2,4-Difluoro-N-(2-methoxy-5-(4-(2-morpholinoethyl)-3-oxo-3,4dihydro-2H-benzo[b][1,4]ox-azin-6-yl)pyridin-3-yl)benzenesulfonamide

ID: ALA4242016

PubChem CID: 145983029

Max Phase: Preclinical

Molecular Formula: C26H26F2N4O6S

Molecular Weight: 560.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ncc(-c2ccc3c(c2)N(CCN2CCOCC2)C(=O)CO3)cc1NS(=O)(=O)c1ccc(F)cc1F

Standard InChI:  InChI=1S/C26H26F2N4O6S/c1-36-26-21(30-39(34,35)24-5-3-19(27)14-20(24)28)12-18(15-29-26)17-2-4-23-22(13-17)32(25(33)16-38-23)7-6-31-8-10-37-11-9-31/h2-5,12-15,30H,6-11,16H2,1H3

Standard InChI Key:  XJLWOGVKWZNQKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
    1.0125   -4.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -3.8500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6038   -3.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -5.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -6.3291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -6.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -6.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -5.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -5.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5708   -6.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675   -7.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773   -7.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2837   -6.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -6.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9913   -7.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7008   -7.9965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4215   -7.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4282   -6.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -6.3413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -6.3571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -4.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1521   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -1.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -1.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206   -1.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238   -2.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -5.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044   -5.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7197   -5.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4369   -5.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4424   -4.2836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1656   -3.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1731   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633   -2.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442   -3.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7350   -3.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654   -3.0283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -0.5595    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  9  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
 10 13  2  0
 11 12  2  0
 12 15  1  0
 14 13  1  0
  7 10  1  0
 14 15  2  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  9 21  1  0
 21  2  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  4 28  1  0
 28 29  1  0
 19 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 37  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 23 38  1  0
 25 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4242016

   ---

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: 560.58

Molecular Weight (Monoisotopic): 560.1541

AlogP: 2.89

#Rotatable Bonds: 8

Polar Surface Area: 110.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.64

CX Basic pKa: 5.73

CX LogP: 1.76

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.45

Np Likeness Score: -2.00

References

1. Dong FD, Liu DD, Deng CL, Qin XC, Chen K, Wang J, Song HR, Ding HW..  (2018)  Design, synthesis and biological evaluation of novel series of 2H-benzo[b][1,4]oxazin-3(4H)-one and 2H-benzo[b][1,4]oxazine scaffold derivatives as PI3Kα inhibitors.,  26  (14): [PMID:29937355] [10.1016/j.bmc.2018.06.022]

Source

Source(1):

• Scientific Literature