N-((2S,3S,5S)-2-amino-5-(butylcarbamoyl)-3-hydroxy-6-methylheptyl)-4-ethyl-N-isopropyl-3-(3-methoxypropoxy)benzamide

ID: ALA550005

Chembl Id: CHEMBL550005

PubChem CID: 45270275

Max Phase: Preclinical

Molecular Formula: C29H51N3O5

Molecular Weight: 521.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H51N3O5/c1-8-10-14-31-28(34)24(20(3)4)18-26(33)25(30)19-32(21(5)6)29(35)23-13-12-22(9-2)27(17-23)37-16-11-15-36-7/h12-13,17,20-21,24-26,33H,8-11,14-16,18-19,30H2,1-7H3,(H,31,34)/t24-,25-,26-/m0/s1

Standard InChI Key:  NGPMIGMGKFRAJT-GSDHBNRESA-N

Alternative Forms

1. Parent:

   

   ALA550005

   N-((2S,3S,5S)-2-amino-5-(butylcarbamoyl)-3-hydroxy-6-methylheptyl)-4-ethyl-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: 521.74

Molecular Weight (Monoisotopic): 521.3829

AlogP: 3.78

#Rotatable Bonds: 18

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: 3.51

CX LogD: 2.34

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -0.63

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