FAIRMol

Z46095617

ID 2050

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

SMILES: N#C/C(=C\c1ccc(O)c(O)c1)C(=O)NC1CCCCC1

Formula: C16H18N2O3 | MW: 286.33099999999996

LogP: 2.4536800000000007 | TPSA: 93.35

HBA/HBD: 4/3 | RotB: 3

InChIKey: XMFXBOGXTNAKKW-XYOKQWHBSA-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

Acrylamide Catechol Michael acceptor Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Amide Secondary amine Nitrile Phenol ×2 Enone Alkene

Ring system

Benzene Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.303160-
DOCK_BASE_INTER_RANK-1.334100-
DOCK_BASE_INTER_RANK-1.320650-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK2.308110-
DOCK_FINAL_RANK1.712492-
DOCK_FINAL_RANK1.474346-
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:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU181-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL2281-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET781-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614605-
DOCK_MAX_CLASH_OVERLAP0.614453-
DOCK_MAX_CLASH_OVERLAP0.614564-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.284950-
DOCK_PRE_RANK1.455898-
DOCK_PRE_RANK1.688629-
DOCK_PRIMARY_POSE_ID3099-
DOCK_PRIMARY_POSE_ID8539-
DOCK_PRIMARY_POSE_ID7856-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU18;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL228;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE170;A:PHE238;A:PRO113;A:PRO275;A:SER200;A:TYR278;A:TYR389-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NC1CCCCC1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NC1CCCCC1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NC1CCCCC1-
DOCK_SCORE-24.254300-
DOCK_SCORE-24.034100-
DOCK_SCORE-23.760400-
DOCK_SCORE_INTER-27.366300-
DOCK_SCORE_INTER-27.733700-
DOCK_SCORE_INTER-28.016000-
DOCK_SCORE_INTER_KCAL-6.624083-
DOCK_SCORE_INTER_KCAL-6.691510-
DOCK_SCORE_INTER_KCAL-6.536331-
DOCK_SCORE_INTER_NORM-1.303160-
DOCK_SCORE_INTER_NORM-1.320650-
DOCK_SCORE_INTER_NORM-1.334100-
DOCK_SCORE_INTRA3.699600-
DOCK_SCORE_INTRA4.255580-
DOCK_SCORE_INTRA3.112000-
DOCK_SCORE_INTRA_KCAL0.743289-
DOCK_SCORE_INTRA_KCAL1.016428-
DOCK_SCORE_INTRA_KCAL0.883635-
DOCK_SCORE_INTRA_NORM0.148191-
DOCK_SCORE_INTRA_NORM0.176172-
DOCK_SCORE_INTRA_NORM0.202647-
DOCK_SCORE_KCAL-5.793043-
DOCK_SCORE_KCAL-5.675076-
DOCK_SCORE_KCAL-5.740449-
DOCK_SCORE_NORM-1.154970-
DOCK_SCORE_NORM-1.144480-
DOCK_SCORE_NORM-1.131450-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H18N2O3-
DOCK_SOURCE_FORMULAC16H18N2O3-
DOCK_SOURCE_FORMULAC16H18N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP2.453680-
DOCK_SOURCE_LOGP2.453680-
DOCK_SOURCE_LOGP2.453680-
DOCK_SOURCE_MW286.331000-
DOCK_SOURCE_MW286.331000-
DOCK_SOURCE_MW286.331000-
DOCK_SOURCE_NAMEZ46095617-
DOCK_SOURCE_NAMEZ46095617-
DOCK_SOURCE_NAMEZ46095617-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA93.350000-
DOCK_SOURCE_TPSA93.350000-
DOCK_SOURCE_TPSA93.350000-
DOCK_STRAIN_DELTA19.151806-
DOCK_STRAIN_DELTA18.597126-
DOCK_STRAIN_DELTA14.518230-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT13-
DOCK_TARGETT12-
EXACT_MASS286.13174243599997Da
FORMULAC16H18N2O3-
HBA4-
HBD3-
LOGP2.4536800000000007-
MOL_WEIGHT286.33099999999996g/mol
QED_SCORE0.45178332269251903-
ROTATABLE_BONDS3-
TPSA93.35A^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
T05 T05 selection_import_t05 1
native pose available
 1.4743464540953943 -23.7604 10 0.59 - Best pose
T13 T13 selection_import_t13 1
native pose available
 1.7124923188284504 -24.2543 15 0.79 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.308109708434458 -24.0341 16 1.00 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
389 1.4743464540953943 -1.3341 -23.7604 12 12 10 0.59 0.43 0.33 0.60 - no geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash 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
409 1.7124923188284504 -1.30316 -24.2543 8 19 15 0.79 0.44 0.29 0.43 - no geometry warning; 7 clashes; 1 protein clash Open pose
T12 — T12 1 poses · report selection_import_t12
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
404 2.308109708434458 -1.32065 -24.0341 9 17 16 1.00 0.33 0.40 0.50 - no geometry warning; 6 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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