5-cyano-N-(6-((3R,6R)-6-(difluoromethyl)-5-imino-3,6-dimethyl-1,1-dioxidothiomorpholin-3-yl)-5-fluoropyridin-2-yl)-3-methylpicolinamide

ID: ALA5198665

Chembl Id: CHEMBL5198665

PubChem CID: 168290037

Max Phase: Preclinical

Molecular Formula: C20H19F3N6O3S

Molecular Weight: 480.47

Names and Identifiers

Canonical SMILES:  Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@]2(C)CS(=O)(=O)[C@@](C)(C(F)F)C(=N)N2)n1

Standard InChI:  InChI=1S/C20H19F3N6O3S/c1-10-6-11(7-24)8-26-14(10)16(30)28-13-5-4-12(21)15(27-13)19(2)9-33(31,32)20(3,17(22)23)18(25)29-19/h4-6,8,17H,9H2,1-3H3,(H2,25,29)(H,27,28,30)/t19-,20-/m0/s1

Standard InChI Key:  IWBMTMOXRFICLO-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA5198665

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 480.47

Molecular Weight (Monoisotopic): 480.1191

AlogP: 2.28

#Rotatable Bonds: 4

Polar Surface Area: 148.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 5.70

CX LogP: 1.87

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.61

Np Likeness Score: -1.25

References

1. Taoka BM, Wu WL, Hao J, Dolmaski M, Wang H, Levorse D, Orth P, Hyde LA, Smith B, Michener MS, Kennedy ME, Parker EM, Cumming JN..  (2022)  Design and discovery of C2-fluoroalkyl iminothiazine dioxides as BACE inhibitors.,  56  [PMID:34838652] [10.1016/j.bmcl.2021.128463]

Source

Source(1):

• Scientific Literature