Ligand profile

CHEMBL4475677

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0C1R8 Formula C₃₈H₆₅N₅O₁₂
pchembl 8.59 ~2.6 nM
Mol. weight 783.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4475677
UniProt (similar protein)
P0C1R8
pchembl
8.590 (~2.6 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 783.96 Da
LogP (Crippen) 0.71
H-bond donors 8
H-bond acceptors 14
TPSA 259.13 Ų
Rotatable bonds 23
Aromatic rings 1 / 4
Heavy atoms 55
Fraction sp³ C 0.84
Formula C₃₈H₆₅N₅O₁₂

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 259.1
  • −1 ≤ LogP ≤ 5 0.71
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 784.0
  • LogP ≤ 5 0.71
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 23
  • TPSA ≤ 140 Ų 259.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCCCCCCC[C@@H]1CN[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)C(=O)N(C)[C@@H]1C(=O)O
InChI 
InChI=1S/C38H65N5O12/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23-22-40-26(34(49)42(2)27(23)36(50)51)32(55-37-31(48)28(45)24(21-39)53-37)33-29(46)30(47)35(54-33)43-20-19-25(44)41-38(43)52/h19-20,23-24,26-33,35,37,40,45-48H,3-18,21-22,39H2,1-2H3,(H,50,51)(H,41,44,52)/t23-,24-,26+,27+,28-,29+,30-,31-,32+,33+,35-,37+/m1/s1
InChIKey 
KIJIAZHWTIZXMV-BRLZVDOZSA-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)