FAIRMol

Z56905026

ID 3120

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

SMILES: COCC/[NH+]=c1\scc(-c2ccco2)n1/N=C/c1ccc(O)c(O)c1O

Formula: C17H18N3O5S+ | MW: 376.4140000000002

LogP: 0.4362999999999995 | TPSA: 114.32000000000002

HBA/HBD: 7/4 | RotB: 6

InChIKey: TVUAJMUUHUHLEM-PZFQXLDKSA-O

Recognized patterns

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

Bio motif

Catechol ×2 Resorcinol H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic Ionizable base

Functional group

Phenol ×3 Imine Ether

Ring system

Benzene Furan Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.234350-
DOCK_BASE_INTER_RANK-0.945675-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK2.583306-
DOCK_FINAL_RANK2.101366-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:THR1141-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.646085-
DOCK_MAX_CLASH_OVERLAP0.606831-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.478216-
DOCK_PRE_RANK2.042624-
DOCK_PRIMARY_POSE_ID14127-
DOCK_PRIMARY_POSE_ID5285-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:THR114;B:TYR46-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2ccco2)n1N=Cc1ccccc1-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2ccco2)n1N=Cc1ccccc1-
DOCK_SCORE-15.004100-
DOCK_SCORE-27.357600-
DOCK_SCORE_INTER-24.587500-
DOCK_SCORE_INTER-32.093000-
DOCK_SCORE_INTER_KCAL-5.872626-
DOCK_SCORE_INTER_KCAL-7.665285-
DOCK_SCORE_INTER_NORM-1.234350-
DOCK_SCORE_INTER_NORM-0.945675-
DOCK_SCORE_INTRA4.735420-
DOCK_SCORE_INTRA9.583490-
DOCK_SCORE_INTRA_KCAL1.131036-
DOCK_SCORE_INTRA_KCAL2.288978-
DOCK_SCORE_INTRA_NORM0.368596-
DOCK_SCORE_INTRA_NORM0.182132-
DOCK_SCORE_KCAL-6.534253-
DOCK_SCORE_KCAL-3.583669-
DOCK_SCORE_NORM-0.577079-
DOCK_SCORE_NORM-1.052220-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H18N3O5S+-
DOCK_SOURCE_FORMULAC17H18N3O5S+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP0.436300-
DOCK_SOURCE_LOGP0.436300-
DOCK_SOURCE_MW376.414000-
DOCK_SOURCE_MW376.414000-
DOCK_SOURCE_NAMEZ56905026-
DOCK_SOURCE_NAMEZ56905026-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA114.320000-
DOCK_SOURCE_TPSA114.320000-
DOCK_STRAIN_DELTA38.895604-
DOCK_STRAIN_DELTA57.731223-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT21-
EXACT_MASS376.0961680960899Da
FORMULAC17H18N3O5S+-
HBA7-
HBD4-
LOGP0.4362999999999995-
MOL_WEIGHT376.4140000000002g/mol
QED_SCORE0.2831088865610724-
ROTATABLE_BONDS6-
TPSA114.32000000000002A^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
T08 T08 selection_import_t08 1
native pose available
 2.101365571535655 -27.3576 14 0.74 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.583306008387996 -15.0041 14 1.00 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
544 2.101365571535655 -1.23435 -27.3576 12 17 14 0.74 0.67 0.60 0.60 - no geometry warning; 7 clashes; 2 protein clashes; 2 cofactor-context clashes; high strain Δ 38.9 Open pose
T21 — T21 1 poses · report selection_import_t21
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
569 2.583306008387996 -0.945675 -15.0041 10 20 14 1.00 0.42 0.44 0.62 - no geometry warning; 6 clashes; 1 protein clash; high strain Δ 57.7 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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