7.4 Hz, 1H), 2.16 – 2.06 (m, 2H), 2.05 – 1.94 (m, 2H), 1.90 – 1.85 (m, 1H), 1.84 – 1.75 (m, 1H), 1.72 – 1.57 (m, 4H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 148.7, 146.4, 145.8, 113.1, 103.0, 102.7, 98.4, 98.3, 56.0, 48.5, 37.0, 33.0, 32.8, 18.3, 16.2, 15.0, 9.8, 6.6
HRMS (ESI-TOF)	m/z calculated for C₂₆H₃₆N₅O₂⁺ [M+H]⁺ 450.2864, found 450.2863

tert-butyl (3aR,6aS)-5-(2-bromoethyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
Identifier	TS-1-84
¹H NMR (400 MHz, CDCl₃)	δ 3.36 – 3.24 (m, 4H), 3.15 – 3.04 (m, 2H), 2.54 – 2.43 (m, 2H), 2.04 – 1.93 (m, 3H), 1.82 (q, J = 6.8 Hz, 2H), 1.34 (s, 9H), 0.98 – 0.86 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 154.6, 78.8, 51.7, 40.6, 38.7, 38.2, 32.5, 28.4

tert-butyl (3aR,6aS)-5-(2-(4-cyanophenoxy)ethyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
Identifier	TS-1-87
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 2H), 6.93 – 6.88 (m, 2H), 3.99 (t, J = 6.5 Hz, 2H), 3.43 (dd, J = 11.2, 7.2 Hz, 2H), 3.26 – 3.17 (m, 2H), 2.64 – 2.53 (m, 2H), 2.16 – 2.04 (m, 3H), 1.86 (q, J = 6.4 Hz, 2H), 1.45 (s, 9H), 1.13 – 1.03 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 154.9, 134.1, 119.4, 115.3, 103.9, 79.2, 67.7, 52.0, 39.3, 39.1, 34.9, 28.6

4-(3-((3aR,6aS)-5-(2-(4-cyanophenoxy)ethyl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)propoxy)benzonitrile
Identifier	TS-1-89
¹H NMR (400 MHz, CDCl₃)	δ 7.53 (d, J = 8.5 Hz, 4H), 6.95 – 6.86 (m, 4H), 4.06 (t, J = 6.2 Hz, 2H), 3.98 (t, J = 6.3 Hz, 2H), 2.67 – 2.57 (m, 4H), 2.57 – 2.48 (m, 2H), 2.35 – 2.27 (m, 2H), 2.09 – 1.98 (m, 4H), 1.94 – 1.86 (m, 1H), 1.86 – 1.76 (m, 2H), 1.13 – 1.00 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.5, 162.5, 134.1, 119.4, 119.4, 115.3, 115.3, 103.8, 103.7, 67.9, 66.8, 60.9, 52.3, 42.3, 40.6, 39.5, 33.8, 28.2

4-(3-((3aR,6aS)-5-(2-(4-carbamimidoylphenoxy)ethyl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)propoxy)benzimidamide
Identifier	TS-1-92
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.72 – 7.67 (m, 4H), 7.07 (t, J = 7.9 Hz, 4H), 4.19 – 4.14 (m, 2H), 4.12 – 4.07 (m, 2H), 3.88 – 3.81 (m, 1H), 3.53 (d, J = 11.7 Hz, 1H), 3.39 – 3.31 (m, 2H), 3.12 (dd, J = 11.9, 6.5 Hz, 1H), 2.95 – 2.90 (m, 1H), 2.86 – 2.79 (m, 1H), 2.29 – 2.10 (m, 5H), 1.99 – 1.90 (m, 1H), 1.88 – 1.78 (m, 2H), 1.17 – 1.07 (m, 1H), 1.05 – 0.96 (m, 1H)
¹³C{¹H} NMR (126 MHz, D₂O+acetic acid-d₄, 80 °C)	δ 166.6, 164.1, 163.6, 130.6, 130.6, 120.7, 120.2, 116.2, 116.2, 115.5, 68.9, 66.6, 60.6, 52.9, 42.6, 41.6, 39.6, 38.4, 33.5, 25.8
HRMS (ESI-TOF)	m/z calculated for C₂₆H₃₆N₅O₂⁺ [M+H]⁺ 450.2864, found 450.2870

tert-butyl 7-(3-(4-cyanophenoxy)propyl)-2,7-diazaspiro[4.4]nonane-2-carboxylate
Identifier	TS-1-52
¹H NMR (500 MHz, DMSO-d₆, 90 °C)	δ 7.69 (d, J = 8.7 Hz, 2H), 7.08 (d, J = 8.2 Hz, 2H), 4.13 (t, J = 6.3 Hz, 2H), 3.30 – 3.19 (m, 3H), 3.14 – 3.09 (m, 1H), 2.69 – 2.61 (m, 1H), 2.56 (t, J = 7.0 Hz, 3H), 2.49 (s, 1H), 2.44 – 2.38 (m, 1H), 1.93 – 1.85 (m, 2H), 1.84 – 1.73 (m, 2H), 1.72 – 1.67 (m, 2H), 1.40 (s, 9H)
¹³C{¹H} NMR (126 MHz, DMSO-d₆, 90 °C)	δ 161.8, 153.3, 133.5, 118.4, 115.3, 102.6, 77.7, 66.2, 63.2, 56.8, 52.6, 51.4, 47.1, 44.5, 36.3, 34.7, 27.8, 27.3

