(4aR,7aR)-7a-(5-Chlorothiophen-2-yl)-6-(5-fluoro-4-methoxy-6-methylpyrimidin-2-yl)-2-imino-3-methylhexahydro-1H-pyrrolo[3,4-d]pyrimidin-4(4aH)-one

ID: ALA3798199

Chembl Id: CHEMBL3798199

PubChem CID: 44478726

Max Phase: Preclinical

Molecular Formula: C17H18ClFN6O2S

Molecular Weight: 424.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(N2C[C@H]3C(=O)N(C)C(=N)N[C@@]3(c3ccc(Cl)s3)C2)nc(C)c1F

Standard InChI:  InChI=1S/C17H18ClFN6O2S/c1-8-12(19)13(27-3)22-16(21-8)25-6-9-14(26)24(2)15(20)23-17(9,7-25)10-4-5-11(18)28-10/h4-5,9H,6-7H2,1-3H3,(H2,20,23)/t9-,17-/m0/s1

Standard InChI Key:  AQAKKPAIUKJXTE-XYZCENFISA-N

Alternative Forms

1. Parent:

   

   ALA3798199

   (4aR,7aR)-2-amino-7a-(5-chlorothiophen-2-yl)-6-(5-fluoro-4-methoxy-6-methylpyrimidin-2-yl)-3-methyl-5,7-dihydro-4aH-pyrrolo[3,4-d]pyrimidin-4-one

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: 424.89

Molecular Weight (Monoisotopic): 424.0885

AlogP: 1.98

#Rotatable Bonds: 3

Polar Surface Area: 94.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.55

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.99

References

1. Mandal M, Wu Y, Misiaszek J, Li G, Buevich A, Caldwell JP, Liu X, Mazzola RD, Orth P, Strickland C, Voigt J, Wang H, Zhu Z, Chen X, Grzelak M, Hyde LA, Kuvelkar R, Leach PT, Terracina G, Zhang L, Zhang Q, Michener MS, Smith B, Cox K, Grotz D, Favreau L, Mitra K, Kazakevich I, McKittrick BA, Greenlee W, Kennedy ME, Parker EM, Cumming JN, Stamford AW..  (2016)  Structure-Based Design of an Iminoheterocyclic β-Site Amyloid Precursor Protein Cleaving Enzyme (BACE) Inhibitor that Lowers Central Aβ in Nonhuman Primates.,  59  (7): [PMID:26937601] [10.1021/acs.jmedchem.5b01995]

Source

Source(1):

• Scientific Literature