FAIRMol

KB_Leish_120

ID 1105

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

SMILES: Cc1ccc(-c2csc(NC(=O)/C=C\c3ccc(S(=O)(=O)N4CCOCC4)cc3)n2)o1

Formula: C21H21N3O5S2 | MW: 459.54900000000015

LogP: 3.3843200000000015 | TPSA: 101.74000000000001

HBA/HBD: 7/1 | RotB: 6

InChIKey: QXKZLXTWVNQSOA-UITAMQMPSA-N

Recognized patterns

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

Bio motif

Acrylamide Michael acceptor Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Enone Ether Alkene

Ring system

Benzene Furan Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.925706-
DOCK_BASE_INTER_RANK-0.926046-
DOCK_BASE_INTER_RANK-0.986882-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK1.240372-
DOCK_FINAL_RANK1.255992-
DOCK_FINAL_RANK3.608502-
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:ALA321-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1691-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER1671-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR831-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.611882-
DOCK_MAX_CLASH_OVERLAP0.611912-
DOCK_MAX_CLASH_OVERLAP0.611803-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.211192-
DOCK_PRE_RANK1.226711-
DOCK_PRE_RANK3.573661-
DOCK_PRIMARY_POSE_ID2003-
DOCK_PRIMARY_POSE_ID8222-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t13-
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:PRO88;A:PRO93;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS169;A:LYS69;A:PHE170;A:SER167;A:SER200;A:TYR389-
DOCK_SCAFFOLDO=C(C=Cc1ccc(S(=O)(=O)N2CCOCC2)cc1)Nc1nc(-c2ccco2)cs1-
DOCK_SCAFFOLDO=C(C=Cc1ccc(S(=O)(=O)N2CCOCC2)cc1)Nc1nc(-c2ccco2)cs1-
DOCK_SCAFFOLDO=C(C=Cc1ccc(S(=O)(=O)N2CCOCC2)cc1)Nc1nc(-c2ccco2)cs1-
DOCK_SCORE-27.798200-
DOCK_SCORE-27.604400-
DOCK_SCORE-27.673300-
DOCK_SCORE_INTER-28.696900-
DOCK_SCORE_INTER-28.707400-
DOCK_SCORE_INTER-30.593400-
DOCK_SCORE_INTER_KCAL-6.854140-
DOCK_SCORE_INTER_KCAL-6.856648-
DOCK_SCORE_INTER_KCAL-7.307111-
DOCK_SCORE_INTER_NORM-0.925706-
DOCK_SCORE_INTER_NORM-0.926046-
DOCK_SCORE_INTER_NORM-0.986882-
DOCK_SCORE_INTRA0.898745-
DOCK_SCORE_INTRA1.103010-
DOCK_SCORE_INTRA2.920050-
DOCK_SCORE_INTRA_KCAL0.214662-
DOCK_SCORE_INTRA_KCAL0.263450-
DOCK_SCORE_INTRA_KCAL0.697442-
DOCK_SCORE_INTRA_NORM0.028992-
DOCK_SCORE_INTRA_NORM0.035581-
DOCK_SCORE_INTRA_NORM0.094195-
DOCK_SCORE_KCAL-6.639489-
DOCK_SCORE_KCAL-6.593201-
DOCK_SCORE_KCAL-6.609657-
DOCK_SCORE_NORM-0.896715-
DOCK_SCORE_NORM-0.890466-
DOCK_SCORE_NORM-0.892687-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H21N3O5S2-
DOCK_SOURCE_FORMULAC21H21N3O5S2-
DOCK_SOURCE_FORMULAC21H21N3O5S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.384320-
DOCK_SOURCE_LOGP3.384320-
DOCK_SOURCE_LOGP3.384320-
DOCK_SOURCE_MW459.549000-
DOCK_SOURCE_MW459.549000-
DOCK_SOURCE_MW459.549000-
DOCK_SOURCE_NAMEKB_Leish_120-
DOCK_SOURCE_NAMEZ30736284-
DOCK_SOURCE_NAMEKB_Leish_120-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA101.740000-
DOCK_SOURCE_TPSA101.740000-
DOCK_SOURCE_TPSA101.740000-
DOCK_STRAIN_DELTA23.000238-
DOCK_STRAIN_DELTA23.068342-
DOCK_STRAIN_DELTA26.604071-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT03-
DOCK_TARGETT13-
EXACT_MASS459.092262772Da
FORMULAC21H21N3O5S2-
HBA7-
HBD1-
LOGP3.3843200000000015-
MOL_WEIGHT459.54900000000015g/mol
QED_SCORE0.5672280011208587-
ROTATABLE_BONDS6-
TPSA101.74000000000001A^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 2
native pose available
 1.2403718761403133 -27.7982 17 0.85 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.6085021406259115 -27.6733 13 0.68 - Best pose
T03 — T03 2 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
148 1.2403718761403133 -0.925706 -27.7982 2 19 17 0.85 0.29 0.20 0.20 - no geometry warning; 6 clashes; 1 protein clash; moderate strain Δ 23.0 Open pose
648 1.2559919115937181 -0.926046 -27.6044 2 18 16 0.80 0.29 0.20 0.20 - no geometry warning; 6 clashes; 1 protein clash; moderate strain Δ 23.1 Open 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
92 3.6085021406259115 -0.986882 -27.6733 11 17 13 0.68 0.56 0.57 0.57 - no geometry warning; 6 clashes; 2 protein clashes; moderate strain Δ 26.6 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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