FAIRMol

Z46089428

ID 480

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

SMILES: C[C@H](NC(=O)/C(C#N)=C\c1cccc(/C=C(\C#N)C(=O)N[C@H](C)c2ccccc2)c1)c1ccccc1

Formula: C30H26N4O2 | MW: 474.56400000000014

LogP: 5.255360000000005 | TPSA: 105.78

HBA/HBD: 4/2 | RotB: 8

InChIKey: DDYBXSYIBASVAM-GACXAEJYSA-N

Recognized patterns

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

Bio motif

Acrylamide ×2 Michael acceptor ×2 Chalcone ×2 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 Michael acceptor (extended) ×2 Metal chelator ×2

Functional group

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

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.743234-
DOCK_BASE_INTER_RANK-0.706954-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK2.756534-
DOCK_FINAL_RANK3.067410-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616060-
DOCK_MAX_CLASH_OVERLAP0.616019-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.045912-
DOCK_PRE_RANK2.723141-
DOCK_PRIMARY_POSE_ID541-
DOCK_PRIMARY_POSE_ID9309-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t01-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ARG342;A:ASN20;A:ASP385;A:ASP47;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:GLY240;A:LEU25;A:LEU382;A:LYS51;A:MET386;A:PHE284;A:PRO340;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_SCAFFOLDO=C(C=Cc1cccc(C=CC(=O)NCc2ccccc2)c1)NCc1ccccc1-
DOCK_SCAFFOLDO=C(C=Cc1cccc(C=CC(=O)NCc2ccccc2)c1)NCc1ccccc1-
DOCK_SCORE-24.687300-
DOCK_SCORE-20.700800-
DOCK_SCORE_INTER-26.756400-
DOCK_SCORE_INTER-25.450300-
DOCK_SCORE_INTER_KCAL-6.078702-
DOCK_SCORE_INTER_KCAL-6.390659-
DOCK_SCORE_INTER_NORM-0.743234-
DOCK_SCORE_INTER_NORM-0.706954-
DOCK_SCORE_INTRA4.749550-
DOCK_SCORE_INTRA2.069090-
DOCK_SCORE_INTRA_KCAL1.134411-
DOCK_SCORE_INTRA_KCAL0.494194-
DOCK_SCORE_INTRA_NORM0.057475-
DOCK_SCORE_INTRA_NORM0.131932-
DOCK_SCORE_KCAL-5.896463-
DOCK_SCORE_KCAL-4.944303-
DOCK_SCORE_NORM-0.685760-
DOCK_SCORE_NORM-0.575022-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC30H26N4O2-
DOCK_SOURCE_FORMULAC30H26N4O2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP5.255360-
DOCK_SOURCE_LOGP5.255360-
DOCK_SOURCE_MW474.564000-
DOCK_SOURCE_MW474.564000-
DOCK_SOURCE_NAMEZ46089428-
DOCK_SOURCE_NAMEZ46089428-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA105.780000-
DOCK_SOURCE_TPSA105.780000-
DOCK_STRAIN_DELTA17.237525-
DOCK_STRAIN_DELTA25.720726-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT14-
EXACT_MASS474.205576072Da
FORMULAC30H26N4O2-
HBA4-
HBD2-
LOGP5.255360000000005-
MOL_WEIGHT474.56400000000014g/mol
QED_SCORE0.34324045700477773-
ROTATABLE_BONDS8-
TPSA105.78A^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
T01 T01 selection_import_t01 1
native pose available
 2.756534000286007 -24.6873 17 0.81 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.0674100979824863 -20.7008 11 0.73 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
541 2.756534000286007 -0.743234 -24.6873 2 20 17 0.81 0.00 0.20 0.20 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 25.7 Open 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
501 3.0674100979824863 -0.706954 -20.7008 4 21 11 0.73 0.17 0.40 0.40 - no geometry warning; 15 clashes; 1 protein clash 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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