FAIRMol

OHD_Leishmania_499

ID 3324

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

SMILES: CCOc1cc(/C=N/N2C(=O)C(C#N)=CC23c2ccccc2Nc2ccccc23)ccc1O

Formula: C26H20N4O3 | MW: 436.47100000000023

LogP: 4.417780000000003 | TPSA: 97.95

HBA/HBD: 6/2 | RotB: 4

InChIKey: UMDSEHGIYIDVEP-LQKURTRISA-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

Acrylamide Catechol N-Methyl amide H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×3 Ionizable base Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Amide Secondary amine Nitrile Phenol Lactam Aryl ether Enone Imine Ether Alkene

Ring system

Benzene ×3 Spirocycle

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.766146-
DOCK_BASE_INTER_RANK-0.752881-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK3.051664-
DOCK_FINAL_RANK4.153280-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET791-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.669600-
DOCK_MAX_CLASH_OVERLAP0.624883-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.029852-
DOCK_PRE_RANK4.122768-
DOCK_PRIMARY_POSE_ID5451-
DOCK_PRIMARY_POSE_ID6116-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:MET79;B:PHE56;B:PHE91;B:PRO50;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C1C=CC2(c3ccccc3Nc3ccccc32)N1N=Cc1ccccc1-
DOCK_SCAFFOLDO=C1C=CC2(c3ccccc3Nc3ccccc32)N1N=Cc1ccccc1-
DOCK_SCORE-20.570600-
DOCK_SCORE-22.740400-
DOCK_SCORE_INTER-25.282800-
DOCK_SCORE_INTER-24.845100-
DOCK_SCORE_INTER_KCAL-6.038696-
DOCK_SCORE_INTER_KCAL-5.934153-
DOCK_SCORE_INTER_NORM-0.766146-
DOCK_SCORE_INTER_NORM-0.752881-
DOCK_SCORE_INTRA4.712230-
DOCK_SCORE_INTRA2.104660-
DOCK_SCORE_INTRA_KCAL1.125497-
DOCK_SCORE_INTRA_KCAL0.502690-
DOCK_SCORE_INTRA_NORM0.142795-
DOCK_SCORE_INTRA_NORM0.063778-
DOCK_SCORE_KCAL-4.913206-
DOCK_SCORE_KCAL-5.431454-
DOCK_SCORE_NORM-0.623351-
DOCK_SCORE_NORM-0.689104-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H20N4O3-
DOCK_SOURCE_FORMULAC26H20N4O3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP4.417780-
DOCK_SOURCE_LOGP4.417780-
DOCK_SOURCE_MW436.471000-
DOCK_SOURCE_MW436.471000-
DOCK_SOURCE_NAMEOHD_Leishmania_499-
DOCK_SOURCE_NAMEOHD_Leishmania_499-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA97.950000-
DOCK_SOURCE_TPSA97.950000-
DOCK_STRAIN_DELTA17.499556-
DOCK_STRAIN_DELTA23.886615-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT10-
EXACT_MASS436.15354049999996Da
FORMULAC26H20N4O3-
HBA6-
HBD2-
LOGP4.417780000000003-
MOL_WEIGHT436.47100000000023g/mol
QED_SCORE0.5903216687963775-
ROTATABLE_BONDS4-
TPSA97.95A^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
T09 T09 selection_import_t09 1
native pose available
 3.0516636346636137 -20.5706 14 0.67 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.153279726276201 -22.7404 13 0.76 - Best 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
33 3.0516636346636137 -0.766146 -20.5706 5 20 14 0.67 0.00 0.17 0.17 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T10 — T10 1 poses · report selection_import_t10
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 4.153279726276201 -0.752881 -22.7404 11 13 13 0.76 0.46 0.36 0.55 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 23.9 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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