Ligand profile

ZINC3203922

Virtual-screening candidate from ZINC.

Bound to: VK055_3490 — phosphopantothenoylcysteine decarboxylase / phosphopantothenate--cysteine ligase

Via homolog UniProt A0QWT2 Formula C₁₅H₁₄O₅
Tanimoto 0.60
Mol. weight 274.27 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC3203922
UniProt (similar protein)
A0QWT2
Tanimoto
0.600
Target protein
VK055_3490

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 274.27 Da
LogP (Crippen) 2.43
H-bond donors 3
H-bond acceptors 5
TPSA 86.99 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 20
Fraction sp³ C 0.13
Formula C₁₅H₁₄O₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 87.0
  • −1 ≤ LogP ≤ 5 2.43
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 274.3
  • LogP ≤ 5 2.43
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 87.0
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1ccc(C(=O)c2ccc(O)c(O)c2O)cc1
InChI 
InChI=1S/C15H14O5/c1-2-20-10-5-3-9(4-6-10)13(17)11-7-8-12(16)15(19)14(11)18/h3-8,16,18-19H,2H2,1H3
InChIKey 
VYIBOCHDJVESIU-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Query
N9N
Homolog
A0QWT2

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_3490.

PDB 3

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)