FAIRMol

KB_chagas_16

ID 2192

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

SMILES: COc1ccc([C@@H](C)N(C)c2ncc3c(N)[nH+]c(N)nc3n2)cc1F

Formula: C16H19FN7O+ | MW: 344.374

LogP: 1.3483999999999998 | TPSA: 117.32

HBA/HBD: 7/2 | RotB: 4

InChIKey: KYSDLIRIVUETGK-MRVPVSSYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine Fluorine Aryl ether Ether

Ring system

Benzene Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.189780-
DOCK_BASE_INTER_RANK-0.931263-
DOCK_BASE_INTER_RANK-0.759639-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.674601-
DOCK_FINAL_RANK3.434138-
DOCK_FINAL_RANK3.991942-
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:ARG171-
DOCK_IFP::A:ASN1471-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2831-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL531-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.667296-
DOCK_MAX_CLASH_OVERLAP0.667287-
DOCK_MAX_CLASH_OVERLAP0.667187-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.633899-
DOCK_PRE_RANK3.380358-
DOCK_PRE_RANK3.966996-
DOCK_PRIMARY_POSE_ID2822-
DOCK_PRIMARY_POSE_ID11669-
DOCK_PRIMARY_POSE_ID13049-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASN147;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR191;A:TYR194;A:TYR283;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDc1ccc(CNc2ncc3c[nH+]cnc3n2)cc1-
DOCK_SCAFFOLDc1ccc(CNc2ncc3c[nH+]cnc3n2)cc1-
DOCK_SCAFFOLDc1ccc(CNc2ncc3c[nH+]cnc3n2)cc1-
DOCK_SCORE-22.490500-
DOCK_SCORE-22.639600-
DOCK_SCORE-16.235500-
DOCK_SCORE_INTER-29.744500-
DOCK_SCORE_INTER-23.281600-
DOCK_SCORE_INTER-18.991000-
DOCK_SCORE_INTER_KCAL-7.104355-
DOCK_SCORE_INTER_KCAL-5.560717-
DOCK_SCORE_INTER_KCAL-4.535924-
DOCK_SCORE_INTER_NORM-1.189780-
DOCK_SCORE_INTER_NORM-0.931263-
DOCK_SCORE_INTER_NORM-0.759639-
DOCK_SCORE_INTRA7.253970-
DOCK_SCORE_INTRA0.642004-
DOCK_SCORE_INTRA2.755460-
DOCK_SCORE_INTRA_KCAL1.732582-
DOCK_SCORE_INTRA_KCAL0.153340-
DOCK_SCORE_INTRA_KCAL0.658131-
DOCK_SCORE_INTRA_NORM0.290159-
DOCK_SCORE_INTRA_NORM0.025680-
DOCK_SCORE_INTRA_NORM0.110218-
DOCK_SCORE_KCAL-5.371766-
DOCK_SCORE_KCAL-5.407378-
DOCK_SCORE_KCAL-3.877784-
DOCK_SCORE_NORM-0.899621-
DOCK_SCORE_NORM-0.905582-
DOCK_SCORE_NORM-0.649420-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H19FN7O+-
DOCK_SOURCE_FORMULAC16H19FN7O+-
DOCK_SOURCE_FORMULAC16H19FN7O+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP1.348400-
DOCK_SOURCE_LOGP1.348400-
DOCK_SOURCE_LOGP1.348400-
DOCK_SOURCE_MW344.374000-
DOCK_SOURCE_MW344.374000-
DOCK_SOURCE_MW344.374000-
DOCK_SOURCE_NAMEKB_chagas_16-
DOCK_SOURCE_NAMEKB_chagas_16-
DOCK_SOURCE_NAMEKB_chagas_16-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA117.320000-
DOCK_SOURCE_TPSA117.320000-
DOCK_SOURCE_TPSA117.320000-
DOCK_STRAIN_DELTA29.965524-
DOCK_STRAIN_DELTA36.594678-
DOCK_STRAIN_DELTA19.981815-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS344.16296286809006Da
FORMULAC16H19FN7O+-
HBA7-
HBD2-
LOGP1.3483999999999998-
MOL_WEIGHT344.374g/mol
QED_SCORE0.7332428993993755-
ROTATABLE_BONDS4-
TPSA117.32A^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
T05 T05 selection_import_t05 1
native pose available
 2.6746012614280077 -22.4905 14 0.82 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.4341378847043953 -22.6396 9 0.69 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.991942354883419 -16.2355 6 0.75 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
112 2.6746012614280077 -1.18978 -22.4905 7 19 14 0.82 0.71 0.67 0.80 - no geometry warning; 14 clashes; 1 protein clash; 1 severe cofactor-context clash; moderate strain Δ 30.0 Open pose
T18 — T18 1 poses · report selection_import_t18
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 3.4341378847043953 -0.931263 -22.6396 7 14 9 0.69 - - - - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 36.6 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
170 3.991942354883419 -0.759639 -16.2355 5 10 6 0.75 0.50 1.00 1.00 - no geometry warning; 14 clashes; 2 protein clashes 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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