(R)-3-amino-N-(6-(2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-1,3-oxazin-4-yl)-5-fluoropyridin-2-yl)-5-(2,2-difluoroethoxy)pyrazine-2-carboxamide

ID: ALA2386725

Chembl Id: CHEMBL2386725

PubChem CID: 71529265

Max Phase: Preclinical

Molecular Formula: C17H16F5N7O3

Molecular Weight: 461.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2nc(NC(=O)c3ncc(OCC(F)F)nc3N)ccc2F)N=C(N)OCC1(F)F

Standard InChI:  InChI=1S/C17H16F5N7O3/c1-16(17(21,22)6-32-15(24)29-16)12-7(18)2-3-9(26-12)27-14(30)11-13(23)28-10(4-25-11)31-5-8(19)20/h2-4,8H,5-6H2,1H3,(H2,23,28)(H2,24,29)(H,26,27,30)/t16-/m1/s1

Standard InChI Key:  FKUWIXCLOXGDMB-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA2386725

   3-amino-N-[6-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-5-fluoropyridin-2-yl]-5-(2,2-difluoroethoxy)pyrazine-2-carboxamide

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: 461.35

Molecular Weight (Monoisotopic): 461.1235

AlogP: 1.68

#Rotatable Bonds: 6

Polar Surface Area: 150.63

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.28

CX Basic pKa: 4.99

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -0.93

References

1. Rosse G..  (2013)  Dihydrooxazines As Inhibitors of BACE-1 or BACE-2.,  4  (5): [PMID:24900690] [10.1021/ml400104f]

2.  (2015)  Oxazine derivatives and their use in the treatment of disease, 

Source

Source(2):

• Scientific Literature
• BindingDB Database