N-(2-Methoxy-5-(3-oxo-4-(pyridin-4-ylmethyl)-3,4-dihydro-2Hbenzo[b][1,4]oxazin-6-yl)pyridin-3-yl)butane-1-sulfonamide

ID: ALA4237348

PubChem CID: 145984413

Max Phase: Preclinical

Molecular Formula: C24H26N4O5S

Molecular Weight: 482.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCS(=O)(=O)Nc1cc(-c2ccc3c(c2)N(Cc2ccncc2)C(=O)CO3)cnc1OC

Standard InChI:  InChI=1S/C24H26N4O5S/c1-3-4-11-34(30,31)27-20-12-19(14-26-24(20)32-2)18-5-6-22-21(13-18)28(23(29)16-33-22)15-17-7-9-25-10-8-17/h5-10,12-14,27H,3-4,11,15-16H2,1-2H3

Standard InChI Key:  CXQQPVMDLAIWEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.0566  -25.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693  -24.5116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6517  -24.5071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734  -26.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734  -26.9673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1787  -25.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5906  -27.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875  -28.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2905  -28.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7005  -28.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1787  -24.9202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645  -25.7436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580  -26.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193  -26.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4297  -25.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1708  -23.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667  -22.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723  -22.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1342  -26.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8442  -25.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8501  -24.9527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1402  -24.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4331  -24.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
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  6  7  1  0
  7  8  2  0
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  7 10  1  0
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  9 21  1  0
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  4 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
  2 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4237348

   ---

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: 482.56

Molecular Weight (Monoisotopic): 482.1624

AlogP: 3.62

#Rotatable Bonds: 9

Polar Surface Area: 110.72

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 5.02

CX LogP: 1.84

CX LogD: 1.73

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.52

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