FAIRMol

Z46033738

ID 3173

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

SMILES: O=C1/C(=C\c2ccc(O)cc2)CC/C1=C/c1ccc(O)cc1

Formula: C19H16O3 | MW: 292.33400000000006

LogP: 3.9277000000000033 | TPSA: 57.53

HBA/HBD: 3/2 | RotB: 2

InChIKey: YSEMBYWAAKOCKW-NFLUSIDLSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Ketone Phenol ×2 Enone ×2 Alkene ×2

Ring system

Benzene ×2 Cyclopentane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.205690-
DOCK_BASE_INTER_RANK-0.960011-
DOCK_BASE_INTER_RANK-1.330950-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK2.865980-
DOCK_FINAL_RANK0.470808-
DOCK_FINAL_RANK2.986203-
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:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE2341-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.659799-
DOCK_MAX_CLASH_OVERLAP0.614472-
DOCK_MAX_CLASH_OVERLAP0.611911-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.455979-
DOCK_PRE_RANK2.974848-
DOCK_PRE_RANK2.851148-
DOCK_PRIMARY_POSE_ID8619-
DOCK_PRIMARY_POSE_ID5909-
DOCK_PRIMARY_POSE_ID12045-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP233;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:ILE234;A:LYS69;A:PHE196;A:PHE238;A:PRO113;A:PRO275;A:SER195;A:THR132;A:TYR278;A:TYR389-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:SER86;B:THR83;B:TRP47;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)CCC1=Cc1ccccc1-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)CCC1=Cc1ccccc1-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)CCC1=Cc1ccccc1-
DOCK_SCORE-18.892100-
DOCK_SCORE-25.972600-
DOCK_SCORE-31.333900-
DOCK_SCORE_INTER-26.525200-
DOCK_SCORE_INTER-21.120200-
DOCK_SCORE_INTER-29.280800-
DOCK_SCORE_INTER_KCAL-6.335438-
DOCK_SCORE_INTER_KCAL-5.044475-
DOCK_SCORE_INTER_KCAL-6.993602-
DOCK_SCORE_INTER_NORM-0.960011-
DOCK_SCORE_INTER_NORM-1.330950-
DOCK_SCORE_INTER_NORM-1.205690-
DOCK_SCORE_INTRA0.552556-
DOCK_SCORE_INTRA-2.053070-
DOCK_SCORE_INTRA2.228180-
DOCK_SCORE_INTRA_KCAL0.532192-
DOCK_SCORE_INTRA_KCAL-0.490368-
DOCK_SCORE_INTRA_KCAL0.131976-
DOCK_SCORE_INTRA_NORM0.025116-
DOCK_SCORE_INTRA_NORM0.101281-
DOCK_SCORE_INTRA_NORM-0.093321-
DOCK_SCORE_KCAL-6.203452-
DOCK_SCORE_KCAL-7.483977-
DOCK_SCORE_KCAL-4.512303-
DOCK_SCORE_NORM-1.180570-
DOCK_SCORE_NORM-0.858730-
DOCK_SCORE_NORM-1.424270-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H16O3-
DOCK_SOURCE_FORMULAC19H16O3-
DOCK_SOURCE_FORMULAC19H16O3-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP3.927700-
DOCK_SOURCE_LOGP3.927700-
DOCK_SOURCE_LOGP3.927700-
DOCK_SOURCE_MW292.334000-
DOCK_SOURCE_MW292.334000-
DOCK_SOURCE_MW292.334000-
DOCK_SOURCE_NAMEZ46033738-
DOCK_SOURCE_NAMEZ46033738-
DOCK_SOURCE_NAMEZ46033738-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA57.530000-
DOCK_SOURCE_TPSA57.530000-
DOCK_SOURCE_TPSA57.530000-
DOCK_STRAIN_DELTA6.404181-
DOCK_STRAIN_DELTA10.782604-
DOCK_STRAIN_DELTA10.785863-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT09-
DOCK_TARGETT18-
EXACT_MASS292.109944372Da
FORMULAC19H16O3-
HBA3-
HBD2-
LOGP3.9277000000000033-
MOL_WEIGHT292.33400000000006g/mol
QED_SCORE0.8245645353124829-
ROTATABLE_BONDS2-
TPSA57.53A^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
T09 T09 selection_import_t09 1
native pose available
 0.4708081141710543 -25.9726 12 0.57 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.8659796177105843 -31.3339 14 0.74 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.986202682502286 -18.8921 8 0.62 - Best 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
491 0.4708081141710543 -1.20569 -25.9726 6 15 12 0.57 0.00 0.00 0.00 - no geometry warning; 8 clashes; 4 protein contact clashes 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
489 2.8659796177105843 -1.33095 -31.3339 9 21 14 0.74 0.22 0.29 0.29 - no geometry warning; 8 clashes; 2 protein clashes Open pose
T18 — T18 1 poses · report selection_import_t18
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
524 2.986202682502286 -0.960011 -18.8921 4 14 8 0.62 - - - - no geometry warning; 7 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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