FAIRMol

KB_HAT_152

ID 3884

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

SMILES: COc1ccc2ncc(Cl)c(CC[N@H+]3CC[C@@H]([NH2+]Cc4cc5c(cn4)OCS5)[C@H](O)C3)c2n1

Formula: C23H28ClN5O3S+2 | MW: 490.02900000000034

LogP: 0.45300000000000107 | TPSA: 98.41000000000001

HBA/HBD: 7/3 | RotB: 7

InChIKey: MBNJLJBABAOROR-IEBWSBKVSA-P

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

H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3

Functional group

Alcohol Chlorine Aryl ether ×2 Sulfide Ether ×2

Ring system

Pyridine ×3 Piperidine Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.878137-
DOCK_BASE_INTER_RANK-0.709683-
DOCK_BASE_INTER_RANK-0.678376-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK3.174473-
DOCK_FINAL_RANK2.968701-
DOCK_FINAL_RANK3.557217-
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:ALA2831-
DOCK_IFP::A:ALA3631-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.655625-
DOCK_MAX_CLASH_OVERLAP0.653647-
DOCK_MAX_CLASH_OVERLAP0.655553-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.487869-
DOCK_PRE_RANK3.093465-
DOCK_PRE_RANK2.937363-
DOCK_PRIMARY_POSE_ID8949-
DOCK_PRIMARY_POSE_ID7533-
DOCK_PRIMARY_POSE_ID10962-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG242;A:ARG50;A:ASN20;A:ASP243;A:ASP385;A:ASP44;A:GLU384;A:PHE284;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSA:ALA363;A:ALA365;A:ARG228;A:ARG331;A:ARG361;A:CYS375;A:GLY196;A:GLY197;A:GLY376;A:HIS359;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:TYR221;A:VAL362;A:VAL366-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCORE-26.018100-
DOCK_SCORE-21.452100-
DOCK_SCORE-19.005400-
DOCK_SCORE_INTER-28.978500-
DOCK_SCORE_INTER-22.386400-
DOCK_SCORE_INTER-23.419500-
DOCK_SCORE_INTER_KCAL-6.921399-
DOCK_SCORE_INTER_KCAL-5.346902-
DOCK_SCORE_INTER_KCAL-5.593654-
DOCK_SCORE_INTER_NORM-0.709683-
DOCK_SCORE_INTER_NORM-0.678376-
DOCK_SCORE_INTER_NORM-0.878137-
DOCK_SCORE_INTRA2.960440-
DOCK_SCORE_INTRA1.967400-
DOCK_SCORE_INTRA3.381010-
DOCK_SCORE_INTRA_KCAL0.707089-
DOCK_SCORE_INTRA_KCAL0.469906-
DOCK_SCORE_INTRA_KCAL0.807541-
DOCK_SCORE_INTRA_NORM0.059618-
DOCK_SCORE_INTRA_NORM0.089710-
DOCK_SCORE_INTRA_NORM0.102455-
DOCK_SCORE_KCAL-4.539364-
DOCK_SCORE_KCAL-6.214319-
DOCK_SCORE_KCAL-5.123748-
DOCK_SCORE_NORM-0.788426-
DOCK_SCORE_NORM-0.650065-
DOCK_SCORE_NORM-0.575921-
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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
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_LOGP0.453000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_NAMEKB_HAT_152-
DOCK_SOURCE_NAMEKB_HAT_152-
DOCK_SOURCE_NAMEKB_HAT_152-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA98.410000-
DOCK_SOURCE_TPSA98.410000-
DOCK_SOURCE_TPSA98.410000-
DOCK_STRAIN_DELTA48.371650-
DOCK_STRAIN_DELTA43.550657-
DOCK_STRAIN_DELTA24.423863-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT14-
DOCK_TARGETT17-
DOCK_TARGETT12-
EXACT_MASS489.15904127618Da
FORMULAC23H28ClN5O3S+2-
HBA7-
HBD3-
LOGP0.45300000000000107-
MOL_WEIGHT490.02900000000034g/mol
QED_SCORE0.44306384823589756-
ROTATABLE_BONDS7-
TPSA98.41000000000001A^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
T17 T17 selection_import_t17 1
native pose available
 2.96870141053498 -19.0054 10 0.83 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.1744731026210147 -26.0181 14 0.88 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.557216806895156 -21.4521 7 0.47 - Best pose
T17 — T17 1 poses · report selection_import_t17
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
119 2.96870141053498 -0.678376 -19.0054 4 21 10 0.83 0.00 0.00 0.00 - no geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 24.4 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
81 3.1744731026210147 -0.878137 -26.0181 8 17 14 0.88 0.33 0.40 0.50 - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 48.4 Open pose
T14 — T14 1 poses · report selection_import_t14
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 3.557216806895156 -0.709683 -21.4521 7 14 7 0.47 0.17 0.60 0.60 - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 43.6 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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