Ligand profile

ZINC146051286

Virtual-screening candidate from ZINC.

Bound to: VK055_0723 — bacterial extracellular solute-binding, 3 familyprotein

Via homolog UniProt Q7D447 Formula C₁₃H₁₈N₂O₅
Tanimoto 0.55
Mol. weight 282.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC146051286
UniProt (similar protein)
Q7D447
Tanimoto
0.545
Target protein
VK055_0723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 282.30 Da
LogP (Crippen) -0.27
H-bond donors 5
H-bond acceptors 5
TPSA 132.88 Ų
Rotatable bonds 8
Aromatic rings 1 / 1
Heavy atoms 20
Fraction sp³ C 0.38
Formula C₁₃H₁₈N₂O₅

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 132.9
  • −1 ≤ LogP ≤ 5 -0.27
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 282.3
  • LogP ≤ 5 -0.27
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 132.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)CC[C@H](NC[C@H](O)c1ccc(O)cc1)C(=O)O
InChI 
InChI=1S/C13H18N2O5/c14-12(18)6-5-10(13(19)20)15-7-11(17)8-1-3-9(16)4-2-8/h1-4,10-11,15-17H,5-7H2,(H2,14,18)(H,19,20)/t10-,11-/m0/s1
InChIKey 
MBGLSUVJUXASPD-QWRGUYRKSA-N

Provenance

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

Method
LigQ nearest_k
Query
GOP
Homolog
Q7D447

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_0723.

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)