4,4′-(((2,7-diazaspiro[4.4]nonane-2,7-diyl)bis(propane-3,1-diyl))bis(oxy))dibenzonitrile
Identifier	TS-1-56
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.52 (m, 4H), 6.96 – 6.88 (m, 4H), 4.06 (t, J = 6.1 Hz, 4H), 2.90 (s, 4H), 2.79 (t, J = 7.5 Hz, 6H), 2.71 – 2.58 (m, 2H), 2.06 (p, J = 6.4 Hz, 4H), 2.02 – 1.87 (m, 4H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.1, 134.0, 119.2, 115.2, 104.1, 66.1, 65.9, 53.5, 52.8, 47.8, 37.5, 27.4

4,4′-(((2,7-diazaspiro[4.4]nonane-2,7-diyl)bis(propane-3,1-diyl))bis(oxy))dibenzimidamide
Identifier	TS-1-57
¹H NMR (600 MHz, D₂O)	δ 7.79 – 7.75 (m, 4H), 7.16 – 7.13 (m, 4H), 4.23 – 4.20 (m, 4H), 3.21 – 3.05 (m, 12H), 2.17 – 2.11 (m, 5H), 2.11 – 2.04 (m, 4H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.8, 162.8, 129.8, 119.9, 115.0, 66.0, 63.6, 53.5, 52.8, 47.0, 36.4, 26.0
HRMS (ESI-TOF)	m/z calculated for C₂₇H₃₉N₆O₂⁺ [M+H]⁺ 479.3129, found 479.3135

tert-butyl (1R,5S,6r)-6-((3-cyanophenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-98
¹H NMR (400 MHz, CDCl₃)	δ 7.39 – 7.33 (m, 1H), 7.24 (dt, J = 7.7, 1.2 Hz, 1H), 7.12 – 7.08 (m, 2H), 3.97 – 3.77 (m, 2H), 3.64 (dd, J = 24.7, 10.9 Hz, 2H), 3.39 (d, J = 10.7 Hz, 2H), 1.59 – 1.55 (m, 2H), 1.44 (s, 9H), 1.16 – 1.10 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 158.8, 155.0, 130.4, 124.6, 119.9, 118.7, 117.4, 113.2, 79.6, 69.8, 48.1, 47.8, 28.5, 21.8, 21.4, 21.0

3-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzonitrile
Identifier	LS-1-192
¹H NMR (600 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 2H), 7.37 – 7.33 (m, 1H), 7.22 (d, J = 7.6 Hz, 1H), 7.12 – 7.09 (m, 2H), 6.94 – 6.91 (m, 2H), 4.04 (t, J = 6.2 Hz, 2H), 3.81 (d, J = 6.8 Hz, 2H), 3.30 – 2.98 (m, 2H), 2.76 – 2.52 (m, 2H), 2.52 – 2.27 (m, 2H), 2.07 – 1.85 (m, 2H), 1.76 – 1.56 (m, 1H), 1.56 – 1.38 (m, 2H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.3, 159.0, 134.0, 130.4, 124.5, 120.0, 119.3, 118.8, 117.4, 115.2, 113.2, 103.8, 70.6, 66.3, 54.8, 51.5, 28.2, 21.3, 18.6
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₄N₃O₂⁺ [M+H]⁺ 374.1863, found 374.1866

3-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzimidamide
Identifier	LS-1-214
¹H NMR (400 MHz, D₂O)	δ 7.79 – 7.73 (m, 2H), 7.57 – 7.51 (m, 1H), 7.41 – 7.37 (m, 1H), 7.34 – 7.29 (m, 2H), 7.16 – 7.10 (m, 2H), 4.22 (t, J = 5.6 Hz, 2H), 4.04 (d, J = 7.0 Hz, 2H), 3.88 (d, J = 11.6 Hz, 2H), 3.52 – 3.39 (m, 4H), 2.29 – 2.18 (m, 2H), 2.03 (t, J = 3.4 Hz, 2H), 1.60 – 1.51 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 166.4, 165.9, 162.6, 158.1, 130.8, 129.9, 129.2, 120.6, 120.4, 120.0, 115.0, 113.8, 69.3, 65.3, 55.9, 52.9, 25.2, 20.2, 19.2
HRMS (ESI-TOF)	m/z calculated for C₂₃H₃₀N₅O₂⁺ [M+H]⁺ 408.2394, found 408.2385

tert-butyl (1R,5S,6r)-6-(((6-cyanonaphthalen-2-yl)oxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	LS-1-182
¹H NMR (400 MHz, CDCl₃)	δ 8.10 (d, J = 1.6 Hz, 1H), 7.74 (dd, J = 11.9, 8.8 Hz, 2H), 7.53 (dd, J = 8.5, 1.6 Hz, 1H), 7.22 (dd, J = 9.0, 2.5 Hz, 1H), 7.07 (d, J = 2.5 Hz, 1H), 4.09 – 3.87 (m, 2H), 3.66 (dd, J = 27.5, 10.9 Hz, 2H), 3.44 – 3.34 (m, 2H), 1.60 (t, J = 3.2 Hz, 2H), 1.43 (s, 9H), 1.22 – 1.15 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 159.2, 155.0, 136.4, 133.8, 130.1, 127.8, 127.7, 127.1, 120.9, 119.6, 106.8, 106.6, 79.6, 69.6, 48.1, 47.8, 28.5, 21.9, 21.5, 21.0

