Ligand profile

CHEMBL362937

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P0AE18 Formula C₁₉H₁₉N₃O₆S₂
pchembl 6.80 ~158.5 nM
Mol. weight 449.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL362937
UniProt (similar protein)
P0AE18
pchembl
6.800 (~158.5 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 449.51 Da
LogP (Crippen) 3.28
H-bond donors 1
H-bond acceptors 10
TPSA 108.87 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.26
Formula C₁₉H₁₉N₃O₆S₂

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 108.9
  • −1 ≤ LogP ≤ 5 3.28
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 449.5
  • LogP ≤ 5 3.28
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 108.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc(C(=O)OCCc2scnc2C(=O)Nc2nccs2)cc(OC)c1OC
InChI 
InChI=1S/C19H19N3O6S2/c1-25-12-8-11(9-13(26-2)16(12)27-3)18(24)28-6-4-14-15(21-10-30-14)17(23)22-19-20-5-7-29-19/h5,7-10H,4,6H2,1-3H3,(H,20,22,23)
InChIKey 
PPNOXAUXXVUMON-UHFFFAOYSA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Binding sites
PF00557

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_2384.

PDB 46

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

Ligand PDB entry

ChEMBL 99

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)