ID: ALA2159510

Max Phase: Preclinical

Molecular Formula: C22H23ClF2O6S2

Molecular Weight: 521.00

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCS(=O)(=O)CC[C@@H]1OCC[C@@]2(S(=O)(=O)c3ccc(Cl)cc3)c3c(F)ccc(F)c3OC[C@@H]12

Standard InChI:  InChI=1S/C22H23ClF2O6S2/c1-2-32(26,27)12-9-19-16-13-31-21-18(25)8-7-17(24)20(21)22(16,10-11-30-19)33(28,29)15-5-3-14(23)4-6-15/h3-8,16,19H,2,9-13H2,1H3/t16-,19-,22-/m0/s1

Standard InChI Key:  IDSIFGQKRCZJMK-BPXKWBHBSA-N

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

Properties

Molecular Weight: 521.00

Molecular Weight (Monoisotopic): 520.0593

AlogP: 3.91

#Rotatable Bonds: 6

Polar Surface Area: 86.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.45

References

1. Wu WL, Domalski M, Burnett DA, Josien H, Bara T, Rajagopalan M, Xu R, Clader J, Greenlee WJ, Brunskill A, Hyde LA, Del Vecchio RA, Cohen-Williams ME, Song L, Lee J, Terracina G, Zhang Q, Nomeir A, Parker EM, Zhang L..  (2012)  Discovery of SCH 900229, a Potent Presenilin 1 Selective γ-Secretase Inhibitor for the Treatment of Alzheimer's Disease.,  3  (11): [PMID:24900404] [10.1021/ml300044f]

2. Wu WL, Asberom T, Bara T, Bennett C, Burnett DA, Clader J, Domalski M, Greenlee WJ, Josien H, McBriar M, Rajagopalan M, Vicarel M, Xu R, Hyde LA, Del Vecchio RA, Cohen-Williams ME, Song L, Lee J, Terracina G, Zhang Q, Nomeir A, Parker EM, Zhang L..  (2013)  Structure activity relationship studies of tricyclic bispyran sulfone γ-secretase inhibitors.,  23  (3): [PMID:23265892] [10.1016/j.bmcl.2012.11.047]

Source

Source(1):

• Scientific Literature