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

ID: ALA2386726

Chembl Id: CHEMBL2386726

PubChem CID: 71529426

Max Phase: Preclinical

Molecular Formula: C15H12ClF5N6O2

Molecular Weight: 438.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2nc(NC(=O)c3nn(C(F)F)cc3Cl)ccc2F)N=C(N)OCC1(F)F

Standard InChI:  InChI=1S/C15H12ClF5N6O2/c1-14(15(20,21)5-29-13(22)25-14)10-7(17)2-3-8(23-10)24-11(28)9-6(16)4-27(26-9)12(18)19/h2-4,12H,5H2,1H3,(H2,22,25)(H,23,24,28)/t14-/m1/s1

Standard InChI Key:  PUANGZKWYIUWGX-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA2386726

   N-[6-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-5-fluoropyridin-2-yl]-4-chloro-1-(difluoromethyl)pyrazole-3-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: 438.74

Molecular Weight (Monoisotopic): 438.0630

AlogP: 2.91

#Rotatable Bonds: 4

Polar Surface Area: 107.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: 4.99

CX LogP: 3.79

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.21

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