FAIRMol

Z46033750

ID 3291

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

SMILES: COc1cc(/C=C2/CC/C(=C\c3ccc(O)c(OC)c3)C2=O)ccc1O

Formula: C21H20O5 | MW: 352.38600000000014

LogP: 3.944900000000003 | TPSA: 75.99

HBA/HBD: 5/2 | RotB: 4

InChIKey: NZSRSKNDCCSSGY-CKOAPEAFSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol ×2 Michael acceptor ×2 Chalcone ×2 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended) ×2

Functional group

Carbonyl Ketone Phenol ×2 Aryl ether ×2 Enone ×2 Ether ×2 Alkene ×2

Ring system

Benzene ×2 Cyclopentane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.023500-
DOCK_BASE_INTER_RANK-0.886393-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK2.495888-
DOCK_FINAL_RANK2.149234-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLU431-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR611-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618042-
DOCK_MAX_CLASH_OVERLAP0.621252-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.479116-
DOCK_PRE_RANK2.128330-
DOCK_PRIMARY_POSE_ID5971-
DOCK_PRIMARY_POSE_ID10745-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t16-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ARG97;B:GLU43;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR61;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN208;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)CCC1=Cc1ccccc1-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)CCC1=Cc1ccccc1-
DOCK_SCORE-27.508500-
DOCK_SCORE-22.163800-
DOCK_SCORE_INTER-26.611000-
DOCK_SCORE_INTER-23.046200-
DOCK_SCORE_INTER_KCAL-6.355931-
DOCK_SCORE_INTER_KCAL-5.504493-
DOCK_SCORE_INTER_NORM-1.023500-
DOCK_SCORE_INTER_NORM-0.886393-
DOCK_SCORE_INTRA-0.897520-
DOCK_SCORE_INTRA0.430030-
DOCK_SCORE_INTRA_KCAL-0.214369-
DOCK_SCORE_INTRA_KCAL0.102711-
DOCK_SCORE_INTRA_NORM-0.034520-
DOCK_SCORE_INTRA_NORM0.016540-
DOCK_SCORE_KCAL-6.570295-
DOCK_SCORE_KCAL-5.293735-
DOCK_SCORE_NORM-1.058020-
DOCK_SCORE_NORM-0.852454-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.452381-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.017399-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H20O5-
DOCK_SOURCE_FORMULAC21H20O5-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP3.944900-
DOCK_SOURCE_LOGP3.944900-
DOCK_SOURCE_MW352.386000-
DOCK_SOURCE_MW352.386000-
DOCK_SOURCE_NAMEZ46033750-
DOCK_SOURCE_NAMEZ46033750-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA75.990000-
DOCK_SOURCE_TPSA75.990000-
DOCK_STRAIN_DELTA12.868974-
DOCK_STRAIN_DELTA16.731617-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT16-
EXACT_MASS352.1310737399999Da
FORMULAC21H20O5-
HBA5-
HBD2-
LOGP3.944900000000003-
MOL_WEIGHT352.38600000000014g/mol
QED_SCORE0.8151797892040122-
ROTATABLE_BONDS4-
TPSA75.99A^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
T16 T16 selection_import_t16 1
native pose available
 2.1492338660598134 -22.1638 5 0.42 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.4958877718969794 -27.5085 11 0.52 - Best pose
T16 — T16 1 poses · report selection_import_t16
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
580 2.1492338660598134 -0.886393 -22.1638 6 15 5 0.42 - - - - no geometry warning; 9 clashes; 1 protein clash Open pose
T09 — T09 1 poses · report selection_import_t09
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
553 2.4958877718969794 -1.0235 -27.5085 7 15 11 0.52 0.29 0.17 0.17 - no geometry warning; 8 clashes; 1 protein clash; 1 severe cofactor-context 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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