Ligand profile

CHEMBL3898761

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₂₆H₃₆N₂O₅S
pchembl 9.33 ~0.5 nM
Mol. weight 488.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3898761
UniProt (similar protein)
P47205
pchembl
9.330 (~0.5 nM)
Target protein
VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 488.65 Da
LogP (Crippen) 3.85
H-bond donors 2
H-bond acceptors 6
TPSA 95.94 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.50
Formula C₂₆H₃₆N₂O₅S

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 95.9
  • −1 ≤ LogP ≤ 5 3.85
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 488.7
  • LogP ≤ 5 3.85
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 95.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@](CCc1ccc(-c2ccc(OCCCN3CCCCC3)cc2)cc1)(C(=O)NO)S(C)(=O)=O
InChI 
InChI=1S/C26H36N2O5S/c1-26(25(29)27-30,34(2,31)32)16-15-21-7-9-22(10-8-21)23-11-13-24(14-12-23)33-20-6-19-28-17-4-3-5-18-28/h7-14,30H,3-6,15-20H2,1-2H3,(H,27,29)/t26-/m1/s1
InChIKey 
FQEWDHPYFHPPKT-AREMUKBSSA-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
269076
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)