FAIRMol

Z56900576

ID 2699

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

SMILES: C=CC/N=c1\scc(-c2ccco2)n1/N=C\c1ccc(O)c(O)c1O

Formula: C17H15N3O4S | MW: 357.3910000000002

LogP: 2.8953000000000024 | TPSA: 103.48

HBA/HBD: 7/3 | RotB: 5

InChIKey: YEIYHBVAYULOAK-WYGGCRADSA-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 ×2 Resorcinol H-bond acceptor N ×3 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic

Functional group

Phenol ×3 Imine Alkene Vinyl

Ring system

Benzene Furan Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.993154-
DOCK_BASE_INTER_RANK-1.375570-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK3.457612-
DOCK_FINAL_RANK-0.028240-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.611266-
DOCK_MAX_CLASH_OVERLAP0.652606-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.093212-
DOCK_PRE_RANK3.407465-
DOCK_PRIMARY_POSE_ID4490-
DOCK_PRIMARY_POSE_ID6533-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:LEU208;A:LEU209;A:LYS178;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
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:LEU101;A:SER46;A:TYR49-
DOCK_SCAFFOLDN=c1scc(-c2ccco2)n1N=Cc1ccccc1-
DOCK_SCAFFOLDN=c1scc(-c2ccco2)n1N=Cc1ccccc1-
DOCK_SCORE-24.783400-
DOCK_SCORE-33.044600-
DOCK_SCORE_INTER-34.389300-
DOCK_SCORE_INTER-24.828800-
DOCK_SCORE_INTER_KCAL-8.213747-
DOCK_SCORE_INTER_KCAL-5.930260-
DOCK_SCORE_INTER_NORM-0.993154-
DOCK_SCORE_INTER_NORM-1.375570-
DOCK_SCORE_INTRA0.045397-
DOCK_SCORE_INTRA1.344680-
DOCK_SCORE_INTRA_KCAL0.321171-
DOCK_SCORE_INTRA_KCAL0.010843-
DOCK_SCORE_INTRA_NORM0.001816-
DOCK_SCORE_INTRA_NORM0.053787-
DOCK_SCORE_KCAL-7.892571-
DOCK_SCORE_KCAL-5.919416-
DOCK_SCORE_NORM-1.321780-
DOCK_SCORE_NORM-0.991338-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H15N3O4S-
DOCK_SOURCE_FORMULAC17H15N3O4S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP2.895300-
DOCK_SOURCE_LOGP2.895300-
DOCK_SOURCE_MW357.391000-
DOCK_SOURCE_MW357.391000-
DOCK_SOURCE_NAMEZ56900576-
DOCK_SOURCE_NAMEZ56900576-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA103.480000-
DOCK_SOURCE_TPSA103.480000-
DOCK_STRAIN_DELTA34.846142-
DOCK_STRAIN_DELTA41.667992-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT07-
EXACT_MASS357.07832695999997Da
FORMULAC17H15N3O4S-
HBA7-
HBD3-
LOGP2.8953000000000024-
MOL_WEIGHT357.3910000000002g/mol
QED_SCORE0.37095556839224-
ROTATABLE_BONDS5-
TPSA103.48A^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
T07 T07 selection_import_t07 1
native pose available
 -0.02823959978919552 -33.0446 15 0.79 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.4576121938663253 -24.7834 13 0.76 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
427 -0.02823959978919552 -1.37557 -33.0446 10 15 15 0.79 0.50 0.60 0.60 - no geometry warning; 6 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 41.7 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
437 3.4576121938663253 -0.993154 -24.7834 11 14 13 0.76 0.54 0.55 0.55 - no geometry warning; 5 clashes; 2 protein clashes; high strain Δ 34.8 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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