Ligand profile

ZINC71404858

Virtual-screening candidate from ZINC.

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

Via homolog UniProt P75780 Formula C₁₈H₃₄O₁₃
Tanimoto 0.68
Mol. weight 458.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC71404858
UniProt (similar protein)
P75780
Tanimoto
0.676
Target protein
VK055_5105

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 458.46 Da
LogP (Crippen) -4.58
H-bond donors 8
H-bond acceptors 13
TPSA 207.99 Ų
Rotatable bonds 12
Aromatic rings 0 / 2
Heavy atoms 31
Fraction sp³ C 1.00
Formula C₁₈H₃₄O₁₃

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 208.0
  • −1 ≤ LogP ≤ 5 -4.58
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 458.5
  • LogP ≤ 5 -4.58
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 208.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@H]1O[C@H](OCCCOCCCO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C18H34O13/c19-7-9-11(21)13(23)15(25)17(30-9)28-5-1-3-27-4-2-6-29-18-16(26)14(24)12(22)10(8-20)31-18/h9-26H,1-8H2/t9-,10-,11+,12+,13+,14+,15-,16-,17+,18+/m1/s1
InChIKey 
FROLUYNBHPUZQU-VUBBGHQQSA-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)