Ligand profile

CHEMBL5564000

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3836 — na+ symporter family protein

Via homolog UniProt Q86YT5 Formula C₂₀H₂₂O₆
pchembl 6.51 ~309.0 nM
Mol. weight 358.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5564000
UniProt (similar protein)
Q86YT5
pchembl
6.510 (~309.0 nM)
Target protein
VK055_3836

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 358.39 Da
LogP (Crippen) 2.98
H-bond donors 3
H-bond acceptors 4
TPSA 104.06 Ų
Rotatable bonds 9
Aromatic rings 2 / 2
Heavy atoms 26
Fraction sp³ C 0.30
Formula C₂₀H₂₂O₆

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 2.98
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 358.4
  • LogP ≤ 5 2.98
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 104.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1cccc(-c2ccc(CCC(O)(CC(=O)O)C(=O)O)cc2)c1
InChI 
InChI=1S/C20H22O6/c1-2-26-17-5-3-4-16(12-17)15-8-6-14(7-9-15)10-11-20(25,19(23)24)13-18(21)22/h3-9,12,25H,2,10-11,13H2,1H3,(H,21,22)(H,23,24)
InChIKey 
KPGRXBGZRDITPD-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)