FAIRMol

Z18477782

ID 3322

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: COc1ccc(NC(=O)COc2ccc3c(C)cc(=O)oc3c2)cc1S(=O)(=O)N1CCCCC1

Formula: C24H26N2O7S | MW: 486.54600000000033

LogP: 3.302120000000002 | TPSA: 115.14999999999999

HBA/HBD: 7/1 | RotB: 7

InChIKey: OVYMUUHSEDEFMB-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×7 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Coumarin Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.992332-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK3.048324-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:NDP3011-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619844-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.993474-
DOCK_PRIMARY_POSE_ID5833-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE55;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_SCAFFOLDO=C(COc1ccc2ccc(=O)oc2c1)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCORE-34.212300-
DOCK_SCORE_INTER-33.739300-
DOCK_SCORE_INTER_KCAL-8.058497-
DOCK_SCORE_INTER_NORM-0.992332-
DOCK_SCORE_INTRA-0.473044-
DOCK_SCORE_INTRA_KCAL-0.112985-
DOCK_SCORE_INTRA_NORM-0.013913-
DOCK_SCORE_KCAL-8.171471-
DOCK_SCORE_NORM-1.006250-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H26N2O7S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP3.302120-
DOCK_SOURCE_MW486.546000-
DOCK_SOURCE_NAMEZ18477782-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA115.150000-
DOCK_STRAIN_DELTA37.098712-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
EXACT_MASS486.1460721719999Da
FORMULAC24H26N2O7S-
HBA7-
HBD1-
LOGP3.302120000000002-
MOL_WEIGHT486.54600000000033g/mol
QED_SCORE0.5096318662779478-
ROTATABLE_BONDS7-
TPSA115.14999999999999A^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
T09 T09 selection_import_t09 1
native pose available
 3.0483237118485453 -34.2123 18 0.86 - Best pose
T09 — T09 1 poses · report selection_import_t09
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
415 3.0483237118485453 -0.992332 -34.2123 5 21 18 0.86 0.14 0.17 0.17 - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 37.1 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…