5-Amino-2-benzyl-7-methyl-4-oxo-octanoic acid

ID: ALA140459

Chembl Id: CHEMBL140459

PubChem CID: 14542149

Max Phase: Preclinical

Molecular Formula: C16H23NO3

Molecular Weight: 277.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N)C(=O)CC(Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C16H23NO3/c1-11(2)8-14(17)15(18)10-13(16(19)20)9-12-6-4-3-5-7-12/h3-7,11,13-14H,8-10,17H2,1-2H3,(H,19,20)/t13?,14-/m0/s1

Standard InChI Key:  SGMZGZICZKFASN-KZUDCZAMSA-N

Alternative Forms

1. Parent:

   

   ALA140459

   5-Amino-2-benzyl-7-methyl-4-oxo-octanoic acid

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

Calculated Properties

Molecular Weight: 277.36

Molecular Weight (Monoisotopic): 277.1678

AlogP: 2.26

#Rotatable Bonds: 8

Polar Surface Area: 80.39

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.42

CX Basic pKa: 8.12

CX LogP: 0.69

CX LogD: 0.63

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: 0.51

References

1. Harbeson SL, Rich DH..  (1989)  Inhibition of aminopeptidases by peptides containing ketomethylene and hydroxyethylene amide bond replacements.,  32  (6): [PMID:2566685] [10.1021/jm00126a039]

2. Ocain TD, Rich DH..  (1992)  alpha-Keto amide inhibitors of aminopeptidases.,  35  (3): [PMID:1738140] [10.1021/jm00081a005]

Source

Source(1):

• Scientific Literature