2-amino-8-cyclopentyl-6-(6-methoxypyridin-3-yl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one

ID: ALA2057725

Chembl Id: CHEMBL2057725

PubChem CID: 59259019

Max Phase: Preclinical

Molecular Formula: C19H21N5O2

Molecular Weight: 351.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc3c(C)nc(N)nc3n(C3CCCC3)c2=O)cn1

Standard InChI:  InChI=1S/C19H21N5O2/c1-11-14-9-15(12-7-8-16(26-2)21-10-12)18(25)24(13-5-3-4-6-13)17(14)23-19(20)22-11/h7-10,13H,3-6H2,1-2H3,(H2,20,22,23)

Standard InChI Key:  CKLJHQGTKDVDQX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2057725

   2-Amino-8-cyclopentyl-6-(6-methoxypyridin-3-yl)-4-methylpyrido[2,3-d]pyrimidin-7-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: 351.41

Molecular Weight (Monoisotopic): 351.1695

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 95.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.08

References

1. Le PT, Cheng H, Ninkovic S, Plewe M, Huang X, Wang H, Bagrodia S, Sun S, Knighton DR, LaFleur Rogers CM, Pannifer A, Greasley S, Dalvie D, Zhang E..  (2012)  Design and synthesis of a novel pyrrolidinyl pyrido pyrimidinone derivative as a potent inhibitor of PI3Kα and mTOR.,  22  (15): [PMID:22749419] [10.1016/j.bmcl.2012.05.100]

2. Lin S, Han F, Liu P, Tao J, Zhong X, Liu X, Yi C, Xu H..  (2014)  Identification of novel 7-amino-5-methyl-1,6-naphthyridin-2(1H)-one derivatives as potent PI3K/mTOR dual inhibitors.,  24  (3): [PMID:24433860] [10.1016/j.bmcl.2013.12.112]

3. Cheng H, Bagrodia S, Bailey S, Edwards M, Hoffman J, Hu Q, Kania R, Knighton DR, Marx MA, Ninkovic S, Sun S, Zhang E.  (2010)  Discovery of the highly potent PI3K/mTOR dual inhibitor PF-04691502 through structure based drug design,  1  (2): [10.1039/C0MD00072H]

4.  (2014)  4-methylpyridopyrimidinone compounds, 

Source

Source(2):

• Scientific Literature
• BindingDB Database