Ligand profile

CHEMBL3596410

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₂H₂₈O₁₀
pchembl 6.68 ~208.9 nM
Mol. weight 452.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3596410
UniProt (similar protein)
P08191
pchembl
6.680 (~208.9 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.46 Da
LogP (Crippen) 0.04
H-bond donors 5
H-bond acceptors 10
TPSA 147.30 Ų
Rotatable bonds 10
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.45
Formula C₂₂H₂₈O₁₀

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 147.3
  • −1 ≤ LogP ≤ 5 0.04
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 452.5
  • LogP ≤ 5 0.04
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 147.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(OC(COc2ccc(O)cc2)CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1
InChI 
InChI=1S/C22H28O10/c1-28-14-6-8-16(9-7-14)31-17(11-29-15-4-2-13(24)3-5-15)12-30-22-21(27)20(26)19(25)18(10-23)32-22/h2-9,17-27H,10-12H2,1H3/t17?,18-,19-,20+,21+,22+/m1/s1
InChIKey 
NWIZBYWAZGVXLK-HQSVKEIBSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF09160

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02224.

PDB 25

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)