(S)-ethyl 1-(5-(4-phenethoxybenzyl)-1,2,4-oxadiazol-3-yl)-6-amino-1-oxohexan-2-ylcarbamate

ID: ALA211561

Chembl Id: CHEMBL211561

PubChem CID: 15984063

Max Phase: Preclinical

Molecular Formula: C26H32N4O5

Molecular Weight: 480.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N[C@@H](CCCCN)C(=O)c1noc(Cc2ccc(OCCc3ccccc3)cc2)n1

Standard InChI:  InChI=1S/C26H32N4O5/c1-2-33-26(32)28-22(10-6-7-16-27)24(31)25-29-23(35-30-25)18-20-11-13-21(14-12-20)34-17-15-19-8-4-3-5-9-19/h3-5,8-9,11-14,22H,2,6-7,10,15-18,27H2,1H3,(H,28,32)/t22-/m0/s1

Standard InChI Key:  PQVCEZVKPWHTFF-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA211561

   (S)-ethyl 1-(5-(4-phenethoxybenzyl)-1,2,4-oxadiazol-3-yl)-6-amino-1-oxohexan-2-ylcarbamate

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: 480.57

Molecular Weight (Monoisotopic): 480.2373

AlogP: 3.71

#Rotatable Bonds: 14

Polar Surface Area: 129.57

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.86

CX Basic pKa: 10.00

CX LogP: 4.05

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -0.57

References

1. Palmer JT, Rydzewski RM, Mendonca RV, Sperandio D, Spencer JR, Hirschbein BL, Lohman J, Beltman J, Nguyen M, Liu L..  (2006)  Design and synthesis of selective keto-1,2,4-oxadiazole-based tryptase inhibitors.,  16  (13): [PMID:16644215] [10.1016/j.bmcl.2006.04.013]

2. Sperandio D, Tai VW, Lohman J, Hirschbein B, Mendonca R, Lee CS, Spencer JR, Janc J, Nguyen M, Beltman J, Sprengeler P, Scheerens H, Lin T, Liu L, Gadre A, Kellogg A, Green MJ, McGrath ME..  (2006)  Novel, potent, selective, and orally bioavailable human betaII-tryptase inhibitors.,  16  (15): [PMID:16725321] [10.1016/j.bmcl.2006.04.088]

3. Maryanoff BE, Costanzo MJ..  (2008)  Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.,  16  (4): [PMID:18053726] [10.1016/j.bmc.2007.11.015]

Source

Source(1):

• Scientific Literature