Ligand profile

ZINC58649445

Virtual-screening candidate from ZINC.

Bound to: VK055_1463 — transporter, betaine/carnitine/choline transporter family protein

Via homolog UniProt P54582 Formula C₂₀H₃₆O₁₁
Tanimoto 0.82
Mol. weight 452.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC58649445
UniProt (similar protein)
P54582
Tanimoto
0.818
Target protein
VK055_1463

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.50 Da
LogP (Crippen) -2.40
H-bond donors 7
H-bond acceptors 11
TPSA 178.53 Ų
Rotatable bonds 8
Aromatic rings 0 / 3
Heavy atoms 31
Fraction sp³ C 1.00
Formula C₂₀H₃₆O₁₁

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 178.5
  • −1 ≤ LogP ≤ 5 -2.40
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 452.5
  • LogP ≤ 5 -2.40
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 178.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](OCCC3CCCCC3)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C20H36O11/c21-8-11-13(23)14(24)16(26)20(29-11)31-18-12(9-22)30-19(17(27)15(18)25)28-7-6-10-4-2-1-3-5-10/h10-27H,1-9H2/t11-,12-,13-,14+,15-,16-,17-,18-,19-,20-/m1/s1
InChIKey 
RHXPDNGQJSXOMW-OIIXUNCGSA-N

Provenance

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

Method
LigQ nearest_k
Query
CM5
Homolog
P54582

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_1463.

PDB 8

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)