FAIRMol

KB_chagas_97

ID 4000

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

SMILES: CS(=O)(=O)c1cccc(-c2c[nH+]c(N)c3c(-c4ccc(CO)cc4)csc23)c1

Formula: C21H19N2O3S2+ | MW: 411.52800000000013

LogP: 3.527400000000002 | TPSA: 94.52999999999999

HBA/HBD: 5/2 | RotB: 4

InChIKey: OZOXGERKKPDDIM-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

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

Functional group

Primary amine Alcohol Sulfone

Ring system

Benzene ×2 Pyridine Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.986747-
DOCK_BASE_INTER_RANK-0.793030-
DOCK_BASE_INTER_RANK-0.847622-
DOCK_BASE_INTER_RANK-0.687080-
DOCK_BASE_INTER_RANK-1.236570-
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_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.916080-
DOCK_FINAL_RANK1.913500-
DOCK_FINAL_RANK4.158662-
DOCK_FINAL_RANK2.836653-
DOCK_FINAL_RANK4.636484-
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:ALA1111-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS4691-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLU751-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY4591-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4101-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL4081-
DOCK_IFP::A:VAL881-
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_OVERLAP0.614481-
DOCK_MAX_CLASH_OVERLAP0.614462-
DOCK_MAX_CLASH_OVERLAP0.614511-
DOCK_MAX_CLASH_OVERLAP0.614524-
DOCK_MAX_CLASH_OVERLAP0.614466-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.892444-
DOCK_PRE_RANK1.885968-
DOCK_PRE_RANK4.128855-
DOCK_PRE_RANK2.811804-
DOCK_PRE_RANK4.618929-
DOCK_PRIMARY_POSE_ID8237-
DOCK_PRIMARY_POSE_ID8980-
DOCK_PRIMARY_POSE_ID10291-
DOCK_PRIMARY_POSE_ID13060-
DOCK_PRIMARY_POSE_ID14345-
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_t13-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP233;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE196;A:SER195;A:SER200;A:THR132;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:ARG50;A:ASN20;A:ASP44;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:PRO340;A:SER410;A:THR21;A:THR285;A:VAL408-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU75;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:SER86;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ASN402;A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDc1ccc(-c2csc3c(-c4ccccc4)c[nH+]cc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2csc3c(-c4ccccc4)c[nH+]cc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2csc3c(-c4ccccc4)c[nH+]cc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2csc3c(-c4ccccc4)c[nH+]cc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2csc3c(-c4ccccc4)c[nH+]cc23)cc1-
DOCK_SCORE-26.189500-
DOCK_SCORE-20.875300-
DOCK_SCORE-21.970100-
DOCK_SCORE-18.308700-
DOCK_SCORE-34.069400-
DOCK_SCORE_INTER-27.628900-
DOCK_SCORE_INTER-22.204800-
DOCK_SCORE_INTER-23.733400-
DOCK_SCORE_INTER-19.238200-
DOCK_SCORE_INTER-34.624000-
DOCK_SCORE_INTER_KCAL-6.599052-
DOCK_SCORE_INTER_KCAL-5.303528-
DOCK_SCORE_INTER_KCAL-5.668628-
DOCK_SCORE_INTER_KCAL-4.594967-
DOCK_SCORE_INTER_KCAL-8.269804-
DOCK_SCORE_INTER_NORM-0.986747-
DOCK_SCORE_INTER_NORM-0.793030-
DOCK_SCORE_INTER_NORM-0.847622-
DOCK_SCORE_INTER_NORM-0.687080-
DOCK_SCORE_INTER_NORM-1.236570-
DOCK_SCORE_INTRA1.439380-
DOCK_SCORE_INTRA1.037180-
DOCK_SCORE_INTRA1.763300-
DOCK_SCORE_INTRA0.929544-
DOCK_SCORE_INTRA0.554642-
DOCK_SCORE_INTRA_KCAL0.343790-
DOCK_SCORE_INTRA_KCAL0.247726-
DOCK_SCORE_INTRA_KCAL0.421157-
DOCK_SCORE_INTRA_KCAL0.222018-
DOCK_SCORE_INTRA_KCAL0.132474-
