ID: ALA4744705

Max Phase: Preclinical

Molecular Formula: C16H20F2N8O2

Molecular Weight: 394.39

Molecule Type: Unknown

Representations

Canonical SMILES:  Nc1ncc(-c2nc(N3CCOCC3)nc(N3CCOCC3)n2)c(C(F)F)n1

Standard InChI:  InChI=1S/C16H20F2N8O2/c17-12(18)11-10(9-20-14(19)21-11)13-22-15(25-1-5-27-6-2-25)24-16(23-13)26-3-7-28-8-4-26/h9,12H,1-8H2,(H2,19,20,21)

Standard InChI Key:  VZVYLEDIUUZTCW-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 394.39

Molecular Weight (Monoisotopic): 394.1677

AlogP: 0.52

#Rotatable Bonds: 4

Polar Surface Area: 115.41

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.33

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -1.21

References

1. Borsari C,Rageot D,Beaufils F,Bohnacker T,Keles E,Buslov I,Melone A,Sele AM,Hebeisen P,Fabbro D,Hillmann P,Wymann MP.  (2019)  Preclinical Development of PQR514, a Highly Potent PI3K Inhibitor Bearing a Difluoromethyl-Pyrimidine Moiety.,  10  (10.0): [PMID:31620236] [10.1021/acsmedchemlett.9b00333]

2. Borsari C,Keles E,Rageot D,Treyer A,Bohnacker T,Bissegger L,De Pascale M,Melone A,Sriramaratnam R,Beaufils F,Hamburger M,Hebeisen P,Löscher W,Fabbro D,Hillmann P,Wymann MP.  (2020)  4-(Difluoromethyl)-5-(4-((3R,5S)-3,5-dimethylmorpholino)-6-((R)-3-methylmorpholino)-1,3,5-triazin-2-yl)pyridin-2-amine (PQR626), a Potent, Orally Available, and Brain-Penetrant mTOR Inhibitor for the Treatment of Neurological Disorders.,  63  (22.0): [PMID:33166139] [10.1021/acs.jmedchem.0c00620]

3. Oleksak P, Nepovimova E, Chrienova Z, Musilek K, Patocka J, Kuca K..  (2022)  Contemporary mTOR inhibitor scaffolds to diseases breakdown: A patent review (2015-2021).,  238  [PMID:35688004] [10.1016/j.ejmech.2022.114498]

Source

Source(1):

• Scientific Literature