Ligand profile

1QY

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: VK055_5134 — alpha/beta hydrolase family protein

Via homolog PDB 4ke8 UniProt P82597 Formula C₁₇H₃₆N₃O₃P
Mol. weight 361.47 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
1QY
PDB
4ke8
UniProt (similar protein)
P82597
Target protein
VK055_5134

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 361.47 Da
LogP (Crippen) 6.59
H-bond donors 1
H-bond acceptors 3
TPSA 95.29 Ų
Rotatable bonds 18
Aromatic rings 0 / 0
Heavy atoms 24
Fraction sp³ C 1.00
Formula C₁₇H₃₆N₃O₃P

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 95.3
  • −1 ≤ LogP ≤ 5 6.59
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 361.5
  • LogP ≤ 5 6.59
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 95.3
PAINS Alert

Matches PAINS filter: azo_A(324). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCCCCO[P@@](=O)(CCCN=[N+]=[N-])O
InChI 
InChI=1S/C17H36N3O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-23-24(21,22)17-14-15-19-20-18/h2-17H2,1H3,(H,21,22)
InChIKey 
VPIQHARZTFLBCM-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
PDB
Binding sites
PF12146

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_5134.

PDB 4

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

Ligand PDB entry

ZINC 50

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

Compound Similarity (Tanimoto)