FAIRMol

Z30858102

ID 1046

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

SMILES: NS(=O)(=O)c1ccc(CCNC(=O)c2sc3ccccc3c2Cl)cc1

Formula: C17H15ClN2O3S2 | MW: 394.9050000000001

LogP: 3.1746000000000008 | TPSA: 89.25999999999999

HBA/HBD: 4/2 | RotB: 5

InChIKey: GQRCHISWJAAWLQ-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Sulfonamide Chlorine

Ring system

Benzene ×2 Thiophene Benzothiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.593310-
DOCK_BASE_INTER_RANK-1.106270-
DOCK_BASE_INTER_RANK-0.839160-
DOCK_BASE_INTER_RANK-1.224500-
DOCK_BASE_INTER_RANK-1.128170-
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_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK0.836924-
DOCK_FINAL_RANK2.596782-
DOCK_FINAL_RANK2.441112-
DOCK_FINAL_RANK0.358092-
DOCK_FINAL_RANK3.432931-
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:ALA1581-
DOCK_IFP::A:ALA1821-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2241-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR441-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL531-
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_OVERLAP0.626452-
DOCK_MAX_CLASH_OVERLAP0.626581-
DOCK_MAX_CLASH_OVERLAP0.626560-
DOCK_MAX_CLASH_OVERLAP0.626534-
DOCK_MAX_CLASH_OVERLAP0.626510-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.337371-
DOCK_PRE_RANK0.821024-
DOCK_PRE_RANK2.419668-
DOCK_PRE_RANK2.581492-
DOCK_PRE_RANK3.414604-
DOCK_PRIMARY_POSE_ID14621-
DOCK_PRIMARY_POSE_ID4432-
DOCK_PRIMARY_POSE_ID1784-
DOCK_PRIMARY_POSE_ID11937-
DOCK_PRIMARY_POSE_ID3059-
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_t07-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_RESIDUE_CONTACTSA:ALA182;A:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO224;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:TYR162;A:VAL156;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:VAL206-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)c1cc2ccccc2s1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)c1cc2ccccc2s1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)c1cc2ccccc2s1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)c1cc2ccccc2s1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)c1cc2ccccc2s1-
DOCK_SCORE-18.026900-
DOCK_SCORE-25.643700-
DOCK_SCORE-37.048400-
DOCK_SCORE-22.454800-
DOCK_SCORE-29.999400-
DOCK_SCORE_INTER-39.832800-
DOCK_SCORE_INTER-30.612500-
DOCK_SCORE_INTER-28.204300-
DOCK_SCORE_INTER-27.656700-
DOCK_SCORE_INTER-20.979000-
DOCK_SCORE_INTER_KCAL-5.010750-
DOCK_SCORE_INTER_KCAL-9.513905-
DOCK_SCORE_INTER_KCAL-7.311673-
DOCK_SCORE_INTER_KCAL-6.605692-
DOCK_SCORE_INTER_KCAL-6.736484-
DOCK_SCORE_INTER_NORM-1.106270-
DOCK_SCORE_INTER_NORM-1.593310-
DOCK_SCORE_INTER_NORM-0.839160-
DOCK_SCORE_INTER_NORM-1.128170-
DOCK_SCORE_INTER_NORM-1.224500-
DOCK_SCORE_INTRA5.201900-
DOCK_SCORE_INTRA0.613096-
DOCK_SCORE_INTRA2.784380-
DOCK_SCORE_INTRA2.952050-
DOCK_SCORE_INTRA2.560590-
DOCK_SCORE_INTRA_KCAL0.611587-
DOCK_SCORE_INTRA_KCAL0.146436-
DOCK_SCORE_INTRA_KCAL1.242453-
DOCK_SCORE_INTRA_KCAL0.665038-
DOCK_SCORE_INTRA_KCAL0.705085-
DOCK_SCORE_INTRA_NORM0.111375-
DOCK_SCORE_INTRA_NORM0.102424-
DOCK_SCORE_INTRA_NORM0.118082-
DOCK_SCORE_INTRA_NORM0.024524-
DOCK_SCORE_INTRA_NORM0.208076-
