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

ID: ALA2386720

Chembl Id: CHEMBL2386720

PubChem CID: 71274019

Max Phase: Preclinical

Molecular Formula: C17H12ClF3N6O2

Molecular Weight: 424.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H12ClF3N6O2/c1-16(17(20,21)7-29-15(23)27-16)13-10(19)2-3-11(25-13)26-14(28)12-9(18)4-8(5-22)6-24-12/h2-4,6H,7H2,1H3,(H2,23,27)(H,25,26,28)/t16-/m1/s1

Standard InChI Key:  XZRLHXIFWZKMCO-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA2386720

   N-[6-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-5-fluoropyridin-2-yl]-3-chloro-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: 424.77

Molecular Weight (Monoisotopic): 424.0662

AlogP: 2.59

#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: 12.68

CX Basic pKa: 4.99

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -1.23

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, 

3. Hsiao CC, Rombouts F, Gijsen HJM..  (2019)  New evolutions in the BACE1 inhibitor field from 2014 to 2018.,  29  (6): [PMID:30709653] [10.1016/j.bmcl.2018.12.049]

Source

Source(2):

• Scientific Literature
• BindingDB Database