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

ID: ALA2386719

Chembl Id: CHEMBL2386719

PubChem CID: 71529465

Max Phase: Preclinical

Molecular Formula: C17H13F3N6O2

Molecular Weight: 390.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2nc(NC(=O)c3ccc(C#N)cn3)ccc2F)N=C(N)OCC1(F)F

Standard InChI:  InChI=1S/C17H13F3N6O2/c1-16(17(19,20)8-28-15(22)26-16)13-10(18)3-5-12(24-13)25-14(27)11-4-2-9(6-21)7-23-11/h2-5,7H,8H2,1H3,(H2,22,26)(H,24,25,27)/t16-/m1/s1

Standard InChI Key:  ZWUWGLTVWPXQQS-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA2386719

   N-[6-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-5-fluoropyridin-2-yl]-5-cyanopyridine-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: 390.33

Molecular Weight (Monoisotopic): 390.1052

AlogP: 1.94

#Rotatable Bonds: 3

Polar Surface Area: 126.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 4.99

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -1.31

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