Ligand profile

CHEMBL5279603

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3191 — undecaprenyl-phosphate alpha-N-acetylglucosaminyl 1-phosphatetransferase

Via homolog UniProt P0C1R8 Formula C₂₂H₂₆N₄O₉
pchembl 6.52 ~302.0 nM
Mol. weight 490.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5279603
UniProt (similar protein)
P0C1R8
pchembl
6.520 (~302.0 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.47 Da
LogP (Crippen) -3.42
H-bond donors 7
H-bond acceptors 12
TPSA 215.51 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.45
Formula C₂₂H₂₆N₄O₉

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 215.5
  • −1 ≤ LogP ≤ 5 -3.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 490.5
  • LogP ≤ 5 -3.42
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 215.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC[C@H]1O[C@@H](O[C@@H](C#Cc2ccc(N)cc2)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H26N4O9/c23-9-13-15(28)18(31)21(34-13)33-12(6-3-10-1-4-11(24)5-2-10)19-16(29)17(30)20(35-19)26-8-7-14(27)25-22(26)32/h1-2,4-5,7-8,12-13,15-21,28-31H,9,23-24H2,(H,25,27,32)/t12-,13+,15+,16-,17+,18+,19+,20+,21+/m0/s1
InChIKey 
JFNFNBAEQNWITA-UHAWNKIKSA-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
PF00953

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_3191.

ChEMBL 25

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 1

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

Compound Similarity (Tanimoto)