ID: ALA1950280

Max Phase: Preclinical

Molecular Formula: C15H22N4O6

Molecular Weight: 354.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)/C=C/C(=O)N(CC(N)=O)NC(=O)[C@@H]1CCCN1C(C)=O

Standard InChI:  InChI=1S/C15H22N4O6/c1-3-25-14(23)7-6-13(22)19(9-12(16)21)17-15(24)11-5-4-8-18(11)10(2)20/h6-7,11H,3-5,8-9H2,1-2H3,(H2,16,21)(H,17,24)/b7-6+/t11-/m0/s1

Standard InChI Key:  QXSVKQKIGCAZOA-MLRMMBSGSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 354.36

Molecular Weight (Monoisotopic): 354.1539

AlogP: -1.54

#Rotatable Bonds: 6

Polar Surface Area: 139.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.27

CX Basic pKa:

CX LogP: -2.07

CX LogD: -2.07

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: -0.59

References

1. Lee J, Bogyo M..  (2012)  Synthesis and evaluation of aza-peptidyl inhibitors of the lysosomal asparaginyl endopeptidase, legumain.,  22  (3): [PMID:22243962] [10.1016/j.bmcl.2011.12.079]

2.  (2016)  Specific inhibitors and active site probes for legumain, 

Source

Source(2):

• Scientific Literature
• BindingDB Database