Ligand profile

ZINC65742694

Virtual-screening candidate from ZINC.

Bound to: VK055_0586 — bacterial extracellular solute-binding, 3 familyprotein

Via homolog UniProt Q7D447 Formula C₁₀H₁₈N₂O₈
Tanimoto 0.78
Mol. weight 294.26 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC65742694
UniProt (similar protein)
Q7D447
Tanimoto
0.778
Target protein
VK055_0586

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 294.26 Da
LogP (Crippen) -4.29
H-bond donors 7
H-bond acceptors 8
TPSA 182.57 Ų
Rotatable bonds 6
Aromatic rings 0 / 1
Heavy atoms 20
Fraction sp³ C 0.80
Formula C₁₀H₁₈N₂O₈

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 182.6
  • −1 ≤ LogP ≤ 5 -4.29
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 294.3
  • LogP ≤ 5 -4.29
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 182.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)C[C@H](NC[C@]1(O)OC[C@H](O)[C@H](O)[C@@H]1O)C(=O)O
InChI 
InChI=1S/C10H18N2O8/c11-6(14)1-4(9(17)18)12-3-10(19)8(16)7(15)5(13)2-20-10/h4-5,7-8,12-13,15-16,19H,1-3H2,(H2,11,14)(H,17,18)/t4-,5-,7-,8-,10-/m0/s1
InChIKey 
AOBQWGHMIKNEHI-VNEAEPGDSA-N

Provenance

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

Method
LigQ nearest_k
Query
SNW
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_0586.

PDB 2

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)