N-((2S,3S,5R)-2-amino-6-(butylamino)-3-hydroxy-5-methyl-6-oxohexyl)-4-bromo-N-isopropyl-3-(3-methoxypropoxy)benzamide

ID: ALA550673

Chembl Id: CHEMBL550673

PubChem CID: 45271093

Max Phase: Preclinical

Molecular Formula: C25H42BrN3O5

Molecular Weight: 544.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)[C@H](C)C[C@H](O)[C@@H](N)CN(C(=O)c1ccc(Br)c(OCCCOC)c1)C(C)C

Standard InChI:  InChI=1S/C25H42BrN3O5/c1-6-7-11-28-24(31)18(4)14-22(30)21(27)16-29(17(2)3)25(32)19-9-10-20(26)23(15-19)34-13-8-12-33-5/h9-10,15,17-18,21-22,30H,6-8,11-14,16,27H2,1-5H3,(H,28,31)/t18-,21+,22+/m1/s1

Standard InChI Key:  FLYYEPGUPIYISO-COPCDDAFSA-N

Alternative Forms

1. Parent:

   

   ALA550673

   N-((2S,3S,5R)-2-amino-6-(butylamino)-3-hydroxy-5-methyl-6-oxohexyl)-4-bromo-N-isopropyl-3-(3-methoxypropoxy)benzamide

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: 544.53

Molecular Weight (Monoisotopic): 543.2308

AlogP: 3.35

#Rotatable Bonds: 16

Polar Surface Area: 114.12

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.55

CX LogP: 2.59

CX LogD: 1.42

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.71

References

1. Yamaguchi Y, Menear K, Cohen NC, Mah R, Cumin F, Schnell C, Wood JM, Maibaum J..  (2009)  The P1N-isopropyl motif bearing hydroxyethylene dipeptide isostere analogues of aliskiren are in vitro potent inhibitors of the human aspartyl protease renin.,  19  (16): [PMID:19615901] [10.1016/j.bmcl.2009.05.128]

Source

Source(1):

• Scientific Literature