FAIRMol

Z30932461

ID 3881

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(CNC(=O)c2cc3ccccc3oc2=O)cc1

Formula: C17H14N2O5S | MW: 358.37500000000006

LogP: 1.3703999999999998 | TPSA: 119.47

HBA/HBD: 5/2 | RotB: 4

InChIKey: XFYVUTWRZYOMNA-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide

Ring system

Benzene ×2 Coumarin

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.495880-
DOCK_BASE_INTER_RANK-0.989094-
DOCK_BASE_INTER_RANK-1.312280-
DOCK_BASE_INTER_RANK-0.899623-
DOCK_BASE_INTER_RANK-1.157280-
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_COUNT13.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK5.217968-
DOCK_FINAL_RANK3.034215-
DOCK_FINAL_RANK3.449465-
DOCK_FINAL_RANK1.905216-
DOCK_FINAL_RANK4.697174-
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:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER991-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR441-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET781-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
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_OVERLAP0.615088-
DOCK_MAX_CLASH_OVERLAP0.615078-
DOCK_MAX_CLASH_OVERLAP0.615039-
DOCK_MAX_CLASH_OVERLAP0.615029-
DOCK_MAX_CLASH_OVERLAP0.615105-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.887229-
DOCK_PRE_RANK3.015110-
DOCK_PRE_RANK3.423937-
DOCK_PRE_RANK5.198869-
DOCK_PRE_RANK4.677352-
DOCK_PRIMARY_POSE_ID7944-
DOCK_PRIMARY_POSE_ID12687-
DOCK_PRIMARY_POSE_ID14747-
DOCK_PRIMARY_POSE_ID12054-
DOCK_PRIMARY_POSE_ID14079-
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_t22-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU21;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:CYS52;A:FAD501;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:SER99;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cc2ccccc2oc1=O-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cc2ccccc2oc1=O-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cc2ccccc2oc1=O-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cc2ccccc2oc1=O-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cc2ccccc2oc1=O-
DOCK_SCORE-28.873700-
DOCK_SCORE-33.271400-
DOCK_SCORE-24.254800-
DOCK_SCORE-25.046300-
DOCK_SCORE-37.613800-
DOCK_SCORE_INTER-32.807000-
DOCK_SCORE_INTER-28.931900-
DOCK_SCORE_INTER-24.727300-
DOCK_SCORE_INTER-22.490600-
DOCK_SCORE_INTER-37.397100-
DOCK_SCORE_INTER_KCAL-8.932148-
DOCK_SCORE_INTER_KCAL-5.371790-
DOCK_SCORE_INTER_KCAL-6.910269-
DOCK_SCORE_INTER_KCAL-5.906017-
DOCK_SCORE_INTER_KCAL-7.835821-
DOCK_SCORE_INTER_NORM-0.989094-
DOCK_SCORE_INTER_NORM-1.312280-
DOCK_SCORE_INTER_NORM-1.157280-
DOCK_SCORE_INTER_NORM-1.495880-
DOCK_SCORE_INTER_NORM-0.899623-
DOCK_SCORE_INTRA-0.216693-
DOCK_SCORE_INTRA0.058176-
DOCK_SCORE_INTRA-0.464404-
DOCK_SCORE_INTRA-1.764220-
DOCK_SCORE_INTRA-0.319006-
DOCK_SCORE_INTRA_KCAL0.013895-
DOCK_SCORE_INTRA_KCAL-0.110921-
DOCK_SCORE_INTRA_KCAL-0.421377-
DOCK_SCORE_INTRA_KCAL-0.076193-
DOCK_SCORE_INTRA_KCAL-0.051756-
DOCK_SCORE_INTRA_NORM-0.012760-
DOCK_SCORE_INTRA_NORM-0.008668-
DOCK_SCORE_INTRA_NORM0.002327-
DOCK_SCORE_INTRA_NORM-0.018576-
DOCK_SCORE_INTRA_NORM-0.070569-
DOCK_SCORE_KCAL-5.982209-
DOCK_SCORE_KCAL-5.793162-
