Ligand profile

CHEMBL2047303

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1361 — beta-hexosaminidase

Via homolog UniProt Q9HZK0 Formula C₁₁H₂₁ClN₂O₆
Mol. weight 312.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047303
UniProt (similar protein)
Q9HZK0
Target protein
VK055_1361

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 312.75 Da
LogP (Crippen) -1.90
H-bond donors 5
H-bond acceptors 6
TPSA 128.12 Ų
Rotatable bonds 5
Aromatic rings 0 / 1
Heavy atoms 20
Fraction sp³ C 0.82
Formula C₁₁H₂₁ClN₂O₆

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 128.1
  • −1 ≤ LogP ≤ 5 -1.90
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 312.8
  • LogP ≤ 5 -1.90
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 128.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)O.Cl
InChI 
InChI=1S/C11H20N2O6.ClH/c1-5(11(17)18)19-10-7(13-6(2)15)3-12-8(4-14)9(10)16;/h5,7-10,12,14,16H,3-4H2,1-2H3,(H,13,15)(H,17,18);1H/t5-,7+,8-,9-,10-;/m1./s1
InChIKey 
ZEYCQWMDZGANTF-QTDUYKOVSA-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
Binding sites
PF00933

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_1361.

PDB 7

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

Ligand PDB entry

ChEMBL 3

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)