Ligand profile

ZINC12886723

Virtual-screening candidate from ZINC.

Bound to: VK055_0568 — zinc-binding dehydrogenase family protein

Via homolog UniProt Q9EQZ5 Formula C₂₁H₂₁ClN₂O₄
Tanimoto 0.73
Mol. weight 400.86 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC12886723
UniProt (similar protein)
Q9EQZ5
Tanimoto
0.732
Target protein
VK055_0568

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 400.86 Da
LogP (Crippen) 3.91
H-bond donors 1
H-bond acceptors 5
TPSA 69.56 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 28
Fraction sp³ C 0.24
Formula C₂₁H₂₁ClN₂O₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 69.6
  • −1 ≤ LogP ≤ 5 3.91
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 400.9
  • LogP ≤ 5 3.91
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 69.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCONC(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c2ccc(OC)cc12
InChI 
InChI=1S/C21H21ClN2O4/c1-4-28-23-20(25)12-17-13(2)24(19-10-9-16(27-3)11-18(17)19)21(26)14-5-7-15(22)8-6-14/h5-11H,4,12H2,1-3H3,(H,23,25)
InChIKey 
JSJYFPYLFKZSCQ-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
IMN
Homolog
Q9EQZ5

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_0568.

PDB 9

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)