Ligand profile

CHEMBL5276993

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0A6W3 Formula C₂₆H₄₆N₄O₉
pchembl 6.48 ~331.1 nM
Mol. weight 558.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5276993
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 558.67 Da
LogP (Crippen) -0.93
H-bond donors 7
H-bond acceptors 12
TPSA 201.52 Ų
Rotatable bonds 17
Aromatic rings 1 / 3
Heavy atoms 39
Fraction sp³ C 0.85
Formula C₂₆H₄₆N₄O₉

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 -0.93
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 558.7
  • LogP ≤ 5 -0.93
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 201.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCNCC(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/C26H46N4O9/c1-2-3-4-5-6-7-8-9-10-12-28-15-17(38-25-22(35)19(32)16(14-27)37-25)23-20(33)21(34)24(39-23)30-13-11-18(31)29-26(30)36/h11,13,16-17,19-25,28,32-35H,2-10,12,14-15,27H2,1H3,(H,29,31,36)/t16-,17?,19-,20+,21-,22-,23-,24-,25+/m1/s1
InChIKey 
HBZIELVFLZEAJZ-UCALSWRLSA-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)