6-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-2-naphthonitrile
Identifier	LS-1-209
¹H NMR (400 MHz, DMSO-d₆)	δ 8.45 (s, 1H), 7.95 (t, J = 8.3 Hz, 2H), 7.73 (d, J = 8.8 Hz, 2H), 7.72 – 7.68 (m, 1H), 7.41 (d, J = 2.4 Hz, 1H), 7.32 (dd, J = 9.0, 2.2 Hz, 1H), 7.08 (d, J = 8.8 Hz, 2H), 4.07 (t, J = 6.2 Hz, 2H), 3.97 (d, J = 7.2 Hz, 2H), 3.02 (d, J = 8.6 Hz, 2H), 2.55 – 2.50 (m, 2H), 2.27 (d, J = 8.0 Hz, 2H), 1.84 (p, J = 7.2 Hz, 2H), 1.63 – 1.54 (m, 1H), 1.53 – 1.45 (m, 2H)
¹³C{¹H} NMR (151 MHz, DMSO-d₆)	δ 162.1, 159.0, 136.2, 134.2, 133.9, 130.1, 128.0, 127.2, 126.9, 120.7, 119.5, 119.2, 115.5, 106.9, 105.5, 102.6, 70.1, 66.3, 54.9, 54.2, 50.9, 27.8, 20.8, 18.2
HRMS (ESI-TOF)	m/z calculated for C₂₇H₂₆N₃O₂⁺ [M+H]⁺ 424.2020, found 424.2011

6-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-2-naphthimidamide
Identifier	LS-1-215
¹H NMR (400 MHz, D₂O+acetic acid-d₆)	δ 8.20 (s, 1H), 7.88 (d, J = 9.0 Hz, 1H), 7.83 (d, J = 8.7 Hz, 1H), 7.62 – 7.55 (m, 3H), 7.26 (d, J = 2.5 Hz, 1H), 7.21 (dd, J = 9.0, 2.5 Hz, 1H), 6.98 (d, J = 8.6 Hz, 2H), 4.10 (t, J = 5.6 Hz, 2H), 4.01 (d, J = 7.0 Hz, 2H), 3.79 (d, J = 11.5 Hz, 2H), 3.35 (dd, J = 20.3, 10.1 Hz, 4H), 2.17 – 2.07 (m, 2H), 2.00 – 1.94 (m, 2H), 1.54 – 1.47 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₆)	δ 167.7, 167.1, 163.9, 159.7, 138.5, 132.4, 131.1, 130.4, 129.4, 129.0, 124.9, 124.0, 121.4, 121.2, 116.3, 108.6, 70.3, 66.7, 57.2, 54.4, 26.5, 21.5, 20.4
HRMS (ESI-TOF)	m/z calculated for C₂₇H₃₂N₅O₂⁺ [M+H]⁺ 458.2551, found 458.2526

(1R,5S,6r)-6-((4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)methyl)-3-(3-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)propyl)-3-azabicyclo[3.1.0]hexane
Identifier	LS-217 (Z11)
¹H NMR (400 MHz, D₂O)	δ 7.79 – 7.72 (m, 4H), 7.16 – 7.09 (m, 4H), 4.22 (t, J = 5.7 Hz, 2H), 4.06 (d, J = 6.9 Hz, 2H), 4.04 – 4.00 (m, 8H), 3.87 (d, J = 11.5 Hz, 2H), 3.52 – 3.35 (m, 4H), 2.29 – 2.17 (m, 2H), 2.04 (t, J = 3.7 Hz, 2H), 1.58 – 1.50 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.8, 165.8, 162.9, 130.2, 130.2, 115.2, 115.2, 114.6, 69.1, 65.3, 55.8, 52.9, 44.3, 25.1, 20.2, 19.1
HRMS (ESI-TOF)	m/z calculated for C₂₇H₃₄N₅O₂⁺ [M+H]⁺ 460.2707, found 460.2682

4-(((1R,5S,6r)-3-(2-(4-cyanophenoxy)ethyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzonitrile
Identifier	LS-1-221
¹H NMR (600 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 4H), 6.95 – 6.89 (m, 4H), 4.19 – 4.01 (m, 2H), 3.84 (d, J = 6.9 Hz, 2H), 3.32 – 3.08 (m, 2H), 3.03 – 2.81 (m, 2H), 2.68 – 2.39 (m, 2H), 1.79 – 1.61 (m, 1H), 1.57 – 1.46 (m, 2H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.2, 161.9, 134.0, 134.0, 119.3, 119.2, 115.3, 115.3, 104.1, 103.9, 70.4, 67.5, 55.3, 53.5, 21.3, 18.5
HRMS (ESI-TOF)	m/z calculated for C₂₂H₂₂N₃O₂⁺ [M+H]⁺ 360.1707, found 360.1689

4-(((1R,5S,6r)-3-(2-(4-carbamimidoylphenoxy)ethyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzimidamide
Identifier	LS-1-223
¹H NMR (400 MHz, D₂O)	δ 7.68 – 7.51 (m, 4H), 7.07 – 6.86 (m, 4H), 4.33 – 4.20 (m, 2H), 3.91 – 3.81 (m, 2H), 3.81 – 3.64 (m, 2H), 3.61 – 3.50 (m, 2H), 3.49 – 3.34 (m, 2H), 1.99 – 1.76 (m, 2H), 1.54 – 1.37 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 167.0, 167.0, 164.0, 163.2, 131.2, 131.2, 121.8, 121.2, 116.5, 70.4, 64.5, 57.7, 55.4, 21.7
HRMS (ESI-TOF)	m/z calculated for C₂₂H₂₈N₅O₂⁺ [M+H]⁺ 394.2238, found 394.2236

