Ligand profile

ZINC226795624

Virtual-screening candidate from ZINC.

Bound to: VK055_0807 — esterase family protein

Via homolog UniProt Q9I0F2 Formula C₁₈H₂₀N₂O₁₀
Tanimoto 0.51
Mol. weight 424.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC226795624
UniProt (similar protein)
Q9I0F2
Tanimoto
0.513
Target protein
VK055_0807

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 424.36 Da
LogP (Crippen) -0.22
H-bond donors 6
H-bond acceptors 6
TPSA 207.40 Ų
Rotatable bonds 12
Aromatic rings 1 / 1
Heavy atoms 30
Fraction sp³ C 0.33
Formula C₁₈H₂₀N₂O₁₀

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 207.4
  • −1 ≤ LogP ≤ 5 -0.22
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 424.4
  • LogP ≤ 5 -0.22
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 207.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CC[C@@H](NC(=O)c1ccccc1C(=O)N[C@H](CCC(=O)O)C(=O)O)C(=O)O
InChI 
InChI=1S/C18H20N2O10/c21-13(22)7-5-11(17(27)28)19-15(25)9-3-1-2-4-10(9)16(26)20-12(18(29)30)6-8-14(23)24/h1-4,11-12H,5-8H2,(H,19,25)(H,20,26)(H,21,22)(H,23,24)(H,27,28)(H,29,30)/t11-,12-/m1/s1
InChIKey 
XLYZDSWTDAKEGA-VXGBXAGGSA-N

Provenance

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

Method
LigQ nearest_k
Query
DBS
Homolog
Q9I0F2

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_0807.

PDB 5

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)