4-Amino-6-(((1S)-1-(4-((1,1-dioxido-4-thiomorpholinyl)carbonyl)-6-fluoro-3-phenyl-2-quinolinyl)ethyl)amino)-5-pyrimidinecarbonitrile

ID: ALA4449366

Chembl Id: CHEMBL4449366

PubChem CID: 49873329

Max Phase: Preclinical

Molecular Formula: C27H24FN7O3S

Molecular Weight: 545.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](Nc1ncnc(N)c1C#N)c1nc2ccc(F)cc2c(C(=O)N2CCS(=O)(=O)CC2)c1-c1ccccc1

Standard InChI:  InChI=1S/C27H24FN7O3S/c1-16(33-26-20(14-29)25(30)31-15-32-26)24-22(17-5-3-2-4-6-17)23(19-13-18(28)7-8-21(19)34-24)27(36)35-9-11-39(37,38)12-10-35/h2-8,13,15-16H,9-12H2,1H3,(H3,30,31,32,33)/t16-/m0/s1

Standard InChI Key:  MFGUSQRABAVVFV-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA4449366

   4-amino-6-[[(1S)-1-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-6-fluoro-3-phenylquinolin-2-yl]ethyl]amino]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: 545.60

Molecular Weight (Monoisotopic): 545.1645

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 154.96

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 3.85

CX LogP: 2.02

CX LogD: 2.02

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.38

Np Likeness Score: -1.41

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