FAIRMol

Z29287623

ID 4001

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

SMILES: O=C(NNC(=O)c1cc(-c2ccccc2)nn1-c1ccccc1)c1ccccc1

Formula: C23H18N4O2 | MW: 382.423

LogP: 3.6141000000000023 | TPSA: 76.02000000000001

HBA/HBD: 3/2 | RotB: 4

InChIKey: BWSDYKXKOONUOR-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

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

Functional group

Carbonyl ×2 Amide ×2 Hydrazine

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.955188-
DOCK_BASE_INTER_RANK-1.087190-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.925543-
DOCK_FINAL_RANK0.721198-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:CYS3281-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::C:ALA3381-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.611302-
DOCK_MAX_CLASH_OVERLAP0.654421-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.639695-
DOCK_PRE_RANK2.863056-
DOCK_PRIMARY_POSE_ID8626-
DOCK_PRIMARY_POSE_ID12679-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG277;A:ASP332;A:CYS328;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSC:ALA338;C:ALA363;C:ALA365;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(NNC(=O)c1cc(-c2ccccc2)nn1-c1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(NNC(=O)c1cc(-c2ccccc2)nn1-c1ccccc1)c1ccccc1-
DOCK_SCORE-24.873300-
DOCK_SCORE-31.062900-
DOCK_SCORE_INTER-27.700400-
DOCK_SCORE_INTER-31.528600-
DOCK_SCORE_INTER_KCAL-6.616130-
DOCK_SCORE_INTER_KCAL-7.530480-
DOCK_SCORE_INTER_NORM-1.087190-
DOCK_SCORE_INTER_NORM-0.955188-
DOCK_SCORE_INTRA0.463484-
DOCK_SCORE_INTRA2.827100-
DOCK_SCORE_INTRA_KCAL0.675242-
DOCK_SCORE_INTRA_KCAL0.110701-
DOCK_SCORE_INTRA_NORM0.015982-
DOCK_SCORE_INTRA_NORM0.097486-
DOCK_SCORE_KCAL-5.940888-
DOCK_SCORE_KCAL-7.419249-
DOCK_SCORE_NORM-0.857701-
DOCK_SCORE_NORM-1.071140-
DOCK_SCORE_RESTR0.002203-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000076-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H18N4O2-
DOCK_SOURCE_FORMULAC23H18N4O2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.614100-
DOCK_SOURCE_LOGP3.614100-
DOCK_SOURCE_MW382.423000-
DOCK_SOURCE_MW382.423000-
DOCK_SOURCE_NAMEZ29287623-
DOCK_SOURCE_NAMEZ29287623-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA76.020000-
DOCK_SOURCE_TPSA76.020000-
DOCK_STRAIN_DELTA48.571004-
DOCK_STRAIN_DELTA40.576211-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
DOCK_TARGETT19-
EXACT_MASS382.14297581600005Da
FORMULAC23H18N4O2-
HBA3-
HBD2-
LOGP3.6141000000000023-
MOL_WEIGHT382.423g/mol
QED_SCORE0.5295411231598479-
ROTATABLE_BONDS4-
TPSA76.02000000000001A^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
 0.7211984913946701 -31.0629 6 0.22 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.9255430322928193 -24.8733 12 0.63 - 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
478 0.7211984913946701 -1.08719 -31.0629 5 21 6 0.22 0.17 0.40 0.25 - no geometry warning; 12 clashes; 2 protein contact clashes; high strain Δ 48.6 Open 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
496 2.9255430322928193 -0.955188 -24.8733 7 16 12 0.63 0.33 0.29 0.57 - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 40.6 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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