FAIRMol

KB_HAT_92

ID 426

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

SMILES: Cc1ccccc1NS(=O)(=O)c1ccc2[nH]cc(C(=O)N[C@H]3CCC[C@@H](C)[C@@H]3C)c(=O)c2c1

Formula: C25H29N3O4S | MW: 467.5910000000003

LogP: 4.191820000000003 | TPSA: 108.13

HBA/HBD: 4/3 | RotB: 5

InChIKey: XWMSIJUDDRVRAM-ZWWNWMABSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide

Ring system

Benzene ×2 Pyridine Quinoline Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.859196-
DOCK_BASE_INTER_RANK-0.773922-
DOCK_BASE_INTER_RANK-0.730726-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK2.461094-
DOCK_FINAL_RANK3.959978-
DOCK_FINAL_RANK2.463854-
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:ALA101-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP711-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.681443-
DOCK_MAX_CLASH_OVERLAP0.637336-
DOCK_MAX_CLASH_OVERLAP0.641921-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.413066-
DOCK_PRE_RANK3.924902-
DOCK_PRE_RANK2.414899-
DOCK_PRIMARY_POSE_ID126-
DOCK_PRIMARY_POSE_ID9586-
DOCK_PRIMARY_POSE_ID13643-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:ASP71;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(NC1CCCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCAFFOLDO=C(NC1CCCCC1)c1cnc2ccc(S(=O)(=O)Nc3ccccc3)cc2c1-
DOCK_SCAFFOLDO=C(NC1CCCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O-
DOCK_SCORE-24.214800-
DOCK_SCORE-24.882000-
DOCK_SCORE-21.866900-
DOCK_SCORE_INTER-28.353500-
DOCK_SCORE_INTER-25.539400-
DOCK_SCORE_INTER-24.114000-
DOCK_SCORE_INTER_KCAL-6.772120-
DOCK_SCORE_INTER_KCAL-6.099984-
DOCK_SCORE_INTER_KCAL-5.759532-
DOCK_SCORE_INTER_NORM-0.859196-
DOCK_SCORE_INTER_NORM-0.773922-
DOCK_SCORE_INTER_NORM-0.730726-
DOCK_SCORE_INTRA4.138690-
DOCK_SCORE_INTRA0.630400-
DOCK_SCORE_INTRA2.247050-
DOCK_SCORE_INTRA_KCAL0.988510-
DOCK_SCORE_INTRA_KCAL0.150569-
DOCK_SCORE_INTRA_KCAL0.536699-
DOCK_SCORE_INTRA_NORM0.125415-
DOCK_SCORE_INTRA_NORM0.019103-
DOCK_SCORE_INTRA_NORM0.068092-
DOCK_SCORE_KCAL-5.783608-
DOCK_SCORE_KCAL-5.942966-
DOCK_SCORE_KCAL-5.222822-
DOCK_SCORE_NORM-0.733781-
DOCK_SCORE_NORM-0.754000-
DOCK_SCORE_NORM-0.662633-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.027002-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000818-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H29N3O4S-
DOCK_SOURCE_FORMULAC25H29N3O4S-
DOCK_SOURCE_FORMULAC25H29N3O4S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP4.191820-
DOCK_SOURCE_LOGP4.604120-
DOCK_SOURCE_LOGP4.191820-
DOCK_SOURCE_MW467.591000-
DOCK_SOURCE_MW467.591000-
DOCK_SOURCE_MW467.591000-
DOCK_SOURCE_NAMEKB_HAT_92-
DOCK_SOURCE_NAMEKB_HAT_92-
DOCK_SOURCE_NAMEKB_HAT_92-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA108.130000-
DOCK_SOURCE_TPSA108.390000-
DOCK_SOURCE_TPSA108.130000-
DOCK_STRAIN_DELTA33.796549-
DOCK_STRAIN_DELTA26.744827-
DOCK_STRAIN_DELTA34.258655-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT15-
DOCK_TARGETT21-
EXACT_MASS467.187877408Da
FORMULAC25H29N3O4S-
HBA4-
HBD3-
LOGP4.191820000000003-
MOL_WEIGHT467.5910000000003g/mol
QED_SCORE0.5227235656287106-
ROTATABLE_BONDS5-
TPSA108.13A^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
T01 T01 selection_import_t01 1
native pose available
 2.4610935185719067 -24.2148 15 0.71 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.463854364308486 -21.8669 13 0.93 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.9599777359672808 -24.882 10 0.77 - Best 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
126 2.4610935185719067 -0.859196 -24.2148 4 16 15 0.71 0.00 0.00 0.00 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 33.8 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
85 2.463854364308486 -0.730726 -21.8669 7 17 13 0.93 0.25 0.22 0.25 - no geometry warning; 17 clashes; 8 protein contact clashes; high strain Δ 34.3 Open pose
T15 — T15 1 poses · report selection_import_t15
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
100 3.9599777359672808 -0.773922 -24.882 4 14 10 0.77 - - - - no geometry warning; 15 clashes; 2 protein clashes; moderate strain Δ 26.7 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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