Compound,SMILES string form,Semi-high throughput screening assay IC50 (µg/mL),EB progeny assay IC50 (µg/mL),% Viability at 256 (µg/mL): HEp-2 cell line ,% Viability at 256 (µg/mL): HEC-1-A cell line ,% Viability at 256 (µg/mL): HEK 293 cell line ,MIC against all strains of bacteria tested,MIC against all strains of fungi tested,% ATP depleted (ClpX anti-ATPase activity),% Drug remaining at 1500 min (serum stability),% Drug remaining at 1500 min (SGF),% Drug remaining at 1500 min (SIF),Mutagenic index at the highest concentration tested (5000 ?g/plate)
3a,N#CC1=CC=CC=C1/C=C(C(C2=C3C=CC=C2)=O)\C3=O,N/A,,,,,,,,,,,
3b,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC=C3OC,N/A,,,,,,,,,,,
3c,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC(C)=C3F,N/A,,,,,,,,,,,
3d,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC(Cl)=C3,N/A,,,,,,,,,,,
3e,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC(C(F)(F)F)=C3,N/A,,,,,,,,,,,
3f,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC([N+]([O-])=O)=C3,N/A,,,,,,,,,,,
3g,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(Cl)C=C3Cl,N/A,,,,,,,,,,,
3h,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(Cl)C=C3,N/A,,,,,,,,,,,
3i,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(C)C=C3,N/A,,,,,,,,,,,
3j,CC(OC1=CC=C(/C=C(C(C2=C3C=CC=C2)=O)\C3=O)C=C1)=O,N/A,,,,,,,,,,,
3k,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(OC(F)(F)F)C=C3,N/A,,,,,,,,,,,
3l,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(Br)C=C3,N/A,,,,,,,,,,,
3m,N#CC1=CC=CC(/C=C(C(C2=C3C=CC=C2)=O)\C3=O)=C1,N/A,,,,,,,,,,,
3n,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C([N+]([O-])=O)C=C3,N/A,,,,,,,,,,,
3o,N#CC1=CC=C(/C=C(C(C2=C3C=CC=C2)=O)\C3=O)C=C1,N/A,,,,,,,,,,,
3p,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(O)C=C3,N/A,,,,,,,,,,,
3q,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(OC)C=C3,N/A,,,,,,,,,,,
3r,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC(O)=C3,N/A,,,,,,,,,,,
3s,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(OCC4=CC=CC=C4)C=C3,N/A,,,,,,,,,,,
3t,O=C(O)C1=CC=C(/C=C(C(C2=C3C=CC=C2)=O)\C3=O)C=C1,N/A,,,,,,,,,,,
3u,O=C(O)C1=CC=CC=C1/C=C(C(C2=C3C=CC=C2)=O)\C3=O,N/A,,,,,,,,,,,
3v,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=C(C4=CC=CC=C4)C=C3,N/A,,,,,,,,,,,
3w,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC(OC)=C3,N/A,,,,,,,,,,,
3x,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CC=C3C,N/A,,,,,,,,,,,
3y,O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CS3,N/A,,,,,,,,,,,
5a,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC=C5C#N,1.61 ±0.11,1.13,47.38 %  ± 1.49,78.40 %  ± 6.15,90.50 %  ± 2.70,> 125 (µg/mL),>1000  (µg/mL),35.29 %  ± 11.50,79.87  ± 0.51,71.39 %  ± 3.11,85.39 %  ± 4.10,<2
5b,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC=C5OC,3.32 ±0.51,6.41,47.87 %  ± 2.05,69.44 %  ± 1.07,99.02 %  ± 2.81,,,,,,,
5c,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC(C)=C5F,4.69 ±1.20,7.13,51.05 %  ± 1.50,82.18 %  ± 5.60,100 %  ± 4.38,,,39.95 %  ± 4.13,,,,
5d,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC(Cl)=C5,4.79 ±0.19,,,,,,,,,,,
5e,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC(C(F)(F)F)=C5,5.18 ±1.67,,,,,,,,,,,