DOCK_SCORE_INTRA_NORM0.051407-
DOCK_SCORE_INTRA_NORM0.037042-
DOCK_SCORE_INTRA_NORM0.062975-
DOCK_SCORE_INTRA_NORM0.033198-
DOCK_SCORE_INTRA_NORM0.019809-
DOCK_SCORE_KCAL-6.255257-
DOCK_SCORE_KCAL-4.985982-
DOCK_SCORE_KCAL-5.247471-
DOCK_SCORE_KCAL-4.372960-
DOCK_SCORE_KCAL-8.137340-
DOCK_SCORE_NORM-0.935341-
DOCK_SCORE_NORM-0.745546-
DOCK_SCORE_NORM-0.784647-
DOCK_SCORE_NORM-0.653882-
DOCK_SCORE_NORM-1.216760-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.292386-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.010442-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_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_FORMULAC21H19N2O3S2+-
DOCK_SOURCE_FORMULAC21H19N2O3S2+-
DOCK_SOURCE_FORMULAC21H19N2O3S2+-
DOCK_SOURCE_FORMULAC21H19N2O3S2+-
DOCK_SOURCE_FORMULAC21H19N2O3S2+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
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_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.527400-
DOCK_SOURCE_LOGP3.527400-
DOCK_SOURCE_LOGP3.527400-
DOCK_SOURCE_LOGP3.527400-
DOCK_SOURCE_LOGP3.527400-
DOCK_SOURCE_MW411.528000-
DOCK_SOURCE_MW411.528000-
DOCK_SOURCE_MW411.528000-
DOCK_SOURCE_MW411.528000-
DOCK_SOURCE_MW411.528000-
DOCK_SOURCE_NAMEKB_chagas_97-
DOCK_SOURCE_NAMEKB_chagas_97-
DOCK_SOURCE_NAMEKB_chagas_97-
DOCK_SOURCE_NAMEKB_chagas_97-
DOCK_SOURCE_NAMEKB_chagas_97-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA94.530000-
DOCK_SOURCE_TPSA94.530000-
DOCK_SOURCE_TPSA94.530000-
DOCK_SOURCE_TPSA94.530000-
DOCK_SOURCE_TPSA94.530000-
DOCK_STRAIN_DELTA18.974007-
DOCK_STRAIN_DELTA21.864043-
DOCK_STRAIN_DELTA23.421015-
DOCK_STRAIN_DELTA19.908214-
DOCK_STRAIN_DELTA13.654783-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT14-
DOCK_TARGETT16-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS411.08316088809Da
FORMULAC21H19N2O3S2+-
HBA5-
HBD2-
LOGP3.527400000000002-
MOL_WEIGHT411.52800000000013g/mol
QED_SCORE0.5370712372464519-
ROTATABLE_BONDS4-
TPSA94.52999999999999A^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
T14 T14 selection_import_t14 1
native pose available
 1.9134998045254397 -20.8753 7 0.47 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.8366532868781027 -18.3087 8 1.00 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.9160797128979166 -26.1895 14 0.74 - Best pose
T16 T16 selection_import_t16 1
native pose available
 4.1586623052380025 -21.9701 11 0.92 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.636484064309373 -34.0694 18 0.86 - Best 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
172 1.9134998045254397 -0.79303 -20.8753 6 16 7 0.47 0.00 0.20 0.20 - no geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 21.9 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
181 2.8366532868781027 -0.68708 -18.3087 7 12 8 1.00 0.50 1.00 1.00 - no geometry warning; 13 clashes; 1 protein clash 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
107 2.9160797128979166 -0.986747 -26.1895 9 22 14 0.74 0.22 0.29 0.29 - no geometry warning; 9 clashes; 1 protein clash Open pose
T16 — T16 1 poses · report selection_import_t16
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
126 4.1586623052380025 -0.847622 -21.9701 4 15 11 0.92 - - - - no geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 23.4 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
107 4.636484064309373 -1.23657 -34.0694 11 22 18 0.86 0.47 0.45 0.55 - no geometry warning; 11 clashes; 3 protein clashes Open pose
Loading PharmaFP-250 analysis…

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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