Ligand profile

ZINC257371381

Virtual-screening candidate from ZINC.

Bound to: VK055_5105 — tonB-dependent siderophore receptor family protein

Via homolog UniProt P75780 Formula C₁₇H₃₂O₁₀
Tanimoto 0.62
Mol. weight 396.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC257371381
UniProt (similar protein)
P75780
Tanimoto
0.619
Target protein
VK055_5105

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 396.43 Da
LogP (Crippen) -2.15
H-bond donors 6
H-bond acceptors 10
TPSA 158.30 Ų
Rotatable bonds 9
Aromatic rings 0 / 2
Heavy atoms 27
Fraction sp³ C 1.00
Formula C₁₇H₃₂O₁₀

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 158.3
  • −1 ≤ LogP ≤ 5 -2.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 396.4
  • LogP ≤ 5 -2.15
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 158.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCO[C@H]1O[C@@H](CO[C@@H]2OC[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C17H32O10/c1-2-3-4-5-6-24-17-15(23)13(21)12(20)10(27-17)8-26-16-14(22)11(19)9(18)7-25-16/h9-23H,2-8H2,1H3/t9-,10-,11+,12-,13+,14-,15-,16-,17-/m0/s1
InChIKey 
PSYNCYUUTFEJHA-SLUPQNCBSA-N

Provenance

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

Method
LigQ nearest_k
Query
BOG
Homolog
P75780

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_5105.

PDB 14

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)