Ligand profile

CHEMBL5565504

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3836 — na+ symporter family protein

Via homolog UniProt Q86YT5 Formula C₁₉H₂₀O₆
pchembl 6.54 ~288.4 nM
Mol. weight 344.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5565504
UniProt (similar protein)
Q86YT5
pchembl
6.540 (~288.4 nM)
Target protein
VK055_3836

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 344.36 Da
LogP (Crippen) 2.59
H-bond donors 3
H-bond acceptors 4
TPSA 104.06 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 25
Fraction sp³ C 0.26
Formula C₁₉H₂₀O₆

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 104.1
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 344.4
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 104.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1-c1ccc(CCC(O)(CC(=O)O)C(=O)O)cc1
InChI 
InChI=1S/C19H20O6/c1-25-16-5-3-2-4-15(16)14-8-6-13(7-9-14)10-11-19(24,18(22)23)12-17(20)21/h2-9,24H,10-12H2,1H3,(H,20,21)(H,22,23)
InChIKey 
KVAXKULIHLBOIG-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
Binding sites
PF00939

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_3836.

PDB 6

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

Ligand PDB entry

ChEMBL 26

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)