Ligand profile

CHEMBL5272467

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q03521 Formula C₃₂H₄₂N₁₀O₁₀
pchembl 7.66 ~21.9 nM
Mol. weight 726.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5272467
UniProt (similar protein)
Q03521
pchembl
7.660 (~21.9 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 726.75 Da
LogP (Crippen) -2.74
H-bond donors 10
H-bond acceptors 12
TPSA 309.09 Ų
Rotatable bonds 14
Aromatic rings 3 / 4
Heavy atoms 52
Fraction sp³ C 0.41
Formula C₃₂H₄₂N₁₀O₁₀

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 309.1
  • −1 ≤ LogP ≤ 5 -2.74
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 726.7
  • LogP ≤ 5 -2.74
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 309.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](NC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)C(=O)N[C@H](C(=O)N/C=C1/C[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O1)[C@H](C)N(C)C(=O)[C@@H](N)CN
InChI 
InChI=1S/C32H42N10O10/c1-15(37-31(50)38-22(30(48)49)10-17-13-35-21-7-5-4-6-19(17)21)26(45)40-25(16(2)41(3)28(47)20(34)12-33)27(46)36-14-18-11-23(43)29(52-18)42-9-8-24(44)39-32(42)51/h4-9,13-16,20,22-23,25,29,35,43H,10-12,33-34H2,1-3H3,(H,36,46)(H,40,45)(H,48,49)(H2,37,38,50)(H,39,44,51)/b18-14-/t15-,16+,20+,22+,23-,25+,29-/m1/s1
InChIKey 
OJHKMZCFWQGFRP-QIUGDOEESA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00953' 'PF10555

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)