(2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-(N-isopropyl-4-methoxyphenylsulfonamido)-2-methylhexanamide

ID: ALA551279

Chembl Id: CHEMBL551279

PubChem CID: 45271101

Max Phase: Preclinical

Molecular Formula: C21H37N3O5S

Molecular Weight: 443.61

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)cc1

Standard InChI:  InChI=1S/C21H37N3O5S/c1-6-7-12-23-21(26)16(4)13-20(25)19(22)14-24(15(2)3)30(27,28)18-10-8-17(29-5)9-11-18/h8-11,15-16,19-20,25H,6-7,12-14,22H2,1-5H3,(H,23,26)/t16-,19+,20+/m1/s1

Standard InChI Key:  GGIQKEHIZONYJO-UXPWSPDFSA-N

Alternative Forms

1. Parent:

   

   ALA551279

   (2R,4S,5S)-5-amino-N-butyl-4-hydroxy-6-[(4-methoxyphenyl)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: 443.61

Molecular Weight (Monoisotopic): 443.2454

AlogP: 1.73

#Rotatable Bonds: 13

Polar Surface Area: 121.96

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.52

CX LogP: 1.56

CX LogD: 0.41

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.66

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