Ligand profile

ZINC2332918206

Virtual-screening candidate from ZINC.

Bound to: VK055_0410 — beta-D-hydroxybutyrate dehydrogenase

Via homolog UniProt P16544 Formula C₁₉H₁₃ClO₇
Tanimoto 0.50
Mol. weight 388.76 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2332918206
UniProt (similar protein)
P16544
Tanimoto
0.500
Target protein
VK055_0410

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.76 Da
LogP (Crippen) 2.98
H-bond donors 1
H-bond acceptors 7
TPSA 106.97 Ų
Rotatable bonds 2
Aromatic rings 2 / 3
Heavy atoms 27
Fraction sp³ C 0.16
Formula C₁₉H₁₃ClO₇

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 107.0
  • −1 ≤ LogP ≤ 5 2.98
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 388.8
  • LogP ≤ 5 2.98
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 107.0
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(=O)Oc1cc2c(c(OC(C)=O)c1Cl)C(=O)c1c(O)cc(C)cc1C2=O
InChI 
InChI=1S/C19H13ClO7/c1-7-4-10-14(12(23)5-7)18(25)15-11(17(10)24)6-13(26-8(2)21)16(20)19(15)27-9(3)22/h4-6,23H,1-3H3
InChIKey 
WVMKKAIVUYFANX-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
EMO
Homolog
P16544

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_0410.

PDB 8

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

Ligand PDB entry

ZINC 47

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

Compound Similarity (Tanimoto)