FAIRMol

KB_Leish_119

ID 2422

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

SMILES: COc1cccc(C[N@H+](C)Cc2nc(N)c3c(C)c(C)sc3n2)c1

Formula: C18H23N4OS+ | MW: 343.4760000000001

LogP: 2.11384 | TPSA: 65.47

HBA/HBD: 5/2 | RotB: 5

InChIKey: AXXYVKDEAXGZIE-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Ionizable base

Functional group

Primary amine Aryl ether Ether

Ring system

Benzene Pyrimidine Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.942234-
DOCK_BASE_INTER_RANK-0.964440-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK0.671002-
DOCK_FINAL_RANK1.814740-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.722248-
DOCK_MAX_CLASH_OVERLAP0.681296-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.649743-
DOCK_PRE_RANK1.792230-
DOCK_PRIMARY_POSE_ID3516-
DOCK_PRIMARY_POSE_ID10273-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t16-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TYR210-
DOCK_SCAFFOLDc1ccc(C[NH2+]Cc2ncc3ccsc3n2)cc1-
DOCK_SCAFFOLDc1ccc(C[NH2+]Cc2ncc3ccsc3n2)cc1-
DOCK_SCORE-15.332000-
DOCK_SCORE-18.890200-
DOCK_SCORE_INTER-22.613600-
DOCK_SCORE_INTER-23.146600-
DOCK_SCORE_INTER_KCAL-5.401168-
DOCK_SCORE_INTER_KCAL-5.528473-
DOCK_SCORE_INTER_NORM-0.942234-
DOCK_SCORE_INTER_NORM-0.964440-
DOCK_SCORE_INTRA7.281650-
DOCK_SCORE_INTRA4.256330-
DOCK_SCORE_INTRA_KCAL1.739193-
DOCK_SCORE_INTRA_KCAL1.016607-
DOCK_SCORE_INTRA_NORM0.303402-
DOCK_SCORE_INTRA_NORM0.177347-
DOCK_SCORE_KCAL-3.661987-
DOCK_SCORE_KCAL-4.511849-
DOCK_SCORE_NORM-0.638832-
DOCK_SCORE_NORM-0.787092-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H23N4OS+-
DOCK_SOURCE_FORMULAC18H23N4OS+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP2.113840-
DOCK_SOURCE_LOGP2.113840-
DOCK_SOURCE_MW343.476000-
DOCK_SOURCE_MW343.476000-
DOCK_SOURCE_NAMEKB_Leish_119-
DOCK_SOURCE_NAMEKB_Leish_119-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA65.470000-
DOCK_SOURCE_TPSA65.470000-
DOCK_STRAIN_DELTA17.034722-
DOCK_STRAIN_DELTA18.074439-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT16-
EXACT_MASS343.15870877609Da
FORMULAC18H23N4OS+-
HBA5-
HBD2-
LOGP2.11384-
MOL_WEIGHT343.4760000000001g/mol
QED_SCORE0.7446539632240585-
ROTATABLE_BONDS5-
TPSA65.47A^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
T06 T06 selection_import_t06 1
native pose available
 0.6710015680972891 -15.332 15 0.71 - Best pose
T16 T16 selection_import_t16 1
native pose available
 1.8147398157015295 -18.8902 5 0.42 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
130 0.6710015680972891 -0.942234 -15.332 1 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 9 clashes; 3 protein contact clashes Open pose
T16 — T16 1 poses · report selection_import_t16
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
108 1.8147398157015295 -0.96444 -18.8902 3 11 5 0.42 - - - - no geometry warning; 7 clashes; 1 protein 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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