FAIRMol

Z56882059

ID 1208

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

SMILES: Cc1ccc(-c2csc3nnc(SCC(=O)Nc4ccc5c(c4)OCO5)n23)cc1

Formula: C20H16N4O3S2 | MW: 424.50700000000023

LogP: 4.225720000000003 | TPSA: 77.75000000000001

HBA/HBD: 7/1 | RotB: 5

InChIKey: XYXNYQAJSYUYNZ-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Aryl ether ×2 Sulfide Ether ×2 Acetal

Ring system

Benzene ×2 Thiazole Benzodioxole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.193230-
DOCK_BASE_INTER_RANK-1.084060-
DOCK_BASE_INTER_RANK-1.001010-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.906260-
DOCK_FINAL_RANK2.453396-
DOCK_FINAL_RANK2.846732-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE4381-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.640106-
DOCK_MAX_CLASH_OVERLAP0.640159-
DOCK_MAX_CLASH_OVERLAP0.640118-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.804588-
DOCK_PRE_RANK1.871643-
DOCK_PRE_RANK2.426263-
DOCK_PRIMARY_POSE_ID14912-
DOCK_PRIMARY_POSE_ID2011-
DOCK_PRIMARY_POSE_ID12866-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t03-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER364;C:THR335;C:THR51-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:SER86;A:THR180;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_SCAFFOLDO=C(CSc1nnc2scc(-c3ccccc3)n12)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc2scc(-c3ccccc3)n12)Nc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc2scc(-c3ccccc3)n12)Nc1ccc2c(c1)OCO2-
DOCK_SCORE-36.139800-
DOCK_SCORE-32.287500-
DOCK_SCORE-27.630500-
DOCK_SCORE_INTER-31.437800-
DOCK_SCORE_INTER-29.029200-
DOCK_SCORE_INTER-34.603500-
DOCK_SCORE_INTER_KCAL-7.508793-
DOCK_SCORE_INTER_KCAL-6.933508-
DOCK_SCORE_INTER_KCAL-8.264908-
DOCK_SCORE_INTER_NORM-1.001010-
DOCK_SCORE_INTER_NORM-1.193230-
DOCK_SCORE_INTER_NORM-1.084060-
DOCK_SCORE_INTRA-1.536280-
DOCK_SCORE_INTRA-0.849755-
DOCK_SCORE_INTRA1.398660-
DOCK_SCORE_INTRA_KCAL-0.366934-
DOCK_SCORE_INTRA_KCAL0.334064-
DOCK_SCORE_INTRA_KCAL-0.202961-
DOCK_SCORE_INTRA_NORM0.048230-
DOCK_SCORE_INTRA_NORM-0.029302-
DOCK_SCORE_INTRA_NORM-0.052975-
DOCK_SCORE_KCAL-8.631847-
DOCK_SCORE_KCAL-6.599434-
DOCK_SCORE_KCAL-7.711740-
DOCK_SCORE_NORM-1.113360-
DOCK_SCORE_NORM-0.952776-
DOCK_SCORE_NORM-1.246200-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H16N4O3S2-
DOCK_SOURCE_FORMULAC20H16N4O3S2-
DOCK_SOURCE_FORMULAC20H16N4O3S2-
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_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP4.225720-
DOCK_SOURCE_LOGP4.225720-
DOCK_SOURCE_LOGP4.225720-
DOCK_SOURCE_MW424.507000-
DOCK_SOURCE_MW424.507000-
DOCK_SOURCE_MW424.507000-
DOCK_SOURCE_NAMEZ56882059-
DOCK_SOURCE_NAMEZ56882059-
DOCK_SOURCE_NAMEZ56882059-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA77.750000-
DOCK_SOURCE_TPSA77.750000-
DOCK_SOURCE_TPSA77.750000-
DOCK_STRAIN_DELTA21.581761-
DOCK_STRAIN_DELTA30.747966-
DOCK_STRAIN_DELTA26.468580-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT19-
DOCK_TARGETT22-
DOCK_TARGETT03-
EXACT_MASS424.06638237199996Da
FORMULAC20H16N4O3S2-
HBA7-
HBD1-
LOGP4.225720000000003-
MOL_WEIGHT424.50700000000023g/mol
QED_SCORE0.48338008447782227-
ROTATABLE_BONDS5-
TPSA77.75000000000001A^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
T03 T03 selection_import_t03 1
native pose available
 1.9062599399300453 -27.6305 18 0.90 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.4533961909349182 -36.1398 20 0.95 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.846732117222948 -32.2875 8 0.30 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
656 1.9062599399300453 -1.00101 -27.6305 4 19 18 0.90 0.14 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 26.5 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
674 2.4533961909349182 -1.19323 -36.1398 8 20 20 0.95 0.40 0.55 0.55 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 21.6 Open pose
T19 — T19 1 poses · report selection_import_t19
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
665 2.846732117222948 -1.08406 -32.2875 7 21 8 0.30 0.08 0.20 0.25 - no geometry warning; 10 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 30.7 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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