Ligand profile

CHEMBL593646

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0887 — beta-galactosidase

Via homolog UniProt Q8VNN2 Formula C₁₈H₂₆O₈S
Mol. weight 402.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL593646
UniProt (similar protein)
Q8VNN2
Target protein
VK055_0887

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 402.47 Da
LogP (Crippen) -0.79
H-bond donors 5
H-bond acceptors 9
TPSA 128.84 Ų
Rotatable bonds 6
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.67
Formula C₁₈H₂₆O₈S

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 128.8
  • −1 ≤ LogP ≤ 5 -0.79
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 402.5
  • LogP ≤ 5 -0.79
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 128.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@H]1O[C@@H](S[C@@H]2CO[C@@H](OCc3ccccc3)[C@@H](O)C2)[C@H](O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C18H26O8S/c19-7-13-14(21)15(22)16(23)18(26-13)27-11-6-12(20)17(25-9-11)24-8-10-4-2-1-3-5-10/h1-5,11-23H,6-9H2/t11-,12-,13+,14-,15-,16+,17+,18-/m0/s1
InChIKey 
XCAXFAYZOFLGOH-MWVUGINQSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF02836' 'PF02837' 'PF02929

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_0887.

PDB 11

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

Ligand PDB entry

ChEMBL 5

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)