Ligand profile

CHEMBL3219353

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1833 — N-acetylglucosamine-6-phosphate deacetylase

Via homolog UniProt Q9Y303 Formula C₇H₁₇NO₁₀P₂
pchembl 7.47 ~33.9 nM
Mol. weight 337.16 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3219353
UniProt (similar protein)
Q9Y303
pchembl
7.470 (~33.9 nM)
Target protein
VK055_1833

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 337.16 Da
LogP (Crippen) -2.69
H-bond donors 7
H-bond acceptors 7
TPSA 186.01 Ų
Rotatable bonds 5
Aromatic rings 0 / 1
Heavy atoms 20
Fraction sp³ C 1.00
Formula C₇H₁₇NO₁₀P₂

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 186.0
  • −1 ≤ LogP ≤ 5 -2.69
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 337.2
  • LogP ≤ 5 -2.69
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 186.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CP(=O)(O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1O
InChI 
InChI=1S/C7H17NO10P2/c1-19(12,13)8-4-6(10)5(9)3(18-7(4)11)2-17-20(14,15)16/h3-7,9-11H,2H2,1H3,(H2,8,12,13)(H2,14,15,16)/t3-,4-,5-,6-,7-/m1/s1
InChIKey 
YCTZDNRMKSWCHF-NYMZXIIRSA-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
Binding sites
PF01979

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_1833.

ZINC 40

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)