FAIRMol

KB_Leish_162

ID 874

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

SMILES: O=C(C[NH+](Cc1ccccn1)Cc1ccccn1)NCc1ccc(-c2csnn2)cc1

Formula: C23H23N6OS+ | MW: 431.5450000000002

LogP: 1.896599999999999 | TPSA: 85.10000000000001

HBA/HBD: 6/2 | RotB: 9

InChIKey: HCEAXMJYIVXTCO-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene Pyridine ×2 1,3,4-Thiadiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.067070-
DOCK_BASE_INTER_RANK-0.863852-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK1.999063-
DOCK_FINAL_RANK1.224988-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.649499-
DOCK_MAX_CLASH_OVERLAP0.649553-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.951219-
DOCK_PRE_RANK1.198082-
DOCK_PRIMARY_POSE_ID4901-
DOCK_PRIMARY_POSE_ID833-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TYR122;A:VAL9-
DOCK_SCAFFOLDO=C(C[NH+](Cc1ccccn1)Cc1ccccn1)NCc1ccc(-c2csnn2)cc1-
DOCK_SCAFFOLDO=C(C[NH+](Cc1ccccn1)Cc1ccccn1)NCc1ccc(-c2csnn2)cc1-
DOCK_SCORE-26.164800-
DOCK_SCORE-24.042500-
DOCK_SCORE_INTER-33.079300-
DOCK_SCORE_INTER-26.779400-
DOCK_SCORE_INTER_KCAL-6.396153-
DOCK_SCORE_INTER_KCAL-7.900858-
DOCK_SCORE_INTER_NORM-1.067070-
DOCK_SCORE_INTER_NORM-0.863852-
DOCK_SCORE_INTRA2.736950-
DOCK_SCORE_INTRA6.914460-
DOCK_SCORE_INTRA_KCAL0.653710-
DOCK_SCORE_INTRA_KCAL1.651491-
DOCK_SCORE_INTRA_NORM0.088289-
DOCK_SCORE_INTRA_NORM0.223047-
DOCK_SCORE_KCAL-5.742455-
DOCK_SCORE_KCAL-6.249358-
DOCK_SCORE_NORM-0.844027-
DOCK_SCORE_NORM-0.775563-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H23N6OS+-
DOCK_SOURCE_FORMULAC23H23N6OS+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP1.896600-
DOCK_SOURCE_LOGP1.896600-
DOCK_SOURCE_MW431.545000-
DOCK_SOURCE_MW431.545000-
DOCK_SOURCE_NAMEKB_Leish_162-
DOCK_SOURCE_NAMEKB_Leish_162-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA85.100000-
DOCK_SOURCE_TPSA85.100000-
DOCK_STRAIN_DELTA33.704497-
DOCK_STRAIN_DELTA21.420266-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT02-
EXACT_MASS431.16485677609006Da
FORMULAC23H23N6OS+-
HBA6-
HBD2-
LOGP1.896599999999999-
MOL_WEIGHT431.5450000000002g/mol
QED_SCORE0.42284422747526845-
ROTATABLE_BONDS9-
TPSA85.10000000000001A^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
T08 T08 selection_import_t08 1
native pose available
 1.224988094849443 -26.1648 14 0.74 - Best pose
T02 T02 selection_import_t02 1
native pose available
 1.9990631132071173 -24.0425 13 0.62 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
160 1.224988094849443 -1.06707 -26.1648 5 20 14 0.74 0.17 0.20 0.40 - no geometry warning; 11 clashes; 6 protein contact clashes; 2 cofactor-context clashes; moderate strain Δ 21.4 Open pose
T02 — T02 1 poses · report selection_import_t02
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
155 1.9990631132071173 -0.863852 -24.0425 3 16 13 0.62 0.20 0.20 0.20 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 33.7 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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