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

ID: ALA550066

Chembl Id: CHEMBL550066

PubChem CID: 45271083

Max Phase: Preclinical

Molecular Formula: C27H47N3O5

Molecular Weight: 493.69

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(CC)c(OCCCOC)c1)C(C)C

Standard InChI:  InChI=1S/C27H47N3O5/c1-7-9-13-29-26(32)20(5)16-24(31)23(28)18-30(19(3)4)27(33)22-12-11-21(8-2)25(17-22)35-15-10-14-34-6/h11-12,17,19-20,23-24,31H,7-10,13-16,18,28H2,1-6H3,(H,29,32)/t20-,23+,24+/m1/s1

Standard InChI Key:  ARBJTFAFEPWZAO-QDSKXPNFSA-N

Alternative Forms

1. Parent:

   

   ALA550066

   N-((2S,3S,5R)-2-amino-6-(butylamino)-3-hydroxy-5-methyl-6-oxohexyl)-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: 493.69

Molecular Weight (Monoisotopic): 493.3516

AlogP: 3.15

#Rotatable Bonds: 17

Polar Surface Area: 114.12

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.55

CX LogP: 2.78

CX LogD: 1.60

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -0.69

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