Ligand profile

CHEMBL3121713

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₁H₂₈O₈
pchembl 6.13 ~741.3 nM
Mol. weight 408.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121713
UniProt (similar protein)
P08191
pchembl
6.130 (~741.3 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.45 Da
LogP (Crippen) 0.44
H-bond donors 4
H-bond acceptors 8
TPSA 117.84 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.52
Formula C₂₁H₂₈O₈

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 117.8
  • −1 ≤ LogP ≤ 5 0.44
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 408.4
  • LogP ≤ 5 0.44
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 117.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOCC(COc1ccc2ccccc2c1)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C21H28O8/c1-2-26-11-16(28-21-20(25)19(24)18(23)17(10-22)29-21)12-27-15-8-7-13-5-3-4-6-14(13)9-15/h3-9,16-25H,2,10-12H2,1H3/t16?,17-,18-,19+,20+,21+/m1/s1
InChIKey 
LOUDYTLQJMGOSY-XZCODKSBSA-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)