tert-butyl ((1r,4r)-4-(2-bromoethyl)cyclohexyl)carbamate
Identifier	LS-184
¹H NMR (600 MHz, CDCl₃)	δ 4.37 (s, 1H), 3.42 (t, J = 7.0 Hz, 2H), 3.41 – 3.32 (m, 1H), 2.03 – 1.98 (m, 2H), 1.80 – 1.73 (m, 4H), 1.48 – 1.40 (m, 10H), 1.14 – 1.06 (m, 2H), 1.06 – 0.98 (m, 2H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 155.3, 79.2, 49.8, 39.6, 35.3, 33.2, 31.8, 31.2, 28.5

tert-butyl ((1r,4r)-4-(2-(4-cyanophenoxy)ethyl)cyclohexyl)carbamate
Identifier	LS-185
¹H NMR (600 MHz, CDCl₃)	δ 7.58 – 7.55 (m, 2H), 6.93 – 6.91 (m, 2H), 4.37 (s, 1H), 4.02 (t, J = 6.5 Hz, 2H), 3.44 – 3.33 (m, 1H), 2.05 – 1.99 (m, 2H), 1.85 – 1.79 (m, 2H), 1.70 (q, J = 6.6 Hz, 2H), 1.45 – 1.42 (m, 10H), 1.12 – 1.07 (m, 4H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.4, 155.3, 134.0, 119.3, 115.2, 103.8, 79.2, 66.3, 49.8, 35.8, 33.7, 33.3, 31.8, 28.5

tert-butyl ((1r,4r)-4-(2-(4-cyanophenoxy)ethyl)cyclohexyl)(methyl)carbamate
Identifier	LS-189
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 2H), 6.95 – 6.90 (m, 2H), 4.02 (t, J = 6.4 Hz, 2H), 2.71 (s, 3H), 1.89 – 1.81 (m, 2H), 1.74 – 1.66 (m, 4H), 1.50 – 1.38 (m, 13H), 1.17 – 1.05 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 155.7, 134.0, 119.3, 115.2, 103.8, 79.2, 66.3, 35.8, 33.7, 32.2, 29.7, 28.5, 28.3

4-(2-((1r,4r)-4-(methylamino)cyclohexyl)ethoxy)benzonitrile
Identifier	LS-191
¹H NMR (400 MHz, CDCl₃)	δ 7.50 – 7.42 (m, 2H), 6.87 – 6.79 (m, 2H), 3.93 (q, J = 6.4 Hz, 2H), 2.32 (d, J = 6.2 Hz, 3H), 2.24 – 2.13 (m, 1H), 1.92 – 1.79 (m, 2H), 1.78 – 1.66 (m, 2H), 1.61 (p, J = 6.5 Hz, 2H), 1.45 – 1.32 (m, 1H), 1.03 – 0.86 (m, 4H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.1, 133.6, 119.0, 114.9, 103.3, 66.2, 58.4, 35.6, 34.0, 33.5, 32.6, 31.5

4-(3-(((1r,4r)-4-(2-(4-cyanophenoxy)ethyl)cyclohexyl)(methyl)amino)propoxy)benzonitrile
Identifier	LS-228
¹H NMR (400 MHz, CDCl₃)	δ 7.61 – 7.54 (m, 4H), 6.96 – 6.90 (m, 4H), 4.07 (t, J = 6.1 Hz, 2H), 4.02 (t, J = 6.5 Hz, 2H), 2.67 (t, J = 7.2 Hz, 2H), 2.53 – 2.40 (m, 1H), 2.33 (s, 3H), 2.06 – 1.96 (m, 2H), 1.87 (d, J = 11.5 Hz, 4H), 1.69 (q, J = 6.6 Hz, 2H), 1.51 – 1.39 (m, 1H), 1.37 – 1.24 (m, 2H), 1.09 – 0.95 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.3, 134.0, 119.3, 115.2, 115.2, 103.8, 66.4, 66.3, 63.1, 50.0, 37.7, 35.8, 34.3, 32.3, 27.8, 27.1
HRMS (ESI-TOF)	m/z calculated for C₂₆H₃₂N₃O₂⁺ [M+H]⁺ 418.2489, found 418.2518

4-(3-(((1r,4r)-4-(2-(4-carbamimidoylphenoxy)ethyl)cyclohexyl)(methyl)amino)propoxy)benzimidamide
Identifier	Z14 (LS-230)
¹H NMR (400 MHz, D₂O)	δ 7.79 – 7.71 (m, 4H), 7.17 – 7.09 (m, 4H), 4.24 (t, J = 5.6 Hz, 2H), 4.18 (t, J = 6.4 Hz, 2H), 3.52 – 3.41 (m, 1H), 3.38 – 3.25 (m, 2H), 2.83 (s, 3H), 2.35 – 2.17 (m, 2H), 2.07 – 1.94 (m, 4H), 1.72 (q, J = 6.4 Hz, 2H), 1.62 – 1.50 (m, 3H), 1.19 – 1.07 (m, 2H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.8, 163.0, 162.6, 129.9, 129.8, 120.0, 119.6, 115.1, 115.1, 66.7, 65.3, 64.5, 50.8, 36.2, 34.5, 32.8, 30.4, 30.3, 26.6, 24.9, 23.8
HRMS (ESI-TOF)	m/z calculated for C₂₆H₃₈N₅O₂⁺ [M+H]⁺ 452.3020, found 452.3012

