Ligand profile

CHEMBL3647139

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₂₀H₂₂FNO₆S
pchembl 9.41 ~0.4 nM
Mol. weight 423.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3647139
UniProt (similar protein)
P47205
pchembl
9.410 (~0.4 nM)
Target protein
VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 423.46 Da
LogP (Crippen) 1.91
H-bond donors 3
H-bond acceptors 6
TPSA 120.77 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 29
Fraction sp³ C 0.30
Formula C₂₀H₂₂FNO₆S

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 120.8
  • −1 ≤ LogP ≤ 5 1.91
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 423.5
  • LogP ≤ 5 1.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 120.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(CCc1ccc(-c2ccc(C(=O)CO)cc2)cc1F)(C(=O)NO)S(C)(=O)=O
InChI 
InChI=1S/C20H22FNO6S/c1-20(19(25)22-26,29(2,27)28)10-9-14-5-8-16(11-17(14)21)13-3-6-15(7-4-13)18(24)12-23/h3-8,11,23,26H,9-10,12H2,1-2H3,(H,22,25)
InChIKey 
GWZXGIHZCDKXKZ-UHFFFAOYSA-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
269041
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)