FAIRMol

OHD_Leishmania_289

ID 3359

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O

Formula: C29H36O15 | MW: 624.5920000000003

LogP: -1.0159000000000007 | TPSA: 245.28999999999996

HBA/HBD: 15/9 | RotB: 10

InChIKey: FBSKJMQYURKNSU-ZLSOWSIRSA-N

Recognized patterns

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

Bio motif

Catechol ×2 Michael acceptor Chalcone Pyranose sugar ×2 H-bond acceptor O ×6 H-bond donor ×9 Gatekeeper aromatic ×2 Michael acceptor (extended) Polyol ×2 Metal chelator

Functional group

Carbonyl Ester Alcohol ×5 Phenol ×4 Enone Ether ×5 Alkene Acetal ×2

Ring system

Benzene ×2 Tetrahydropyran ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.579230-
DOCK_BASE_INTER_RANK-0.511687-
DOCK_BASE_INTER_RANK-0.552019-
DOCK_BASE_INTER_RANK-0.573234-
DOCK_BASE_INTER_RANK-0.667573-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT22.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID15-
DOCK_FINAL_RANK5.452692-
DOCK_FINAL_RANK5.079562-
DOCK_FINAL_RANK5.522958-
DOCK_FINAL_RANK3.203341-
DOCK_FINAL_RANK4.916104-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN1041-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL3621-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA411-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLU421-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:MET751-
DOCK_IFP::B:MET781-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER761-
DOCK_IFP::B:THR541-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL871-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614046-
DOCK_MAX_CLASH_OVERLAP0.614069-
DOCK_MAX_CLASH_OVERLAP0.614174-
DOCK_MAX_CLASH_OVERLAP0.614112-
DOCK_MAX_CLASH_OVERLAP0.629819-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.841644-
DOCK_PRE_RANK5.337291-
DOCK_PRE_RANK4.997782-
DOCK_PRE_RANK5.424304-
DOCK_PRE_RANK3.156143-
DOCK_PRIMARY_POSE_ID13566-
DOCK_PRIMARY_POSE_ID7470-
DOCK_PRIMARY_POSE_ID5438-
DOCK_PRIMARY_POSE_ID10855-
DOCK_PRIMARY_POSE_ID9494-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t15-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ALA41;B:ARG113;B:ASP10;B:CYS69;B:GLU42;B:GLY70;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSB:ARG48;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:PRO88;B:PRO93;B:THR54;B:TRP47;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA365;A:ARG287;A:ARG331;A:ARG361;A:CYS375;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR360;A:VAL362-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ARG74;B:GLU82;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:GLN104;A:GLU138;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1-
DOCK_SCORE-21.281800-
DOCK_SCORE-28.852900-
DOCK_SCORE-20.014700-
DOCK_SCORE-19.138800-
DOCK_SCORE-20.474600-
DOCK_SCORE_INTER-22.514200-
DOCK_SCORE_INTER-25.222300-
DOCK_SCORE_INTER-24.288800-
DOCK_SCORE_INTER-29.373200-
DOCK_SCORE_INTER-25.486100-
DOCK_SCORE_INTER_KCAL-5.377427-
DOCK_SCORE_INTER_KCAL-7.015671-
DOCK_SCORE_INTER_KCAL-5.801283-
DOCK_SCORE_INTER_KCAL-6.087253-
DOCK_SCORE_INTER_KCAL-6.024245-
DOCK_SCORE_INTER_NORM-0.579230-
DOCK_SCORE_INTER_NORM-0.667573-
DOCK_SCORE_INTER_NORM-0.573234-
DOCK_SCORE_INTER_NORM-0.511687-
DOCK_SCORE_INTER_NORM-0.552019-
DOCK_SCORE_INTRA6.347330-
DOCK_SCORE_INTRA3.007010-
DOCK_SCORE_INTRA8.898620-
DOCK_SCORE_INTRA2.499520-
DOCK_SCORE_INTRA-3.630600-
DOCK_SCORE_INTRA_KCAL0.597000-
DOCK_SCORE_INTRA_KCAL1.516034-
DOCK_SCORE_INTRA_KCAL2.125400-
DOCK_SCORE_INTRA_KCAL-0.867154-
DOCK_SCORE_INTRA_KCAL0.718212-
DOCK_SCORE_INTRA_NORM-0.082514-
DOCK_SCORE_INTRA_NORM0.056807-
DOCK_SCORE_INTRA_NORM0.144257-
DOCK_SCORE_INTRA_NORM0.068341-
