FAIRMol

OHD_Leishmania_93

ID 2590

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

SMILES: O[C@@H]1[C@H]2c3cc4c(cc3C[N@@H+]3CCC(=C[C@H]1O)[C@@H]23)OCO4

Formula: C16H18NO4+ | MW: 288.32300000000004

LogP: -0.6684999999999994 | TPSA: 63.360000000000014

HBA/HBD: 4/3 | RotB: -

InChIKey: XGVJWXAYKUHDOO-MEYUZBJRSA-O

Recognized patterns

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

Bio motif

Catechol H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Polyol

Functional group

Alcohol ×2 Aryl ether ×2 Ether ×2 Alkene Acetal

Ring system

Benzene Pyrrolidine Benzodioxole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.073150-
DOCK_BASE_INTER_RANK-1.566330-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK1.898246-
DOCK_FINAL_RANK2.214752-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET821-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620440-
DOCK_MAX_CLASH_OVERLAP0.620531-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.875290-
DOCK_PRE_RANK2.192814-
DOCK_PRIMARY_POSE_ID3389-
DOCK_PRIMARY_POSE_ID12208-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:MET82;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSC:ARG287;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PRO336;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDC1=C2CC[NH+]3Cc4cc5c(cc4C(CC1)C23)OCO5-
DOCK_SCAFFOLDC1=C2CC[NH+]3Cc4cc5c(cc4C(CC1)C23)OCO5-
DOCK_SCORE-21.011400-
DOCK_SCORE-32.870600-
DOCK_SCORE_INTER-22.536200-
DOCK_SCORE_INTER-32.892900-
DOCK_SCORE_INTER_KCAL-5.382681-
DOCK_SCORE_INTER_KCAL-7.856338-
DOCK_SCORE_INTER_NORM-1.073150-
DOCK_SCORE_INTER_NORM-1.566330-
DOCK_SCORE_INTRA1.524750-
DOCK_SCORE_INTRA0.022381-
DOCK_SCORE_INTRA_KCAL0.364180-
DOCK_SCORE_INTRA_KCAL0.005346-
DOCK_SCORE_INTRA_NORM0.072607-
DOCK_SCORE_INTRA_NORM0.001066-
DOCK_SCORE_KCAL-5.018489-
DOCK_SCORE_KCAL-7.851011-
DOCK_SCORE_NORM-1.000550-
DOCK_SCORE_NORM-1.565260-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H18NO4+-
DOCK_SOURCE_FORMULAC16H18NO4+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP-0.668500-
DOCK_SOURCE_LOGP-0.668500-
DOCK_SOURCE_MW288.323000-
DOCK_SOURCE_MW288.323000-
DOCK_SOURCE_NAMEOHD_Leishmania_93-
DOCK_SOURCE_NAMEOHD_Leishmania_93-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA63.360000-
DOCK_SOURCE_TPSA63.360000-
DOCK_STRAIN_DELTA18.434582-
DOCK_STRAIN_DELTA17.605325-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT19-
EXACT_MASS288.12303447608997Da
FORMULAC16H18NO4+-
HBA4-
HBD3-
LOGP-0.6684999999999994-
MOL_WEIGHT288.32300000000004g/mol
QED_SCORE0.5542688566958595-
ROTATABLE_BONDS0-
TPSA63.360000000000014A^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
T06 T06 selection_import_t06 1
native pose available
 1.8982455834402578 -21.0114 17 0.81 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.214752066702683 -32.8706 6 0.22 - Best pose
T06 — T06 1 poses · report selection_import_t06
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 1.8982455834402578 -1.07315 -21.0114 4 18 17 0.81 0.20 0.25 0.50 - no geometry warning; 7 clashes; 2 protein clashes Open pose
T19 — T19 1 poses · report selection_import_t19
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
7 2.214752066702683 -1.56633 -32.8706 5 15 6 0.22 0.00 0.00 0.00 - no geometry warning; 7 clashes; 2 protein clashes; 2 cofactor-context 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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