Ligand profile

CHEMBL2047304

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1361 — beta-hexosaminidase

Via homolog UniProt Q9HZK0 Formula C₁₄H₂₆ClN₃O₇
Mol. weight 383.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047304
UniProt (similar protein)
Q9HZK0
Target protein
VK055_1361

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 383.83 Da
LogP (Crippen) -2.40
H-bond donors 6
H-bond acceptors 7
TPSA 157.22 Ų
Rotatable bonds 7
Aromatic rings 0 / 1
Heavy atoms 25
Fraction sp³ C 0.79
Formula C₁₄H₂₆ClN₃O₇

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 157.2
  • −1 ≤ LogP ≤ 5 -2.40
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 383.8
  • LogP ≤ 5 -2.40
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 157.2
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)N[C@@H](C)C(=O)O.Cl
InChI 
InChI=1S/C14H25N3O7.ClH/c1-6(14(22)23)16-13(21)7(2)24-12-9(17-8(3)19)4-15-10(5-18)11(12)20;/h6-7,9-12,15,18,20H,4-5H2,1-3H3,(H,16,21)(H,17,19)(H,22,23);1H/t6-,7+,9-,10+,11+,12+;/m0./s1
InChIKey 
QQDDJZAQSOYEME-ODPUZPCVSA-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)