FAIRMol

Z56785135

ID 4183

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

SMILES: O=C1/C(=C\c2ccc(O)c(O)c2)N=C2CCCCCN12

Formula: C15H16N2O3 | MW: 272.3039999999999

LogP: 2.2534000000000005 | TPSA: 73.13000000000001

HBA/HBD: 4/2 | RotB: 1

InChIKey: BEWNXCQREHNWDR-DHZHZOJOSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Michael acceptor (extended) Clear highlight

Bio motif

Acrylamide Catechol Michael acceptor Chalcone N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl Amide Phenol ×2 Tertiary amine Lactam Amidine Enone Imine Alkene

Ring system

Benzene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.192250-
DOCK_BASE_INTER_RANK-1.239540-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK3.193955-
DOCK_FINAL_RANK3.311750-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.613842-
DOCK_MAX_CLASH_OVERLAP0.614000-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.160200-
DOCK_PRE_RANK3.284591-
DOCK_PRIMARY_POSE_ID9301-
DOCK_PRIMARY_POSE_ID14062-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)N=C2CCCCCN12-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)N=C2CCCCCN12-
DOCK_SCORE-20.796700-
DOCK_SCORE-22.649000-
DOCK_SCORE_INTER-23.844900-
DOCK_SCORE_INTER-24.790800-
DOCK_SCORE_INTER_KCAL-5.695259-
DOCK_SCORE_INTER_KCAL-5.921183-
DOCK_SCORE_INTER_NORM-1.192250-
DOCK_SCORE_INTER_NORM-1.239540-
DOCK_SCORE_INTRA3.048200-
DOCK_SCORE_INTRA2.141810-
DOCK_SCORE_INTRA_KCAL0.728050-
DOCK_SCORE_INTRA_KCAL0.511563-
DOCK_SCORE_INTRA_NORM0.152410-
DOCK_SCORE_INTRA_NORM0.107090-
DOCK_SCORE_KCAL-4.967209-
DOCK_SCORE_KCAL-5.409623-
DOCK_SCORE_NORM-1.039840-
DOCK_SCORE_NORM-1.132450-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H16N2O3-
DOCK_SOURCE_FORMULAC15H16N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_LOGP2.253400-
DOCK_SOURCE_LOGP2.253400-
DOCK_SOURCE_MW272.304000-
DOCK_SOURCE_MW272.304000-
DOCK_SOURCE_NAMEZ56785135-
DOCK_SOURCE_NAMEZ56785135-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA73.130000-
DOCK_SOURCE_TPSA73.130000-
DOCK_STRAIN_DELTA25.943298-
DOCK_STRAIN_DELTA21.600269-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT21-
EXACT_MASS272.116092372Da
FORMULAC15H16N2O3-
HBA4-
HBD2-
LOGP2.2534000000000005-
MOL_WEIGHT272.3039999999999g/mol
QED_SCORE0.6080434752135204-
ROTATABLE_BONDS1-
TPSA73.13000000000001A^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
T14 T14 selection_import_t14 1
native pose available
 3.1939548149245556 -20.7967 7 0.47 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.3117500270558087 -22.649 13 0.93 - Best 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
493 3.1939548149245556 -1.19225 -20.7967 6 11 7 0.47 0.00 0.20 0.20 - no geometry warning; 5 clashes; 3 protein clashes; moderate strain Δ 25.9 Open pose
T21 — T21 1 poses · report selection_import_t21
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
504 3.3117500270558087 -1.23954 -22.649 7 15 13 0.93 0.50 0.67 0.75 - no geometry warning; 5 clashes; 3 protein clashes; moderate strain Δ 21.6 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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