(2R,4S,5S,7S)-5-amino-N-butyl-4-hydroxy-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,8-dimethylnonanamide

ID: ALA562634

Chembl Id: CHEMBL562634

PubChem CID: 9982638

Max Phase: Preclinical

Molecular Formula: C27H48N2O5

Molecular Weight: 480.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)[C@H](C)C[C@H](O)[C@@H](N)C[C@H](Cc1ccc(OC)c(OCCCOC)c1)C(C)C

Standard InChI:  InChI=1S/C27H48N2O5/c1-7-8-12-29-27(31)20(4)15-24(30)23(28)18-22(19(2)3)16-21-10-11-25(33-6)26(17-21)34-14-9-13-32-5/h10-11,17,19-20,22-24,30H,7-9,12-16,18,28H2,1-6H3,(H,29,31)/t20-,22+,23+,24+/m1/s1

Standard InChI Key:  HMXUWQWZWZLSAO-KAMZKSLDSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA562634

   (2R,4S,5S,7S)-5-amino-N-butyl-4-hydroxy-7-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-2,8-dimethylnonanamide;hydrochloride

2. Parent:

   

   ALA562634

   (2r,4s,5s,7s)-5-Amino-N-Butyl-4-Hydroxy-7-[4-Methoxy-3-(3-Methoxypropoxy)benzyl]-2,8-Dimethylnonanamide

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: 480.69

Molecular Weight (Monoisotopic): 480.3563

AlogP: 3.95

#Rotatable Bonds: 18

Polar Surface Area: 103.04

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 3.71

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: 0.22

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]

2. Webb RL, Schiering N, Sedrani R, Maibaum J..  (2010)  Direct renin inhibitors as a new therapy for hypertension.,  53  (21): [PMID:20731374] [10.1021/jm901885s]

Source

Source(1):

• Scientific Literature