FAIRMol

Z19650505

ID 148

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

SMILES: O=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2

Formula: C16H13N3O3S | MW: 327.3650000000002

LogP: 3.022400000000001 | TPSA: 76.24000000000001

HBA/HBD: 5/2 | RotB: 4

InChIKey: XITYDHCRVHOJCP-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Aryl ether ×2 Sulfide Ether ×2 Acetal

Ring system

Benzene ×2 Benzimidazole Imidazole Benzodioxole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.190680-
DOCK_BASE_INTER_RANK-1.064520-
DOCK_BASE_INTER_RANK-0.983193-
DOCK_BASE_INTER_RANK-1.120600-
DOCK_BASE_INTER_RANK-0.934744-
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_COUNT7.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.236521-
DOCK_FINAL_RANK0.229088-
DOCK_FINAL_RANK-0.099377-
DOCK_FINAL_RANK1.696088-
DOCK_FINAL_RANK1.249778-
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:ALA101-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL91-
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:PHE561-
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_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_OVERLAP0.638806-
DOCK_MAX_CLASH_OVERLAP0.638803-
DOCK_MAX_CLASH_OVERLAP0.638839-
DOCK_MAX_CLASH_OVERLAP0.638796-
DOCK_MAX_CLASH_OVERLAP0.638760-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.202911-
DOCK_PRE_RANK0.175702-
DOCK_PRE_RANK-0.142948-
DOCK_PRE_RANK1.671730-
DOCK_PRE_RANK1.213563-
DOCK_PRIMARY_POSE_ID479-
DOCK_PRIMARY_POSE_ID2440-
DOCK_PRIMARY_POSE_ID3773-
DOCK_PRIMARY_POSE_ID5836-
DOCK_PRIMARY_POSE_ID11956-
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_t01-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
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-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2[nH]1)Nc1ccc2c(c1)OCO2-
DOCK_SCORE-24.690600-
DOCK_SCORE-22.828500-
DOCK_SCORE-22.087300-
DOCK_SCORE-25.372900-
DOCK_SCORE-18.441500-
DOCK_SCORE_INTER-27.385600-
DOCK_SCORE_INTER-24.484000-
DOCK_SCORE_INTER-22.613400-
DOCK_SCORE_INTER-25.773900-
DOCK_SCORE_INTER-21.499100-
DOCK_SCORE_INTER_KCAL-6.540941-
DOCK_SCORE_INTER_KCAL-5.847905-
DOCK_SCORE_INTER_KCAL-5.401120-
DOCK_SCORE_INTER_KCAL-6.155993-
DOCK_SCORE_INTER_KCAL-5.134974-
DOCK_SCORE_INTER_NORM-1.190680-
DOCK_SCORE_INTER_NORM-1.064520-
DOCK_SCORE_INTER_NORM-0.983193-
DOCK_SCORE_INTER_NORM-1.120600-
DOCK_SCORE_INTER_NORM-0.934744-
DOCK_SCORE_INTRA2.695000-
DOCK_SCORE_INTRA1.655530-
DOCK_SCORE_INTRA0.526123-
DOCK_SCORE_INTRA0.401025-
DOCK_SCORE_INTRA3.057650-
DOCK_SCORE_INTRA_KCAL0.643690-
DOCK_SCORE_INTRA_KCAL0.395417-
DOCK_SCORE_INTRA_KCAL0.125662-
DOCK_SCORE_INTRA_KCAL0.095783-
DOCK_SCORE_INTRA_KCAL0.730307-
DOCK_SCORE_INTRA_NORM0.117174-
DOCK_SCORE_INTRA_NORM0.071980-
DOCK_SCORE_INTRA_NORM0.022875-
DOCK_SCORE_INTRA_NORM0.017436-
DOCK_SCORE_INTRA_NORM0.132941-
DOCK_SCORE_KCAL-5.897251-
DOCK_SCORE_KCAL-5.452496-
DOCK_SCORE_KCAL-5.275463-
DOCK_SCORE_KCAL-6.060216-
DOCK_SCORE_KCAL-4.404679-
DOCK_SCORE_NORM-1.073500-
DOCK_SCORE_NORM-0.992543-
DOCK_SCORE_NORM-0.960318-
DOCK_SCORE_NORM-1.103170-
