FAIRMol

OHD_Leishmania_45

ID 5570

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: CC(=O)O[C@H]1[C@@H](O[C@H]2[C@@H]3C=CO[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@@H]4O)[C@@H]3[C@@]3(CO)O[C@@H]23)O[C@@H](C)[C@@H](OC(=O)/C=C\c2ccccc2)[C@@H]1OC(=O)/C=C/c1ccccc1

Formula: C41H46O17 | MW: 810.8020000000005

LogP: 0.36090000000000183 | TPSA: 238.72999999999996

HBA/HBD: 17/5 | RotB: 13

InChIKey: PCHWYSGBVKSPAM-ZVMPEONNSA-N

Recognized patterns

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

Bio motif

Michael acceptor ×2 Chalcone ×2 Pyranose sugar ×2 H-bond acceptor O ×12 H-bond donor ×5 Gatekeeper aromatic ×2 Michael acceptor (extended) ×2 Polyol ×2 Metal chelator ×3

Functional group

Carbonyl ×3 Ester ×3 Alcohol ×5 Epoxide Enone ×2 Ether ×9 Alkene ×3 Enol ether Acetal ×3

Ring system

Benzene ×2 Tetrahydropyran ×3 Oxirane Cyclopentane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.567266-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT23.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK6.919711-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN971-
DOCK_IFP::A:ASP941-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1331-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR961-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.657770-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK6.817246-
DOCK_PRIMARY_POSE_ID14241-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:ASN97;A:ASP94;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU133;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69;A:THR96-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OC2C3C=COC(OC4CCCCO4)C3C3OC23)CC1OC(=O)C=Cc1ccccc1-
DOCK_SCORE-29.090200-
DOCK_SCORE_INTER-32.901400-
DOCK_SCORE_INTER_KCAL-7.858368-
DOCK_SCORE_INTER_NORM-0.567266-
DOCK_SCORE_INTRA3.811250-
DOCK_SCORE_INTRA_KCAL0.910302-
DOCK_SCORE_INTRA_NORM0.065711-
DOCK_SCORE_KCAL-6.948078-
DOCK_SCORE_NORM-0.501555-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC41H46O17-
DOCK_SOURCE_HBA17.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS58.000000-
DOCK_SOURCE_LOGP0.360900-
DOCK_SOURCE_MW810.802000-
DOCK_SOURCE_NAMEOHD_Leishmania_45-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA238.730000-
DOCK_STRAIN_DELTA56.738297-
DOCK_STRAIN_OK0-
DOCK_TARGETT22-
EXACT_MASS810.2735000120001Da
FORMULAC41H46O17-
HBA17-
HBD5-
LOGP0.36090000000000183-
MOL_WEIGHT810.8020000000005g/mol
QED_SCORE0.07946401876518334-
ROTATABLE_BONDS13-
TPSA238.72999999999996A^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
T22 T22 selection_import_t22 1
native pose available
 6.919711412789316 -29.0902 16 0.76 - Best pose
T22 — T22 1 poses · report selection_import_t22
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
3 6.919711412789316 -0.567266 -29.0902 16 23 16 0.76 0.40 0.55 0.55 - no geometry warning; 23 clashes; 3 protein clashes; high strain Δ 56.7 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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