FAIRMol

OHD_TbNat_137

ID 2025

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (24)
2D structure

SMILES: COC(=O)C1=CO[C@@H](O)[C@H]2[C@@H](C)[C@H](OC(=O)/C=C/c3ccc(O)cc3)C[C@H]12

Formula: C20H22O7 | MW: 374.389

LogP: 1.9949 | TPSA: 102.29

HBA/HBD: 7/2 | RotB: 4

InChIKey: BPNWHHJDHQFUKA-HPYSRGKHSA-N

Recognized patterns

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

Bio motif

Michael acceptor Chalcone H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic Michael acceptor (extended) ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Ester ×2 Alcohol Phenol Enone ×2 Ether ×3 Alkene ×2 Enol ether Hemiacetal

Ring system

Benzene Cyclopentane
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.909801-
DOCK_BASE_INTER_RANK-0.819695-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK4.555700-
DOCK_FINAL_RANK3.833502-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::B:ARG1131-
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:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.681678-
DOCK_MAX_CLASH_OVERLAP0.681723-
DOCK_POSE_COUNT12-
DOCK_POSE_COUNT12-
DOCK_PRE_RANK4.466551-
DOCK_PRE_RANK3.590323-
DOCK_PRIMARY_POSE_ID17991-
DOCK_PRIMARY_POSE_ID50235-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T10-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1CC2C=COCC2C1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1CC2C=COCC2C1-
DOCK_SCORE-24.108700-
DOCK_SCORE-20.476400-
DOCK_SCORE_INTER-24.564600-
DOCK_SCORE_INTER-22.131800-
DOCK_SCORE_INTER_KCAL-5.867156-
DOCK_SCORE_INTER_KCAL-5.286092-
DOCK_SCORE_INTER_NORM-0.909801-
DOCK_SCORE_INTER_NORM-0.819695-
DOCK_SCORE_INTRA0.455942-
DOCK_SCORE_INTRA1.655370-
DOCK_SCORE_INTRA_KCAL0.108900-
DOCK_SCORE_INTRA_KCAL0.395379-
DOCK_SCORE_INTRA_NORM0.016887-
DOCK_SCORE_INTRA_NORM0.061310-
DOCK_SCORE_KCAL-5.758267-
DOCK_SCORE_KCAL-4.890706-
DOCK_SCORE_NORM-0.892914-
DOCK_SCORE_NORM-0.758385-
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_FILEresults_T10_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC20H22O7-
DOCK_SOURCE_FORMULAC20H22O7-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.994900-
DOCK_SOURCE_LOGP1.994900-
DOCK_SOURCE_MW374.389000-
DOCK_SOURCE_MW374.389000-
DOCK_SOURCE_NAMEOHD_TbNat_137-
DOCK_SOURCE_NAMEOHD_TbNat_137-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA102.290000-
DOCK_SOURCE_TPSA102.290000-
DOCK_STRAIN_DELTA13.485807-
DOCK_STRAIN_DELTA16.052982-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT21-
EXACT_MASS374.136553044Da
FORMULAC20H22O7-
HBA7-
HBD2-
LOGP1.9949-
MOL_WEIGHT374.389g/mol
QED_SCORE0.6137014804791582-
ROTATABLE_BONDS4-
TPSA102.29A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T21 T21 dockmulti_91311c650f2e_T21 12
native pose available
 3.833501698597253 -20.4764 13 0.93 - Best pose
T10 T10 dockmulti_91311c650f2e_T10 12
native pose available
 4.555699753873322 -24.1087 14 0.82 - Best pose
T21 — T21 12 poses · report dockmulti_91311c650f2e_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
379 3.833501698597253 -0.819695 -20.4764 8 16 13 0.93 0.42 0.44 0.62 - no geometry warning; 10 clashes; 7 protein contact clashes; moderate strain Δ 16.1 Open pose
387 4.917795445967285 -0.718913 -19.769 8 14 12 0.86 0.33 0.44 0.62 - yes excluded; geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 13.1 Open pose
388 4.991447660285043 -0.756839 -18.9055 6 15 13 0.93 0.25 0.33 0.38 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 21.2 Open pose
383 55.2290438650911 -0.799575 -21.2306 10 14 12 0.86 0.42 0.44 0.62 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
382 55.46405644672543 -0.776027 -20.9763 8 17 14 1.00 0.42 0.44 0.62 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
384 55.48808620062124 -0.815946 -10.8675 7 15 13 0.93 0.42 0.44 0.62 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
389 55.59230288752161 -0.918384 -6.21142 10 18 14 1.00 0.42 0.44 0.62 - yes excluded; geometry warning; 10 clashes; 1 protein clash; high normalized intra Open pose
386 55.62645846405681 -0.762858 -21.0098 8 16 13 0.93 0.33 0.44 0.50 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
385 55.77293248375302 -0.853589 -15.0216 11 14 13 0.93 0.50 0.56 0.75 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
390 56.082802349661165 -0.790583 -12.0945 10 15 13 0.93 0.42 0.44 0.62 - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash Open pose
380 56.2528173115541 -0.890971 -22.9629 11 15 13 0.93 0.42 0.44 0.62 - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
381 58.91972562060442 -0.961277 -15.3123 13 16 14 1.00 0.50 0.56 0.62 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
T10 — T10 12 poses · report dockmulti_91311c650f2e_T10
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
185 4.555699753873322 -0.909801 -24.1087 9 14 14 0.82 0.54 0.45 0.64 - no geometry warning; 10 clashes; 10 protein contact clashes; moderate strain Δ 13.5 Open pose
190 5.734630989992848 -0.798359 -7.34748 8 18 15 0.88 0.31 0.36 0.64 - yes excluded; geometry warning; 8 clashes; 1 protein clash; high strain Δ 21.3 Open pose
191 6.080857047684436 -0.922176 -22.3703 9 14 14 0.82 0.54 0.45 0.64 - yes excluded; geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 17.3 Open pose
186 55.87778265226053 -0.956715 -22.7723 9 18 15 0.88 0.46 0.55 0.73 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
188 56.39181189512129 -0.975813 -15.8287 10 16 15 0.88 0.46 0.36 0.55 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
193 56.44360488006948 -0.90929 -21.8047 10 15 14 0.82 0.38 0.36 0.55 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
187 56.77149227675992 -0.852044 -20.3923 9 15 15 0.88 0.46 0.45 0.64 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
194 56.89994114212671 -0.886506 -21.2074 9 15 14 0.82 0.38 0.36 0.55 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
189 57.25817164224165 -0.959027 -23.9142 7 17 14 0.82 0.31 0.27 0.45 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
196 57.28806051605334 -0.874194 -14.3479 9 14 14 0.82 0.54 0.45 0.64 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
195 57.43324915291483 -0.823842 -20.6912 8 15 14 0.82 0.31 0.27 0.45 - yes excluded; geometry warning; 9 clashes; 3 protein clashes Open pose
192 57.878380058832974 -0.912172 -21.8572 9 14 14 0.82 0.54 0.45 0.64 - yes excluded; geometry warning; 10 clashes; 3 protein clashes Open pose

Heterocycles & Functional Groups

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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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⚗ AI Structural Analysis

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