FAIRMol

Z165420976

ID 2823

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

SMILES: NC(=O)c1ccc(COc2ccccc2C(N)=O)cc1

Formula: C15H14N2O3 | MW: 270.28799999999995

LogP: 1.4634 | TPSA: 95.41000000000001

HBA/HBD: 3/2 | RotB: 5

InChIKey: HLCVWGOKHYWXAJ-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Primary amine ×2 Aryl ether Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.506410-
DOCK_BASE_INTER_RANK-1.277090-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK1.193779-
DOCK_FINAL_RANK3.428844-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET781-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620669-
DOCK_MAX_CLASH_OVERLAP0.620721-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.172964-
DOCK_PRE_RANK3.411738-
DOCK_PRIMARY_POSE_ID4592-
DOCK_PRIMARY_POSE_ID6635-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:LEU263;A:MET163;A:MET213;A:NAP301;A:PHE97;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:MET78;A:SER46;A:TYR49-
DOCK_SCAFFOLDc1ccc(COc2ccccc2)cc1-
DOCK_SCAFFOLDc1ccc(COc2ccccc2)cc1-
DOCK_SCORE-26.440900-
DOCK_SCORE-24.865300-
DOCK_SCORE_INTER-30.128200-
DOCK_SCORE_INTER-25.541800-
DOCK_SCORE_INTER_KCAL-7.196000-
DOCK_SCORE_INTER_KCAL-6.100557-
DOCK_SCORE_INTER_NORM-1.506410-
DOCK_SCORE_INTER_NORM-1.277090-
DOCK_SCORE_INTRA3.687260-
DOCK_SCORE_INTRA0.676451-
DOCK_SCORE_INTRA_KCAL0.880687-
DOCK_SCORE_INTRA_KCAL0.161568-
DOCK_SCORE_INTRA_NORM0.184363-
DOCK_SCORE_INTRA_NORM0.033822-
DOCK_SCORE_KCAL-6.315303-
DOCK_SCORE_KCAL-5.938977-
DOCK_SCORE_NORM-1.322050-
DOCK_SCORE_NORM-1.243270-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H14N2O3-
DOCK_SOURCE_FORMULAC15H14N2O3-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_LOGP1.463400-
DOCK_SOURCE_LOGP1.463400-
DOCK_SOURCE_MW270.288000-
DOCK_SOURCE_MW270.288000-
DOCK_SOURCE_NAMEZ165420976-
DOCK_SOURCE_NAMEZ165420976-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA95.410000-
DOCK_SOURCE_TPSA95.410000-
DOCK_STRAIN_DELTA16.655846-
DOCK_STRAIN_DELTA13.206978-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT10-
EXACT_MASS270.100442308Da
FORMULAC15H14N2O3-
HBA3-
HBD2-
LOGP1.4634-
MOL_WEIGHT270.28799999999995g/mol
QED_SCORE0.8605455857543329-
ROTATABLE_BONDS5-
TPSA95.41000000000001A^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
T07 T07 selection_import_t07 1
native pose available
 1.1937793461937405 -26.4409 13 0.68 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.428843689456037 -24.8653 13 0.76 - 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
529 1.1937793461937405 -1.50641 -26.4409 4 15 13 0.68 0.33 0.20 0.20 - no geometry warning; 9 clashes; 1 protein clash; 2 cofactor-context clashes Open pose
T10 — T10 1 poses · report selection_import_t10
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
539 3.428843689456037 -1.27709 -24.8653 10 15 13 0.76 0.31 0.36 0.45 - no geometry warning; 9 clashes; 2 protein 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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