2-((1S)-1-((6-Amino-5-cyano-4-pyrimidinyl)amino)ethyl)-6-fluoro-N-(1-methylethyl)-3-phenyl-4-quinolinecarboxamide

ID: ALA4461539

Chembl Id: CHEMBL4461539

PubChem CID: 155528644

Max Phase: Preclinical

Molecular Formula: C26H24FN7O

Molecular Weight: 469.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)c1c(-c2ccccc2)c([C@H](C)Nc2ncnc(N)c2C#N)nc2ccc(F)cc12

Standard InChI:  InChI=1S/C26H24FN7O/c1-14(2)32-26(35)22-18-11-17(27)9-10-20(18)34-23(21(22)16-7-5-4-6-8-16)15(3)33-25-19(12-28)24(29)30-13-31-25/h4-11,13-15H,1-3H3,(H,32,35)(H3,29,30,31,33)/t15-/m0/s1

Standard InChI Key:  ZXBJSPIRVMEWST-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4461539

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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: 469.52

Molecular Weight (Monoisotopic): 469.2026

AlogP: 4.60

#Rotatable Bonds: 6

Polar Surface Area: 129.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.85

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.20

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