Ligand profile

CHEMBL5291217

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0C1R8 Formula C₂₈H₃₀N₄O₁₁S
pchembl 6.00 ~1.0 µM
Mol. weight 630.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5291217
UniProt (similar protein)
P0C1R8
pchembl
6.000 (~1.0 µM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 630.63 Da
LogP (Crippen) -2.20
H-bond donors 7
H-bond acceptors 13
TPSA 235.66 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 44
Fraction sp³ C 0.36
Formula C₂₈H₃₀N₄O₁₁S

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 235.7
  • −1 ≤ LogP ≤ 5 -2.20
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 630.6
  • LogP ≤ 5 -2.20
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 235.7
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(NS(=O)(=O)c3ccccc3)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/C28H30N4O11S/c29-14-19-21(34)24(37)27(42-19)41-18(25-22(35)23(36)26(43-25)32-13-12-20(33)30-28(32)38)11-8-15-6-9-16(10-7-15)31-44(39,40)17-4-2-1-3-5-17/h1-7,9-10,12-13,18-19,21-27,31,34-37H,14,29H2,(H,30,33,38)/t18-,19+,21+,22-,23+,24+,25+,26+,27+/m0/s1
InChIKey 
NXYMZBKRTGAUGQ-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)