tert-butyl (1R,5S,6r)-6-((4-cyano-2-fluorophenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-8
¹H NMR (400 MHz, CDCl₃)	δ 7.43 – 7.33 (m, 2H), 6.96 (t, J = 8.3 Hz, 1H), 4.09 (dd, J = 10.2, 6.6 Hz, 1H), 3.90 (dd, J = 10.2, 7.4 Hz, 1H), 3.68 (d, J = 10.9 Hz, 1H), 3.61 (d, J = 10.8 Hz, 1H), 3.43 – 3.34 (m, 2H), 1.62 – 1.57 (m, 2H), 1.43 (s, 9H), 1.21 – 1.14 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 154.9, 151.9 (d, J = 250.3 Hz), 151.0 (d, J = 10.3 Hz), 129.6 (d, J = 3.8 Hz), 119.8 (d, J = 21.4 Hz), 118.0 (d, J = 2.8 Hz), 114.8 (d, J = 2.5 Hz), 104.2 (d, J = 8.4 Hz), 79.6, 71.0, 48.0, 47.7, 28.5, 22.0, 21.2, 21.0
¹⁹F NMR (376 MHz, CDCl₃)	δ −130.85

4-(((1R,5S,6r)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-fluorobenzonitrile
Identifier	TS-1-10
¹H NMR (400 MHz, CDCl₃)	δ 7.40 – 7.35 (m, 1H), 7.35 – 7.30 (m, 1H), 6.95 (t, J = 8.3 Hz, 1H), 3.98 (d, J = 7.0 Hz, 2H), 3.04 (d, J = 11.3 Hz, 2H), 2.90 (d, J = 12.1 Hz, 2H), 2.03 (s, 1H), 1.53 – 1.45 (m, 2H), 1.12 (tt, J = 6.9, 3.2 Hz, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 151.8 (d, J = 250.1 Hz), 151.1 (d, J = 10.3 Hz), 129.6 (d, J = 3.8 Hz), 119.7 (d, J = 21.5 Hz), 118.0 (d, J = 2.6 Hz), 114.8 (d, J = 2.6 Hz), 103.8 (d, J = 8.3 Hz), 71.4, 48.6, 23.2, 17.3
¹⁹F NMR (376 MHz, CDCl₃)	δ −130.93

4-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-fluorobenzonitrile
Identifier	TS-1-16
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 2H), 7.42 – 7.33 (m, 2H), 6.99 – 6.90 (m, 3H), 4.03 (t, J = 6.3 Hz, 2H), 3.92 (d, J = 7.2 Hz, 2H), 3.09 (d, J = 8.7 Hz, 2H), 2.58 (t, J = 6.9 Hz, 2H), 2.34 (d, J = 8.6 Hz, 2H), 1.92 (p, J = 6.7 Hz, 2H), 1.72 – 1.65 (m, 1H), 1.48 – 1.44 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	162.4, 151.9 (d, J = 250.2 Hz), 151.3, 151.2, 134.0, 129.6 (d, J = 3.9 Hz), 119.7 (d, J = 21.5 Hz), 119.3, 118.1 (d, J = 2.4 Hz), 115.2, 114.8 (d, J = 2.7 Hz), 103.8, 71.9, 66.4, 54.6, 51.4, 28.3, 21.4, 18.3
¹⁹F NMR (376 MHz, CDCl₃)	δ −131.00

4-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-fluorobenzimidamide
Identifier	TS-1-25
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.73 (d, J = 8.4 Hz, 2H), 7.61 – 7.55 (m, 2H), 7.22 (t, J = 8.4 Hz, 1H), 7.11 – 7.07 (m, 2H), 4.18 (t, J = 5.7 Hz, 2H), 4.09 (d, J = 7.1 Hz, 2H), 3.85 (d, J = 11.6 Hz, 2H), 3.44 (d, J = 11.3 Hz, 2H), 3.40 (t, J = 8.1 Hz, 2H), 2.23 – 2.17 (m, 2H), 2.04 – 1.99 (m, 2H), 1.58 – 1.50 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 167.1, 166.4, 163.9, 152.8 (d, J = 245.7 Hz), 152.1, 152.1, 131.2, 126.7 (d, J = 3.4 Hz), 121.7 (d, J = 7.1 Hz), 121.3, 117.0 (d, J = 21.6 Hz), 116.3, 71.6, 66.6, 57.1, 54.3, 26.5, 21.5, 20.3
¹⁹F NMR (376 MHz, D₂O+acetic acid-d₄)	δ −133.31
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₉FN₅O₂⁺ [M+H]⁺ 426.2300, found 426.2321

tert-butyl (1R,5S,6r)-6-((4-cyanophenyl)carbamoyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-18
¹H NMR (400 MHz, CDCl₃)	δ 9.86 (s, 1H), 7.76 – 7.71 (m, 2H), 7.58 – 7.53 (m, 2H), 3.67 (d, J = 11.2 Hz, 1H), 3.59 – 3.44 (m, 3H), 2.17 (t, J = 2.9 Hz, 2H), 1.48 (s, 9H), 1.46 – 1.43 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 170.2, 155.1, 143.0, 133.2, 119.1, 106.2, 80.6, 48.1, 28.5, 26.8, 26.1, 25.4

(1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-N-(4-cyanophenyl)-3-azabicyclo[3.1.0]hexane-6-carboxamide
Identifier	TS-1-21
¹H NMR (400 MHz, CDCl₃+methanol-d₄)	δ 7.66 – 7.61 (m, 2H), 7.57 – 7.51 (m, 4H), 6.93 – 6.88 (m, 2H), 4.01 (t, J = 6.0 Hz, 2H), 3.14 (d, J = 9.5 Hz, 2H), 2.65 (t, J = 7.7 Hz, 2H), 2.50 (d, J = 9.4 Hz, 2H), 2.02 (t, J = 2.6 Hz, 2H), 1.99 – 1.91 (m, 2H), 1.87 (t, J = 3.1 Hz, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃+methanol-d₄)	δ 162.1, 142.8, 133.9, 133.0, 119.1, 119.0, 119.0, 115.0, 105.7, 103.5, 66.0, 54.8, 52.4, 27.9, 25.7, 23.9

