Ligand profile

CHEMBL5267618

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2481 — phospho-N-acetylmuramoyl-pentapeptide- transferase

Via homolog UniProt P0A6W3 Formula C₂₂H₃₈N₄O₉
pchembl 6.48 ~331.1 nM
Mol. weight 502.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5267618
UniProt (similar protein)
P0A6W3
pchembl
6.480 (~331.1 nM)
Target protein
VK055_2481

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.57 Da
LogP (Crippen) -2.49
H-bond donors 7
H-bond acceptors 12
TPSA 201.52 Ų
Rotatable bonds 13
Aromatic rings 1 / 3
Heavy atoms 35
Fraction sp³ C 0.82
Formula C₂₂H₃₈N₄O₉

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 201.5
  • −1 ≤ LogP ≤ 5 -2.49
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 502.6
  • LogP ≤ 5 -2.49
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 201.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCNCC(O[C@@H]1O[C@H](CN)[C@@H](O)[C@H]1O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H38N4O9/c1-2-3-4-5-6-8-24-11-13(34-21-18(31)15(28)12(10-23)33-21)19-16(29)17(30)20(35-19)26-9-7-14(27)25-22(26)32/h7,9,12-13,15-21,24,28-31H,2-6,8,10-11,23H2,1H3,(H,25,27,32)/t12-,13?,15-,16+,17-,18-,19-,20-,21+/m1/s1
InChIKey 
JJYHNIQKNWBWLD-MCUODEJNSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
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_2481.

PDB 2

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 34

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)