FAIRMol

KB_chagas_54

ID 3209

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

SMILES: O=c1cc(NCCC[NH2+][C@H]2CCOc3c(I)cc(Cl)cc32)[nH]c2ccccc12

Formula: C21H22ClIN3O2+ | MW: 510.7830000000002

LogP: 3.675300000000001 | TPSA: 70.73

HBA/HBD: 3/3 | RotB: 6

InChIKey: ILZKSAPJCKJDGI-KRWDZBQOSA-O

Recognized patterns

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

Bio motif

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

Functional group

Secondary amine Chlorine Iodine Aryl ether Ether

Ring system

Benzene ×2 Pyridine Quinoline Chromane Chromene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.042310-
DOCK_BASE_INTER_RANK-0.742947-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.314706-
DOCK_FINAL_RANK2.543271-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.615015-
DOCK_MAX_CLASH_OVERLAP0.614904-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.289065-
DOCK_PRE_RANK2.512781-
DOCK_PRIMARY_POSE_ID5549-
DOCK_PRIMARY_POSE_ID11672-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=c1cc(NCCC[NH2+]C2CCOc3ccccc32)[nH]c2ccccc12-
DOCK_SCAFFOLDO=c1cc(NCCC[NH2+]C2CCOc3ccccc32)[nH]c2ccccc12-
DOCK_SCORE-26.615000-
DOCK_SCORE-18.384700-
DOCK_SCORE_INTER-29.184600-
DOCK_SCORE_INTER-20.802500-
DOCK_SCORE_INTER_KCAL-6.970625-
DOCK_SCORE_INTER_KCAL-4.968594-
DOCK_SCORE_INTER_NORM-1.042310-
DOCK_SCORE_INTER_NORM-0.742947-
DOCK_SCORE_INTRA2.569590-
DOCK_SCORE_INTRA2.417820-
DOCK_SCORE_INTRA_KCAL0.613736-
DOCK_SCORE_INTRA_KCAL0.577487-
DOCK_SCORE_INTRA_NORM0.091771-
DOCK_SCORE_INTRA_NORM0.086351-
DOCK_SCORE_KCAL-6.356886-
DOCK_SCORE_KCAL-4.391112-
DOCK_SCORE_NORM-0.950537-
DOCK_SCORE_NORM-0.656596-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H22ClIN3O2+-
DOCK_SOURCE_FORMULAC21H22ClIN3O2+-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.675300-
DOCK_SOURCE_LOGP3.675300-
DOCK_SOURCE_MW510.783000-
DOCK_SOURCE_MW510.783000-
DOCK_SOURCE_NAMEKB_chagas_54-
DOCK_SOURCE_NAMEKB_chagas_54-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA70.730000-
DOCK_SOURCE_TPSA70.730000-
DOCK_STRAIN_DELTA20.500582-
DOCK_STRAIN_DELTA23.871884-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT18-
EXACT_MASS510.04397904408995Da
FORMULAC21H22ClIN3O2+-
HBA3-
HBD3-
LOGP3.675300000000001-
MOL_WEIGHT510.7830000000002g/mol
QED_SCORE0.35003969012877556-
ROTATABLE_BONDS6-
TPSA70.73A^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
T09 T09 selection_import_t09 1
native pose available
 1.3147059058588553 -26.615 18 0.86 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.5432707087109687 -18.3847 9 0.69 - Best pose
T09 — T09 1 poses · report selection_import_t09
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
131 1.3147059058588553 -1.04231 -26.615 3 19 18 0.86 0.14 0.17 0.17 - no geometry warning; 12 clashes; 6 protein contact clashes; moderate strain Δ 20.5 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
151 2.5432707087109687 -0.742947 -18.3847 1 14 9 0.69 - - - - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 23.9 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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