Ligand profile

CHEMBL3596412

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₃₂H₃₄O₁₁
pchembl 6.67 ~213.8 nM
Mol. weight 594.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3596412
UniProt (similar protein)
P08191
pchembl
6.670 (~213.8 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 594.61 Da
LogP (Crippen) 2.43
H-bond donors 4
H-bond acceptors 11
TPSA 153.37 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 43
Fraction sp³ C 0.34
Formula C₃₂H₃₄O₁₁

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 153.4
  • −1 ≤ LogP ≤ 5 2.43
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 594.6
  • LogP ≤ 5 2.43
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 153.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)c1ccc2ccc(OCC(COc3ccc4ccc(OC)cc4c3)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2c1
InChI 
InChI=1S/C32H34O11/c1-38-23-8-5-19-7-10-25(14-22(19)12-23)41-17-26(42-32-30(36)29(35)28(34)27(15-33)43-32)16-40-24-9-6-18-3-4-20(31(37)39-2)11-21(18)13-24/h3-14,26-30,32-36H,15-17H2,1-2H3/t26?,27-,28-,29+,30+,32+/m1/s1
InChIKey 
OGYQPCFUYQKBRR-FEPUREDNSA-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)