FAIRMol

KB_Leish_188

ID 3317

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: C[N@@H+](Cc1nc2cccc(C(=O)N3CC[NH+](Cc4ccccc4)CC3)c2[nH]1)[C@H]1CCCc2cccnc21

Formula: C30H36N6O+2 | MW: 496.6590000000004

LogP: 1.5911000000000008 | TPSA: 70.76

HBA/HBD: 3/3 | RotB: 6

InChIKey: KIEVKAGTIBNAGZ-SANMLTNESA-P

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Tertiary amine Lactam

Ring system

Benzene ×2 Pyridine Benzimidazole Imidazole Piperazine Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.695560-
DOCK_BASE_INTER_RANK-0.776775-
DOCK_BASE_INTER_RANK-0.579801-
DOCK_BASE_INTER_RANK-0.713745-
DOCK_BASE_INTER_RANK-0.759156-
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_COUNT17.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.437054-
DOCK_FINAL_RANK2.916841-
DOCK_FINAL_RANK6.508635-
DOCK_FINAL_RANK3.518118-
DOCK_FINAL_RANK2.978699-
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:ALA1111-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG4721-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU821-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS601-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3671-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4731-
DOCK_IFP::A:TRP811-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL3811-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:HIS4611-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO4621-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:THR541-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL4601-
DOCK_IFP::B:VAL491-
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_OVERLAP0.647829-
DOCK_MAX_CLASH_OVERLAP0.644339-
DOCK_MAX_CLASH_OVERLAP0.668337-
DOCK_MAX_CLASH_OVERLAP0.643960-
DOCK_MAX_CLASH_OVERLAP0.646844-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.433929-
DOCK_PRE_RANK2.862513-
DOCK_PRE_RANK6.364855-
DOCK_PRE_RANK2.739728-
DOCK_PRE_RANK3.373487-
DOCK_PRIMARY_POSE_ID5543-
DOCK_PRIMARY_POSE_ID8229-
DOCK_PRIMARY_POSE_ID10279-
DOCK_PRIMARY_POSE_ID13046-
DOCK_PRIMARY_POSE_ID10980-
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_t17-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG472;A:ASN402;A:GLU467;A:LEU399;A:LYS410;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397;A:THR473-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE170;A:PRO113;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU82;A:GLY214;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TRP81;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LYS57;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:THR54;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG228;A:CYS375;A:FAD501;A:GLY229;A:GLY376;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:LYS60;A:PHE198;A:PHE230;A:PHE367;A:SER364;A:THR374;A:VAL362;A:VAL366;A:VAL381;B:HIS461;B:PRO462;B:VAL460-
DOCK_SCAFFOLDO=C(c1cccc2[nH]c(C[NH2+]C3CCCc4cccnc43)nc12)N1CC[NH+](Cc2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1cccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c12)N1CC[NH+](Cc2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1cccc2[nH]c(C[NH2+]C3CCCc4cccnc43)nc12)N1CC[NH+](Cc2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1cccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c12)N1CC[NH+](Cc2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1cccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c12)N1CC[NH+](Cc2ccccc2)CC1-
DOCK_SCORE-29.760900-
DOCK_SCORE-25.511300-
DOCK_SCORE-26.311700-
DOCK_SCORE-22.586200-
DOCK_SCORE-27.589100-
DOCK_SCORE_INTER-25.735700-
DOCK_SCORE_INTER-28.088800-
DOCK_SCORE_INTER-21.452600-
DOCK_SCORE_INTER-26.408600-
DOCK_SCORE_INTER-28.740700-
DOCK_SCORE_INTER_KCAL-6.708898-
DOCK_SCORE_INTER_KCAL-6.864601-
DOCK_SCORE_INTER_KCAL-6.146869-
DOCK_SCORE_INTER_KCAL-6.307588-
DOCK_SCORE_INTER_KCAL-5.123868-
DOCK_SCORE_INTER_NORM-0.776775-
DOCK_SCORE_INTER_NORM-0.713745-
