FAIRMol

Z46589685

ID 189

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

SMILES: O=C(/C=C\c1ccc(O)c(O)c1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1

Formula: C21H23NO5S | MW: 401.48400000000026

LogP: 3.5586000000000024 | TPSA: 94.91

HBA/HBD: 5/2 | RotB: 5

InChIKey: GXFSGKQBMVFDCW-WZUFQYTHSA-N

Recognized patterns

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

Bio motif

Catechol Michael acceptor Chalcone Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended)

Functional group

Carbonyl Ketone Phenol ×2 Sulfonamide Enone Alkene

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.961388-
DOCK_BASE_INTER_RANK-1.244230-
DOCK_BASE_INTER_RANK-0.961780-
DOCK_BASE_INTER_RANK-0.999965-
DOCK_BASE_INTER_RANK-0.918609-
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_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK1.463868-
DOCK_FINAL_RANK1.414763-
DOCK_FINAL_RANK2.413668-
DOCK_FINAL_RANK2.881975-
DOCK_FINAL_RANK2.925832-
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:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP521-
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:GLY771-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET781-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
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_OVERLAP0.614210-
DOCK_MAX_CLASH_OVERLAP0.614143-
DOCK_MAX_CLASH_OVERLAP0.617311-
DOCK_MAX_CLASH_OVERLAP0.614249-
DOCK_MAX_CLASH_OVERLAP0.614148-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.432917-
DOCK_PRE_RANK1.387513-
DOCK_PRE_RANK2.383906-
DOCK_PRE_RANK2.838978-
DOCK_PRE_RANK2.874025-
DOCK_PRIMARY_POSE_ID489-
DOCK_PRIMARY_POSE_ID4463-
DOCK_PRIMARY_POSE_ID5849-
DOCK_PRIMARY_POSE_ID7857-
DOCK_PRIMARY_POSE_ID14003-
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_t07-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ASP22;A:ILE61;A:LEU23;A:NAP201;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:VAL116-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO50;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCORE-23.964700-
DOCK_SCORE-31.462200-
DOCK_SCORE-24.513700-
DOCK_SCORE-23.944200-
DOCK_SCORE-19.841300-
DOCK_SCORE_INTER-26.918900-
DOCK_SCORE_INTER-34.838500-
DOCK_SCORE_INTER-26.929800-
DOCK_SCORE_INTER-27.999000-
DOCK_SCORE_INTER-25.721100-
DOCK_SCORE_INTER_KCAL-6.429472-
DOCK_SCORE_INTER_KCAL-8.321036-
DOCK_SCORE_INTER_KCAL-6.432075-
DOCK_SCORE_INTER_KCAL-6.687449-
DOCK_SCORE_INTER_KCAL-6.143382-
DOCK_SCORE_INTER_NORM-0.961388-
DOCK_SCORE_INTER_NORM-1.244230-
DOCK_SCORE_INTER_NORM-0.961780-
DOCK_SCORE_INTER_NORM-0.999965-
DOCK_SCORE_INTER_NORM-0.918609-
DOCK_SCORE_INTRA2.954200-
DOCK_SCORE_INTRA3.376350-
DOCK_SCORE_INTRA2.416110-
DOCK_SCORE_INTRA4.054790-
DOCK_SCORE_INTRA5.879780-
DOCK_SCORE_INTRA_KCAL0.705599-
DOCK_SCORE_INTRA_KCAL0.806428-
DOCK_SCORE_INTRA_KCAL0.577078-
DOCK_SCORE_INTRA_KCAL0.968470-
DOCK_SCORE_INTRA_KCAL1.404362-
DOCK_SCORE_INTRA_NORM0.105507-
DOCK_SCORE_INTRA_NORM0.120584-
DOCK_SCORE_INTRA_NORM0.086290-
DOCK_SCORE_INTRA_NORM0.144814-
DOCK_SCORE_INTRA_NORM0.209992-
DOCK_SCORE_KCAL-5.723873-
DOCK_SCORE_KCAL-7.514621-
DOCK_SCORE_KCAL-5.854999-
DOCK_SCORE_KCAL-5.718976-
DOCK_SCORE_KCAL-4.739015-
DOCK_SCORE_NORM-0.855881-
DOCK_SCORE_NORM-1.123650-
DOCK_SCORE_NORM-0.875490-
DOCK_SCORE_NORM-0.855151-
DOCK_SCORE_NORM-0.708617-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_FORMULAC21H23NO5S-
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_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA94.910000-
DOCK_SOURCE_TPSA94.910000-
DOCK_SOURCE_TPSA94.910000-
DOCK_SOURCE_TPSA94.910000-
DOCK_SOURCE_TPSA94.910000-
DOCK_STRAIN_DELTA24.173587-
DOCK_STRAIN_DELTA21.665028-
DOCK_STRAIN_DELTA23.391088-
DOCK_STRAIN_DELTA31.203842-
DOCK_STRAIN_DELTA35.652716-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT07-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT21-
EXACT_MASS401.129693836Da
FORMULAC21H23NO5S-
HBA5-
HBD2-
LOGP3.5586000000000024-
MOL_WEIGHT401.48400000000026g/mol
QED_SCORE0.453785337162523-
ROTATABLE_BONDS5-
TPSA94.91A^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
T07 T07 selection_import_t07 1
native pose available
 1.4147632879637646 -31.4622 14 0.74 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.4638681084293472 -23.9647 9 0.43 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.4136684293931885 -24.5137 15 0.71 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.8819750065791108 -23.9442 14 0.88 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.9258322476020324 -19.8413 13 0.93 - Best 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
400 1.4147632879637646 -1.24423 -31.4622 7 16 14 0.74 0.50 0.40 0.40 - no geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash; moderate strain Δ 21.7 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
489 1.4638681084293472 -0.961388 -23.9647 5 12 9 0.43 0.00 0.00 0.00 - no geometry warning; 8 clashes; 1 protein clash; moderate strain Δ 24.2 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
431 2.4136684293931885 -0.96178 -24.5137 5 20 15 0.71 0.00 0.00 0.00 - no geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 23.4 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
405 2.8819750065791108 -0.999965 -23.9442 9 18 14 0.88 0.42 0.50 0.60 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 31.2 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
445 2.9258322476020324 -0.918609 -19.8413 8 17 13 0.93 0.33 0.33 0.38 - no geometry warning; 8 clashes; 1 protein clash; high strain Δ 35.7 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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