Ligand profile

CHEMBL5287014

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0C1R8 Formula C₂₉H₃₀N₄O₁₀
pchembl 6.05 ~891.3 nM
Mol. weight 594.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5287014
UniProt (similar protein)
P0C1R8
pchembl
6.050 (~891.3 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 594.58 Da
LogP (Crippen) -1.75
H-bond donors 7
H-bond acceptors 12
TPSA 218.59 Ų
Rotatable bonds 7
Aromatic rings 3 / 5
Heavy atoms 43
Fraction sp³ C 0.34
Formula C₂₉H₃₀N₄O₁₀

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 218.6
  • −1 ≤ LogP ≤ 5 -1.75
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 594.6
  • LogP ≤ 5 -1.75
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 218.6
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(C(=O)Nc3ccccc3)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/C29H30N4O10/c30-14-19-21(35)24(38)28(42-19)41-18(25-22(36)23(37)27(43-25)33-13-12-20(34)32-29(33)40)11-8-15-6-9-16(10-7-15)26(39)31-17-4-2-1-3-5-17/h1-7,9-10,12-13,18-19,21-25,27-28,35-38H,14,30H2,(H,31,39)(H,32,34,40)/t18-,19+,21+,22-,23+,24+,25+,27+,28+/m0/s1
InChIKey 
HZHWRPQKKFTGPO-GUUNXTRESA-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)