Ligand profile

CHEMBL3647249

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₁₉H₂₁ClFNO₅S
pchembl 9.41 ~0.4 nM
Mol. weight 429.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3647249
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 429.90 Da
LogP (Crippen) 3.30
H-bond donors 2
H-bond acceptors 5
TPSA 92.70 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 28
Fraction sp³ C 0.32
Formula C₁₉H₂₁ClFNO₅S

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 92.7
  • −1 ≤ LogP ≤ 5 3.30
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 429.9
  • LogP ≤ 5 3.30
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 92.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(CCc1ccc(OCc2ccc(Cl)cc2F)cc1)(C(=O)NO)S(C)(=O)=O
InChI 
InChI=1S/C19H21ClFNO5S/c1-19(18(23)22-24,28(2,25)26)10-9-13-3-7-16(8-4-13)27-12-14-5-6-15(20)11-17(14)21/h3-8,11,24H,9-10,12H2,1-2H3,(H,22,23)
InChIKey 
HGODVQZNXPCEHQ-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
187077
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)