FAIRMol

KB_chagas_93

ID 4532

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

SMILES: COc1ccc(S(=O)(=O)NC(C)C)cc1Nc1ncc(-c2cccc(F)c2)cn1

Formula: C20H21FN4O3S | MW: 416.4780000000001

LogP: 3.7216000000000022 | TPSA: 93.21000000000001

HBA/HBD: 6/2 | RotB: 7

InChIKey: KNMUKAAFIINXHC-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

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

Functional group

Secondary amine Sulfonamide Fluorine Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.809831-
DOCK_BASE_INTER_RANK-1.167340-
DOCK_BASE_INTER_RANK-1.094340-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.028337-
DOCK_FINAL_RANK2.510412-
DOCK_FINAL_RANK3.889015-
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:ALA1581-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL881-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.658924-
DOCK_MAX_CLASH_OVERLAP0.658934-
DOCK_MAX_CLASH_OVERLAP0.658942-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.996236-
DOCK_PRE_RANK2.474582-
DOCK_PRE_RANK3.863046-
DOCK_PRIMARY_POSE_ID10290-
DOCK_PRIMARY_POSE_ID12325-
DOCK_PRIMARY_POSE_ID14344-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:LYS93;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE203;C:PHE367;C:PRO336;C:SER162;C:SER364;C:THR335;C:THR51-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDc1ccc(Nc2ncc(-c3ccccc3)cn2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncc(-c3ccccc3)cn2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncc(-c3ccccc3)cn2)cc1-
DOCK_SCORE-21.857100-
DOCK_SCORE-33.119700-
DOCK_SCORE-33.804100-
DOCK_SCORE_INTER-23.485100-
DOCK_SCORE_INTER-33.853000-
DOCK_SCORE_INTER-31.735800-
DOCK_SCORE_INTER_KCAL-5.609322-
DOCK_SCORE_INTER_KCAL-8.085654-
DOCK_SCORE_INTER_KCAL-7.579969-
DOCK_SCORE_INTER_NORM-0.809831-
DOCK_SCORE_INTER_NORM-1.167340-
DOCK_SCORE_INTER_NORM-1.094340-
DOCK_SCORE_INTRA1.627970-
DOCK_SCORE_INTRA0.733249-
DOCK_SCORE_INTRA-2.068220-
DOCK_SCORE_INTRA_KCAL0.388834-
DOCK_SCORE_INTRA_KCAL0.175134-
DOCK_SCORE_INTRA_KCAL-0.493986-
DOCK_SCORE_INTRA_NORM0.056137-
DOCK_SCORE_INTRA_NORM0.025285-
DOCK_SCORE_INTRA_NORM-0.071318-
DOCK_SCORE_KCAL-5.220481-
DOCK_SCORE_KCAL-7.910508-
DOCK_SCORE_KCAL-8.073974-
DOCK_SCORE_NORM-0.753694-
DOCK_SCORE_NORM-1.142060-
DOCK_SCORE_NORM-1.165660-
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_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H21FN4O3S-
DOCK_SOURCE_FORMULAC20H21FN4O3S-
DOCK_SOURCE_FORMULAC20H21FN4O3S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.721600-
DOCK_SOURCE_LOGP3.721600-
DOCK_SOURCE_LOGP3.721600-
DOCK_SOURCE_MW416.478000-
DOCK_SOURCE_MW416.478000-
DOCK_SOURCE_MW416.478000-
DOCK_SOURCE_NAMEKB_chagas_93-
DOCK_SOURCE_NAMEKB_chagas_93-
DOCK_SOURCE_NAMEKB_chagas_93-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA93.210000-
DOCK_SOURCE_TPSA93.210000-
DOCK_SOURCE_TPSA93.210000-
DOCK_STRAIN_DELTA24.911556-
DOCK_STRAIN_DELTA27.194033-
DOCK_STRAIN_DELTA20.741328-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT16-
DOCK_TARGETT19-
DOCK_TARGETT22-
EXACT_MASS416.13183975199996Da
FORMULAC20H21FN4O3S-
HBA6-
HBD2-
LOGP3.7216000000000022-
MOL_WEIGHT416.4780000000001g/mol
QED_SCORE0.6097684619105086-
ROTATABLE_BONDS7-
TPSA93.21000000000001A^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
T16 T16 selection_import_t16 1
native pose available
 2.0283367555473246 -21.8571 5 0.42 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.5104118291871114 -33.1197 9 0.33 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.8890145329031203 -33.8041 18 0.86 - Best 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
125 2.0283367555473246 -0.809831 -21.8571 3 14 5 0.42 - - - - no geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 24.9 Open pose
T19 — T19 1 poses · report selection_import_t19
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
124 2.5104118291871114 -1.16734 -33.1197 10 20 9 0.33 0.08 0.20 0.25 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 27.2 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
106 3.8890145329031203 -1.09434 -33.8041 10 22 18 0.86 0.40 0.36 0.36 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 20.7 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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