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

ID: ALA212096

Chembl Id: CHEMBL212096

PubChem CID: 44413973

Max Phase: Preclinical

Molecular Formula: C31H32Cl2N4O5

Molecular Weight: 611.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)c1noc(Cc2ccc(OCCc3ccc(Cl)c(Cl)c3)cc2)n1

Standard InChI:  InChI=1S/C31H32Cl2N4O5/c32-25-14-11-22(18-26(25)33)15-17-40-24-12-9-21(10-13-24)19-28-36-30(37-42-28)29(38)27(8-4-5-16-34)35-31(39)41-20-23-6-2-1-3-7-23/h1-3,6-7,9-14,18,27H,4-5,8,15-17,19-20,34H2,(H,35,39)/t27-/m0/s1

Standard InChI Key:  CUNHNEOCSUHSFO-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA212096

   benzyl N-[(2S)-6-amino-1-[5-[[4-[2-(3,4-dichlorophenyl)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: 611.53

Molecular Weight (Monoisotopic): 610.1750

AlogP: 6.20

#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: 6.56

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -0.66

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