Ligand profile

CHEMBL4473600

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0C1R8 Formula C₃₅H₆₁N₅O₁₀
pchembl 7.62 ~24.0 nM
Mol. weight 711.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4473600
UniProt (similar protein)
P0C1R8
pchembl
7.620 (~24.0 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 711.90 Da
LogP (Crippen) 0.66
H-bond donors 8
H-bond acceptors 13
TPSA 230.62 Ų
Rotatable bonds 21
Aromatic rings 1 / 4
Heavy atoms 50
Fraction sp³ C 0.86
Formula C₃₅H₆₁N₅O₁₀

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 230.6
  • −1 ≤ LogP ≤ 5 0.66
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 711.9
  • LogP ≤ 5 0.66
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 21
  • TPSA ≤ 140 Ų 230.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCCCCCC(=O)N[C@H]1CCN[C@H]([C@H](O[C@@H]2O[C@H](CN)[C@@H](O)[C@H]2O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)C1
InChI 
InChI=1S/C35H61N5O10/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-25(41)38-22-16-18-37-23(20-22)31(50-34-30(46)27(43)24(21-36)48-34)32-28(44)29(45)33(49-32)40-19-17-26(42)39-35(40)47/h17,19,22-24,27-34,37,43-46H,2-16,18,20-21,36H2,1H3,(H,38,41)(H,39,42,47)/t22-,23-,24+,27+,28-,29+,30+,31-,32-,33+,34-/m0/s1
InChIKey 
VFJGCWFXYDPOCU-LRYKTNJVSA-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)