FAIRMol

KB_chagas_115

ID 4115

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

SMILES: Cc1cccnc1C[NH+]1CCN(CCCOc2ccc(-c3ccc(C(N)=O)cc3)cc2)CC1

Formula: C27H33N4O2+ | MW: 445.5870000000001

LogP: 2.325520000000001 | TPSA: 72.89000000000001

HBA/HBD: 4/2 | RotB: 9

InChIKey: LOPOCRKZBKUVLV-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

Biphenyl H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Primary amine Tertiary amine Aryl ether Ether

Ring system

Benzene ×2 Pyridine Piperazine Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.667633-
DOCK_BASE_INTER_RANK-0.796668-
DOCK_BASE_INTER_RANK-0.591868-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK1.880600-
DOCK_FINAL_RANK3.356493-
DOCK_FINAL_RANK3.964690-
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:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS4691-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY4591-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER761-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.642999-
DOCK_MAX_CLASH_OVERLAP0.642981-
DOCK_MAX_CLASH_OVERLAP0.643028-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.856653-
DOCK_PRE_RANK3.325433-
DOCK_PRE_RANK3.932167-
DOCK_PRIMARY_POSE_ID8982-
DOCK_PRIMARY_POSE_ID9628-
DOCK_PRIMARY_POSE_ID13061-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ARG342;A:ASP243;A:ASP385;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASN208;B:GLU82;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ASN402;A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:SER470;A:THR397-
DOCK_SCAFFOLDc1ccc(-c2ccc(OCCCN3CC[NH+](Cc4ccccn4)CC3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc(OCCCN3CC[NH+](Cc4ccccn4)CC3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc(OCCCN3CC[NH+](Cc4ccccn4)CC3)cc2)cc1-
DOCK_SCORE-17.813200-
DOCK_SCORE-22.256800-
DOCK_SCORE-15.042400-
DOCK_SCORE_INTER-22.031900-
DOCK_SCORE_INTER-26.290100-
DOCK_SCORE_INTER-19.531700-
DOCK_SCORE_INTER_KCAL-5.262231-
DOCK_SCORE_INTER_KCAL-6.279285-
DOCK_SCORE_INTER_KCAL-4.665068-
DOCK_SCORE_INTER_NORM-0.667633-
DOCK_SCORE_INTER_NORM-0.796668-
DOCK_SCORE_INTER_NORM-0.591868-
DOCK_SCORE_INTRA4.218700-
DOCK_SCORE_INTRA4.033220-
DOCK_SCORE_INTRA4.489270-
DOCK_SCORE_INTRA_KCAL1.007620-
DOCK_SCORE_INTRA_KCAL0.963318-
DOCK_SCORE_INTRA_KCAL1.072244-
DOCK_SCORE_INTRA_NORM0.127840-
DOCK_SCORE_INTRA_NORM0.122219-
DOCK_SCORE_INTRA_NORM0.136038-
DOCK_SCORE_KCAL-4.254612-
DOCK_SCORE_KCAL-5.315948-
DOCK_SCORE_KCAL-3.592817-
DOCK_SCORE_NORM-0.539794-
DOCK_SCORE_NORM-0.674450-
DOCK_SCORE_NORM-0.455830-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC27H33N4O2+-
DOCK_SOURCE_FORMULAC27H33N4O2+-
DOCK_SOURCE_FORMULAC27H33N4O2+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP2.325520-
DOCK_SOURCE_LOGP2.325520-
DOCK_SOURCE_LOGP2.325520-
DOCK_SOURCE_MW445.587000-
DOCK_SOURCE_MW445.587000-
DOCK_SOURCE_MW445.587000-
DOCK_SOURCE_NAMEKB_chagas_115-
DOCK_SOURCE_NAMEKB_chagas_115-
DOCK_SOURCE_NAMEKB_chagas_115-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA72.890000-
DOCK_SOURCE_TPSA72.890000-
DOCK_SOURCE_TPSA72.890000-
DOCK_STRAIN_DELTA19.216670-
DOCK_STRAIN_DELTA24.244297-
DOCK_STRAIN_DELTA25.177863-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT15-
DOCK_TARGETT20-
EXACT_MASS445.25980271609006Da
FORMULAC27H33N4O2+-
HBA4-
HBD2-
LOGP2.325520000000001-
MOL_WEIGHT445.5870000000001g/mol
QED_SCORE0.49608874633283484-
ROTATABLE_BONDS9-
TPSA72.89000000000001A^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
 1.8806002512686402 -17.8132 11 0.73 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.356493477450131 -22.2568 10 0.77 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.964689923326005 -15.0424 7 0.88 - 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
174 1.8806002512686402 -0.667633 -17.8132 7 15 11 0.73 0.00 0.20 0.20 - no geometry warning; 15 clashes; 5 protein contact clashes Open pose
T15 — T15 1 poses · report selection_import_t15
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
142 3.356493477450131 -0.796668 -22.2568 4 18 10 0.77 - - - - no geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 24.2 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
182 3.964689923326005 -0.591868 -15.0424 6 11 7 0.88 0.00 0.00 0.00 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 25.2 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…