DOCK_SCORE_INTER_NORM-0.695560-
DOCK_SCORE_INTER_NORM-0.579801-
DOCK_SCORE_INTER_NORM-0.759156-
DOCK_SCORE_INTRA-1.133590-
DOCK_SCORE_INTRA-1.672160-
DOCK_SCORE_INTRA2.429020-
DOCK_SCORE_INTRA0.897314-
DOCK_SCORE_INTRA-1.853390-
DOCK_SCORE_INTRA_KCAL-0.399389-
DOCK_SCORE_INTRA_KCAL-0.270753-
DOCK_SCORE_INTRA_KCAL0.580162-
DOCK_SCORE_INTRA_KCAL0.214320-
DOCK_SCORE_INTRA_KCAL-0.442675-
DOCK_SCORE_INTRA_NORM0.065649-
DOCK_SCORE_INTRA_NORM-0.050092-
DOCK_SCORE_INTRA_NORM0.024252-
DOCK_SCORE_INTRA_NORM-0.030638-
DOCK_SCORE_INTRA_NORM-0.045193-
DOCK_SCORE_KCAL-6.093272-
DOCK_SCORE_KCAL-7.108272-
DOCK_SCORE_KCAL-5.394624-
DOCK_SCORE_KCAL-6.589546-
DOCK_SCORE_KCAL-6.284444-
DOCK_SCORE_NORM-0.689493-
DOCK_SCORE_NORM-0.610438-
DOCK_SCORE_NORM-0.711126-
DOCK_SCORE_NORM-0.745652-
DOCK_SCORE_NORM-0.804349-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC30H36N6O+2-
DOCK_SOURCE_FORMULAC30H36N6O+2-
DOCK_SOURCE_FORMULAC30H36N6O+2-
DOCK_SOURCE_FORMULAC30H36N6O+2-
DOCK_SOURCE_FORMULAC30H36N6O+2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
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_LOGP1.591100-
DOCK_SOURCE_LOGP1.591100-
DOCK_SOURCE_LOGP1.591100-
DOCK_SOURCE_LOGP1.591100-
DOCK_SOURCE_LOGP1.591100-
DOCK_SOURCE_MW496.659000-
DOCK_SOURCE_MW496.659000-
DOCK_SOURCE_MW496.659000-
DOCK_SOURCE_MW496.659000-
DOCK_SOURCE_MW496.659000-
DOCK_SOURCE_NAMEKB_Leish_188-
DOCK_SOURCE_NAMEKB_Leish_188-
DOCK_SOURCE_NAMEKB_Leish_188-
DOCK_SOURCE_NAMEKB_Leish_188-
DOCK_SOURCE_NAMEKB_Leish_188-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA70.760000-
DOCK_SOURCE_TPSA70.760000-
DOCK_SOURCE_TPSA70.760000-
DOCK_SOURCE_TPSA70.760000-
DOCK_SOURCE_TPSA70.760000-
DOCK_STRAIN_DELTA41.052766-
DOCK_STRAIN_DELTA71.933072-
DOCK_STRAIN_DELTA61.876550-
DOCK_STRAIN_DELTA49.646770-
DOCK_STRAIN_DELTA83.821560-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT16-
DOCK_TARGETT13-
DOCK_TARGETT20-
DOCK_TARGETT17-
DOCK_TARGETT09-
EXACT_MASS496.29396261218Da
FORMULAC30H36N6O+2-
HBA3-
HBD3-
LOGP1.5911000000000008-
MOL_WEIGHT496.6590000000004g/mol
QED_SCORE0.37982139788158176-
ROTATABLE_BONDS6-
TPSA70.76A^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
T13 T13 selection_import_t13 1
native pose available
 2.9168411218518138 -29.7609 15 0.79 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.9786986073425483 -26.3117 12 0.57 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.4370544559114014 -22.5862 8 1.00 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.518118229840114 -27.5891 10 0.83 - Best pose
T17 T17 selection_import_t17 1
native pose available
 6.508634883287113 -25.5113 10 0.83 - Best pose
T13 — T13 1 poses · report selection_import_t13
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
99 2.9168411218518138 -0.759156 -29.7609 7 19 15 0.79 0.33 0.29 0.29 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 83.8 Open 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
125 2.9786986073425483 -0.776775 -26.3117 5 17 12 0.57 0.00 0.17 0.17 - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 61.9 Open pose
T20 — T20 1 poses · report selection_import_t20
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
167 3.4370544559114014 -0.579801 -22.5862 5 14 8 1.00 0.00 0.00 0.00 - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 41.1 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
114 3.518118229840114 -0.69556 -27.5891 3 17 10 0.83 - - - - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 49.6 Open pose
T17 — T17 1 poses · report selection_import_t17
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
137 6.508634883287113 -0.713745 -25.5113 3 23 10 0.83 0.00 0.00 0.00 - no geometry warning; 18 clashes; 4 protein clashes; 1 cofactor-context clash; high strain Δ 71.9 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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