FAIRMol

OHD_Leishmania_435

ID 685

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

SMILES: O=C(CCCc1c[nH]c2ccccc12)Nc1nc2ccccc2c2ccccc12

Formula: C25H21N3O | MW: 379.46300000000014

LogP: 5.830700000000005 | TPSA: 57.78

HBA/HBD: 2/2 | RotB: 5

InChIKey: STIYRYTUDBLXMK-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene ×3 Indole Pyridine Quinoline Isoquinoline Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.904109-
DOCK_BASE_INTER_RANK-1.157420-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.423178-
DOCK_FINAL_RANK0.596608-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE4381-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:VAL3621-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.634623-
DOCK_MAX_CLASH_OVERLAP0.634675-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.410837-
DOCK_PRE_RANK0.583430-
DOCK_PRIMARY_POSE_ID706-
DOCK_PRIMARY_POSE_ID12215-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO435;C:SER178;C:SER364;C:THR335;C:VAL362-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(CCCc1c[nH]c2ccccc12)Nc1nc2ccccc2c2ccccc12-
DOCK_SCAFFOLDO=C(CCCc1c[nH]c2ccccc12)Nc1nc2ccccc2c2ccccc12-
DOCK_SCORE-27.172800-
DOCK_SCORE-30.815600-
DOCK_SCORE_INTER-26.219200-
DOCK_SCORE_INTER-33.565100-
DOCK_SCORE_INTER_KCAL-6.262351-
DOCK_SCORE_INTER_KCAL-8.016890-
DOCK_SCORE_INTER_NORM-1.157420-
DOCK_SCORE_INTER_NORM-0.904109-
DOCK_SCORE_INTRA2.749470-
DOCK_SCORE_INTRA-0.953670-
DOCK_SCORE_INTRA_KCAL-0.227780-
DOCK_SCORE_INTRA_KCAL0.656700-
DOCK_SCORE_INTRA_NORM0.094809-
DOCK_SCORE_INTRA_NORM-0.032885-
DOCK_SCORE_KCAL-7.360183-
DOCK_SCORE_KCAL-6.490115-
DOCK_SCORE_NORM-1.062610-
DOCK_SCORE_NORM-0.936995-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H21N3O-
DOCK_SOURCE_FORMULAC25H21N3O-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP5.830700-
DOCK_SOURCE_LOGP5.830700-
DOCK_SOURCE_MW379.463000-
DOCK_SOURCE_MW379.463000-
DOCK_SOURCE_NAMEOHD_Leishmania_435-
DOCK_SOURCE_NAMEOHD_Leishmania_435-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA57.780000-
DOCK_SOURCE_TPSA57.780000-
DOCK_STRAIN_DELTA7.751739-
DOCK_STRAIN_DELTA8.824986-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT19-
DOCK_TARGETT02-
EXACT_MASS379.168462292Da
FORMULAC25H21N3O-
HBA2-
HBD2-
LOGP5.830700000000005-
MOL_WEIGHT379.46300000000014g/mol
QED_SCORE0.37746072234749667-
ROTATABLE_BONDS5-
TPSA57.78A^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
 0.596607684435159 -27.1728 18 0.86 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.4231783628397414 -30.8156 9 0.33 - 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
28 0.596607684435159 -0.904109 -27.1728 2 18 18 0.86 0.20 0.20 0.20 - no geometry warning; 14 clashes 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
14 2.4231783628397414 -1.15742 -30.8156 6 20 9 0.33 0.08 0.20 0.25 - no geometry warning; 15 clashes; 1 protein clash 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…