ID: ALA4101809

Max Phase: Preclinical

Molecular Formula: C21H19N5O3

Molecular Weight: 389.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1nc(C2=NOC[C@H](c3cc4ccccc4o3)N2)ccc1-n1cnc(C)c1

Standard InChI:  InChI=1S/C21H19N5O3/c1-13-10-26(12-22-13)17-8-7-15(24-21(17)27-2)20-23-16(11-28-25-20)19-9-14-5-3-4-6-18(14)29-19/h3-10,12,16H,11H2,1-2H3,(H,23,25)/t16-/m1/s1

Standard InChI Key:  YOJYAOMAAVBZQG-MRXNPFEDSA-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: 389.42

Molecular Weight (Monoisotopic): 389.1488

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 86.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.83

CX LogP: 2.74

CX LogD: 2.73

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -0.56

References

1. Bursavich MG, Harrison BA, Acharya R, Costa DE, Freeman EA, Hodgdon HE, Hrdlicka LA, Jin H, Kapadnis S, Moffit JS, Murphy DA, Nolan S, Patzke H, Tang C, Wen M, Koenig G, Blain JF, Burnett DA..  (2017)  Design, Synthesis, and Evaluation of a Novel Series of Oxadiazine Gamma Secretase Modulators for Familial Alzheimer's Disease.,  60  (6): [PMID:28230986] [10.1021/acs.jmedchem.6b01620]

2. Bursavich MG, Harrison BA, Acharya R, Costa DE, Freeman EA, Hrdlicka LA, Jin H, Kapadnis S, Moffit JS, Murphy D, Nolan SJ, Patzke H, Tang C, Van Voorhies HE, Wen M, Koenig G, Blain JF, Burnett DA..  (2021)  Discovery of the Oxadiazine FRM-024: A Potent CNS-Penetrant Gamma Secretase Modulator.,  64  (19.0): [PMID:34550687] [10.1021/acs.jmedchem.1c00904]

3. Wen J, Liu D, Zhao L..  (2022)  Small molecules targeting γ-secretase and their potential biological applications.,  232  [PMID:35176561] [10.1016/j.ejmech.2022.114169]

Source

Source(1):

• Scientific Literature