FAIRMol

OSA_Lib_109

ID 2260

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

SMILES: O=C(O[C@@H]1C[C@]2([NH+]3CCCC3)C[C@@H](c3ccccc3)[C@H]1[C@H](c1ccccc1)C2)c1ccc2c(c1)OCO2

Formula: C32H34NO4+ | MW: 496.62700000000035

LogP: 4.739500000000004 | TPSA: 49.2

HBA/HBD: 4/1 | RotB: 5

InChIKey: XHAOJIXFLQTDPH-XIFVBVKTSA-O

Recognized patterns

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

Bio motif

Catechol H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×3 Metal chelator PAINS — catechol

Functional group

Carbonyl Ester Aryl ether ×2 Ether ×3 Acetal

Ring system

Benzene ×3 Pyrrolidine Benzodioxole Cyclohexane ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.792448-
DOCK_BASE_INTER_RANK-0.732350-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK3.355655-
DOCK_FINAL_RANK3.117265-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.745406-
DOCK_MAX_CLASH_OVERLAP0.745429-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.302178-
DOCK_PRE_RANK3.089969-
DOCK_PRIMARY_POSE_ID2841-
DOCK_PRIMARY_POSE_ID6201-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ARG17;A:LEU188;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR191;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR74-
DOCK_SCAFFOLDO=C(OC1CC2([NH+]3CCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2)c1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(OC1CC2([NH+]3CCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2)c1ccc2c(c1)OCO2-
DOCK_SCORE-22.235100-
DOCK_SCORE-25.798800-
DOCK_SCORE_INTER-29.320600-
DOCK_SCORE_INTER-27.096900-
DOCK_SCORE_INTER_KCAL-7.003108-
DOCK_SCORE_INTER_KCAL-6.471986-
DOCK_SCORE_INTER_NORM-0.792448-
DOCK_SCORE_INTER_NORM-0.732350-
DOCK_SCORE_INTRA7.085480-
DOCK_SCORE_INTRA1.298170-
DOCK_SCORE_INTRA_KCAL1.692339-
DOCK_SCORE_INTRA_KCAL0.310063-
DOCK_SCORE_INTRA_NORM0.191499-
DOCK_SCORE_INTRA_NORM0.035086-
DOCK_SCORE_KCAL-5.310765-
DOCK_SCORE_KCAL-6.161940-
DOCK_SCORE_NORM-0.600948-
DOCK_SCORE_NORM-0.697264-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC32H34NO4+-
DOCK_SOURCE_FORMULAC32H34NO4+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP4.739500-
DOCK_SOURCE_LOGP4.739500-
DOCK_SOURCE_MW496.627000-
DOCK_SOURCE_MW496.627000-
DOCK_SOURCE_NAMEOSA_Lib_109-
DOCK_SOURCE_NAMEOSA_Lib_109-
DOCK_SOURCE_RINGS8.000000-
DOCK_SOURCE_RINGS8.000000-
DOCK_SOURCE_TPSA49.200000-
DOCK_SOURCE_TPSA49.200000-
DOCK_STRAIN_DELTA36.451040-
DOCK_STRAIN_DELTA21.697402-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT10-
EXACT_MASS496.24823498809Da
FORMULAC32H34NO4+-
HBA4-
HBD1-
LOGP4.739500000000004-
MOL_WEIGHT496.62700000000035g/mol
QED_SCORE0.5187330957702277-
ROTATABLE_BONDS5-
TPSA49.2A^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
T10 T10 selection_import_t10 1
native pose available
 3.1172647151936115 -25.7988 12 0.71 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.3556549359803594 -22.2351 9 0.53 - Best pose
T10 — T10 1 poses · report selection_import_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
105 3.1172647151936115 -0.73235 -25.7988 7 13 12 0.71 0.38 0.36 0.45 - no geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 21.7 Open 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
131 3.3556549359803594 -0.792448 -22.2351 5 11 9 0.53 0.29 0.33 0.60 - no geometry warning; 17 clashes; 2 protein clashes; 2 cofactor-context clashes; high strain Δ 36.5 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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