FAIRMol

Z19455379

ID 2584

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

SMILES: C/C(N)=C(\C#N)C(=O)CSc1nnc(-c2ccc3c(c2)OCO3)o1

Formula: C15H12N4O4S | MW: 344.35200000000015

LogP: 1.8827800000000001 | TPSA: 124.26

HBA/HBD: 9/1 | RotB: 5

InChIKey: PDGOQJHRISOWIS-NTMALXAHSA-N

Recognized patterns

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

Bio motif

Catechol Michael acceptor Aza-Michael acceptor H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic Ionizable base Michael acceptor (extended)

Functional group

Carbonyl Ketone Primary amine Nitrile Aryl ether ×2 Sulfide Enone Ether ×2 Alkene Acetal

Ring system

Benzene Benzodioxole Oxadiazole 1,3,4-Oxadiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.012340-
DOCK_BASE_INTER_RANK-1.196540-
DOCK_BASE_INTER_RANK-1.302430-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.839434-
DOCK_FINAL_RANK2.854416-
DOCK_FINAL_RANK3.274191-
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:ALA151-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641224-
DOCK_MAX_CLASH_OVERLAP0.641206-
DOCK_MAX_CLASH_OVERLAP0.641223-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.819375-
DOCK_PRE_RANK2.831855-
DOCK_PRE_RANK3.254232-
DOCK_PRIMARY_POSE_ID3772-
DOCK_PRIMARY_POSE_ID6474-
DOCK_PRIMARY_POSE_ID14638-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS26;A:PHE38;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDc1nnc(-c2ccc3c(c2)OCO3)o1-
DOCK_SCAFFOLDc1nnc(-c2ccc3c(c2)OCO3)o1-
DOCK_SCAFFOLDc1nnc(-c2ccc3c(c2)OCO3)o1-
DOCK_SCORE-20.221300-
DOCK_SCORE-26.292300-
DOCK_SCORE-26.838900-
DOCK_SCORE_INTER-24.296200-
DOCK_SCORE_INTER-28.717000-
DOCK_SCORE_INTER-31.258400-
DOCK_SCORE_INTER_KCAL-5.803050-
DOCK_SCORE_INTER_KCAL-6.858941-
DOCK_SCORE_INTER_KCAL-7.465944-
DOCK_SCORE_INTER_NORM-1.012340-
DOCK_SCORE_INTER_NORM-1.196540-
DOCK_SCORE_INTER_NORM-1.302430-
DOCK_SCORE_INTRA4.074940-
DOCK_SCORE_INTRA2.424700-
DOCK_SCORE_INTRA4.419440-
DOCK_SCORE_INTRA_KCAL0.973283-
DOCK_SCORE_INTRA_KCAL0.579130-
DOCK_SCORE_INTRA_KCAL1.055566-
DOCK_SCORE_INTRA_NORM0.169789-
DOCK_SCORE_INTRA_NORM0.101029-
DOCK_SCORE_INTRA_NORM0.184143-
DOCK_SCORE_KCAL-4.829777-
DOCK_SCORE_KCAL-6.279811-
DOCK_SCORE_KCAL-6.410364-
DOCK_SCORE_NORM-0.842552-
DOCK_SCORE_NORM-1.095510-
DOCK_SCORE_NORM-1.118290-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H12N4O4S-
DOCK_SOURCE_FORMULAC15H12N4O4S-
DOCK_SOURCE_FORMULAC15H12N4O4S-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP1.882780-
DOCK_SOURCE_LOGP1.882780-
DOCK_SOURCE_LOGP1.882780-
DOCK_SOURCE_MW344.352000-
DOCK_SOURCE_MW344.352000-
DOCK_SOURCE_MW344.352000-
DOCK_SOURCE_NAMEZ19455379-
DOCK_SOURCE_NAMEZ19455379-
DOCK_SOURCE_NAMEZ19455379-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA124.260000-
DOCK_SOURCE_TPSA124.260000-
DOCK_SOURCE_TPSA124.260000-
DOCK_STRAIN_DELTA15.993775-
DOCK_STRAIN_DELTA18.115802-
DOCK_STRAIN_DELTA15.905226-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT10-
DOCK_TARGETT22-
EXACT_MASS344.0579258639999Da
FORMULAC15H12N4O4S-
HBA9-
HBD1-
LOGP1.8827800000000001-
MOL_WEIGHT344.35200000000015g/mol
QED_SCORE0.49139595383164836-
ROTATABLE_BONDS5-
TPSA124.26A^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
 1.839433879338239 -20.2213 16 0.76 - Best pose
T10 T10 selection_import_t10 1
native pose available
 2.854415706722772 -26.2923 13 0.76 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.2741913472875535 -26.8389 14 0.67 - 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
386 1.839433879338239 -1.01234 -20.2213 5 18 16 0.76 0.20 0.25 0.50 - no geometry warning; 5 clashes; 1 protein clash Open pose
T10 — T10 1 poses · report selection_import_t10
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
378 2.854415706722772 -1.19654 -26.2923 15 14 13 0.76 0.62 0.55 0.64 - no geometry warning; 4 clashes; 2 protein clashes Open pose
T22 — T22 1 poses · report selection_import_t22
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
400 3.2741913472875535 -1.30243 -26.8389 11 18 14 0.67 0.40 0.45 0.55 - no geometry warning; 4 clashes; 3 protein clashes 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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