Ligand profile

CHEMBL3596411

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₃₁H₃₂O₁₁
pchembl 6.80 ~158.5 nM
Mol. weight 580.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3596411
UniProt (similar protein)
P08191
pchembl
6.800 (~158.5 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 580.59 Da
LogP (Crippen) 2.34
H-bond donors 5
H-bond acceptors 10
TPSA 164.37 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 42
Fraction sp³ C 0.32
Formula C₃₁H₃₂O₁₁

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 164.4
  • −1 ≤ LogP ≤ 5 2.34
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 580.6
  • LogP ≤ 5 2.34
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 164.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2ccc(OCC(COc3ccc4ccc(C(=O)O)cc4c3)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2c1
InChI 
InChI=1S/C31H32O11/c1-38-22-7-4-18-6-9-24(13-21(18)11-22)40-16-25(41-31-29(35)28(34)27(33)26(14-32)42-31)15-39-23-8-5-17-2-3-19(30(36)37)10-20(17)12-23/h2-13,25-29,31-35H,14-16H2,1H3,(H,36,37)/t25?,26-,27-,28+,29+,31+/m1/s1
InChIKey 
PUYQYUVDIPNULB-VRIHHSKCSA-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)