DOCK_SCORE_NORM-0.801803-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_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_FORMULAC16H13N3O3S-
DOCK_SOURCE_FORMULAC16H13N3O3S-
DOCK_SOURCE_FORMULAC16H13N3O3S-
DOCK_SOURCE_FORMULAC16H13N3O3S-
DOCK_SOURCE_FORMULAC16H13N3O3S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
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_LOGP3.022400-
DOCK_SOURCE_LOGP3.022400-
DOCK_SOURCE_LOGP3.022400-
DOCK_SOURCE_LOGP3.022400-
DOCK_SOURCE_LOGP3.022400-
DOCK_SOURCE_MW327.365000-
DOCK_SOURCE_MW327.365000-
DOCK_SOURCE_MW327.365000-
DOCK_SOURCE_MW327.365000-
DOCK_SOURCE_MW327.365000-
DOCK_SOURCE_NAMEZ19650505-
DOCK_SOURCE_NAMEZ19650505-
DOCK_SOURCE_NAMEZ19650505-
DOCK_SOURCE_NAMEZ19650505-
DOCK_SOURCE_NAMEZ19650505-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA76.240000-
DOCK_SOURCE_TPSA76.240000-
DOCK_SOURCE_TPSA76.240000-
DOCK_SOURCE_TPSA76.240000-
DOCK_SOURCE_TPSA76.240000-
DOCK_STRAIN_DELTA25.854483-
DOCK_STRAIN_DELTA36.407793-
DOCK_STRAIN_DELTA31.507425-
DOCK_STRAIN_DELTA19.534345-
DOCK_STRAIN_DELTA27.420932-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT04-
DOCK_TARGETT06-
DOCK_TARGETT09-
DOCK_TARGETT18-
EXACT_MASS327.06776227599994Da
FORMULAC16H13N3O3S-
HBA5-
HBD2-
LOGP3.022400000000001-
MOL_WEIGHT327.3650000000002g/mol
QED_SCORE0.7204549829512433-
ROTATABLE_BONDS4-
TPSA76.24000000000001A^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
 -0.09937709662755156 -22.0873 15 0.71 - Best pose
T04 T04 selection_import_t04 1
native pose available
 0.22908774884999727 -22.8285 12 0.63 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.2365209322926816 -24.6906 14 0.67 - Best pose
T18 T18 selection_import_t18 1
native pose available
 1.249777940317059 -18.4415 7 0.54 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.6960879108787925 -25.3729 13 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
387 -0.09937709662755156 -0.983193 -22.0873 3 17 15 0.71 0.20 0.25 0.50 - no geometry warning; 6 clashes; 1 protein contact clash; high strain Δ 31.5 Open pose
T04 — T04 1 poses · report selection_import_t04
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
407 0.22908774884999727 -1.06452 -22.8285 1 12 12 0.63 0.00 0.00 0.20 - no geometry warning; 10 clashes; 1 protein contact clash; 4 cofactor-context clashes; high strain Δ 36.4 Open pose
T01 — T01 1 poses · report selection_import_t01
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
479 1.2365209322926816 -1.19068 -24.6906 3 14 14 0.67 0.20 0.20 0.20 - no geometry warning; 7 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 25.9 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
435 1.249777940317059 -0.934744 -18.4415 3 12 7 0.54 - - - - no geometry warning; 6 clashes; 1 protein clash; moderate strain Δ 27.4 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
418 1.6960879108787925 -1.1206 -25.3729 3 16 13 0.62 0.14 0.17 0.17 - no geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash 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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