5f,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC([N+]([O-])=O)=C5,6.35 ±0.70,,,,,,,,,,,
5g,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(Cl)C=C5Cl,6.37 ±0.67,,,,,,,,,,,
5h,O=C1C2=CC=CC=C2C3=C1C(C4=CC=C(Cl)C=C4)SC(C=CC=C5)=C5N3,6.59 ±0.18,,,,,,,,,,,
5i,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(C)C=C5,6.72 ±0.58,,,,,,,,,,,
5j,CC(OC1=CC=C(C2C(C(C3=C4C=CC=C3)=O)=C4NC5=CC=CC=C5S2)C=C1)=O,7.18 ±0.50,,,,,,,,,,,
5k,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(OC(F)(F)F)C=C5,7.44 ±0.30,,,,,,,,,,,
5l,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(Br)C=C5,7.50 ±1.01 ,,,,,,,,,,,
5m,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC(C#N)=C5,9.00 ±1.15,,,,,,,,,,,
5n,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C([N+]([O-])=O)C=C5,9.01 ±0.25,,,,,,,,,,,
5o,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(C#N)C=C5,10.21 ±1.47,,,,,,,,,,,
5p,O=C1C2=CC=CC=C2C3=C1C(C4=CC=C(O)C=C4)SC(C=CC=C5)=C5N3,14.41 ±2.76,,,,,,,,,,,
5q,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(OC)C=C5,14.69 ±1.26,,,,,,,,,,,
344,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC(O)=C5,16.53 ±0.65,,,,,,,,,,,
6a,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(N)C=C5,17.63 ±0.43,,,,,,,,,,,
5s,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(OCC6=CC=CC=C6)C=C5,22.76 ±0.34,,,,,,,,,,,
5t,O=C1C2=CC=CC=C2C3=C1C(C4=CC=C(C(O)=O)C=C4)SC(C=CC=C5)=C5N3,NI,,,,,,,,,,,
5u,O=C1C2=CC=CC=C2C3=C1C(C4=CC=CC=C4C(O)=O)SC(C=CC=C5)=C5N3,NI,,,,,,,21.93 %  ± 3.98,,,,
5v,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=C(C6=CC=CC=C6)C=C5,NI,,,,,,,,,,,
9a,O=C1C2=CC=CC=C2C3=C1C(SCCN3)C4=CC=C(OC)C=C4,16.08 ±0.54,,,,,,,,,,,
9b,O=C1C2=CC=CC=C2C3=C1C(SCCN3)C4=CC=C(Br)C=C4,21.35 ±2.88,,,,,,,,,,,
9c,O=C1C2=CC=CC=C2C3=C1C(SCCN3)C4=CC=C(C)C=C4,21.45 ±0.22,,,,,,,,,,,
9d,O=C1C2=CC=CC=C2C3=C1C(C4=CC=C(C#N)C=C4)SCCN3,NI,,,,,,,36.26 %  ± 11.65,,,,
11a,O=C1C2=CC=CC=C2C3=C1C(C4=CC=CS4)SC(C=CC(C(F)(F)F)=C5)=C5N3,6.53 ±0.45,,,,,,,,,,,
11b,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC(C(F)(F)F)=C4)=C4N3)C5=CC=C(Br)C=C5,6.93 ±0.37,,,,,,,,,,,
5y,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CS5,7.36 ±0.78,,,,,,,,,,,
7a,O=C1C2=CC=CC=C2C3=C1C(S(C(C=CC=C4)=C4N3)(=O)=O)C5=CC=CC(OC)=C5,10.00 ±3.69,,,,,,,,,,,
11c,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC(C(F)(F)F)=C4)=C4N3)C5=CC=C(OC)C=C5,12.30 ±0.87,,,,,,,,,,,
13a,O=C1C2=CC=CC=C2C3=C1C(NC(C=CC=C4)=C4N3)C5=CC=C(C)C=C5,15.00 ±3.23,,,,,,,,,,,
13b,O=C1C2=CC=CC=C2C3=C1C(C4=CC=C(C#N)C=C4)NC(C=CC=C5)=C5N3,20.88 ±1.94,,,,,,,,,,,
13c,O=C1C2=CC=CC=C2C3=C1C(NC(C=CC=C4)=C4N3)C5=CC=C(OC)C=C5,22.61 ±0.32,,,,,,,,,,,
5x,O=C1C2=CC=CC=C2C3=C1C(SC(C=CC=C4)=C4N3)C5=CC=CC=C5C,2.78 ±1.07,,,,,,,,,,,
11d,O=C1C2=CC=CC=C2C3=C1C(C4=CC=CC=C4C#N)SC(C=CC(C(F)(F)F)=C5)=C5N3,1.08 ±0.17,,,,,,,,,,,
11e,O=C1C2=CC=CC=C2C3=C1C(C4=CC=CC=C4OC)SC(C=CC(C(F)(F)F)=C5)=C5N3,0.70 ±0.20,,,,,,,,,,,
,,,,,,,,,,,,,
IC50 indicates 50% inhibition of control Chlamydia inclusions. N/A: not applicable. NI: no inhibition seen at the tested concentration range of the semi-high throughput assay (25 -0.39 µg/mL). All assays were performed in triplicate. ,,,,,,,,,,,,,