Ligand profile

CHEMBL3250951

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1836 — asparagine synthase

Via homolog UniProt P49088 Formula C₃H₈N₂O₅S
Mol. weight 184.17 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3250951
UniProt (similar protein)
P49088
Target protein
VK055_1836

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 184.17 Da
LogP (Crippen) -2.29
H-bond donors 4
H-bond acceptors 5
TPSA 129.72 Ų
Rotatable bonds 4
Aromatic rings 0 / 0
Heavy atoms 11
Fraction sp³ C 0.67
Formula C₃H₈N₂O₅S

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 129.7
  • −1 ≤ LogP ≤ 5 -2.29
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 184.2
  • LogP ≤ 5 -2.29
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 129.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](CS(=O)(=O)NO)C(=O)O
InChI 
InChI=1S/C3H8N2O5S/c4-2(3(6)7)1-11(9,10)5-8/h2,5,8H,1,4H2,(H,6,7)/t2-/m0/s1
InChIKey 
RVMAFFCZARSNHW-REOHCLBHSA-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
PF13537

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_1836.

PDB 8

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)