DOCK_SCORE_KCAL-8.848862-
DOCK_SCORE_KCAL-6.124895-
DOCK_SCORE_KCAL-4.305653-
DOCK_SCORE_KCAL-7.165237-
DOCK_SCORE_KCAL-5.363239-
DOCK_SCORE_NORM-0.721077-
DOCK_SCORE_NORM-1.481940-
DOCK_SCORE_NORM-0.898193-
DOCK_SCORE_NORM-1.025750-
DOCK_SCORE_NORM-1.199980-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H15ClN2O3S2-
DOCK_SOURCE_FORMULAC17H15ClN2O3S2-
DOCK_SOURCE_FORMULAC17H15ClN2O3S2-
DOCK_SOURCE_FORMULAC17H15ClN2O3S2-
DOCK_SOURCE_FORMULAC17H15ClN2O3S2-
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_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP3.174600-
DOCK_SOURCE_LOGP3.174600-
DOCK_SOURCE_LOGP3.174600-
DOCK_SOURCE_LOGP3.174600-
DOCK_SOURCE_LOGP3.174600-
DOCK_SOURCE_MW394.905000-
DOCK_SOURCE_MW394.905000-
DOCK_SOURCE_MW394.905000-
DOCK_SOURCE_MW394.905000-
DOCK_SOURCE_MW394.905000-
DOCK_SOURCE_NAMEZ30858102-
DOCK_SOURCE_NAMEZ30858102-
DOCK_SOURCE_NAMEZ30858102-
DOCK_SOURCE_NAMEZ30858102-
DOCK_SOURCE_NAMEZ30858102-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA89.260000-
DOCK_SOURCE_TPSA89.260000-
DOCK_SOURCE_TPSA89.260000-
DOCK_SOURCE_TPSA89.260000-
DOCK_SOURCE_TPSA89.260000-
DOCK_STRAIN_DELTA14.401630-
DOCK_STRAIN_DELTA11.957989-
DOCK_STRAIN_DELTA16.574011-
DOCK_STRAIN_DELTA11.297077-
DOCK_STRAIN_DELTA17.191863-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT18-
DOCK_TARGETT07-
DOCK_TARGETT05-
DOCK_TARGETT22-
DOCK_TARGETT03-
EXACT_MASS394.02126202Da
FORMULAC17H15ClN2O3S2-
HBA4-
HBD2-
LOGP3.1746000000000008-
MOL_WEIGHT394.9050000000001g/mol
QED_SCORE0.6959913090654757-
ROTATABLE_BONDS5-
TPSA89.25999999999999A^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
T03 T03 selection_import_t03 1
native pose available
 0.3580919713066338 -22.4548 13 0.65 - Best pose
T07 T07 selection_import_t07 1
native pose available
 0.8369236842974171 -29.9994 13 0.68 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.44111177040875 -25.6437 11 0.65 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.596782112753742 -18.0269 8 0.62 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.432930616002931 -37.0484 20 0.95 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
429 0.3580919713066338 -1.10627 -22.4548 5 15 13 0.65 0.14 0.20 0.20 - no geometry warning; 6 clashes; 4 protein contact clashes; 1 cofactor-context clash Open pose
T07 — T07 1 poses · report selection_import_t07
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
369 0.8369236842974171 -1.2245 -29.9994 6 14 13 0.68 0.33 0.40 0.40 - no geometry warning; 6 clashes; 1 protein clash; 2 cofactor-context clashes 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
349 2.44111177040875 -1.12817 -25.6437 6 16 11 0.65 0.29 0.33 0.40 - no geometry warning; 7 clashes; 2 protein clashes; 2 cofactor-context 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
416 2.596782112753742 -0.83916 -18.0269 5 13 8 0.62 - - - - no geometry warning; 7 clashes; 1 protein clash Open pose
T22 — T22 1 poses · report selection_import_t22
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
383 3.432930616002931 -1.59331 -37.0484 12 21 20 0.95 0.47 0.45 0.55 - no geometry warning; 6 clashes; 3 protein clashes 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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