(2S,4S,5S,7S)-5-amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid butylamide hydrochloride

ID: ALA540892

Chembl Id: CHEMBL540892

PubChem CID: 23625645

Max Phase: Preclinical

Molecular Formula: C29H53ClN2O5

Molecular Weight: 508.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H52N2O5.ClH/c1-8-9-13-31-29(33)24(21(4)5)19-26(32)25(30)18-23(20(2)3)16-22-11-12-27(35-7)28(17-22)36-15-10-14-34-6;/h11-12,17,20-21,23-26,32H,8-10,13-16,18-19,30H2,1-7H3,(H,31,33);1H/t23-,24-,25-,26-;/m0./s1

Standard InChI Key:  CVPTWPSVGFINHH-KRZJFFIJSA-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: 508.74

Molecular Weight (Monoisotopic): 508.3876

AlogP: 4.58

#Rotatable Bonds: 19

Polar Surface Area: 103.04

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 4.44

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.24

Np Likeness Score: 0.24

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