FAIRMol

OHD_Leishmania_214

ID 4005

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

SMILES: COc1cc([C@@H]2CC(=O)Oc3ccc4c(=O)c(-c5ccccc5)coc4c32)ccc1O

Formula: C25H18O6 | MW: 414.4130000000001

LogP: 4.615200000000002 | TPSA: 85.97000000000001

HBA/HBD: 6/1 | RotB: 3

InChIKey: LOEYOYHSBVAUQU-KRWDZBQOSA-N

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 ×5 H-bond donor Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Ester Phenol Lactone Aryl ether ×2 Ether ×2

Ring system

Benzene ×3 Chromane Chromene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.966951-
DOCK_BASE_INTER_RANK-0.723212-
DOCK_BASE_INTER_RANK-0.718684-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK3.048933-
DOCK_FINAL_RANK2.347003-
DOCK_FINAL_RANK2.810264-
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:ALA3651-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL3811-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.642413-
DOCK_MAX_CLASH_OVERLAP0.642457-
DOCK_MAX_CLASH_OVERLAP0.642457-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.027868-
DOCK_PRE_RANK2.327807-
DOCK_PRE_RANK2.784777-
DOCK_PRIMARY_POSE_ID8136-
DOCK_PRIMARY_POSE_ID8826-
DOCK_PRIMARY_POSE_ID10851-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE170;A:PRO113;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:PHE383;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG361;A:CYS375;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL366;A:VAL381-
DOCK_SCAFFOLDO=C1CC(c2ccccc2)c2c(ccc3c(=O)c(-c4ccccc4)coc23)O1-
DOCK_SCAFFOLDO=C1CC(c2ccccc2)c2c(ccc3c(=O)c(-c4ccccc4)coc23)O1-
DOCK_SCAFFOLDO=C1CC(c2ccccc2)c2c(ccc3c(=O)c(-c4ccccc4)coc23)O1-
DOCK_SCORE-29.407300-
DOCK_SCORE-21.787600-
DOCK_SCORE-20.424700-
DOCK_SCORE_INTER-29.975500-
DOCK_SCORE_INTER-22.419600-
DOCK_SCORE_INTER-22.279200-
DOCK_SCORE_INTER_KCAL-7.159528-
DOCK_SCORE_INTER_KCAL-5.354832-
DOCK_SCORE_INTER_KCAL-5.321298-
DOCK_SCORE_INTER_NORM-0.966951-
DOCK_SCORE_INTER_NORM-0.723212-
DOCK_SCORE_INTER_NORM-0.718684-
DOCK_SCORE_INTRA0.568150-
DOCK_SCORE_INTRA0.631990-
DOCK_SCORE_INTRA0.984040-
DOCK_SCORE_INTRA_KCAL0.135700-
DOCK_SCORE_INTRA_KCAL0.150948-
DOCK_SCORE_INTRA_KCAL0.235034-
DOCK_SCORE_INTRA_NORM0.018327-
DOCK_SCORE_INTRA_NORM0.020387-
DOCK_SCORE_INTRA_NORM0.031743-
DOCK_SCORE_KCAL-7.023816-
DOCK_SCORE_KCAL-5.203881-
DOCK_SCORE_KCAL-4.878358-
DOCK_SCORE_NORM-0.948624-
DOCK_SCORE_NORM-0.702826-
DOCK_SCORE_NORM-0.658860-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.870513-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.028081-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H18O6-
DOCK_SOURCE_FORMULAC25H18O6-
DOCK_SOURCE_FORMULAC25H18O6-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP4.615200-
DOCK_SOURCE_LOGP4.615200-
DOCK_SOURCE_LOGP4.615200-
DOCK_SOURCE_MW414.413000-
DOCK_SOURCE_MW414.413000-
DOCK_SOURCE_MW414.413000-
DOCK_SOURCE_NAMEOHD_Leishmania_214-
DOCK_SOURCE_NAMEOHD_Leishmania_214-
DOCK_SOURCE_NAMEOHD_Leishmania_214-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA85.970000-
DOCK_SOURCE_TPSA85.970000-
DOCK_SOURCE_TPSA85.970000-
DOCK_STRAIN_DELTA16.870064-
DOCK_STRAIN_DELTA15.214216-
DOCK_STRAIN_DELTA20.386158-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT14-
DOCK_TARGETT17-
EXACT_MASS414.11033829599995Da
FORMULAC25H18O6-
HBA6-
HBD1-
LOGP4.615200000000002-
MOL_WEIGHT414.4130000000001g/mol
QED_SCORE0.3890557556733612-
ROTATABLE_BONDS3-
TPSA85.97000000000001A^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
T14 T14 selection_import_t14 1
native pose available
 2.3470026806453252 -21.7876 7 0.47 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.8102638287142034 -20.4247 9 0.75 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.048933017939092 -29.4073 14 0.74 - Best pose
T14 — T14 1 poses · report selection_import_t14
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
18 2.3470026806453252 -0.723212 -21.7876 4 10 7 0.47 0.00 0.20 0.20 - no geometry warning; 13 clashes; 1 protein clash Open pose
T17 — T17 1 poses · report selection_import_t17
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
8 2.8102638287142034 -0.718684 -20.4247 5 19 9 0.75 0.00 0.00 0.00 - no geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 20.4 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
6 3.048933017939092 -0.966951 -29.4073 8 19 14 0.74 0.33 0.43 0.43 - no geometry warning; 17 clashes; 1 protein clash 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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