Ligand profile

ZINC79036671

Virtual-screening candidate from ZINC.

Bound to: VK055_2145 — bacterial extracellular solute-binding, 5 Middlefamily protein

Via homolog UniProt O50271 Formula C₁₁H₁₉NO₉
Tanimoto 1.00
Mol. weight 309.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC79036671
UniProt (similar protein)
O50271
Tanimoto
1.000
Target protein
VK055_2145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 309.27 Da
LogP (Crippen) -3.46
H-bond donors 7
H-bond acceptors 8
TPSA 184.62 Ų
Rotatable bonds 11
Aromatic rings 0 / 0
Heavy atoms 21
Fraction sp³ C 0.73
Formula C₁₁H₁₉NO₉

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 184.6
  • −1 ≤ LogP ≤ 5 -3.46
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 309.3
  • LogP ≤ 5 -3.46
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 184.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CC[C@H](NCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO)C(=O)O
InChI 
InChI=1S/C11H19NO9/c13-4-7(15)10(19)9(18)6(14)3-12-5(11(20)21)1-2-8(16)17/h5,7,9-10,12-13,15,18-19H,1-4H2,(H,16,17)(H,20,21)/t5-,7+,9+,10+/m0/s1
InChIKey 
PUFNBARRTADWAC-AJGMQJJTSA-N

Provenance

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

Method
LigQ nearest_k
Query
N72
Homolog
O50271

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_2145.

PDB 3

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

Ligand PDB entry

ZINC 5

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

Compound Similarity (Tanimoto)