FAIRMol

KB_Leish_29

ID 756

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

SMILES: Cc1ccc(S(C)(=O)=O)cc1Nc1nccc(-c2sc(N)nc2-c2ccccc2)n1

Formula: C21H19N5O2S2 | MW: 437.5500000000001

LogP: 4.304820000000002 | TPSA: 110.86

HBA/HBD: 8/2 | RotB: 5

InChIKey: RPCIBMVPOAXGHZ-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Primary amine Secondary amine Sulfone

Ring system

Benzene ×2 Pyrimidine Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.957414-
DOCK_BASE_INTER_RANK-0.899344-
DOCK_BASE_INTER_RANK-0.745148-
DOCK_BASE_INTER_RANK-0.650399-
DOCK_BASE_INTER_RANK-1.202150-
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_COUNT13.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.202831-
DOCK_FINAL_RANK2.998777-
DOCK_FINAL_RANK2.739277-
DOCK_FINAL_RANK2.882137-
DOCK_FINAL_RANK4.131968-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
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:THR441-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL491-
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_OVERLAP0.680593-
DOCK_MAX_CLASH_OVERLAP0.680617-
DOCK_MAX_CLASH_OVERLAP0.680464-
DOCK_MAX_CLASH_OVERLAP0.680561-
DOCK_MAX_CLASH_OVERLAP0.680555-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.167069-
DOCK_PRE_RANK2.973104-
DOCK_PRE_RANK2.702899-
DOCK_PRE_RANK2.862698-
DOCK_PRE_RANK4.097346-
DOCK_PRIMARY_POSE_ID818-
DOCK_PRIMARY_POSE_ID1487-
DOCK_PRIMARY_POSE_ID8959-
DOCK_PRIMARY_POSE_ID13023-
DOCK_PRIMARY_POSE_ID14326-
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_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR54;A:TRP47;A:VAL30;A:VAL31;A:VAL49-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG242;A:ASN20;A:ASP243;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:LYS51;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:SER470;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3scnc3-c3ccccc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3scnc3-c3ccccc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3scnc3-c3ccccc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3scnc3-c3ccccc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3scnc3-c3ccccc3)n2)cc1-
DOCK_SCORE-21.281200-
DOCK_SCORE-21.070600-
DOCK_SCORE-18.703500-
DOCK_SCORE-18.411800-
DOCK_SCORE-28.106400-
DOCK_SCORE_INTER-28.722400-
DOCK_SCORE_INTER-26.980300-
DOCK_SCORE_INTER-22.354400-
DOCK_SCORE_INTER-19.512000-
DOCK_SCORE_INTER-36.064400-
DOCK_SCORE_INTER_KCAL-6.860230-
DOCK_SCORE_INTER_KCAL-6.444137-
DOCK_SCORE_INTER_KCAL-5.339259-
DOCK_SCORE_INTER_KCAL-4.660363-
DOCK_SCORE_INTER_KCAL-8.613838-
DOCK_SCORE_INTER_NORM-0.957414-
DOCK_SCORE_INTER_NORM-0.899344-
DOCK_SCORE_INTER_NORM-0.745148-
DOCK_SCORE_INTER_NORM-0.650399-
DOCK_SCORE_INTER_NORM-1.202150-
DOCK_SCORE_INTRA7.441210-
DOCK_SCORE_INTRA5.909660-
DOCK_SCORE_INTRA3.650940-
DOCK_SCORE_INTRA1.100190-
DOCK_SCORE_INTRA7.958020-
DOCK_SCORE_INTRA_KCAL1.777303-
DOCK_SCORE_INTRA_KCAL1.411499-
DOCK_SCORE_INTRA_KCAL0.872012-
DOCK_SCORE_INTRA_KCAL0.262776-
DOCK_SCORE_INTRA_KCAL1.900741-
DOCK_SCORE_INTRA_NORM0.248040-
DOCK_SCORE_INTRA_NORM0.196989-
DOCK_SCORE_INTRA_NORM0.121698-
DOCK_SCORE_INTRA_NORM0.036673-
DOCK_SCORE_INTRA_NORM0.265267-
DOCK_SCORE_KCAL-5.082929-
