Ligand profile

CHEMBL3121714

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₁H₂₆O₈
pchembl 6.84 ~144.5 nM
Mol. weight 406.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121714
UniProt (similar protein)
P08191
pchembl
6.840 (~144.5 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 406.43 Da
LogP (Crippen) 0.33
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 0.43
Formula C₂₁H₂₆O₈

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 0.33
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 406.4
  • LogP ≤ 5 0.33
  • 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 
OC[C@H]1O[C@H](OCC(COc2ccccc2)Oc2ccccc2)[C@@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C21H26O8/c22-11-17-18(23)19(24)20(25)21(29-17)27-13-16(28-15-9-5-2-6-10-15)12-26-14-7-3-1-4-8-14/h1-10,16-25H,11-13H2/t16?,17-,18-,19+,20+,21+/m1/s1
InChIKey 
USTDPVWKAZOBHG-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)