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

ID: ALA212196

Chembl Id: CHEMBL212196

PubChem CID: 44414259

Max Phase: Preclinical

Molecular Formula: C31H33FN4O5

Molecular Weight: 560.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)c1noc(Cc2ccc(OCCc3ccc(F)cc3)cc2)n1

Standard InChI:  InChI=1S/C31H33FN4O5/c32-25-13-9-22(10-14-25)17-19-39-26-15-11-23(12-16-26)20-28-35-30(36-41-28)29(37)27(8-4-5-18-33)34-31(38)40-21-24-6-2-1-3-7-24/h1-3,6-7,9-16,27H,4-5,8,17-21,33H2,(H,34,38)/t27-/m0/s1

Standard InChI Key:  IJSFLTKQJAUFSB-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA212196

   benzyl N-[(2S)-6-amino-1-[5-[[4-[2-(4-fluorophenyl)ethoxy]phenyl]methyl]-1,2,4-oxadiazol-3-yl]-1-oxohexan-2-yl]carbamate

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: 560.63

Molecular Weight (Monoisotopic): 560.2435

AlogP: 5.03

#Rotatable Bonds: 15

Polar Surface Area: 129.57

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.93

CX Basic pKa: 10.00

CX LogP: 5.57

CX LogD: 3.06

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.15

Np Likeness Score: -0.69

References

1. 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]

Source

Source(1):

• Scientific Literature