FAIRMol

OHD_Leishmania_208

ID 3158

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

SMILES: CC[C@@H](C)[C@@H](c1nc2ccccc2n1Cc1cn(-c2c(F)c(F)c(F)c(F)c2F)nn1)N1C(=O)c2ccccc2C1=O

Formula: C29H21F5N6O2 | MW: 580.5170000000002

LogP: 5.744200000000005 | TPSA: 85.91

HBA/HBD: 5/- | RotB: 7

InChIKey: UOBZNEJPFXSZHW-PWECECGKSA-N

Recognized patterns

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

Bio motif

N-Methyl amide ×4 H-bond acceptor N ×6 H-bond acceptor O ×2 Gatekeeper aromatic ×3 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Tertiary amine Lactam ×2 Fluorine ×5 Imide

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.793637-
DOCK_BASE_INTER_RANK-0.639639-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK4.985929-
DOCK_FINAL_RANK3.537760-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633571-
DOCK_MAX_CLASH_OVERLAP0.633537-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.955040-
DOCK_PRE_RANK3.499879-
DOCK_PRIMARY_POSE_ID4766-
DOCK_PRIMARY_POSE_ID7466-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_SCAFFOLDO=C1c2ccccc2C(=O)N1Cc1nc2ccccc2n1Cc1cn(-c2ccccc2)nn1-
DOCK_SCAFFOLDO=C1c2ccccc2C(=O)N1Cc1nc2ccccc2n1Cc1cn(-c2ccccc2)nn1-
DOCK_SCORE-27.922700-
DOCK_SCORE-22.973000-
DOCK_SCORE_INTER-26.864800-
DOCK_SCORE_INTER-33.332800-
DOCK_SCORE_INTER_KCAL-6.416550-
DOCK_SCORE_INTER_KCAL-7.961406-
DOCK_SCORE_INTER_NORM-0.639639-
DOCK_SCORE_INTER_NORM-0.793637-
DOCK_SCORE_INTRA5.410020-
DOCK_SCORE_INTRA3.891850-
DOCK_SCORE_INTRA_KCAL0.929553-
DOCK_SCORE_INTRA_KCAL1.292162-
DOCK_SCORE_INTRA_NORM0.128810-
DOCK_SCORE_INTRA_NORM0.092663-
DOCK_SCORE_KCAL-6.669225-
DOCK_SCORE_KCAL-5.487009-
DOCK_SCORE_NORM-0.664827-
DOCK_SCORE_NORM-0.546976-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC29H21F5N6O2-
DOCK_SOURCE_FORMULAC29H21F5N6O2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS42.000000-
DOCK_SOURCE_HEAVY_ATOMS42.000000-
DOCK_SOURCE_LOGP5.744200-
DOCK_SOURCE_LOGP5.744200-
DOCK_SOURCE_MW580.517000-
DOCK_SOURCE_MW580.517000-
DOCK_SOURCE_NAMEOHD_Leishmania_208-
DOCK_SOURCE_NAMEOHD_Leishmania_208-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA85.910000-
DOCK_SOURCE_TPSA85.910000-
DOCK_STRAIN_DELTA28.386843-
DOCK_STRAIN_DELTA24.133223-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT12-
DOCK_TARGETT08-
EXACT_MASS580.1646150120001Da
FORMULAC29H21F5N6O2-
HBA5-
HBD0-
LOGP5.744200000000005-
MOL_WEIGHT580.5170000000002g/mol
QED_SCORE0.1060606561678237-
ROTATABLE_BONDS7-
TPSA85.91A^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
T08 T08 selection_import_t08 1
native pose available
 3.5377601814859583 -27.9227 16 0.84 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.985929398602023 -22.973 11 0.69 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
25 3.5377601814859583 -0.793637 -27.9227 4 18 16 0.84 0.17 0.20 0.20 - no geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 28.4 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
14 4.985929398602023 -0.639639 -22.973 12 11 11 0.69 0.50 0.40 0.40 - no geometry warning; 18 clashes; 2 protein clashes; moderate strain Δ 24.1 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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