(S)-4-amino-6-(1-(6-fluoro-3,4-di(pyridin-2-yl)quinolin-2-yl)ethylamino)pyrimidine-5-carbonitrile

ID: ALA3403678

Chembl Id: CHEMBL3403678

PubChem CID: 57330208

Max Phase: Preclinical

Molecular Formula: C26H19FN8

Molecular Weight: 462.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Nc1ncnc(N)c1C#N)c1nc2ccc(F)cc2c(-c2ccccn2)c1-c1ccccn1

Standard InChI:  InChI=1S/C26H19FN8/c1-15(34-26-18(13-28)25(29)32-14-33-26)24-23(21-7-3-5-11-31-21)22(20-6-2-4-10-30-20)17-12-16(27)8-9-19(17)35-24/h2-12,14-15H,1H3,(H3,29,32,33,34)/t15-/m0/s1

Standard InChI Key:  OVNJQHQYLGJGEB-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA3403678

   4-amino-6-[[(1S)-1-(6-fluoro-3,4-dipyridin-2-ylquinolin-2-yl)ethyl]amino]pyrimidine-5-carbonitrile

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: 462.49

Molecular Weight (Monoisotopic): 462.1717

AlogP: 4.91

#Rotatable Bonds: 5

Polar Surface Area: 126.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.25

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.10

References

1. Bui M, Hao X, Shin Y, Cardozo M, He X, Henne K, Suchomel J, McCarter J, McGee LR, San Miguel T, Medina JC, Mohn D, Tran T, Wannberg S, Wong J, Wong S, Zalameda L, Metz D, Cushing TD..  (2015)  Synthesis and SAR study of potent and selective PI3Kδ inhibitors.,  25  (5): [PMID:25666823] [10.1016/j.bmcl.2015.01.001]

2. 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