FAIRMol

OHD_Leishmania_376

ID 2784

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

SMILES: C[C@H](c1ccc2c(c1)CCCC2)N(C)c1ncc2c(N)nc(N)nc2n1

Formula: C19H23N7 | MW: 349.4420000000002

LogP: 2.660400000000001 | TPSA: 106.83999999999999

HBA/HBD: 7/2 | RotB: 3

InChIKey: KXSXIFFPCDJUPY-LLVKDONJSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond donor ×2 Gatekeeper aromatic Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine

Ring system

Benzene Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.228890-
DOCK_BASE_INTER_RANK-1.216740-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK0.825135-
DOCK_FINAL_RANK0.832261-
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:ARG141-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.683754-
DOCK_MAX_CLASH_OVERLAP0.683459-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK0.809495-
DOCK_PRE_RANK0.802700-
DOCK_PRIMARY_POSE_ID4172-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t07-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCORE-32.028000-
DOCK_SCORE-33.273100-
DOCK_SCORE_INTER-31.951100-
DOCK_SCORE_INTER-31.635300-
DOCK_SCORE_INTER_KCAL-7.631392-
DOCK_SCORE_INTER_KCAL-7.555965-
DOCK_SCORE_INTER_NORM-1.216740-
DOCK_SCORE_INTER_NORM-1.228890-
DOCK_SCORE_INTRA-1.321950-
DOCK_SCORE_INTRA-0.392685-
DOCK_SCORE_INTRA_KCAL-0.315742-
DOCK_SCORE_INTRA_KCAL-0.093791-
DOCK_SCORE_INTRA_NORM-0.015103-
DOCK_SCORE_INTRA_NORM-0.050844-
DOCK_SCORE_KCAL-7.649760-
DOCK_SCORE_KCAL-7.947147-
DOCK_SCORE_NORM-1.231850-
DOCK_SCORE_NORM-1.279730-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_NAMEKB_Leish_36-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA106.840000-
DOCK_SOURCE_TPSA106.840000-
DOCK_STRAIN_DELTA18.013374-
DOCK_STRAIN_DELTA18.281679-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT07-
EXACT_MASS349.20149373600003Da
FORMULAC19H23N7-
HBA7-
HBD2-
LOGP2.660400000000001-
MOL_WEIGHT349.4420000000002g/mol
QED_SCORE0.7482530045467028-
ROTATABLE_BONDS3-
TPSA106.83999999999999A^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
T07 T07 selection_import_t07 2
native pose available
 0.8251349294382916 -32.028 14 0.74 - Best pose
T07 — T07 2 poses · report selection_import_t07
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
27 0.8251349294382916 -1.21674 -32.028 7 15 14 0.74 0.50 0.40 0.60 - no geometry warning; 13 clashes; 4 protein contact clashes; 1 severe cofactor-context clash Open pose
109 0.8322605684864175 -1.22889 -33.2731 7 16 15 0.79 0.50 0.40 0.40 - no geometry warning; 13 clashes; 4 protein contact clashes; 1 severe cofactor-context 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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