Ligand profile

CHEMBL5277496

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0C1R8 Formula C₂₈H₂₉N₃O₉
pchembl 6.19 ~645.7 nM
Mol. weight 551.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5277496
UniProt (similar protein)
P0C1R8
pchembl
6.190 (~645.7 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 551.55 Da
LogP (Crippen) -1.33
H-bond donors 6
H-bond acceptors 11
TPSA 189.49 Ų
Rotatable bonds 6
Aromatic rings 3 / 5
Heavy atoms 40
Fraction sp³ C 0.36
Formula C₂₈H₂₉N₃O₉

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 189.5
  • −1 ≤ LogP ≤ 5 -1.33
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 551.6
  • LogP ≤ 5 -1.33
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 189.5
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#Cc2cccc(-c3ccccc3)c2)[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/C28H29N3O9/c29-14-19-21(33)24(36)27(39-19)38-18(10-9-15-5-4-8-17(13-15)16-6-2-1-3-7-16)25-22(34)23(35)26(40-25)31-12-11-20(32)30-28(31)37/h1-8,11-13,18-19,21-27,33-36H,14,29H2,(H,30,32,37)/t18-,19+,21+,22-,23+,24+,25+,26+,27+/m0/s1
InChIKey 
KWFKSXXWFNZCAS-NLMZKZONSA-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)