Ligand profile

CHEMBL3121712

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₃₁H₃₄O₁₀
pchembl 6.23 ~588.8 nM
Mol. weight 566.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121712
UniProt (similar protein)
P08191
pchembl
6.230 (~588.8 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 566.60 Da
LogP (Crippen) 2.65
H-bond donors 4
H-bond acceptors 10
TPSA 136.30 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.35
Formula C₃₁H₃₄O₁₀

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 136.3
  • −1 ≤ LogP ≤ 5 2.65
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 566.6
  • LogP ≤ 5 2.65
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 136.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2ccc(OCC(COc3ccc4ccc(OC)cc4c3)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2c1
InChI 
InChI=1S/C31H34O10/c1-36-22-7-3-18-5-9-24(13-20(18)11-22)38-16-26(40-31-30(35)29(34)28(33)27(15-32)41-31)17-39-25-10-6-19-4-8-23(37-2)12-21(19)14-25/h3-14,26-35H,15-17H2,1-2H3/t27-,28-,29+,30+,31+/m1/s1
InChIKey 
OSBOVHRDSFREOH-YOGXEWEVSA-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)