DOCK_SCORE_KCAL-5.032629-
DOCK_SCORE_KCAL-4.467256-
DOCK_SCORE_KCAL-4.397585-
DOCK_SCORE_KCAL-6.713101-
DOCK_SCORE_NORM-0.709374-
DOCK_SCORE_NORM-0.702355-
DOCK_SCORE_NORM-0.623450-
DOCK_SCORE_NORM-0.613726-
DOCK_SCORE_NORM-0.936880-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_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_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H19N5O2S2-
DOCK_SOURCE_FORMULAC21H19N5O2S2-
DOCK_SOURCE_FORMULAC21H19N5O2S2-
DOCK_SOURCE_FORMULAC21H19N5O2S2-
DOCK_SOURCE_FORMULAC21H19N5O2S2-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.304820-
DOCK_SOURCE_LOGP4.304820-
DOCK_SOURCE_LOGP4.304820-
DOCK_SOURCE_LOGP4.304820-
DOCK_SOURCE_LOGP4.304820-
DOCK_SOURCE_MW437.550000-
DOCK_SOURCE_MW437.550000-
DOCK_SOURCE_MW437.550000-
DOCK_SOURCE_MW437.550000-
DOCK_SOURCE_MW437.550000-
DOCK_SOURCE_NAMEKB_Leish_29-
DOCK_SOURCE_NAMEKB_Leish_29-
DOCK_SOURCE_NAMEKB_Leish_29-
DOCK_SOURCE_NAMEKB_Leish_29-
DOCK_SOURCE_NAMEKB_Leish_29-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA110.860000-
DOCK_SOURCE_TPSA110.860000-
DOCK_SOURCE_TPSA110.860000-
DOCK_SOURCE_TPSA110.860000-
DOCK_SOURCE_TPSA110.860000-
DOCK_STRAIN_DELTA27.154061-
DOCK_STRAIN_DELTA20.523732-
DOCK_STRAIN_DELTA27.516851-
DOCK_STRAIN_DELTA15.437368-
DOCK_STRAIN_DELTA26.471660-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT14-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS437.098016848Da
FORMULAC21H19N5O2S2-
HBA8-
HBD2-
LOGP4.304820000000002-
MOL_WEIGHT437.5500000000001g/mol
QED_SCORE0.47858340265815263-
ROTATABLE_BONDS5-
TPSA110.86A^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
T02 T02 selection_import_t02 1
native pose available
 1.2028312903859626 -21.2812 16 0.76 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.739277308262385 -18.7035 7 0.47 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.882137024749568 -18.4118 8 1.00 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.9987766312849193 -21.0706 13 0.65 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.131968372363812 -28.1064 20 0.95 - Best 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
140 1.2028312903859626 -0.957414 -21.2812 6 17 16 0.76 0.20 0.20 0.20 - no geometry warning; 13 clashes; 4 protein contact clashes; moderate strain Δ 27.2 Open pose
T14 — T14 1 poses · report selection_import_t14
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
151 2.739277308262385 -0.745148 -18.7035 7 14 7 0.47 0.17 0.20 0.20 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 27.5 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
144 2.882137024749568 -0.650399 -18.4118 4 13 8 1.00 0.50 1.00 1.00 - no geometry warning; 12 clashes; 1 protein clash Open 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
132 2.9987766312849193 -0.899344 -21.0706 4 17 13 0.65 0.29 0.20 0.20 - no geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 20.5 Open pose
T22 — T22 1 poses · report selection_import_t22
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
88 4.131968372363812 -1.20215 -28.1064 7 21 20 0.95 0.40 0.36 0.36 - no geometry warning; 10 clashes; 3 protein clashes; moderate strain Δ 26.5 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…