ID: ALA560486

Max Phase: Preclinical

Molecular Formula: C29H52N4O6

Molecular Weight: 552.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  COCCCOc1cc(CN(C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)C(C)C)ccc1OC

Standard InChI:  InChI=1S/C29H52N4O6/c1-19(2)22(27(35)32-18-29(5,6)28(31)36)15-24(34)23(30)17-33(20(3)4)16-21-10-11-25(38-8)26(14-21)39-13-9-12-37-7/h10-11,14,19-20,22-24,34H,9,12-13,15-18,30H2,1-8H3,(H2,31,36)(H,32,35)/t22-,23-,24-/m0/s1

Standard InChI Key:  GKGIFKZUIBKKDS-HJOGWXRNSA-N

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

Properties

Molecular Weight: 552.76

Molecular Weight (Monoisotopic): 552.3887

AlogP: 2.30

#Rotatable Bonds: 19

Polar Surface Area: 149.37

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.90

CX LogP: 1.72

CX LogD: 0.19

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: -0.42

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