FAIRMol

Z56838410

ID 2071

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

SMILES: O=C(CCCN1C(=O)/C(=C/c2cccs2)SC1=S)Nc1ccc(O)cc1

Formula: C18H16N2O3S3 | MW: 404.538

LogP: 4.073800000000003 | TPSA: 69.64

HBA/HBD: 6/2 | RotB: 6

InChIKey: PWJJIPLEGRVLQL-PTNGSMBKSA-N

Recognized patterns

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

Bio motif

Acrylamide Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×2 H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Secondary amine Phenol Tertiary amine Lactam Sulfide Enone Dithiocarbamate Thioamide Alkene

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.122560-
DOCK_BASE_INTER_RANK-0.988078-
DOCK_BASE_INTER_RANK-0.885262-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK1.651475-
DOCK_FINAL_RANK-0.187408-
DOCK_FINAL_RANK1.948116-
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:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL3361-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.612379-
DOCK_MAX_CLASH_OVERLAP0.612354-
DOCK_MAX_CLASH_OVERLAP0.612373-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.632160-
DOCK_PRE_RANK-0.215048-
DOCK_PRE_RANK1.914135-
DOCK_PRIMARY_POSE_ID3323-
DOCK_PRIMARY_POSE_ID3999-
DOCK_PRIMARY_POSE_ID9425-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO115;A:TYR114;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ARG50;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LEU339;A:LYS51;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL336-
DOCK_SCAFFOLDO=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1-
DOCK_SCORE-24.746400-
DOCK_SCORE-24.402200-
DOCK_SCORE-21.572500-
DOCK_SCORE_INTER-29.186500-
DOCK_SCORE_INTER-25.690000-
DOCK_SCORE_INTER-23.016800-
DOCK_SCORE_INTER_KCAL-6.971079-
DOCK_SCORE_INTER_KCAL-6.135954-
DOCK_SCORE_INTER_KCAL-5.497471-
DOCK_SCORE_INTER_NORM-1.122560-
DOCK_SCORE_INTER_NORM-0.988078-
DOCK_SCORE_INTER_NORM-0.885262-
DOCK_SCORE_INTRA4.440070-
DOCK_SCORE_INTRA1.287880-
DOCK_SCORE_INTRA1.444320-
DOCK_SCORE_INTRA_KCAL1.060493-
DOCK_SCORE_INTRA_KCAL0.307605-
DOCK_SCORE_INTRA_KCAL0.344970-
DOCK_SCORE_INTRA_NORM0.170772-
DOCK_SCORE_INTRA_NORM0.049534-
DOCK_SCORE_INTRA_NORM0.055551-
DOCK_SCORE_KCAL-5.910579-
DOCK_SCORE_KCAL-5.828368-
DOCK_SCORE_KCAL-5.152505-
DOCK_SCORE_NORM-0.951785-
DOCK_SCORE_NORM-0.938544-
DOCK_SCORE_NORM-0.829712-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H16N2O3S3-
DOCK_SOURCE_FORMULAC18H16N2O3S3-
DOCK_SOURCE_FORMULAC18H16N2O3S3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP4.073800-
DOCK_SOURCE_LOGP4.073800-
DOCK_SOURCE_LOGP4.073800-
DOCK_SOURCE_MW404.538000-
DOCK_SOURCE_MW404.538000-
DOCK_SOURCE_MW404.538000-
DOCK_SOURCE_NAMEZ56838410-
DOCK_SOURCE_NAMEZ56838410-
DOCK_SOURCE_NAMEZ56838410-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA69.640000-
DOCK_SOURCE_TPSA69.640000-
DOCK_SOURCE_TPSA69.640000-
DOCK_STRAIN_DELTA15.323304-
DOCK_STRAIN_DELTA21.939692-
DOCK_STRAIN_DELTA26.081669-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT06-
DOCK_TARGETT14-
EXACT_MASS404.032305372Da
FORMULAC18H16N2O3S3-
HBA6-
HBD2-
LOGP4.073800000000003-
MOL_WEIGHT404.538g/mol
QED_SCORE0.4314119235751442-
ROTATABLE_BONDS6-
TPSA69.64A^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
T06 T06 selection_import_t06 1
native pose available
 -0.18740807024469855 -24.4022 16 0.76 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.6514746782569736 -24.7464 12 0.71 - Best pose
T14 T14 selection_import_t14 1
native pose available
 1.948115621628624 -21.5725 8 0.53 - Best pose
T06 — T06 1 poses · report selection_import_t06
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 -0.18740807024469855 -0.988078 -24.4022 1 19 16 0.76 0.00 0.00 0.00 - no geometry warning; 7 clashes; moderate strain Δ 21.9 Open pose
T05 — T05 1 poses · report selection_import_t05
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 1.6514746782569736 -1.12256 -24.7464 5 15 12 0.71 0.14 0.33 0.40 - no geometry warning; 4 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T14 — T14 1 poses · report selection_import_t14
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
617 1.948115621628624 -0.885262 -21.5725 8 14 8 0.53 0.00 0.20 0.40 - no geometry warning; 5 clashes; 1 protein clash; moderate strain Δ 26.1 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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