Ligand profile

ZINC102100703

Virtual-screening candidate from ZINC.

Bound to: VK055_0339 — 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase

Via homolog UniProt Q54530 Formula C₂₂H₂₀O₇
Tanimoto 0.84
Mol. weight 396.40 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC102100703
UniProt (similar protein)
Q54530
Tanimoto
0.836
Target protein
VK055_0339

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 396.40 Da
LogP (Crippen) 2.00
H-bond donors 3
H-bond acceptors 7
TPSA 121.13 Ų
Rotatable bonds 2
Aromatic rings 2 / 4
Heavy atoms 29
Fraction sp³ C 0.32
Formula C₂₂H₂₀O₇

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 121.1
  • −1 ≤ LogP ≤ 5 2.00
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 396.4
  • LogP ≤ 5 2.00
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 121.1
PAINS Alert

Matches PAINS filter: quinone_A(370). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@]1(O)C[C@@H](O)c2c(cc3c(c2O)C(=O)c2ccccc2C3=O)[C@H]1C(=O)OC
InChI 
InChI=1S/C22H20O7/c1-3-22(28)9-14(23)15-12(17(22)21(27)29-2)8-13-16(20(15)26)19(25)11-7-5-4-6-10(11)18(13)24/h4-8,14,17,23,26,28H,3,9H2,1-2H3/t14-,17+,22+/m1/s1
InChIKey 
JMBNMZNXXIBRQB-UVQUFPMPSA-N

Provenance

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

Method
LigQ nearest_k
Query
VAK
Homolog
Q54530

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_0339.

PDB 5

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

Ligand PDB entry

ZINC 21

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

Compound Similarity (Tanimoto)