Ligand profile

PIN

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

Bound to: VK055_4704 — phospholipase/Carboxylesterase family protein

Via homolog PDB 4ftw UniProt Q3J2V1 Formula C₈H₁₈N₂O₆S₂
Mol. weight 302.37 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
PIN
PDB
4ftw
UniProt (similar protein)
Q3J2V1
Target protein
VK055_4704

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 302.37 Da
LogP (Crippen) -1.62
H-bond donors 2
H-bond acceptors 6
TPSA 115.22 Ų
Rotatable bonds 6
Aromatic rings 0 / 1
Heavy atoms 18
Fraction sp³ C 1.00
Formula C₈H₁₈N₂O₆S₂

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 115.2
  • −1 ≤ LogP ≤ 5 -1.62
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 302.4
  • LogP ≤ 5 -1.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 115.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C1CN(CCN1CCS(=O)(=O)O)CCS(=O)(=O)O
InChI 
InChI=1S/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16)
InChIKey 
IHPYMWDTONKSCO-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
PF02230

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_4704.

PDB 2

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)