ID: ALA536761

Max Phase: Preclinical

Molecular Formula: C28H50ClN3O7

Molecular Weight: 539.71

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C28H49N3O7.ClH/c1-17(2)20(12-19-8-9-25(37-6)26(13-19)38-11-7-10-36-5)14-22(29)24(33)15-21(18(3)4)28(35)31-23(16-32)27(30)34;/h8-9,13,17-18,20-24,32-33H,7,10-12,14-16,29H2,1-6H3,(H2,30,34)(H,31,35);1H/t20-,21-,22-,23-,24-;/m0./s1

Standard InChI Key:  VBDBLNLJPDJVRP-VHIJBDTGSA-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: 539.71

Molecular Weight (Monoisotopic): 539.3571

AlogP: 1.63

#Rotatable Bonds: 19

Polar Surface Area: 166.36

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.54

CX Basic pKa: 9.57

CX LogP: 1.31

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 0.40

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