FAIRMol

Z25218864

ID 3565

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

SMILES: Cc1ccc(Cn2ccs/c2=N/C(=O)COC(=O)c2ccc(O)cc2O)cc1

Formula: C20H18N2O5S | MW: 398.44000000000017

LogP: 2.601820000000001 | TPSA: 101.12000000000002

HBA/HBD: 6/2 | RotB: 5

InChIKey: AIIGKHQHTPRBST-QZQOTICOSA-N

Recognized patterns

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

Bio motif

Resorcinol H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Ester Phenol ×2 Ether

Ring system

Benzene ×2 Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.123030-
DOCK_BASE_INTER_RANK-0.743449-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK4.846685-
DOCK_FINAL_RANK2.207776-
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:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL531-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_MAX_CLASH_OVERLAP0.622308-
DOCK_MAX_CLASH_OVERLAP0.689877-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.183325-
DOCK_PRE_RANK4.779920-
DOCK_PRIMARY_POSE_ID11972-
DOCK_PRIMARY_POSE_ID6496-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C(COC(=O)c1ccccc1)N=c1sccn1Cc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)c1ccccc1)N=c1sccn1Cc1ccccc1-
DOCK_SCORE-34.890900-
DOCK_SCORE-27.376400-
DOCK_SCORE_INTER-20.816600-
DOCK_SCORE_INTER-31.444900-
DOCK_SCORE_INTER_KCAL-7.510489-
DOCK_SCORE_INTER_KCAL-4.971962-
DOCK_SCORE_INTER_NORM-0.743449-
DOCK_SCORE_INTER_NORM-1.123030-
DOCK_SCORE_INTRA-14.074400-
DOCK_SCORE_INTRA4.068530-
DOCK_SCORE_INTRA_KCAL0.971752-
DOCK_SCORE_INTRA_KCAL-3.361614-
DOCK_SCORE_INTRA_NORM-0.502656-
DOCK_SCORE_INTRA_NORM0.145305-
DOCK_SCORE_KCAL-6.538744-
DOCK_SCORE_KCAL-8.333552-
DOCK_SCORE_NORM-0.977727-
DOCK_SCORE_NORM-1.246110-
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_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H18N2O5S-
DOCK_SOURCE_FORMULAC20H18N2O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.601820-
DOCK_SOURCE_LOGP2.601820-
DOCK_SOURCE_MW398.440000-
DOCK_SOURCE_MW398.440000-
DOCK_SOURCE_NAMEZ25218864-
DOCK_SOURCE_NAMEZ25218864-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA101.120000-
DOCK_SOURCE_TPSA101.120000-
DOCK_STRAIN_DELTA19.605540-
DOCK_STRAIN_DELTA42.445261-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT18-
DOCK_TARGETT10-
EXACT_MASS398.09364267599994Da
FORMULAC20H18N2O5S-
HBA6-
HBD2-
LOGP2.601820000000001-
MOL_WEIGHT398.44000000000017g/mol
QED_SCORE0.6435766387152131-
ROTATABLE_BONDS5-
TPSA101.12000000000002A^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
T18 T18 selection_import_t18 1
native pose available
 2.2077759887268074 -34.8909 8 0.62 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.846685112785981 -27.3764 17 1.00 - Best pose
T18 — T18 1 poses · report selection_import_t18
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
451 2.2077759887268074 -0.743449 -34.8909 7 14 8 0.62 - - - - no geometry warning; 10 clashes; 1 protein clash; very favorable intra outlier 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
400 4.846685112785981 -1.12303 -27.3764 15 18 17 1.00 0.54 0.45 0.64 - no geometry warning; 9 clashes; 4 protein clashes; high strain Δ 42.4 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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