(1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-N-(4-carbamimidoylphenyl)-3-azabicyclo[3.1.0]hexane-6-carboxamide
Identifier	TS-1-27
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.76 (t, J = 6.5 Hz, 4H), 7.67 (d, J = 8.4 Hz, 2H), 7.13 (d, J = 8.4 Hz, 2H), 4.21 (t, J = 5.7 Hz, 2H), 3.95 (d, J = 11.9 Hz, 2H), 3.58 (d, J = 12.2 Hz, 2H), 3.46 (t, J = 7.8 Hz, 2H), 2.50 – 2.38 (m, 2H), 2.28 – 2.19 (m, 2H), 2.11 – 2.03 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 172.1, 167.1, 163.9, 143.5, 131.1, 130.9, 130.2, 124.7, 121.9, 121.3, 116.3, 66.4, 56.9, 54.4, 26.5, 25.4
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₉N₆O₂⁺ [M+H]⁺ 421.2347, found 421.2345

tert-butyl (1R,5S,6r)-6-(((6-cyanopyridin-3-yl)oxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	LS-183
¹H NMR (400 MHz, CDCl₃)	δ 8.35 (d, J = 2.9 Hz, 1H), 7.63 (d, J = 8.6 Hz, 1H), 7.20 (dd, J = 8.6, 2.9 Hz, 1H), 3.97 (d, J = 37.2 Hz, 2H), 3.65 (s, 2H), 3.44 – 3.35 (m, 2H), 1.62 – 1.58 (m, 2H), 1.44 (s, 9H), 1.19 – 1.12 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 157.09, 154.90, 140.27, 129.59, 125.37, 120.41, 117.49, 79.67, 70.33, 47.80, 28.49, 21.13

Compound
Identifier	Z17
¹H NMR (600 MHz, D₂O)	δ 8.44 (d, J = 2.4 Hz, 1H), 8.07 (d, J = 8.8 Hz, 1H), 7.77 (d, J = 8.5 Hz, 2H), 7.58 (dd, J = 8.7, 2.4 Hz, 1H), 7.14 (d, J = 8.5 Hz, 2H), 4.25 (t, J = 5.7 Hz, 2H), 4.16 (d, J = 7.0 Hz, 2H), 3.91 (d, J = 11.6 Hz, 2H), 3.51 (d, J = 11.2 Hz, 2H), 3.48 – 3.44 (m, 2H), 2.29 – 2.23 (m, 2H), 2.09 (t, J = 3.2 Hz, 2H), 1.61 (p, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.86, 162.58, 162.11, 158.22, 139.19, 135.48, 129.85, 124.78, 121.53, 120.00, 115.03, 69.60, 65.30, 55.84, 52.98, 25.16, 20.19, 18.96
HRMS (ESI-TOF)	m/z calculated for C₂₂H₂₉N₆O₂⁺ [M+H⁺] 409.2347, found 409.2350

tert-butyl (1R,5S,6r)-6-(((4-cyanophenyl)thio)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-19
¹H NMR (400 MHz, CDCl₃)	δ 7.55 – 7.51 (m, 2H), 7.32 – 7.28 (m, 2H), 3.60 (d, J = 10.9 Hz, 1H), 3.51 (d, J = 10.9 Hz, 1H), 3.33 (t, J = 9.7 Hz, 2H), 3.03 – 2.87 (m, 2H), 1.50 – 1.46 (m, 2H), 1.42 (s, 9H), 0.96 – 0.89 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 154.9, 144.7, 132.3, 127.1, 118.9, 108.4, 79.6, 48.2, 47.9, 34.8, 28.5, 24.2, 23.5, 21.2

4-((((1R,5S,6r)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)thio)benzonitrile
Identifier	TS-1-22
¹H NMR (400 MHz, CDCl₃)	δ 7.55 – 7.48 (m, 2H), 7.33 – 7.27 (m, 2H), 3.01 – 2.94 (m, 4H), 2.89 – 2.83 (m, 2H), 2.04 (s, 1H), 1.44 – 1.38 (m, 2H), 0.93 – 0.85 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 145.0, 132.1, 126.9, 118.8, 108.0, 48.7, 34.8, 25.5, 17.2

4-((((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)thio)benzonitrile
Identifier	TS-1-23
¹H NMR (400 MHz, CDCl₃)	δ 7.58 – 7.53 (m, 2H), 7.53 – 7.48 (m, 2H), 7.32 – 7.27 (m, 2H), 6.94 – 6.88 (m, 2H), 4.00 (t, J = 6.3 Hz, 2H), 3.03 (d, J = 8.9 Hz, 2H), 2.88 (d, J = 7.3 Hz, 2H), 2.55 (t, J = 7.0 Hz, 2H), 2.30 (d, J = 8.6 Hz, 2H), 1.90 (p, J = 6.8 Hz, 2H), 1.48 – 1.41 (m, 1H), 1.38 – 1.34 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 145.4, 134.0, 132.2, 126.9, 119.3, 119.0, 115.2, 108.1, 103.8, 66.4, 54.9, 51.5, 35.4, 28.3, 23.9, 18.2

