(2S,4S,5S,7S)-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-5-amino-N-(3-amino-3-oxopropyl)-4-hydroxy-2-isopropyl-8-methylnonanamide hydrochloride

ID: ALA536084

Chembl Id: CHEMBL536084

PubChem CID: 23626268

Max Phase: Preclinical

Molecular Formula: C28H50ClN3O6

Molecular Weight: 523.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCOc1cc(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCCC(N)=O)C(C)C)C(C)C)ccc1OC.Cl

Standard InChI:  InChI=1S/C28H49N3O6.ClH/c1-18(2)21(14-20-8-9-25(36-6)26(15-20)37-13-7-12-35-5)16-23(29)24(32)17-22(19(3)4)28(34)31-11-10-27(30)33;/h8-9,15,18-19,21-24,32H,7,10-14,16-17,29H2,1-6H3,(H2,30,33)(H,31,34);1H/t21-,22-,23-,24-;/m0./s1

Standard InChI Key:  ZXGICKLYJBIUPL-JPIABUGISA-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

Calculated Properties

Molecular Weight: 523.72

Molecular Weight (Monoisotopic): 523.3621

AlogP: 2.66

#Rotatable Bonds: 19

Polar Surface Area: 146.13

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 2.03

CX LogD: -0.09

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.20

Np Likeness Score: 0.18

References

1. Maibaum J, Stutz S, Göschke R, Rigollier P, Yamaguchi Y, Cumin F, Rahuel J, Baum HP, Cohen NC, Schnell CR, Fuhrer W, Gruetter MG, Schilling W, Wood JM..  (2007)  Structural modification of the P2' position of 2,7-dialkyl-substituted 5(S)-amino-4(S)-hydroxy-8-phenyl-octanecarboxamides: the discovery of aliskiren, a potent nonpeptide human renin inhibitor active after once daily dosing in marmosets.,  50  (20): [PMID:17824680] [10.1021/jm070316i]

Source

Source(1):

• Scientific Literature