FAIRMol

OHD_Leishmania_372

ID 349

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

SMILES: O=C1N=C(Nc2cnc3ccccc3c2)S/C1=C\c1cccc2c1C[NH+]=C2

Formula: C21H15N4OS+ | MW: 371.44500000000005

LogP: 2.3303000000000003 | TPSA: 68.32

HBA/HBD: 4/2 | RotB: 2

InChIKey: QCMMGBGECZURNP-OCKHKDLRSA-O

Recognized patterns

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

Bio motif

Michael acceptor Chalcone H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2 Michael acceptor (extended) Metal chelator ×2

Functional group

Carbonyl Secondary amine Amidine Sulfide Enone Imine Alkene

Ring system

Benzene ×2 Pyridine Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.988293-
DOCK_BASE_INTER_RANK-0.970818-
DOCK_BASE_INTER_RANK-0.927348-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID4-
DOCK_FINAL_RANK2.107345-
DOCK_FINAL_RANK2.631051-
DOCK_FINAL_RANK0.886042-
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:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.644525-
DOCK_MAX_CLASH_OVERLAP0.663620-
DOCK_MAX_CLASH_OVERLAP0.644513-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.089978-
DOCK_PRE_RANK2.612991-
DOCK_PRE_RANK0.863464-
DOCK_PRIMARY_POSE_ID29-
DOCK_PRIMARY_POSE_ID702-
DOCK_PRIMARY_POSE_ID2054-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t04-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_SCAFFOLDO=C1N=C(Nc2cnc3ccccc3c2)SC1=Cc1cccc2c1C[NH+]=C2-
DOCK_SCAFFOLDO=C1N=C(Nc2cnc3ccccc3c2)SC1=Cc1cccc2c1C[NH+]=C2-
DOCK_SCAFFOLDO=C1N=C(Nc2cnc3ccccc3c2)SC1=Cc1cccc2c1C[NH+]=C2-
DOCK_SCORE-24.987300-
DOCK_SCORE-24.873800-
DOCK_SCORE-20.314100-
DOCK_SCORE_INTER-26.683900-
DOCK_SCORE_INTER-26.212100-
DOCK_SCORE_INTER-25.038400-
DOCK_SCORE_INTER_KCAL-6.373343-
DOCK_SCORE_INTER_KCAL-6.260655-
DOCK_SCORE_INTER_KCAL-5.980322-
DOCK_SCORE_INTER_NORM-0.988293-
DOCK_SCORE_INTER_NORM-0.970818-
DOCK_SCORE_INTER_NORM-0.927348-
DOCK_SCORE_INTRA1.696570-
DOCK_SCORE_INTRA1.338310-
DOCK_SCORE_INTRA4.724250-
DOCK_SCORE_INTRA_KCAL0.405219-
DOCK_SCORE_INTRA_KCAL0.319650-
DOCK_SCORE_INTRA_KCAL1.128368-
DOCK_SCORE_INTRA_NORM0.062836-
DOCK_SCORE_INTRA_NORM0.049567-
DOCK_SCORE_INTRA_NORM0.174972-
DOCK_SCORE_KCAL-5.968117-
DOCK_SCORE_KCAL-5.941008-
DOCK_SCORE_KCAL-4.851942-
DOCK_SCORE_NORM-0.925457-
DOCK_SCORE_NORM-0.921251-
DOCK_SCORE_NORM-0.752376-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H15N4OS+-
DOCK_SOURCE_FORMULAC21H15N4OS+-
DOCK_SOURCE_FORMULAC21H15N4OS+-
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_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP2.330300-
DOCK_SOURCE_LOGP2.330300-
DOCK_SOURCE_LOGP2.330300-
DOCK_SOURCE_MW371.445000-
DOCK_SOURCE_MW371.445000-
DOCK_SOURCE_MW371.445000-
DOCK_SOURCE_NAMEOHD_Leishmania_372-
DOCK_SOURCE_NAMEOHD_Leishmania_372-
DOCK_SOURCE_NAMEOHD_Leishmania_372-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA68.320000-
DOCK_SOURCE_TPSA68.320000-
DOCK_SOURCE_TPSA68.320000-
DOCK_STRAIN_DELTA13.468182-
DOCK_STRAIN_DELTA14.147561-
DOCK_STRAIN_DELTA18.129318-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT04-
EXACT_MASS371.09610852009007Da
FORMULAC21H15N4OS+-
HBA4-
HBD2-
LOGP2.3303000000000003-
MOL_WEIGHT371.44500000000005g/mol
QED_SCORE0.6787232492885337-
ROTATABLE_BONDS2-
TPSA68.32A^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
T04 T04 selection_import_t04 1
native pose available
 0.8860417701856372 -20.3141 13 0.68 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.1073447923913666 -24.9873 10 0.48 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.631051483315181 -24.8738 10 0.48 - Best pose
T04 — T04 1 poses · report selection_import_t04
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
21 0.8860417701856372 -0.927348 -20.3141 3 13 13 0.68 0.17 0.20 0.20 - no geometry warning; 10 clashes; 4 protein contact clashes Open pose
T01 — T01 1 poses · report selection_import_t01
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
29 2.1073447923913666 -0.988293 -24.9873 6 14 10 0.48 0.00 0.00 0.00 - no geometry warning; 9 clashes; 1 protein clash; 2 cofactor-context clashes Open 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
24 2.631051483315181 -0.970818 -24.8738 4 14 10 0.48 0.00 0.20 0.20 - no geometry warning; 10 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…