Ligand profile

ZINC31164431

Virtual-screening candidate from ZINC.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P53792 Formula C₂₃H₂₆O₁₁
Tanimoto 0.79
Mol. weight 478.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC31164431
UniProt (similar protein)
P53792
Tanimoto
0.789
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 478.45 Da
LogP (Crippen) 0.37
H-bond donors 6
H-bond acceptors 11
TPSA 183.21 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.39
Formula C₂₃H₂₆O₁₁

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 183.2
  • −1 ≤ LogP ≤ 5 0.37
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 478.5
  • LogP ≤ 5 0.37
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 183.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)OC[C@H]1O[C@@H](Oc2cc(O)cc(O)c2C(=O)CCc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C23H26O11/c1-11(24)32-10-18-20(29)21(30)22(31)23(34-18)33-17-9-14(26)8-16(28)19(17)15(27)7-4-12-2-5-13(25)6-3-12/h2-3,5-6,8-9,18,20-23,25-26,28-31H,4,7,10H2,1H3/t18-,20-,21+,22-,23-/m1/s1
InChIKey 
WKDMJJFSCAZJHE-DODNOZFWSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL245067
Homolog
P53792

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_3809.

ChEMBL 100

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)