FAIRMol

Z88883356

ID 3242

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C1CCc2cc(S(=O)(=O)Nc3ccc(F)cc3)ccc2N1

Formula: C15H13FN2O3S | MW: 320.345

LogP: 2.5112000000000005 | TPSA: 75.27

HBA/HBD: 3/2 | RotB: 3

InChIKey: BANOCBYMYBHZCK-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 ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Lactam Sulfonamide Fluorine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.418800-
DOCK_BASE_INTER_RANK-1.157200-
DOCK_BASE_INTER_RANK-1.122990-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK1.633899-
DOCK_FINAL_RANK1.823450-
DOCK_FINAL_RANK2.572622-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET781-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR491-
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:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618676-
DOCK_MAX_CLASH_OVERLAP0.618722-
DOCK_MAX_CLASH_OVERLAP0.613867-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.617304-
DOCK_PRE_RANK1.802933-
DOCK_PRE_RANK2.550208-
DOCK_PRIMARY_POSE_ID8739-
DOCK_PRIMARY_POSE_ID6701-
DOCK_PRIMARY_POSE_ID6007-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP233;A:ASP88;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE196;A:PRO113;A:PRO275;A:SER195;A:THR132;A:TYR389-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:MET79;B:PHE55;B:PHE56;B:THR180;B:THR83;B:TRP47;B:VAL156;B:VAL30;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:MET78;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C1CCc2cc(S(=O)(=O)Nc3ccccc3)ccc2N1-
DOCK_SCAFFOLDO=C1CCc2cc(S(=O)(=O)Nc3ccccc3)ccc2N1-
DOCK_SCAFFOLDO=C1CCc2cc(S(=O)(=O)Nc3ccccc3)ccc2N1-
DOCK_SCORE-31.111800-
DOCK_SCORE-23.460100-
DOCK_SCORE-23.008100-
DOCK_SCORE_INTER-25.458400-
DOCK_SCORE_INTER-24.705800-
DOCK_SCORE_INTER-31.213700-
DOCK_SCORE_INTER_KCAL-5.900882-
DOCK_SCORE_INTER_KCAL-6.080637-
DOCK_SCORE_INTER_KCAL-7.455267-
DOCK_SCORE_INTER_NORM-1.418800-
DOCK_SCORE_INTER_NORM-1.157200-
DOCK_SCORE_INTER_NORM-1.122990-
DOCK_SCORE_INTRA1.998270-
DOCK_SCORE_INTRA0.101863-
DOCK_SCORE_INTRA1.697770-
DOCK_SCORE_INTRA_KCAL0.024330-
DOCK_SCORE_INTRA_KCAL0.405506-
DOCK_SCORE_INTRA_KCAL0.477279-
DOCK_SCORE_INTRA_NORM0.077171-
DOCK_SCORE_INTRA_NORM0.004630-
DOCK_SCORE_INTRA_NORM0.090831-
DOCK_SCORE_KCAL-5.603351-
DOCK_SCORE_KCAL-7.430929-
DOCK_SCORE_KCAL-5.495393-
DOCK_SCORE_NORM-1.045820-
DOCK_SCORE_NORM-1.414170-
DOCK_SCORE_NORM-1.066370-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H13FN2O3S-
DOCK_SOURCE_FORMULAC15H13FN2O3S-
DOCK_SOURCE_FORMULAC15H13FN2O3S-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP2.511200-
DOCK_SOURCE_LOGP2.511200-
DOCK_SOURCE_LOGP2.511200-
DOCK_SOURCE_MW320.345000-
DOCK_SOURCE_MW320.345000-
DOCK_SOURCE_MW320.345000-
DOCK_SOURCE_NAMEZ88883356-
DOCK_SOURCE_NAMEZ88883356-
DOCK_SOURCE_NAMEZ88883356-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA75.270000-
DOCK_SOURCE_TPSA75.270000-
DOCK_SOURCE_TPSA75.270000-
DOCK_STRAIN_DELTA17.997055-
DOCK_STRAIN_DELTA16.397322-
DOCK_STRAIN_DELTA12.687525-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT10-
DOCK_TARGETT09-
EXACT_MASS320.063091496Da
FORMULAC15H13FN2O3S-
HBA3-
HBD2-
LOGP2.5112000000000005-
MOL_WEIGHT320.345g/mol
QED_SCORE0.9122322302336808-
ROTATABLE_BONDS3-
TPSA75.27A^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
T13 T13 selection_import_t13 1
native pose available
 1.6338993968715285 -31.1118 13 0.68 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.823450341654022 -23.4601 14 0.67 - Best pose
T10 T10 selection_import_t10 1
native pose available
 2.57262240488369 -23.0081 17 1.00 - Best 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
609 1.6338993968715285 -1.4188 -31.1118 7 20 13 0.68 0.22 0.29 0.29 - no geometry warning; 10 clashes; 1 protein 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
589 1.823450341654022 -1.1572 -23.4601 3 18 14 0.67 0.14 0.33 0.33 - no geometry warning; 9 clashes; 1 protein clash Open pose
T10 — T10 1 poses · report selection_import_t10
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
605 2.57262240488369 -1.12299 -23.0081 11 18 17 1.00 0.69 0.73 0.73 - no geometry warning; 11 clashes; 1 protein 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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