FAIRMol

KB_chagas_165

ID 878

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: NC(=O)c1ccc(-c2cccc(OCC[N@H+]3CC[N@H+](C4CCCCC4)CC3)c2)cc1

Formula: C25H35N3O2+2 | MW: 409.57400000000024

LogP: 0.9474000000000022 | TPSA: 61.2

HBA/HBD: 2/3 | RotB: 7

InChIKey: WUMXVWITUCEGPE-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

Biphenyl H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Primary amine Aryl ether Ether

Ring system

Benzene ×2 Piperazine Cyclohexane Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.755715-
DOCK_BASE_INTER_RANK-0.953818-
DOCK_BASE_INTER_RANK-0.889122-
DOCK_BASE_INTER_RANK-0.862488-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK2.773326-
DOCK_FINAL_RANK2.494418-
DOCK_FINAL_RANK3.299436-
DOCK_FINAL_RANK2.005464-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU501-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO521-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
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:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620069-
DOCK_MAX_CLASH_OVERLAP0.619489-
DOCK_MAX_CLASH_OVERLAP0.623572-
DOCK_MAX_CLASH_OVERLAP0.620002-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.453929-
DOCK_PRE_RANK3.263879-
DOCK_PRE_RANK1.966634-
DOCK_PRE_RANK2.749554-
DOCK_PRIMARY_POSE_ID3543-
DOCK_PRIMARY_POSE_ID852-
DOCK_PRIMARY_POSE_ID5561-
DOCK_PRIMARY_POSE_ID1522-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:SER86;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:GLU50;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO52;A:PRO91;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDc1ccc(-c2cccc(OCC[NH+]3CC[NH+](C4CCCCC4)CC3)c2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cccc(OCC[NH+]3CC[NH+](C4CCCCC4)CC3)c2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cccc(OCC[NH+]3CC[NH+](C4CCCCC4)CC3)c2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cccc(OCC[NH+]3CC[NH+](C4CCCCC4)CC3)c2)cc1-
DOCK_SCORE-23.732500-
DOCK_SCORE-22.036600-
DOCK_SCORE-16.274700-
DOCK_SCORE-22.325200-
DOCK_SCORE_INTER-25.874600-
DOCK_SCORE_INTER-26.673700-
DOCK_SCORE_INTER-28.614500-
DOCK_SCORE_INTER-22.671500-
DOCK_SCORE_INTER_KCAL-6.370907-
DOCK_SCORE_INTER_KCAL-5.414997-
DOCK_SCORE_INTER_KCAL-6.180045-
DOCK_SCORE_INTER_KCAL-6.834459-
DOCK_SCORE_INTER_NORM-0.889122-
DOCK_SCORE_INTER_NORM-0.755715-
DOCK_SCORE_INTER_NORM-0.862488-
DOCK_SCORE_INTER_NORM-0.953818-
DOCK_SCORE_INTRA3.549410-
DOCK_SCORE_INTRA4.065720-
DOCK_SCORE_INTRA2.941120-
DOCK_SCORE_INTRA6.577950-
DOCK_SCORE_INTRA_KCAL0.702475-
DOCK_SCORE_INTRA_KCAL0.847762-
DOCK_SCORE_INTRA_KCAL1.571117-
DOCK_SCORE_INTRA_KCAL0.971081-
DOCK_SCORE_INTRA_NORM0.098037-
DOCK_SCORE_INTRA_NORM0.135524-
DOCK_SCORE_INTRA_NORM0.118314-
DOCK_SCORE_INTRA_NORM0.219265-
DOCK_SCORE_KCAL-5.263354-
DOCK_SCORE_KCAL-3.887147-
DOCK_SCORE_KCAL-5.332285-
DOCK_SCORE_KCAL-5.668413-
DOCK_SCORE_NORM-0.542491-
DOCK_SCORE_NORM-0.744175-
DOCK_SCORE_NORM-0.734553-
DOCK_SCORE_NORM-0.791085-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR2.331000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.077700-
DOCK_SCORE_RESTR_NORM0.000000-
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_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_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H35N3O2+2-
DOCK_SOURCE_FORMULAC25H35N3O2+2-
DOCK_SOURCE_FORMULAC25H35N3O2+2-
DOCK_SOURCE_FORMULAC25H35N3O2+2-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP0.947400-
DOCK_SOURCE_LOGP0.947400-
DOCK_SOURCE_LOGP0.947400-
DOCK_SOURCE_LOGP0.947400-
DOCK_SOURCE_MW409.574000-
DOCK_SOURCE_MW409.574000-
DOCK_SOURCE_MW409.574000-
DOCK_SOURCE_MW409.574000-
DOCK_SOURCE_NAMEKB_chagas_165-
DOCK_SOURCE_NAMEKB_chagas_165-
DOCK_SOURCE_NAMEKB_chagas_165-
DOCK_SOURCE_NAMEKB_chagas_165-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA61.200000-
DOCK_SOURCE_TPSA61.200000-
DOCK_SOURCE_TPSA61.200000-
DOCK_SOURCE_TPSA61.200000-
DOCK_STRAIN_DELTA29.847994-
DOCK_STRAIN_DELTA28.924997-
DOCK_STRAIN_DELTA27.031787-
DOCK_STRAIN_DELTA19.080419-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT09-
DOCK_TARGETT06-
DOCK_TARGETT02-
EXACT_MASS409.27183020018Da
FORMULAC25H35N3O2+2-
HBA2-
HBD3-
LOGP0.9474000000000022-
MOL_WEIGHT409.57400000000024g/mol
QED_SCORE0.6376841913752992-
ROTATABLE_BONDS7-
TPSA61.2A^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
T02 T02 selection_import_t02 1
native pose available
 2.0054642458420897 -22.3252 17 0.81 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.4944176006224716 -16.2747 13 0.62 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.7733259661259693 -22.0366 14 0.67 - Best pose
T03 T03 selection_import_t03 1
native pose available
 3.2994360300193413 -23.7325 17 0.85 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
174 2.0054642458420897 -0.862488 -22.3252 5 20 17 0.81 0.00 0.20 0.40 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 28.9 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
157 2.4944176006224716 -0.755715 -16.2747 1 18 13 0.62 0.00 0.00 0.00 - no geometry warning; 15 clashes; 1 protein clash; moderate strain Δ 29.8 Open 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
143 2.7733259661259693 -0.953818 -22.0366 8 18 14 0.67 0.43 0.50 0.50 - no geometry warning; 15 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T03 — T03 1 poses · report selection_import_t03
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
167 3.2994360300193413 -0.889122 -23.7325 5 20 17 0.85 0.43 0.60 0.60 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 27.0 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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