4-((((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)thio)benzimidamide
Identifier	TS-1-28
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.72 – 7.61 (m, 4H), 7.48 (d, J = 8.1 Hz, 2H), 7.02 (d, J = 8.5 Hz, 2H), 4.12 (d, J = 5.9 Hz, 2H), 3.73 (d, J = 11.6 Hz, 2H), 3.40 – 3.26 (m, 4H), 3.03 (d, J = 7.0 Hz, 2H), 2.17 – 2.09 (m, 2H), 1.91 – 1.82 (m, 2H), 1.32 – 1.24 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 167.2, 167.1, 163.9, 145.8, 131.2, 129.5, 128.8, 125.7, 121.2, 116.3, 66.7, 59.4, 57.3, 54.3, 34.3, 26.5, 23.5
HRMS (ESI-TOF)	m/z calculated for C₂₃H₃₀N₅OS⁺ [M+H]⁺ 424.2166, found 424.2163

tert-butyl (1R,5S,6r)-6-((4-cyano-2-methylphenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	TS-1-9
¹H NMR (400 MHz, CDCl₃)	δ 7.45 (dd, J = 8.4, 2.2 Hz, 1H), 7.41 (d, J = 3.0 Hz, 1H), 6.78 (d, J = 8.5 Hz, 1H), 4.00 – 3.87 (m, 2H), 3.71 – 3.64 (m, 1H), 3.63 – 3.53 (m, 1H), 3.43 – 3.35 (m, 2H), 2.22 (s, 3H), 1.59 – 1.58 (m, 1H), 1.44 (s, 9H), 1.43 (s, 1H), 1.17 – 1.11 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 160.3, 155.0, 134.1, 131.9, 128.4, 119.5, 111.0, 103.5, 79.6, 69.4, 48.1, 47.8, 28.5, 21.6, 21.5, 20.9, 16.1

4-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-methylbenzonitrile
Identifier	TS-1-17
¹H NMR (400 MHz, CDCl₃)	δ 7.59 – 7.54 (m, 2H), 7.44 (dd, J = 8.4, 2.2 Hz, 1H), 7.41 – 7.38 (m, 1H), 6.96 – 6.91 (m, 2H), 6.78 (d, J = 8.5 Hz, 1H), 4.04 (t, J = 6.3 Hz, 2H), 3.86 (d, J = 6.8 Hz, 2H), 3.10 (d, J = 8.7 Hz, 2H), 2.60 (t, J = 7.0 Hz, 2H), 2.37 (d, J = 9.2 Hz, 2H), 2.22 (s, 3H), 1.94 (p, J = 6.7 Hz, 2H), 1.68 – 1.61 (m, 1H), 1.48 – 1.44 (m, 2H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 162.4, 160.5, 133.99, 133.97, 131.9, 128.4, 119.6, 119.3, 115.2, 111.1, 103.8, 103.2, 70.3, 66.5, 54.8, 51.6, 28.3, 21.2, 18.6, 16.2

4-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-methylbenzimidamide
Identifier	TS-1-26
¹H NMR (600 MHz, D₂O+acetic acid-d₄)	δ 7.70 (d, J = 8.4 Hz, 2H), 7.60 – 7.56 (m, 2H), 7.07 (d, J = 8.4 Hz, 2H), 7.02 (d, J = 8.5 Hz, 1H), 4.16 (t, J = 5.8 Hz, 2H), 4.03 (d, J = 6.6 Hz, 2H), 3.83 (d, J = 11.5 Hz, 2H), 3.47 – 3.33 (m, 4H), 2.22 (s, 3H), 2.21 – 2.16 (m, 2H), 2.03 – 1.96 (m, 2H), 1.54 – 1.47 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₄)	δ 167.1, 167.0, 163.9, 162.3, 131.2, 131.1, 129.5, 128.7, 121.2, 120.7, 116.2, 113.3, 70.3, 66.5, 57.1, 54.2, 26.4, 21.2, 20.5, 16.5
HRMS (ESI-TOF)	m/z calculated for C₂₄H₃₂N₅O₂⁺ [M+H]⁺ 422.2551, found 422.2570

tert-butyl (1R,5S,6r)-6-((4-cyano-2-methoxyphenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	LS-1-234
¹H NMR (400 MHz, CDCl₃)	δ 7.24 (dd, J = 8.3, 1.9 Hz, 1H), 7.08 (d, J = 1.9 Hz, 1H), 6.85 (d, J = 8.3 Hz, 1H), 4.09 – 4.01 (m, 1H), 3.89 (s, 4H), 3.72 – 3.59 (m, 2H), 3.42 – 3.32 (m, 2H), 1.61 – 1.56 (m, 2H), 1.43 (s, 9H), 1.22 – 1.18 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 154.9, 152.2, 149.5, 126.3, 119.3, 114.4, 112.7, 104.1, 79.5, 70.6, 56.2, 48.0, 47.7, 28.5, 22.0, 21.2, 21.0

