5-Amino-2-benzyl-7-methyl-4-oxo-octanoic acid [2-methyl-1-(3-methyl-butylcarbamoyl)-propyl]-amide

ID: ALA284714

Chembl Id: CHEMBL284714

PubChem CID: 14542158

Max Phase: Preclinical

Molecular Formula: C26H43N3O3

Molecular Weight: 445.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H43N3O3/c1-17(2)12-13-28-26(32)24(19(5)6)29-25(31)21(15-20-10-8-7-9-11-20)16-23(30)22(27)14-18(3)4/h7-11,17-19,21-22,24H,12-16,27H2,1-6H3,(H,28,32)(H,29,31)/t21-,22+,24+/m1/s1

Standard InChI Key:  QZUXJQWIIVGFJI-GPXNEJASSA-N

Alternative Forms

1. Parent:

   

   ALA284714

   (2R,5S)-5-amino-2-benzyl-7-methyl-N-[(2S)-3-methyl-1-(3-methylbutylamino)-1-oxobutan-2-yl]-4-oxooctanamide

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: 445.65

Molecular Weight (Monoisotopic): 445.3304

AlogP: 3.48

#Rotatable Bonds: 14

Polar Surface Area: 101.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.11

CX Basic pKa: 7.82

CX LogP: 4.33

CX LogD: 3.77

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.01

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]

Source

Source(1):

• Scientific Literature