FAIRMol

Z56863527

ID 4159

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

SMILES: Nc1c(C(=O)Nc2cccc(Cl)c2)sc2nc3c(cc12)C(=O)CCC3

Formula: C18H14ClN3O2S | MW: 371.8490000000002

LogP: 4.303200000000002 | TPSA: 85.08000000000001

HBA/HBD: 5/2 | RotB: 2

InChIKey: OAIMKAKOSPTFCI-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic Ionizable base Metal chelator

Functional group

Carbonyl ×2 Amide Ketone Primary amine Secondary amine Chlorine

Ring system

Benzene Pyridine Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.931892-
DOCK_BASE_INTER_RANK-0.872272-
DOCK_BASE_INTER_RANK-1.402980-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.835482-
DOCK_FINAL_RANK1.654561-
DOCK_FINAL_RANK2.464452-
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:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3501-
DOCK_IFP::A:LEU3721-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:PRO3731-
DOCK_IFP::A:TYR3701-
DOCK_IFP::A:TYR3711-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL3371-
DOCK_IFP::C:VAL3621-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.663570-
DOCK_MAX_CLASH_OVERLAP0.663484-
DOCK_MAX_CLASH_OVERLAP0.663559-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.803800-
DOCK_PRE_RANK2.448242-
DOCK_PRE_RANK1.639446-
DOCK_PRIMARY_POSE_ID10030-
DOCK_PRIMARY_POSE_ID9286-
DOCK_PRIMARY_POSE_ID12656-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t15-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:GLY214;B:GLY215;B:GLY66;B:LEU73;B:LYS211;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:CYS26;A:GLN341;A:GLU343;A:LEU25;A:LEU339;A:LEU350;A:LEU372;A:LEU382;A:PRO340;A:PRO344;A:PRO373;A:TYR370;A:TYR371-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL337;C:VAL362;C:VAL55-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2cc3c(nc2s1)CCCC3=O-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2cc3c(nc2s1)CCCC3=O-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cc2cc3c(nc2s1)CCCC3=O-
DOCK_SCORE-15.374400-
DOCK_SCORE-21.048700-
DOCK_SCORE-34.420800-
DOCK_SCORE_INTER-21.806800-
DOCK_SCORE_INTER-35.074500-
DOCK_SCORE_INTER-23.297300-
DOCK_SCORE_INTER_KCAL-8.377404-
DOCK_SCORE_INTER_KCAL-5.564467-
DOCK_SCORE_INTER_KCAL-5.208467-
DOCK_SCORE_INTER_NORM-1.402980-
DOCK_SCORE_INTER_NORM-0.931892-
DOCK_SCORE_INTER_NORM-0.872272-
DOCK_SCORE_INTRA2.248610-
DOCK_SCORE_INTRA6.432390-
DOCK_SCORE_INTRA0.653703-
DOCK_SCORE_INTRA_KCAL0.537072-
DOCK_SCORE_INTRA_KCAL1.536351-
DOCK_SCORE_INTRA_KCAL0.156134-
DOCK_SCORE_INTRA_NORM0.257296-
DOCK_SCORE_INTRA_NORM0.026148-
DOCK_SCORE_INTRA_NORM0.089944-
DOCK_SCORE_KCAL-8.221270-
DOCK_SCORE_KCAL-3.672114-
DOCK_SCORE_KCAL-5.027398-
DOCK_SCORE_NORM-0.614977-
DOCK_SCORE_NORM-0.841948-
DOCK_SCORE_NORM-1.376830-
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_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H14ClN3O2S-
DOCK_SOURCE_FORMULAC18H14ClN3O2S-
DOCK_SOURCE_FORMULAC18H14ClN3O2S-
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_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP4.303200-
DOCK_SOURCE_LOGP4.303200-
DOCK_SOURCE_LOGP4.303200-
DOCK_SOURCE_MW371.849000-
DOCK_SOURCE_MW371.849000-
DOCK_SOURCE_MW371.849000-
DOCK_SOURCE_NAMEZ56863527-
DOCK_SOURCE_NAMEZ56863527-
DOCK_SOURCE_NAMEZ56863527-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_STRAIN_DELTA24.644628-
DOCK_STRAIN_DELTA12.286822-
DOCK_STRAIN_DELTA11.104092-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT15-
DOCK_TARGETT19-
DOCK_TARGETT14-
EXACT_MASS371.049525368Da
FORMULAC18H14ClN3O2S-
HBA5-
HBD2-
LOGP4.303200000000002-
MOL_WEIGHT371.8490000000002g/mol
QED_SCORE0.7027048503848716-
ROTATABLE_BONDS2-
TPSA85.08000000000001A^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
T19 T19 selection_import_t19 1
native pose available
 1.654561443815104 -34.4208 8 0.30 - Best pose
T15 T15 selection_import_t15 1
native pose available
 2.4644516601683963 -21.0487 9 0.69 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.8354820121925357 -15.3744 8 0.53 - Best pose
T19 — T19 1 poses · report selection_import_t19
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
455 1.654561443815104 -1.40298 -34.4208 5 21 8 0.30 0.08 0.20 0.25 - no geometry warning; 11 clashes; 1 protein clash; 2 cofactor-context clashes 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
544 2.4644516601683963 -0.931892 -21.0487 5 14 9 0.69 - - - - no geometry warning; 11 clashes; 1 protein clash 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
478 2.8354820121925357 -0.872272 -15.3744 4 15 8 0.53 0.17 0.20 0.20 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 24.6 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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