4-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-methoxybenzonitrile
Identifier	LS-1-237
¹H NMR (600 MHz, CDCl₃)	7.58 – 7.55 (m, 2H), 7.25 – 7.22 (m, 1H), 7.07 (d, J = 1.5 Hz, 1H), 6.94 – 6.91 (m, 2H), 6.86 (d, J = 8.4 Hz, 1H), 4.02 (t, J = 6.3 Hz, 2H), 3.90 – 3.88 (m, 5H), 3.09 (d, J = 8.7 Hz, 2H), 2.57 (t, J = 6.9 Hz, 2H), 2.33 (d, J = 8.3 Hz, 2H), 1.91 (p, J = 6.6 Hz, 2H), 1.74 – 1.69 (m, 1H), 1.45 (t, J = 2.6 Hz, 2H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.4, 152.4, 149.5, 134.0, 126.4, 119.3, 119.3, 115.2, 114.3, 112.7, 103.8, 103.8, 71.6, 66.4, 56.2, 54.7, 51.3, 28.3, 21.5, 18.4
HRMS (ESI-TOF)	m/z calculated for C₂₄H₂₆N₃O₃⁺ [M+H]⁺ 404.1969, found 404.1955

4-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)-3-methoxybenzimidamide
Identifier	LS-1-245
¹H NMR (400 MHz, D₂O+acetic acid-d₆)	δ 7.64 (d, J = 8.5 Hz, 2H), 7.33 (dd, J = 8.5, 2.2 Hz, 1H), 7.27 (d, J = 2.2 Hz, 1H), 7.01 (d, J = 8.6 Hz, 3H), 4.10 (t, J = 5.7 Hz, 2H), 3.96 (d, J = 7.1 Hz, 2H), 3.81 (s, 3H), 3.78 (d, J = 11.5 Hz, 2H), 3.42 – 3.28 (m, 4H), 2.18 – 2.10 (m, 2H), 1.95 – 1.89 (m, 2H), 1.49 – 1.42 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O+acetic acid-d₆)	δ 167.1, 167.1, 164.0, 153.4, 149.8, 131.2, 123.5, 121.6, 121.3, 116.4, 114.1, 112.1, 71.2, 66.6, 57.2, 57.2, 54.3, 26.5, 21.6, 20.4
HRMS (ESI-TOF)	m/z calculated for C₂₄H₃₂N₅O₃⁺ [M+H]⁺ 438.2500, found 438.2523

tert-butyl (1R,5S,6r)-6-((2-bromo-4-cyanophenoxy)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
Identifier	LS-1-238
¹H NMR (400 MHz, CDCl₃)	δ 7.82 (d, J = 2.0 Hz, 1H), 7.56 (dd, J = 8.6, 2.0 Hz, 1H), 6.88 (d, J = 8.6 Hz, 1H), 4.12 – 4.04 (m, 1H), 4.01 – 3.94 (m, 1H), 3.68 (d, J = 11.0 Hz, 1H), 3.59 (d, J = 11.0 Hz, 1H), 3.43 – 3.36 (m, 2H), 1.66 – 1.63 (m, 2H), 1.44 (s, 9H), 1.19 – 1.14 (m, 1H)
¹³C{¹H} NMR (101 MHz, CDCl₃)	δ 158.7, 154.9, 136.8, 133.1, 117.8, 112.9, 112.9, 105.3, 79.6, 70.5, 48.1, 47.8, 28.5, 21.7, 21.1, 21.0

3-bromo-4-(((1R,5S,6r)-3-(3-(4-cyanophenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzonitrile
Identifier	LS-1-246
¹H NMR (600 MHz, CDCl₃)	δ 7.82 (d, J = 1.9 Hz, 1H), 7.57 (d, J = 8.9 Hz, 2H), 7.56 – 7.54 (m, 1H), 6.95 – 6.92 (m, 2H), 6.88 (d, J = 8.6 Hz, 1H), 4.04 (t, J = 6.3 Hz, 2H), 3.96 (d, J = 6.8 Hz, 2H), 3.10 (d, J = 8.7 Hz, 2H), 2.59 (t, J = 7.0 Hz, 2H), 2.36 (d, J = 8.3 Hz, 2H), 1.93 (p, J = 6.6 Hz, 2H), 1.70 – 1.65 (m, 1H), 1.54 – 1.49 (m, 2H)
¹³C{¹H} NMR (151 MHz, CDCl₃)	δ 162.4, 159.0, 136.8, 134.0, 133.0, 119.3, 117.9, 115.2, 113.0, 112.8, 105.1, 103.8, 71.6, 66.5, 54.7, 51.5, 28.4, 21.4, 18.3
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₃BrN₃O₂⁺ [M+H]⁺ 454.0968, found 454.0968

3-bromo-4-(((1R,5S,6r)-3-(3-(4-carbamimidoylphenoxy)propyl)-3-azabicyclo[3.1.0]hexan-6-yl)methoxy)benzimidamide
Identifier	LS-1-254
¹H NMR (600 MHz, D₂O)	δ 8.01 (s, 1H), 7.73 (d, J = 7.4 Hz, 3H), 7.18 (d, J = 8.8 Hz, 1H), 7.10 (d, J = 8.4 Hz, 2H), 4.12 (t, J = 6.2 Hz, 2H), 4.06 (d, J = 7.0 Hz, 2H), 3.13 (d, J = 9.7 Hz, 2H), 2.67 (t, J = 7.8 Hz, 2H), 2.62 (d, J = 9.5 Hz, 2H), 2.01 – 1.93 (m, 2H), 1.69 – 1.63 (m, 2H), 1.54 – 1.49 (m, 1H)
¹³C{¹H} NMR (151 MHz, D₂O)	δ 165.7, 164.8, 162.9, 159.1, 132.7, 129.7, 129.0, 121.2, 119.6, 115.0, 114.2, 111.9, 72.0, 66.7, 54.7, 52.3, 27.0, 21.2, 19.3
HRMS (ESI-TOF)	m/z calculated for C₂₃H₂₉BrN₅O₂⁺ [M+H]⁺ 488.1499, found 488.1485