Ligand profile

ZINC5567555

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q7D447 Formula C₁₇H₂₂N₂O₈
Tanimoto 0.53
Mol. weight 382.37 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5567555
UniProt (similar protein)
Q7D447
Tanimoto
0.532
Target protein
VK055_0586

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 382.37 Da
LogP (Crippen) -1.74
H-bond donors 8
H-bond acceptors 8
TPSA 175.50 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 27
Fraction sp³ C 0.47
Formula C₁₇H₂₂N₂O₈

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 175.5
  • −1 ≤ LogP ≤ 5 -1.74
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 382.4
  • LogP ≤ 5 -1.74
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 175.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)[C@@H](Cc1c[nH]c2ccc(O)cc12)NC[C@]1(O)OC[C@@H](O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C17H22N2O8/c20-9-1-2-11-10(4-9)8(5-18-11)3-12(16(24)25)19-7-17(26)15(23)14(22)13(21)6-27-17/h1-2,4-5,12-15,18-23,26H,3,6-7H2,(H,24,25)/t12-,13-,14-,15-,17+/m1/s1
InChIKey 
KIZITXJYDFCILU-IETPZCKNSA-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)