Ligand profile

ZINC9553364

Virtual-screening candidate from ZINC.

Bound to: VK055_0340 — 2,3-dihydroxyphenylpropionate/2, 3-dihydroxicinnamic acid 1,2-dioxygenase

Via homolog UniProt P22636 Formula C₂₄H₁₂N₂O₁₀
Tanimoto 0.52
Mol. weight 488.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC9553364
UniProt (similar protein)
P22636
Tanimoto
0.516
Target protein
VK055_0340

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 488.36 Da
LogP (Crippen) 0.70
H-bond donors 4
H-bond acceptors 10
TPSA 193.20 Ų
Rotatable bonds 4
Aromatic rings 5 / 5
Heavy atoms 36
Fraction sp³ C 0.00
Formula C₂₄H₁₂N₂O₁₀

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 193.2
  • −1 ≤ LogP ≤ 5 0.70
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 488.4
  • LogP ≤ 5 0.70
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 193.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(O)c(-n2c(=O)c3cc4c(=O)n(-c5cc(C(=O)O)ccc5O)c(=O)c4cc3c2=O)c1
InChI 
InChI=1S/C24H12N2O10/c27-17-3-1-9(23(33)34)5-15(17)25-19(29)11-7-13-14(8-12(11)20(25)30)22(32)26(21(13)31)16-6-10(24(35)36)2-4-18(16)28/h1-8,27-28H,(H,33,34)(H,35,36)
InChIKey 
ONIMEDRBKAGTTD-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
DHB
Homolog
P22636

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_0340.

PDB 2

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)