FAIRMol

Z223039568

ID 2067

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: COc1ccc2nc(SCC(=O)Nc3ccccc3Cl)[nH]c2c1

Formula: C16H14ClN3O2S | MW: 347.827

LogP: 3.955700000000003 | TPSA: 67.00999999999999

HBA/HBD: 4/2 | RotB: 5

InChIKey: TZKXQUHVSPBVAK-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Aryl ether Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Chlorine Aryl ether Sulfide Ether

Ring system

Benzene ×2 Benzimidazole Imidazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.118720-
DOCK_BASE_INTER_RANK-0.926468-
DOCK_BASE_INTER_RANK-1.206440-
DOCK_BASE_INTER_RANK-1.214660-
DOCK_BASE_INTER_RANK-1.064550-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK-0.218325-
DOCK_FINAL_RANK1.725571-
DOCK_FINAL_RANK1.631400-
DOCK_FINAL_RANK2.882490-
DOCK_FINAL_RANK3.386968-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET791-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.645977-
DOCK_MAX_CLASH_OVERLAP0.624848-
DOCK_MAX_CLASH_OVERLAP0.646013-
DOCK_MAX_CLASH_OVERLAP0.645988-
DOCK_MAX_CLASH_OVERLAP0.645989-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.682051-
DOCK_PRE_RANK3.338388-
DOCK_PRE_RANK-0.269665-
DOCK_PRE_RANK1.609722-
DOCK_PRE_RANK2.858197-
DOCK_PRIMARY_POSE_ID8634-
DOCK_PRIMARY_POSE_ID3880-
DOCK_PRIMARY_POSE_ID12056-
DOCK_PRIMARY_POSE_ID5915-
DOCK_PRIMARY_POSE_ID3191-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:MET79;B:PHE56;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE196;A:SER195;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccccc1-
DOCK_SCORE-22.976400-
DOCK_SCORE-27.944100-
DOCK_SCORE-27.395800-
DOCK_SCORE-23.800000-
DOCK_SCORE-17.157600-
DOCK_SCORE_INTER-24.484600-
DOCK_SCORE_INTER-27.937300-
DOCK_SCORE_INTER-21.308800-
DOCK_SCORE_INTER-27.748100-
DOCK_SCORE_INTER-25.730500-
DOCK_SCORE_INTER_KCAL-6.145627-
DOCK_SCORE_INTER_KCAL-6.672712-
DOCK_SCORE_INTER_KCAL-6.627523-
DOCK_SCORE_INTER_KCAL-5.089522-
DOCK_SCORE_INTER_KCAL-5.848049-
DOCK_SCORE_INTER_NORM-1.064550-
DOCK_SCORE_INTER_NORM-1.206440-
DOCK_SCORE_INTER_NORM-0.926468-
DOCK_SCORE_INTER_NORM-1.214660-
DOCK_SCORE_INTER_NORM-1.118720-
DOCK_SCORE_INTRA-0.006782-
DOCK_SCORE_INTRA0.352291-
DOCK_SCORE_INTRA2.754000-
DOCK_SCORE_INTRA4.151140-
DOCK_SCORE_INTRA0.684589-
DOCK_SCORE_INTRA_KCAL0.991483-
DOCK_SCORE_INTRA_KCAL0.657782-
DOCK_SCORE_INTRA_KCAL0.084143-
DOCK_SCORE_INTRA_KCAL-0.001620-
DOCK_SCORE_INTRA_KCAL0.163511-
DOCK_SCORE_INTRA_NORM0.029765-
DOCK_SCORE_INTRA_NORM-0.000295-
DOCK_SCORE_INTRA_NORM0.180484-
DOCK_SCORE_INTRA_NORM0.119739-
DOCK_SCORE_INTRA_NORM0.015317-
DOCK_SCORE_KCAL-5.684535-
DOCK_SCORE_KCAL-6.674337-
DOCK_SCORE_KCAL-4.098024-
DOCK_SCORE_KCAL-5.487821-
DOCK_SCORE_KCAL-6.543377-
DOCK_SCORE_NORM-0.998976-
DOCK_SCORE_NORM-0.745984-
DOCK_SCORE_NORM-1.191120-
DOCK_SCORE_NORM-1.034780-
DOCK_SCORE_NORM-1.214960-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H14ClN3O2S-
DOCK_SOURCE_FORMULAC16H14ClN3O2S-
DOCK_SOURCE_FORMULAC16H14ClN3O2S-
DOCK_SOURCE_FORMULAC16H14ClN3O2S-
DOCK_SOURCE_FORMULAC16H14ClN3O2S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP3.955700-
DOCK_SOURCE_LOGP3.955700-
DOCK_SOURCE_LOGP3.955700-
DOCK_SOURCE_LOGP3.955700-
DOCK_SOURCE_LOGP3.955700-
DOCK_SOURCE_MW347.827000-
DOCK_SOURCE_MW347.827000-
DOCK_SOURCE_MW347.827000-
DOCK_SOURCE_MW347.827000-
DOCK_SOURCE_MW347.827000-
DOCK_SOURCE_NAMEZ223039568-
DOCK_SOURCE_NAMEZ223039568-
DOCK_SOURCE_NAMEZ223039568-
DOCK_SOURCE_NAMEZ223039568-
DOCK_SOURCE_NAMEZ223039568-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA67.010000-
DOCK_SOURCE_TPSA67.010000-
DOCK_SOURCE_TPSA67.010000-
DOCK_SOURCE_TPSA67.010000-
DOCK_SOURCE_TPSA67.010000-
DOCK_STRAIN_DELTA31.480388-
DOCK_STRAIN_DELTA34.072051-
DOCK_STRAIN_DELTA35.426785-
DOCK_STRAIN_DELTA17.388094-
DOCK_STRAIN_DELTA19.484258-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT18-
DOCK_TARGETT06-
DOCK_TARGETT13-
DOCK_TARGETT05-
EXACT_MASS347.049525368Da
FORMULAC16H14ClN3O2S-
HBA4-
HBD2-
LOGP3.955700000000003-
MOL_WEIGHT347.827g/mol
QED_SCORE0.6855392484576991-
ROTATABLE_BONDS5-
TPSA67.00999999999999A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T06 T06 selection_import_t06 1
native pose available
 -0.218325259221664 -23.8 12 0.57 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.6314000145040002 -27.9441 10 0.59 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.7255709242294228 -22.9764 14 0.67 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.88249039759974 -27.3958 11 0.58 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.386968071246316 -17.1576 8 0.62 - Best pose
T06 — T06 1 poses · report selection_import_t06
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
494 -0.218325259221664 -1.06455 -23.8 1 14 12 0.57 0.00 0.00 0.00 - no geometry warning; 7 clashes; high strain Δ 35.4 Open pose
T05 — T05 1 poses · report selection_import_t05
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
481 1.6314000145040002 -1.21466 -27.9441 3 12 10 0.59 0.29 0.33 0.40 - no geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash Open pose
T09 — T09 1 poses · report selection_import_t09
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
497 1.7255709242294228 -1.11872 -22.9764 4 18 14 0.67 0.29 0.33 0.33 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 31.5 Open pose
T13 — T13 1 poses · report selection_import_t13
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
504 2.88249039759974 -1.20644 -27.3958 13 15 11 0.58 0.56 0.57 0.57 - no geometry warning; 10 clashes; 2 protein clashes Open pose
T18 — T18 1 poses · report selection_import_t18
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
535 3.386968071246316 -0.926468 -17.1576 4 13 8 0.62 - - - - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 34.1 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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