FAIRMol

OHD_Leishmania_356

ID 1922

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

SMILES: O=C(N/N=C1\C(=O)N(C[C@@H](O)COc2cc(=O)oc3ccccc23)c2ccccc21)c1ccncc1

Formula: C26H20N4O6 | MW: 484.4680000000002

LogP: 2.1085999999999996 | TPSA: 134.32999999999998

HBA/HBD: 8/2 | RotB: 7

InChIKey: KTDBFUMYMMYKTN-LPVSAIRDSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Alcohol Tertiary amine Lactam Aryl ether Imine Ether

Ring system

Benzene ×2 Pyridine Coumarin

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.724132-
DOCK_BASE_INTER_RANK-0.562159-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.877847-
DOCK_FINAL_RANK4.159074-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
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_OVERLAP0.721977-
DOCK_MAX_CLASH_OVERLAP0.653782-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.852656-
DOCK_PRE_RANK4.102587-
DOCK_PRIMARY_POSE_ID2053-
DOCK_PRIMARY_POSE_ID12901-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(NN=C1C(=O)N(CCCOc2cc(=O)oc3ccccc23)c2ccccc21)c1ccncc1-
DOCK_SCAFFOLDO=C(NN=C1C(=O)N(CCCOc2cc(=O)oc3ccccc23)c2ccccc21)c1ccncc1-
DOCK_SCORE-19.642800-
DOCK_SCORE-10.592700-
DOCK_SCORE_INTER-26.068800-
DOCK_SCORE_INTER-20.237700-
DOCK_SCORE_INTER_KCAL-6.226429-
DOCK_SCORE_INTER_KCAL-4.833694-
DOCK_SCORE_INTER_NORM-0.724132-
DOCK_SCORE_INTER_NORM-0.562159-
DOCK_SCORE_INTRA6.425970-
DOCK_SCORE_INTRA9.645010-
DOCK_SCORE_INTRA_KCAL1.534817-
DOCK_SCORE_INTRA_KCAL2.303672-
DOCK_SCORE_INTRA_NORM0.178499-
DOCK_SCORE_INTRA_NORM0.267917-
DOCK_SCORE_KCAL-4.691604-
DOCK_SCORE_KCAL-2.530024-
DOCK_SCORE_NORM-0.545633-
DOCK_SCORE_NORM-0.294242-
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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H20N4O6-
DOCK_SOURCE_FORMULAC26H20N4O6-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP2.108600-
DOCK_SOURCE_LOGP2.108600-
DOCK_SOURCE_MW484.468000-
DOCK_SOURCE_MW484.468000-
DOCK_SOURCE_NAMEOHD_Leishmania_356-
DOCK_SOURCE_NAMEOHD_Leishmania_356-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA134.330000-
DOCK_SOURCE_TPSA134.330000-
DOCK_STRAIN_DELTA20.165403-
DOCK_STRAIN_DELTA37.861570-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT20-
EXACT_MASS484.13828436000006Da
FORMULAC26H20N4O6-
HBA8-
HBD2-
LOGP2.1085999999999996-
MOL_WEIGHT484.4680000000002g/mol
QED_SCORE0.30304861641362335-
ROTATABLE_BONDS7-
TPSA134.32999999999998A^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
T04 T04 selection_import_t04 1
native pose available
 2.8778469531155304 -19.6428 11 0.58 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.159074181055533 -10.5927 7 0.88 - Best pose
T04 — T04 1 poses · report selection_import_t04
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 2.8778469531155304 -0.724132 -19.6428 3 11 11 0.58 0.33 0.40 0.40 - no geometry warning; 19 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 20.2 Open pose
T20 — T20 1 poses · report selection_import_t20
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
22 4.159074181055533 -0.562159 -10.5927 7 12 7 0.88 1.00 1.00 1.00 - no geometry warning; 16 clashes; 2 protein clashes; high strain Δ 37.9 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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