FAIRMol

KB_HAT_176

ID 593

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

SMILES: C[C@@H](Oc1cc(-n2c[nH+]c3ccc(C[C@H](O)CO)cc32)sc1C(N)=O)c1ccccc1Cl

Formula: C23H23ClN3O4S+ | MW: 472.9740000000001

LogP: 3.2941000000000007 | TPSA: 111.85000000000001

HBA/HBD: 5/3 | RotB: 8

InChIKey: RORSAPKLZAPKRJ-HIFRSBDPSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Polyol Metal chelator

Functional group

Carbonyl Amide Primary amine Alcohol ×2 Chlorine Aryl ether Ether

Ring system

Benzene ×2 Benzimidazole Imidazole Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.793386-
DOCK_BASE_INTER_RANK-0.845161-
DOCK_BASE_INTER_RANK-0.961998-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK1.340722-
DOCK_FINAL_RANK2.589700-
DOCK_FINAL_RANK3.579369-
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:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP581-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLU431-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IFP::D:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_MAX_CLASH_OVERLAP0.634065-
DOCK_MAX_CLASH_OVERLAP0.634010-
DOCK_MAX_CLASH_OVERLAP0.634006-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.298875-
DOCK_PRE_RANK3.547175-
DOCK_PRE_RANK2.537688-
DOCK_PRIMARY_POSE_ID5518-
DOCK_PRIMARY_POSE_ID141-
DOCK_PRIMARY_POSE_ID4169-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t01-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS220;A:MET163;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:GLU43;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG29;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TRP25;A:TRP58;A:VAL116;A:VAL9-
DOCK_SCAFFOLDc1ccc(COc2csc(-n3c[nH+]c4ccccc43)c2)cc1-
DOCK_SCAFFOLDc1ccc(COc2csc(-n3c[nH+]c4ccccc43)c2)cc1-
DOCK_SCAFFOLDc1ccc(COc2csc(-n3c[nH+]c4ccccc43)c2)cc1-
DOCK_SCORE-50.681000-
DOCK_SCORE-44.800200-
DOCK_SCORE-45.474400-
DOCK_SCORE_INTER-30.783900-
DOCK_SCORE_INTER-27.045100-
DOCK_SCORE_INTER-25.388400-
DOCK_SCORE_INTER_KCAL-6.459614-
DOCK_SCORE_INTER_KCAL-6.063918-
DOCK_SCORE_INTER_KCAL-7.352611-
DOCK_SCORE_INTER_NORM-0.793386-
DOCK_SCORE_INTER_NORM-0.845161-
DOCK_SCORE_INTER_NORM-0.961998-
DOCK_SCORE_INTRA-14.690400-
DOCK_SCORE_INTRA-19.411800-
DOCK_SCORE_INTRA-23.635900-
DOCK_SCORE_INTRA_KCAL-3.508743-
DOCK_SCORE_INTRA_KCAL-5.645340-
DOCK_SCORE_INTRA_KCAL-4.636431-
DOCK_SCORE_INTRA_NORM-0.459077-
DOCK_SCORE_INTRA_NORM-0.606619-
DOCK_SCORE_INTRA_NORM-0.738621-
DOCK_SCORE_KCAL-10.861379-
DOCK_SCORE_KCAL-12.104954-
DOCK_SCORE_KCAL-10.700349-
DOCK_SCORE_NORM-1.421070-
DOCK_SCORE_NORM-1.583780-
DOCK_SCORE_NORM-1.400010-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H23ClN3O4S+-
DOCK_SOURCE_FORMULAC23H23ClN3O4S+-
DOCK_SOURCE_FORMULAC23H23ClN3O4S+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.294100-
DOCK_SOURCE_LOGP3.294100-
DOCK_SOURCE_LOGP3.294100-
DOCK_SOURCE_MW472.974000-
DOCK_SOURCE_MW472.974000-
DOCK_SOURCE_MW472.974000-
DOCK_SOURCE_NAMEKB_HAT_176-
DOCK_SOURCE_NAMEKB_HAT_176-
DOCK_SOURCE_NAMEKB_HAT_176-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA111.850000-
DOCK_SOURCE_TPSA111.850000-
DOCK_SOURCE_TPSA111.850000-
DOCK_STRAIN_DELTA24.970626-
DOCK_STRAIN_DELTA35.751235-
DOCK_STRAIN_DELTA30.588033-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT09-
DOCK_TARGETT07-
EXACT_MASS472.10923131609Da
FORMULAC23H23ClN3O4S+-
HBA5-
HBD3-
LOGP3.2941000000000007-
MOL_WEIGHT472.9740000000001g/mol
QED_SCORE0.36497252773139593-
ROTATABLE_BONDS8-
TPSA111.85000000000001A^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
 1.3407220211642157 -45.4744 14 0.74 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.5897002349762537 -44.8002 16 0.76 - Best pose
T01 T01 selection_import_t01 1
native pose available
 3.579369288789724 -50.681 12 0.57 - 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
106 1.3407220211642157 -0.961998 -45.4744 2 19 14 0.74 0.00 0.00 0.00 - no geometry warning; 14 clashes; 4 protein contact clashes; 2 cofactor-context clashes; high strain Δ 30.6 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
100 2.5897002349762537 -0.793386 -44.8002 7 19 16 0.76 0.29 0.17 0.17 - no geometry warning; 8 clashes; 1 protein clash; 2 cofactor-context clashes; very favorable intra outlier; high strain Δ 35.8 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
141 3.579369288789724 -0.845161 -50.681 5 17 12 0.57 0.00 0.20 0.20 - no geometry warning; 8 clashes; 2 protein clashes; very favorable intra outlier; moderate strain Δ 25.0 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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