FAIRMol

Z57199209

ID 2669

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

SMILES: NC(=O)c1ccccc1NC(=O)/C=C/c1ccccc1

Formula: C16H14N2O2 | MW: 266.29999999999995

LogP: 2.4374000000000002 | TPSA: 72.19

HBA/HBD: 2/2 | RotB: 4

InChIKey: IQILKLTVDIIKTK-ZHACJKMWSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Acrylamide Michael acceptor Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended) Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Primary amine Secondary amine Enone Alkene

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.674920-
DOCK_BASE_INTER_RANK-1.586580-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK-0.355762-
DOCK_FINAL_RANK-0.122759-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1641-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.622788-
DOCK_MAX_CLASH_OVERLAP0.622799-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.368194-
DOCK_PRE_RANK-0.135278-
DOCK_PRIMARY_POSE_ID4587-
DOCK_PRIMARY_POSE_ID5273-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER95;A:TYR174;A:VAL164-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER95;A:TYR174;A:VAL164-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)Nc1ccccc1-
DOCK_SCORE-28.882300-
DOCK_SCORE-27.334000-
DOCK_SCORE_INTER-33.498300-
DOCK_SCORE_INTER-31.731700-
DOCK_SCORE_INTER_KCAL-8.000935-
DOCK_SCORE_INTER_KCAL-7.578990-
DOCK_SCORE_INTER_NORM-1.674920-
DOCK_SCORE_INTER_NORM-1.586580-
DOCK_SCORE_INTRA4.615980-
DOCK_SCORE_INTRA4.397660-
DOCK_SCORE_INTRA_KCAL1.102508-
DOCK_SCORE_INTRA_KCAL1.050364-
DOCK_SCORE_INTRA_NORM0.230799-
DOCK_SCORE_INTRA_NORM0.219883-
DOCK_SCORE_KCAL-6.898422-
DOCK_SCORE_KCAL-6.528617-
DOCK_SCORE_NORM-1.444120-
DOCK_SCORE_NORM-1.366700-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H14N2O2-
DOCK_SOURCE_FORMULAC16H14N2O2-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_LOGP2.437400-
DOCK_SOURCE_LOGP2.437400-
DOCK_SOURCE_MW266.300000-
DOCK_SOURCE_MW266.300000-
DOCK_SOURCE_NAMEZ57199209-
DOCK_SOURCE_NAMEZ57199209-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA72.190000-
DOCK_SOURCE_TPSA72.190000-
DOCK_STRAIN_DELTA7.871609-
DOCK_STRAIN_DELTA7.986281-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT08-
EXACT_MASS266.105527688Da
FORMULAC16H14N2O2-
HBA2-
HBD2-
LOGP2.4374000000000002-
MOL_WEIGHT266.29999999999995g/mol
QED_SCORE0.834141729073246-
ROTATABLE_BONDS4-
TPSA72.19A^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
 -0.3557616634363497 -28.8823 10 0.53 - Best pose
T08 T08 selection_import_t08 1
native pose available
 -0.12275850200852292 -27.334 10 0.53 - 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
524 -0.3557616634363497 -1.67492 -28.8823 6 14 10 0.53 0.50 0.40 0.60 - no geometry warning; 7 clashes; 3 protein contact clashes; 2 cofactor-context clashes Open pose
T08 — T08 1 poses · report selection_import_t08
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
532 -0.12275850200852292 -1.58658 -27.334 4 14 10 0.53 0.33 0.40 0.60 - no geometry warning; 7 clashes; 4 protein contact clashes; 3 cofactor-context clashes 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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