FAIRMol

KB_chagas_42

ID 288

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

SMILES: O=S(=O)(NC[C@H](c1cccnc1)[NH+]1CCN(c2ccc(F)cc2)CC1)c1cccs1

Formula: C21H24FN4O2S2+ | MW: 447.58100000000013

LogP: 1.7069 | TPSA: 66.74000000000001

HBA/HBD: 5/2 | RotB: 7

InChIKey: APYVRWRPZHPAJR-HXUWFJFHSA-O

Recognized patterns

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

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic P-gp efflux flag

Functional group

Tertiary amine Sulfonamide Fluorine

Ring system

Benzene Pyridine Piperazine Thiophene Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.856522-
DOCK_BASE_INTER_RANK-0.770196-
DOCK_BASE_INTER_RANK-1.189010-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT26.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.855819-
DOCK_FINAL_RANK2.017609-
DOCK_FINAL_RANK2.987080-
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:ALA101-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP491-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.650960-
DOCK_MAX_CLASH_OVERLAP0.651052-
DOCK_MAX_CLASH_OVERLAP0.652515-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.787932-
DOCK_PRE_RANK1.898885-
DOCK_PRE_RANK2.904344-
DOCK_PRIMARY_POSE_ID172-
DOCK_PRIMARY_POSE_ID3529-
DOCK_PRIMARY_POSE_ID14340-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA10;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TRP49;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ALA70;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=S(=O)(NCC(c1cccnc1)[NH+]1CCN(c2ccccc2)CC1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(NCC(c1cccnc1)[NH+]1CCN(c2ccccc2)CC1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(NCC(c1cccnc1)[NH+]1CCN(c2ccccc2)CC1)c1cccs1-
DOCK_SCORE-21.485500-
DOCK_SCORE-14.091500-
DOCK_SCORE-34.034000-
DOCK_SCORE_INTER-25.695700-
DOCK_SCORE_INTER-23.105900-
DOCK_SCORE_INTER-35.670300-
DOCK_SCORE_INTER_KCAL-6.137315-
DOCK_SCORE_INTER_KCAL-5.518752-
DOCK_SCORE_INTER_KCAL-8.519708-
DOCK_SCORE_INTER_NORM-0.856522-
DOCK_SCORE_INTER_NORM-0.770196-
DOCK_SCORE_INTER_NORM-1.189010-
DOCK_SCORE_INTRA4.210120-
DOCK_SCORE_INTRA9.014440-
DOCK_SCORE_INTRA1.636320-
DOCK_SCORE_INTRA_KCAL1.005570-
DOCK_SCORE_INTRA_KCAL2.153063-
DOCK_SCORE_INTRA_KCAL0.390828-
DOCK_SCORE_INTRA_NORM0.140337-
DOCK_SCORE_INTRA_NORM0.300481-
DOCK_SCORE_INTRA_NORM0.054544-
DOCK_SCORE_KCAL-5.131726-
DOCK_SCORE_KCAL-3.365698-
DOCK_SCORE_KCAL-8.128885-
DOCK_SCORE_NORM-0.716184-
DOCK_SCORE_NORM-0.469715-
DOCK_SCORE_NORM-1.134470-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H24FN4O2S2+-
DOCK_SOURCE_FORMULAC21H24FN4O2S2+-
DOCK_SOURCE_FORMULAC21H24FN4O2S2+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
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_LOGP1.706900-
DOCK_SOURCE_LOGP1.706900-
DOCK_SOURCE_LOGP1.706900-
DOCK_SOURCE_MW447.581000-
DOCK_SOURCE_MW447.581000-
DOCK_SOURCE_MW447.581000-
DOCK_SOURCE_NAMEKB_chagas_42-
DOCK_SOURCE_NAMEKB_chagas_42-
DOCK_SOURCE_NAMEKB_chagas_42-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA66.740000-
DOCK_SOURCE_TPSA66.740000-
DOCK_SOURCE_TPSA66.740000-
DOCK_STRAIN_DELTA42.927511-
DOCK_STRAIN_DELTA62.814545-
DOCK_STRAIN_DELTA49.066158-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT06-
DOCK_TARGETT22-
EXACT_MASS447.1319226480899Da
FORMULAC21H24FN4O2S2+-
HBA5-
HBD2-
LOGP1.7069-
MOL_WEIGHT447.58100000000013g/mol
QED_SCORE0.5788050967549047-
ROTATABLE_BONDS7-
TPSA66.74000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 1.85581925564734 -21.4855 14 0.67 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.0176092358658377 -14.0915 17 0.81 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.987080205754161 -34.034 19 0.90 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
172 1.85581925564734 -0.856522 -21.4855 7 18 14 0.67 0.00 0.20 0.20 - no geometry warning; 10 clashes; 9 protein contact clashes; 1 cofactor-context clash; high strain Δ 42.9 Open pose
T06 — T06 1 poses · report selection_import_t06
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
143 2.0176092358658377 -0.770196 -14.0915 1 19 17 0.81 0.00 0.00 0.00 - no geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 62.8 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
102 2.987080205754161 -1.18901 -34.034 9 26 19 0.90 0.40 0.36 0.36 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 49.1 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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