(2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-(N-isopropyl-4-methoxy-3-(3-methoxypropoxy)phenylsulfonamido)-2-methylhexanamide

ID: ALA560085

Chembl Id: CHEMBL560085

PubChem CID: 45267713

Max Phase: Preclinical

Molecular Formula: C25H45N3O7S

Molecular Weight: 531.72

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H45N3O7S/c1-7-8-12-27-25(30)19(4)15-22(29)21(26)17-28(18(2)3)36(31,32)20-10-11-23(34-6)24(16-20)35-14-9-13-33-5/h10-11,16,18-19,21-22,29H,7-9,12-15,17,26H2,1-6H3,(H,27,30)/t19-,21+,22+/m1/s1

Standard InChI Key:  HKGJUUIKGOANAU-HJNYFJLDSA-N

Alternative Forms

1. Parent:

   

   ALA560085

   (2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-[[4-methoxy-3-(3-methoxypropoxy)phenyl]sulfonyl-propan-2-ylamino]-2-methylhexanamide

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: 531.72

Molecular Weight (Monoisotopic): 531.2978

AlogP: 2.14

#Rotatable Bonds: 18

Polar Surface Area: 140.42

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.52

CX LogP: 1.42

CX LogD: 0.27

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.24

Np Likeness Score: -0.67

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