FAIRMol

Z56958949

ID 3328

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

SMILES: O=C(CN1C(=O)/C(=C2/SC(=S)N([C@H]3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1

Formula: C23H19N3O5S3 | MW: 513.6220000000003

LogP: 2.4304000000000006 | TPSA: 103.85999999999999

HBA/HBD: 7/1 | RotB: 4

InChIKey: GVMLZOXOXMBDNT-CVTQAYBASA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Metal chelator 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 ×5 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 Sulfide Enone ×2 Dithiocarbamate Thioamide Alkene

Ring system

Benzene ×2 Thiolane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.893982-
DOCK_BASE_INTER_RANK-0.745467-
DOCK_BASE_INTER_RANK-0.689074-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK3.141503-
DOCK_FINAL_RANK2.370527-
DOCK_FINAL_RANK1.867956-
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:ALA2091-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:GLY661-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER861-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR691-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER861-
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_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.632373-
DOCK_MAX_CLASH_OVERLAP0.632276-
DOCK_MAX_CLASH_OVERLAP0.632229-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.091534-
DOCK_PRE_RANK2.334715-
DOCK_PRE_RANK1.822627-
DOCK_PRIMARY_POSE_ID6031-
DOCK_PRIMARY_POSE_ID10125-
DOCK_PRIMARY_POSE_ID10786-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t16-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA67;A:ALA90;A:GLY66;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TYR210;A:TYR69;A:VAL88-
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_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCORE-29.412000-
DOCK_SCORE-24.479300-
DOCK_SCORE-23.517200-
DOCK_SCORE_INTER-30.395400-
DOCK_SCORE_INTER-25.345900-
DOCK_SCORE_INTER-23.428500-
DOCK_SCORE_INTER_KCAL-7.259820-
DOCK_SCORE_INTER_KCAL-6.053767-
DOCK_SCORE_INTER_KCAL-5.595804-
DOCK_SCORE_INTER_NORM-0.893982-
DOCK_SCORE_INTER_NORM-0.745467-
DOCK_SCORE_INTER_NORM-0.689074-
DOCK_SCORE_INTRA0.983431-
DOCK_SCORE_INTRA0.866571-
DOCK_SCORE_INTRA-0.088688-
DOCK_SCORE_INTRA_KCAL0.234889-
DOCK_SCORE_INTRA_KCAL0.206977-
DOCK_SCORE_INTRA_KCAL-0.021183-
DOCK_SCORE_INTRA_NORM0.028924-
DOCK_SCORE_INTRA_NORM0.025487-
DOCK_SCORE_INTRA_NORM-0.002608-
DOCK_SCORE_KCAL-7.024939-
DOCK_SCORE_KCAL-5.846783-
DOCK_SCORE_KCAL-5.616989-
DOCK_SCORE_NORM-0.865058-
DOCK_SCORE_NORM-0.719980-
DOCK_SCORE_NORM-0.691682-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA103.860000-
DOCK_SOURCE_TPSA103.860000-
DOCK_SOURCE_TPSA103.860000-
DOCK_STRAIN_DELTA34.758861-
DOCK_STRAIN_DELTA27.182797-
DOCK_STRAIN_DELTA32.424804-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT15-
DOCK_TARGETT16-
EXACT_MASS513.0486837079999Da
FORMULAC23H19N3O5S3-
HBA7-
HBD1-
LOGP2.4304000000000006-
MOL_WEIGHT513.6220000000003g/mol
QED_SCORE0.4947175387590271-
ROTATABLE_BONDS4-
TPSA103.85999999999999A^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
T16 T16 selection_import_t16 1
native pose available
 1.8679556384499576 -23.5172 8 0.67 - Best pose
T15 T15 selection_import_t15 1
native pose available
 2.3705265978021854 -24.4793 12 0.92 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.1415033704732194 -29.412 17 0.81 - Best pose
T16 — T16 1 poses · report selection_import_t16
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
621 1.8679556384499576 -0.689074 -23.5172 1 15 8 0.67 - - - - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 32.4 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
639 2.3705265978021854 -0.745467 -24.4793 4 14 12 0.92 - - - - no geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 27.2 Open 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
613 3.1415033704732194 -0.893982 -29.412 3 17 17 0.81 0.43 0.33 0.33 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 34.8 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…