(2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)-2-methylhexanamide

ID: ALA550412

Chembl Id: CHEMBL550412

PubChem CID: 45270278

Max Phase: Preclinical

Molecular Formula: C26H47N3O5

Molecular Weight: 481.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H47N3O5/c1-7-8-12-28-26(31)20(4)15-23(30)22(27)18-29(19(2)3)17-21-10-11-24(33-6)25(16-21)34-14-9-13-32-5/h10-11,16,19-20,22-23,30H,7-9,12-15,17-18,27H2,1-6H3,(H,28,31)/t20-,22+,23+/m1/s1

Standard InChI Key:  SZRCOQGNTQABOL-PUHATCMVSA-N

Alternative Forms

1. Parent:

   

   ALA550412

   (2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)-2-methylhexanamide

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: 481.68

Molecular Weight (Monoisotopic): 481.3516

AlogP: 2.95

#Rotatable Bonds: 18

Polar Surface Area: 106.28

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.90

CX LogP: 2.31

CX LogD: 0.77

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.51

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