Ligand profile

CHEMBL114269

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5026 — 6-phosphogluconate dehydrogenase

Via homolog UniProt P52209 Formula C₈H₁₄NO₁₀P
pchembl 7.10 ~79.4 nM
Mol. weight 315.17 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL114269
UniProt (similar protein)
P52209
pchembl
7.100 (~79.4 nM)
Target protein
VK055_5026

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 315.17 Da
LogP (Crippen) -1.54
H-bond donors 4
H-bond acceptors 8
TPSA 168.69 Ų
Rotatable bonds 7
Aromatic rings 0 / 0
Heavy atoms 20
Fraction sp³ C 0.62
Formula C₈H₁₄NO₁₀P

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 168.7
  • −1 ≤ LogP ≤ 5 -1.54
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 315.2
  • LogP ≤ 5 -1.54
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 168.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)O[C@H](COP(=O)(O)O)[C@@H](OC(C)=O)C(=O)NO
InChI 
InChI=1S/C8H14NO10P/c1-4(10)18-6(3-17-20(14,15)16)7(8(12)9-13)19-5(2)11/h6-7,13H,3H2,1-2H3,(H,9,12)(H2,14,15,16)/t6-,7-/m1/s1
InChIKey 
KQWSEXYWBMLBQI-RNFRBKRXSA-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
PF00393

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_5026.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 3

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)