FAIRMol

Z56958950

ID 3210

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

SMILES: COc1ccc(NC(=O)CN2C(=O)/C(=C3/SC(=S)N([C@@H]4CCS(=O)(=O)C4)C3=O)c3ccccc32)cc1

Formula: C24H21N3O6S3 | MW: 543.6480000000003

LogP: 2.439000000000001 | TPSA: 113.08999999999999

HBA/HBD: 8/1 | RotB: 5

InChIKey: BHGGNGNGWWGHHE-WGLILOHCSA-N

Recognized patterns

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

Bio motif

Peptide backbone Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×4 H-bond acceptor N ×2 H-bond acceptor O ×6 H-bond donor Gatekeeper aromatic ×2 Michael acceptor (extended) ×2 Metal chelator ×3 Retro-amide P-gp efflux flag ×2

Functional group

Carbonyl ×3 Amide ×3 Secondary amine Tertiary amine ×2 Lactam ×2 Sulfone Aryl ether Sulfide Enone ×2 Dithiocarbamate Ether Thioamide Alkene

Ring system

Benzene ×2 Thiolane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.775488-
DOCK_BASE_INTER_RANK-0.536855-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK1.318203-
DOCK_FINAL_RANK3.850079-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.632423-
DOCK_MAX_CLASH_OVERLAP0.632418-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.255356-
DOCK_PRE_RANK3.757943-
DOCK_PRIMARY_POSE_ID5840-
DOCK_PRIMARY_POSE_ID13299-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCORE-27.866600-
DOCK_SCORE-13.556300-
DOCK_SCORE_INTER-27.917600-
DOCK_SCORE_INTER-19.326800-
DOCK_SCORE_INTER_KCAL-6.668007-
DOCK_SCORE_INTER_KCAL-4.616129-
DOCK_SCORE_INTER_NORM-0.775488-
DOCK_SCORE_INTER_NORM-0.536855-
DOCK_SCORE_INTRA0.050931-
DOCK_SCORE_INTRA5.225500-
DOCK_SCORE_INTRA_KCAL0.012165-
DOCK_SCORE_INTRA_KCAL1.248090-
DOCK_SCORE_INTRA_NORM0.001415-
DOCK_SCORE_INTRA_NORM0.145153-
DOCK_SCORE_KCAL-6.655826-
DOCK_SCORE_KCAL-3.237868-
DOCK_SCORE_NORM-0.774073-
DOCK_SCORE_NORM-0.376565-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.544956-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.015138-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H21N3O6S3-
DOCK_SOURCE_FORMULAC24H21N3O6S3-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP2.439000-
DOCK_SOURCE_LOGP2.439000-
DOCK_SOURCE_MW543.648000-
DOCK_SOURCE_MW543.648000-
DOCK_SOURCE_NAMEZ56958950-
DOCK_SOURCE_NAMEZ56958950-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA113.090000-
DOCK_SOURCE_TPSA113.090000-
DOCK_STRAIN_DELTA40.735322-
DOCK_STRAIN_DELTA52.773464-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT20-
EXACT_MASS543.0592483919999Da
FORMULAC24H21N3O6S3-
HBA8-
HBD1-
LOGP2.439000000000001-
MOL_WEIGHT543.6480000000003g/mol
QED_SCORE0.4521264537666606-
ROTATABLE_BONDS5-
TPSA113.08999999999999A^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
T09 T09 selection_import_t09 1
native pose available
 1.3182029914624132 -27.8666 20 0.95 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.8500785030382882 -13.5563 6 0.75 - Best 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
422 1.3182029914624132 -0.775488 -27.8666 4 21 20 0.95 0.29 0.33 0.33 - no geometry warning; 9 clashes; 6 protein contact clashes; high strain Δ 40.7 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
420 3.8500785030382882 -0.536855 -13.5563 6 11 6 0.75 0.00 0.00 0.00 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 52.8 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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