DOCK_SCORE_KCAL-6.896368-
DOCK_SCORE_KCAL-8.983906-
DOCK_SCORE_KCAL-7.946741-
DOCK_SCORE_NORM-1.154950-
DOCK_SCORE_NORM-1.330860-
DOCK_SCORE_NORM-1.001850-
DOCK_SCORE_NORM-0.970191-
DOCK_SCORE_NORM-1.504550-
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_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H14N2O5S-
DOCK_SOURCE_FORMULAC17H14N2O5S-
DOCK_SOURCE_FORMULAC17H14N2O5S-
DOCK_SOURCE_FORMULAC17H14N2O5S-
DOCK_SOURCE_FORMULAC17H14N2O5S-
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_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP1.370400-
DOCK_SOURCE_LOGP1.370400-
DOCK_SOURCE_LOGP1.370400-
DOCK_SOURCE_LOGP1.370400-
DOCK_SOURCE_LOGP1.370400-
DOCK_SOURCE_MW358.375000-
DOCK_SOURCE_MW358.375000-
DOCK_SOURCE_MW358.375000-
DOCK_SOURCE_MW358.375000-
DOCK_SOURCE_MW358.375000-
DOCK_SOURCE_NAMEZ30932461-
DOCK_SOURCE_NAMEZ30932461-
DOCK_SOURCE_NAMEZ30932461-
DOCK_SOURCE_NAMEZ30932461-
DOCK_SOURCE_NAMEZ30932461-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA119.470000-
DOCK_SOURCE_TPSA119.470000-
DOCK_SOURCE_TPSA119.470000-
DOCK_SOURCE_TPSA119.470000-
DOCK_SOURCE_TPSA119.470000-
DOCK_STRAIN_DELTA14.076813-
DOCK_STRAIN_DELTA15.782786-
DOCK_STRAIN_DELTA20.416543-
DOCK_STRAIN_DELTA15.125967-
DOCK_STRAIN_DELTA15.130524-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT18-
DOCK_TARGETT21-
DOCK_TARGETT19-
DOCK_TARGETT22-
DOCK_TARGETT12-
EXACT_MASS358.06234254799995Da
FORMULAC17H14N2O5S-
HBA5-
HBD2-
LOGP1.3703999999999998-
MOL_WEIGHT358.37500000000006g/mol
QED_SCORE0.6827191238875739-
ROTATABLE_BONDS4-
TPSA119.47A^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
T19 T19 selection_import_t19 1
native pose available
 1.9052161049866707 -33.2714 7 0.26 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.034214712574297 -28.8737 16 1.00 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.449464694652645 -24.2548 7 0.54 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.697174026972678 -37.6138 21 1.00 - Best pose
T21 T21 selection_import_t21 1
native pose available
 5.217968059341253 -25.0463 11 0.79 - Best pose
T19 — T19 1 poses · report selection_import_t19
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
486 1.9052161049866707 -1.31228 -33.2714 9 17 7 0.26 0.08 0.20 0.25 - no geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T12 — T12 1 poses · report selection_import_t12
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
492 3.034214712574297 -1.15728 -28.8737 14 18 16 1.00 0.58 0.60 0.70 - no geometry warning; 10 clashes; 1 protein clash 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
533 3.449464694652645 -0.899623 -24.2548 9 14 7 0.54 - - - - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 20.4 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
509 4.697174026972678 -1.49588 -37.6138 12 22 21 1.00 0.47 0.45 0.55 - no geometry warning; 11 clashes; 4 protein clashes Open pose
T21 — T21 1 poses · report selection_import_t21
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
521 5.217968059341253 -0.989094 -25.0463 10 15 11 0.79 0.58 0.56 0.50 - no geometry warning; 13 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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