FAIRMol

KB_Leish_65

ID 1142

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: CNc1nc(C)nc(N2CCc3cc(C(=O)NCc4ccc(-c5cc[nH]n5)cc4Cl)ccc32)n1

Formula: C24H23ClN8O | MW: 474.95600000000024

LogP: 3.889420000000002 | TPSA: 111.72

HBA/HBD: 7/3 | RotB: 6

InChIKey: KCZSUKWSQZXQID-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×6 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Secondary amine ×2 Tertiary amine Chlorine

Ring system

Benzene ×2 Pyrazole Triazine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.817819-
DOCK_BASE_INTER_RANK-0.718800-
DOCK_BASE_INTER_RANK-0.666924-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK1.542019-
DOCK_FINAL_RANK2.467749-
DOCK_FINAL_RANK3.004773-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR611-
DOCK_IFP::A:TYR1621-
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:VAL3621-
DOCK_IFP::A:VAL3811-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619619-
DOCK_MAX_CLASH_OVERLAP0.619531-
DOCK_MAX_CLASH_OVERLAP0.617848-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.514827-
DOCK_PRE_RANK2.434619-
DOCK_PRE_RANK2.974072-
DOCK_PRIMARY_POSE_ID1497-
DOCK_PRIMARY_POSE_ID6893-
DOCK_PRIMARY_POSE_ID10977-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:THR61;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY39;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG287;A:CYS375;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS428;A:ILE199;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL362;A:VAL381-
DOCK_SCAFFOLDO=C(NCc1ccc(-c2cc[nH]n2)cc1)c1ccc2c(c1)CCN2c1ncncn1-
DOCK_SCAFFOLDO=C(NCc1ccc(-c2cc[nH]n2)cc1)c1ccc2c(c1)CCN2c1ncncn1-
DOCK_SCAFFOLDO=C(NCc1ccc(-c2ccn[nH]2)cc1)c1ccc2c(c1)CCN2c1ncncn1-
DOCK_SCORE-24.230400-
DOCK_SCORE-19.528200-
DOCK_SCORE-17.021100-
DOCK_SCORE_INTER-27.805900-
DOCK_SCORE_INTER-24.439200-
DOCK_SCORE_INTER-22.675400-
DOCK_SCORE_INTER_KCAL-6.641328-
DOCK_SCORE_INTER_KCAL-5.837205-
DOCK_SCORE_INTER_KCAL-5.415929-
DOCK_SCORE_INTER_NORM-0.817819-
DOCK_SCORE_INTER_NORM-0.718800-
DOCK_SCORE_INTER_NORM-0.666924-
DOCK_SCORE_INTRA3.575480-
DOCK_SCORE_INTRA4.910990-
DOCK_SCORE_INTRA5.654300-
DOCK_SCORE_INTRA_KCAL0.853989-
DOCK_SCORE_INTRA_KCAL1.172970-
DOCK_SCORE_INTRA_KCAL1.350507-
DOCK_SCORE_INTRA_NORM0.105161-
DOCK_SCORE_INTRA_NORM0.144441-
DOCK_SCORE_INTRA_NORM0.166303-
DOCK_SCORE_KCAL-5.787334-
DOCK_SCORE_KCAL-4.664232-
DOCK_SCORE_KCAL-4.065422-
DOCK_SCORE_NORM-0.712658-
DOCK_SCORE_NORM-0.574359-
DOCK_SCORE_NORM-0.500621-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H23ClN8O-
DOCK_SOURCE_FORMULAC24H23ClN8O-
DOCK_SOURCE_FORMULAC24H23ClN8O-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP3.889420-
DOCK_SOURCE_LOGP3.889420-
DOCK_SOURCE_LOGP3.889420-
DOCK_SOURCE_MW474.956000-
DOCK_SOURCE_MW474.956000-
DOCK_SOURCE_MW474.956000-
DOCK_SOURCE_NAMEKB_Leish_65-
DOCK_SOURCE_NAMEKB_Leish_65-
DOCK_SOURCE_NAMEKB_Leish_65-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA111.720000-
DOCK_SOURCE_TPSA111.720000-
DOCK_SOURCE_TPSA111.720000-
DOCK_STRAIN_DELTA21.623894-
DOCK_STRAIN_DELTA25.557838-
DOCK_STRAIN_DELTA24.010388-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT11-
DOCK_TARGETT17-
EXACT_MASS474.16833503600014Da
FORMULAC24H23ClN8O-
HBA7-
HBD3-
LOGP3.889420000000002-
MOL_WEIGHT474.95600000000024g/mol
QED_SCORE0.38836172401100605-
ROTATABLE_BONDS6-
TPSA111.72A^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
T03 T03 selection_import_t03 1
native pose available
 1.542018817237739 -24.2304 14 0.70 - Best pose
T11 T11 selection_import_t11 1
native pose available
 2.46774917906516 -19.5282 13 0.72 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.004773157258972 -17.0211 8 0.67 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
142 1.542018817237739 -0.817819 -24.2304 7 18 14 0.70 0.57 0.80 0.80 - no geometry warning; 11 clashes; 7 protein contact clashes; moderate strain Δ 21.6 Open 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
119 2.46774917906516 -0.7188 -19.5282 2 17 13 0.72 0.00 0.20 0.25 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 25.6 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
134 3.004773157258972 -0.666924 -17.0211 6 19 8 0.67 0.00 0.00 1.00 - no geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 24.0 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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