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

ID: ALA2386724

Chembl Id: CHEMBL2386724

PubChem CID: 71273898

Max Phase: Preclinical

Molecular Formula: C16H12Cl2F3N5O2

Molecular Weight: 434.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2nc(NC(=O)c3ncc(Cl)cc3Cl)ccc2F)N=C(N)OCC1(F)F

Standard InChI:  InChI=1S/C16H12Cl2F3N5O2/c1-15(16(20,21)6-28-14(22)26-15)12-9(19)2-3-10(24-12)25-13(27)11-8(18)4-7(17)5-23-11/h2-5H,6H2,1H3,(H2,22,26)(H,24,25,27)/t15-/m1/s1

Standard InChI Key:  CGFNKFZCIRBOAD-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA2386724

   N-[6-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-5-fluoropyridin-2-yl]-3,5-dichloropyridine-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: 434.20

Molecular Weight (Monoisotopic): 433.0320

AlogP: 3.37

#Rotatable Bonds: 3

Polar Surface Area: 102.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.87

CX Basic pKa: 4.99

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -1.10

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