Ligand profile

CHEMBL3916698

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2471 — UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosaminedeacetylase

Via homolog UniProt P47205 Formula C₂₅H₃₂N₂O₇S
pchembl 9.27 ~0.5 nM
Mol. weight 504.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3916698
UniProt (similar protein)
P47205
pchembl
9.270 (~0.5 nM)
Target protein
VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.61 Da
LogP (Crippen) 1.96
H-bond donors 3
H-bond acceptors 7
TPSA 133.24 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.44
Formula C₂₅H₃₂N₂O₇S

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 133.2
  • −1 ≤ LogP ≤ 5 1.96
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 504.6
  • LogP ≤ 5 1.96
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 133.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@](CCc1ccc(-c2ccc(OCC(=O)N3CCC(O)CC3)cc2)cc1)(C(=O)NO)S(C)(=O)=O
InChI 
InChI=1S/C25H32N2O7S/c1-25(24(30)26-31,35(2,32)33)14-11-18-3-5-19(6-4-18)20-7-9-22(10-8-20)34-17-23(29)27-15-12-21(28)13-16-27/h3-10,21,28,31H,11-17H2,1-2H3,(H,26,30)/t25-/m1/s1
InChIKey 
RHULHURCIGPDKX-RUZDIDTESA-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
Activity
269077
Binding sites
PF03331

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_2471.

PDB 41

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

Ligand PDB entry

ChEMBL 99

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

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)