DOCK_SCORE_INTRA_NORM0.202241-
DOCK_SCORE_KCAL-5.083073-
DOCK_SCORE_KCAL-6.891400-
DOCK_SCORE_KCAL-4.780431-
DOCK_SCORE_KCAL-4.571226-
DOCK_SCORE_KCAL-4.890276-
DOCK_SCORE_NORM-0.483678-
DOCK_SCORE_NORM-0.434973-
DOCK_SCORE_NORM-0.465332-
DOCK_SCORE_NORM-0.454879-
DOCK_SCORE_NORM-0.655748-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC29H36O15-
DOCK_SOURCE_FORMULAC29H36O15-
DOCK_SOURCE_FORMULAC29H36O15-
DOCK_SOURCE_FORMULAC29H36O15-
DOCK_SOURCE_FORMULAC29H36O15-
DOCK_SOURCE_HBA15.000000-
DOCK_SOURCE_HBA15.000000-
DOCK_SOURCE_HBA15.000000-
DOCK_SOURCE_HBA15.000000-
DOCK_SOURCE_HBA15.000000-
DOCK_SOURCE_HBD9.000000-
DOCK_SOURCE_HBD9.000000-
DOCK_SOURCE_HBD9.000000-
DOCK_SOURCE_HBD9.000000-
DOCK_SOURCE_HBD9.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_LOGP-1.015900-
DOCK_SOURCE_LOGP-1.015900-
DOCK_SOURCE_LOGP-1.015900-
DOCK_SOURCE_LOGP-1.015900-
DOCK_SOURCE_LOGP-1.015900-
DOCK_SOURCE_MW624.592000-
DOCK_SOURCE_MW624.592000-
DOCK_SOURCE_MW624.592000-
DOCK_SOURCE_MW624.592000-
DOCK_SOURCE_MW624.592000-
DOCK_SOURCE_NAMEOHD_Leishmania_289-
DOCK_SOURCE_NAMEOHD_Leishmania_289-
DOCK_SOURCE_NAMEOHD_Leishmania_289-
DOCK_SOURCE_NAMEOHD_Leishmania_289-
DOCK_SOURCE_NAMEOHD_Leishmania_289-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA245.290000-
DOCK_SOURCE_TPSA245.290000-
DOCK_SOURCE_TPSA245.290000-
DOCK_SOURCE_TPSA245.290000-
DOCK_SOURCE_TPSA245.290000-
DOCK_STRAIN_DELTA48.681938-
DOCK_STRAIN_DELTA45.695788-
DOCK_STRAIN_DELTA33.379125-
DOCK_STRAIN_DELTA61.585792-
DOCK_STRAIN_DELTA55.286837-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT15-
DOCK_TARGETT17-
DOCK_TARGETT12-
DOCK_TARGETT21-
EXACT_MASS624.2054204519999Da
FORMULAC29H36O15-
HBA15-
HBD9-
LOGP-1.0159000000000007-
MOL_WEIGHT624.5920000000003g/mol
QED_SCORE0.08727041949615721-
ROTATABLE_BONDS10-
TPSA245.28999999999996A^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
T15 T15 selection_import_t15 1
native pose available
 3.2033408266422643 -28.8529 12 0.92 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.9161042670389214 -20.0147 9 0.75 - Best pose
T09 T09 selection_import_t09 1
native pose available
 5.079561609865208 -19.1388 9 0.43 - Best pose
T21 T21 selection_import_t21 1
native pose available
 5.452691758188365 -21.2818 13 0.93 - Best pose
T12 T12 selection_import_t12 1
native pose available
 5.52295819363822 -20.4746 15 0.94 - Best pose
T15 — T15 1 poses · report selection_import_t15
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 3.2033408266422643 -0.573234 -28.8529 12 17 12 0.92 - - - - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 33.4 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
12 4.9161042670389214 -0.511687 -20.0147 11 20 9 0.75 1.00 1.00 1.00 - no geometry warning; 17 clashes; 2 protein clashes; high strain Δ 45.7 Open pose
T09 — T09 1 poses · report selection_import_t09
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
20 5.079561609865208 -0.57923 -19.1388 8 15 9 0.43 0.29 0.17 0.17 - no geometry warning; 14 clashes; 3 protein clashes; high strain Δ 48.7 Open pose
T21 — T21 1 poses · report selection_import_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
8 5.452691758188365 -0.552019 -21.2818 14 20 13 0.93 0.25 0.33 0.50 - no geometry warning; 18 clashes; 2 protein clashes; high strain Δ 61.6 Open pose
T12 — T12 1 poses · report selection_import_t12
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 5.52295819363822 -0.667573 -20.4746 16 21 15 0.94 0.58 0.60 0.60 - no geometry warning; 22 clashes; 1 protein clash; high strain Δ 55.3 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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