Ligand profile

ZINC33835370

Virtual-screening candidate from ZINC.

Bound to: VK055_2659 — 4-hydroxyphenylacetate 3-monooxygenase, oxygenase component

Via homolog UniProt Q53008 Formula C₁₃H₁₁N₃O₄
Tanimoto 0.67
Mol. weight 273.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC33835370
UniProt (similar protein)
Q53008
Tanimoto
0.667
Target protein
VK055_2659

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 273.25 Da
LogP (Crippen) 2.94
H-bond donors 3
H-bond acceptors 4
TPSA 104.50 Ų
Rotatable bonds 3
Aromatic rings 2 / 2
Heavy atoms 20
Fraction sp³ C 0.00
Formula C₁₃H₁₁N₃O₄

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 104.5
  • −1 ≤ LogP ≤ 5 2.94
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 273.2
  • LogP ≤ 5 2.94
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 104.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(O)cc1)Nc1ccc([N+](=O)[O-])cc1
InChI 
InChI=1S/C13H11N3O4/c17-12-7-3-10(4-8-12)15-13(18)14-9-1-5-11(6-2-9)16(19)20/h1-8,17H,(H2,14,15,18)
InChIKey 
LRYCQZLEQDICCG-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
NPO
Homolog
Q53008

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_2659.

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)