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KB_Leish_39

ID 554

DB demoThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: CC[N@@H+](Cc1nc2ccc(C(=O)N3CCN(c4ncccn4)CC3)cc2[nH]1)[C@H]1CCCc2cccnc21

Formula: C28H33N8O+ | MW: 497.62700000000035

LogP: 2.1926999999999994 | TPSA: 95.34

HBA/HBD: 6/2 | RotB: 6

InChIKey: GMKKIUFCSKSIBT-DEOSSOPVSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×7 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Tertiary amine ×2 Lactam

Ring system

Benzene Pyridine Benzimidazole Imidazole Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.801538-
DOCK_BASE_INTER_RANK-0.725980-
DOCK_BASE_INTER_RANK-0.666954-
DOCK_BASE_INTER_RANK-0.656274-
DOCK_BASE_INTER_RANK-0.548404-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.234511-
DOCK_FINAL_RANK2.220007-
DOCK_FINAL_RANK3.357422-
DOCK_FINAL_RANK4.267472-
DOCK_FINAL_RANK3.765454-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1351-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO701-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.665269-
DOCK_MAX_CLASH_OVERLAP0.665347-
DOCK_MAX_CLASH_OVERLAP0.665281-
DOCK_MAX_CLASH_OVERLAP0.664897-
DOCK_MAX_CLASH_OVERLAP0.664876-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.181641-
DOCK_PRE_RANK2.163329-
DOCK_PRE_RANK3.294482-
DOCK_PRE_RANK4.218227-
DOCK_PRE_RANK3.691959-
DOCK_PRIMARY_POSE_ID154-
DOCK_PRIMARY_POSE_ID1493-
DOCK_PRIMARY_POSE_ID6890-
DOCK_PRIMARY_POSE_ID8962-
DOCK_PRIMARY_POSE_ID13029-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE135;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:GLN220;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ASP243;A:ASP385;A:GLU384;A:GLY240;A:LYS51;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_SCAFFOLDO=C(c1ccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c2c1)N1CCN(c2ncccn2)CC1-
DOCK_SCAFFOLDO=C(c1ccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c2c1)N1CCN(c2ncccn2)CC1-
DOCK_SCAFFOLDO=C(c1ccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c2c1)N1CCN(c2ncccn2)CC1-
DOCK_SCAFFOLDO=C(c1ccc2[nH]c(C[NH2+]C3CCCc4cccnc43)nc2c1)N1CCN(c2ncccn2)CC1-
DOCK_SCAFFOLDO=C(c1ccc2[nH]c(C[NH2+]C3CCCc4cccnc43)nc2c1)N1CCN(c2ncccn2)CC1-
DOCK_SCORE-28.984300-
DOCK_SCORE-26.063800-
DOCK_SCORE-23.667800-
DOCK_SCORE-22.353300-
DOCK_SCORE-19.885500-
DOCK_SCORE_INTER-29.656900-
DOCK_SCORE_INTER-26.861300-
DOCK_SCORE_INTER-24.677300-
DOCK_SCORE_INTER-24.282100-
DOCK_SCORE_INTER-20.291000-
DOCK_SCORE_INTER_KCAL-7.083432-
DOCK_SCORE_INTER_KCAL-6.415714-
DOCK_SCORE_INTER_KCAL-5.894074-
DOCK_SCORE_INTER_KCAL-5.799682-
DOCK_SCORE_INTER_KCAL-4.846424-
DOCK_SCORE_INTER_NORM-0.801538-
DOCK_SCORE_INTER_NORM-0.725980-
DOCK_SCORE_INTER_NORM-0.666954-
DOCK_SCORE_INTER_NORM-0.656274-
DOCK_SCORE_INTER_NORM-0.548404-
DOCK_SCORE_INTRA0.672595-
DOCK_SCORE_INTRA0.797467-
DOCK_SCORE_INTRA1.009470-
DOCK_SCORE_INTRA1.928810-
DOCK_SCORE_INTRA0.405505-
DOCK_SCORE_INTRA_KCAL0.160647-
DOCK_SCORE_INTRA_KCAL0.190472-
DOCK_SCORE_INTRA_KCAL0.241108-
DOCK_SCORE_INTRA_KCAL0.460689-
DOCK_SCORE_INTRA_KCAL0.096853-
DOCK_SCORE_INTRA_NORM0.018178-
DOCK_SCORE_INTRA_NORM0.021553-
DOCK_SCORE_INTRA_NORM0.027283-
DOCK_SCORE_INTRA_NORM0.052130-
DOCK_SCORE_INTRA_NORM0.010960-
DOCK_SCORE_KCAL-6.922784-
DOCK_SCORE_KCAL-6.225234-
DOCK_SCORE_KCAL-5.652959-
DOCK_SCORE_KCAL-5.338996-
DOCK_SCORE_KCAL-4.749572-
DOCK_SCORE_NORM-0.783360-
DOCK_SCORE_NORM-0.704427-
DOCK_SCORE_NORM-0.639671-
DOCK_SCORE_NORM-0.604144-
DOCK_SCORE_NORM-0.537445-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC28H33N8O+-
DOCK_SOURCE_FORMULAC28H33N8O+-
DOCK_SOURCE_FORMULAC28H33N8O+-
DOCK_SOURCE_FORMULAC28H33N8O+-
DOCK_SOURCE_FORMULAC28H33N8O+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP2.192700-
DOCK_SOURCE_LOGP2.192700-
DOCK_SOURCE_LOGP2.192700-
DOCK_SOURCE_LOGP2.192700-
DOCK_SOURCE_LOGP2.192700-
DOCK_SOURCE_MW497.627000-
DOCK_SOURCE_MW497.627000-
DOCK_SOURCE_MW497.627000-
DOCK_SOURCE_MW497.627000-
DOCK_SOURCE_MW497.627000-
DOCK_SOURCE_NAMEKB_Leish_39-
DOCK_SOURCE_NAMEKB_Leish_39-
DOCK_SOURCE_NAMEKB_Leish_39-
DOCK_SOURCE_NAMEKB_Leish_39-
DOCK_SOURCE_NAMEKB_Leish_39-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA95.340000-
DOCK_SOURCE_TPSA95.340000-
DOCK_SOURCE_TPSA95.340000-
DOCK_SOURCE_TPSA95.340000-
DOCK_SOURCE_TPSA95.340000-
DOCK_STRAIN_DELTA36.162449-
DOCK_STRAIN_DELTA37.949948-
DOCK_STRAIN_DELTA40.776371-
DOCK_STRAIN_DELTA34.402072-
DOCK_STRAIN_DELTA45.295082-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT03-
DOCK_TARGETT11-
DOCK_TARGETT14-
DOCK_TARGETT20-
EXACT_MASS497.2771840960901Da
FORMULAC28H33N8O+-
HBA6-
HBD2-
LOGP2.1926999999999994-
MOL_WEIGHT497.62700000000035g/mol
QED_SCORE0.42415749067831093-
ROTATABLE_BONDS6-
TPSA95.34A^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
T11 T11 selection_import_t11 1 3.357421775228675 -23.6678 - - - Best pose
T11 — T11 1 poses · report selection_import_t11
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
116 3.357421775228675 -0.666954 -23.6678 2 16 - - - - - - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 40.8 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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