FAIRMol

OHD_Leishmania_372

ID 3070

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

SMILES: O=C1N=C(Nc2cnc3ccccc3c2)S/C1=C\c1cccc2c1CN=C2

Formula: C21H14N4OS | MW: 370.43700000000007

LogP: 4.2497000000000025 | TPSA: 66.71000000000001

HBA/HBD: 5/1 | RotB: 2

InChIKey: QCMMGBGECZURNP-OCKHKDLRSA-N

Recognized patterns

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

Bio motif

Michael acceptor Chalcone H-bond acceptor N ×3 H-bond acceptor O H-bond donor Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator ×2

Functional group

Carbonyl Secondary amine Amidine Sulfide Enone Imine ×2 Alkene

Ring system

Benzene ×2 Pyridine Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.044790-
DOCK_BASE_INTER_RANK-1.278580-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK1.323192-
DOCK_FINAL_RANK3.105822-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER371-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2111-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET781-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.644421-
DOCK_MAX_CLASH_OVERLAP0.644466-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.090677-
DOCK_PRE_RANK1.305385-
DOCK_PRIMARY_POSE_ID4773-
DOCK_PRIMARY_POSE_ID7475-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:NAP301;A:PHE97;A:PRO210;A:SER37;A:SER95;A:TYR174;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_SCAFFOLDO=C1N=C(Nc2cnc3ccccc3c2)SC1=Cc1cccc2c1CN=C2-
DOCK_SCAFFOLDO=C1N=C(Nc2cnc3ccccc3c2)SC1=Cc1cccc2c1CN=C2-
DOCK_SCORE-31.082800-
DOCK_SCORE-27.579100-
DOCK_SCORE_INTER-34.521500-
DOCK_SCORE_INTER-28.209400-
DOCK_SCORE_INTER_KCAL-6.737702-
DOCK_SCORE_INTER_KCAL-8.245322-
DOCK_SCORE_INTER_NORM-1.278580-
DOCK_SCORE_INTER_NORM-1.044790-
DOCK_SCORE_INTRA0.630367-
DOCK_SCORE_INTRA3.334040-
DOCK_SCORE_INTRA_KCAL0.796322-
DOCK_SCORE_INTRA_KCAL0.150561-
DOCK_SCORE_INTRA_NORM0.023347-
DOCK_SCORE_INTRA_NORM0.123483-
DOCK_SCORE_KCAL-7.424002-
DOCK_SCORE_KCAL-6.587158-
DOCK_SCORE_NORM-1.151210-
DOCK_SCORE_NORM-1.021450-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.104733-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.003879-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H14N4OS-
DOCK_SOURCE_FORMULAC21H14N4OS-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP4.249700-
DOCK_SOURCE_LOGP4.249700-
DOCK_SOURCE_MW370.437000-
DOCK_SOURCE_MW370.437000-
DOCK_SOURCE_NAMEOHD_Leishmania_372-
DOCK_SOURCE_NAMEOHD_Leishmania_372-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA66.710000-
DOCK_SOURCE_TPSA66.710000-
DOCK_STRAIN_DELTA13.901867-
DOCK_STRAIN_DELTA11.137064-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT12-
EXACT_MASS370.088832068Da
FORMULAC21H14N4OS-
HBA5-
HBD1-
LOGP4.2497000000000025-
MOL_WEIGHT370.43700000000007g/mol
QED_SCORE0.6850149980007476-
ROTATABLE_BONDS2-
TPSA66.71000000000001A^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
T08 T08 selection_import_t08 1
native pose available
 1.3231923878011407 -31.0828 10 0.53 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.105822353367864 -27.5791 16 1.00 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
32 1.3231923878011407 -1.27858 -31.0828 7 14 10 0.53 0.17 0.20 0.20 - no geometry warning; 10 clashes; 9 protein contact clashes; 2 cofactor-context clashes Open pose
T12 — T12 1 poses · report selection_import_t12
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
23 3.105822353367864 -1.04479 -27.5791 10 18 16 1.00 0.50 0.50 0.70 - no geometry warning; 10 clashes; 1 protein clash 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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