Ligand profile

ZINC43190938

Virtual-screening candidate from ZINC.

Bound to: VK055_2653 — 3,4-dihydroxyphenylacetate 2,3-dioxygenase

Via homolog UniProt Q6J1Z6 Formula C₁₈H₁₆N₄O₈
Tanimoto 0.53
Mol. weight 416.35 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC43190938
UniProt (similar protein)
Q6J1Z6
Tanimoto
0.529
Target protein
VK055_2653

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 416.35 Da
LogP (Crippen) 1.51
H-bond donors 2
H-bond acceptors 8
TPSA 167.36 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 30
Fraction sp³ C 0.22
Formula C₁₈H₁₆N₄O₈

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 167.4
  • −1 ≤ LogP ≤ 5 1.51
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 416.3
  • LogP ≤ 5 1.51
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 167.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1cc([N+](=O)[O-])ccc1O)N1CCN(C(=O)c2cc([N+](=O)[O-])ccc2O)CC1
InChI 
InChI=1S/C18H16N4O8/c23-15-3-1-11(21(27)28)9-13(15)17(25)19-5-7-20(8-6-19)18(26)14-10-12(22(29)30)2-4-16(14)24/h1-4,9-10,23-24H,5-8H2
InChIKey 
OWYHHBMFEBPZGB-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
4NC
Homolog
Q6J1Z6

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_2653.

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)