Rac-4-Amino-6-(1-(6-fluoro-4-(3-hydroxyazetidine-1-carbonyl)-3-(pyridin-2-yl)quinolin-2-yl)ethylamino)pyrimidine-5-carbonitrile

ID: ALA4594095

Chembl Id: CHEMBL4594095

PubChem CID: 49873243

Max Phase: Preclinical

Molecular Formula: C25H21FN8O2

Molecular Weight: 484.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(Nc1ncnc(N)c1C#N)c1nc2ccc(F)cc2c(C(=O)N2CC(O)C2)c1-c1ccccn1

Standard InChI:  InChI=1S/C25H21FN8O2/c1-13(32-24-17(9-27)23(28)30-12-31-24)22-21(19-4-2-3-7-29-19)20(25(36)34-10-15(35)11-34)16-8-14(26)5-6-18(16)33-22/h2-8,12-13,15,35H,10-11H2,1H3,(H3,28,30,31,32)

Standard InChI Key:  CIUXUEVOCKPVOY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4594095

   4-Amino-6-[1-[6-fluoro-4-(3-hydroxyazetidine-1-carbonyl)-3-pyridin-2-ylquinolin-2-yl]ethylamino]pyrimidine-5-carbonitrile

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

Calculated Properties

Molecular Weight: 484.50

Molecular Weight (Monoisotopic): 484.1772

AlogP: 2.67

#Rotatable Bonds: 5

Polar Surface Area: 153.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.91

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -1.27

References

1. Gonzalez-Lopez de Turiso F, Hao X, Shin Y, Bui M, Campuzano ID, Cardozo M, Dunn MC, Duquette J, Fisher B, Foti RS, Henne K, He X, Hu YL, Kelly RC, Johnson MG, Lucas BS, McCarter J, McGee LR, Medina JC, Metz D, San Miguel T, Mohn D, Tran T, Vissinga C, Wannberg S, Whittington DA, Whoriskey J, Yu G, Zalameda L, Zhang X, Cushing TD..  (2016)  Discovery and in Vivo Evaluation of the Potent and Selective PI3Kδ Inhibitors 2-((1S)-1-((6-Amino-5-cyano-4-pyrimidinyl)amino)ethyl)-6-fluoro-N-methyl-3-(2-pyridinyl)-4-quinolinecarboxamide (AM-0687) and 2-((1S)-1-((6-Amino-5-cyano-4-pyrimidinyl)amino)ethyl)-5-fluoro-N-methyl-3-(2-pyridinyl)-4-quinolinecarboxamide (AM-1430).,  59  (15): [PMID:27411843] [10.1021/acs.jmedchem.6b00827]

Source

Source(1):

• Scientific Literature