2-(2-Ethoxyphenyl)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide

ID: ALA4520392

Cas Number: 869069-46-5

PubChem CID: 7196972

Max Phase: Preclinical

Molecular Formula: C21H19N5O4

Molecular Weight: 405.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1-c1nc(C(N)=O)c2[nH]c(=O)n(-c3ccccc3OC)c2n1

Standard InChI:  InChI=1S/C21H19N5O4/c1-3-30-14-10-6-4-8-12(14)19-23-16(18(22)27)17-20(25-19)26(21(28)24-17)13-9-5-7-11-15(13)29-2/h4-11H,3H2,1-2H3,(H2,22,27)(H,24,28)

Standard InChI Key:  GUSHBFJJOXPHGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   40.7190  -23.2514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4286  -22.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4258  -22.0193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7172  -21.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0109  -22.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0121  -22.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2316  -21.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7480  -22.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2297  -23.0949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7154  -20.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4222  -20.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0068  -20.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9308  -22.4288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9790  -23.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1781  -24.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9243  -24.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4705  -25.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2737  -25.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5237  -24.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1335  -23.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1334  -24.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8409  -24.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5490  -24.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5451  -23.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8370  -22.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3228  -24.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8704  -24.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8334  -22.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.5394  -21.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5359  -20.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  9 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  2 20  1  0
 19 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520392

   2-(2-ethoxyphenyl)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide

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: 405.41

Molecular Weight (Monoisotopic): 405.1437

AlogP: 2.28

#Rotatable Bonds: 6

Polar Surface Area: 125.12

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.29

References

1. Huang MR, Hsu YL, Lin TC, Cheng TJ, Li LW, Tseng YW, Chou YS, Liu JH, Pan SH, Fang JM, Wong CH..  (2019)  Structure-guided development of purine amide, hydroxamate, and amidoxime for the inhibition of non-small cell lung cancer.,  181  [PMID:31376567] [10.1016/j.ejmech.2019.07.054]

Source

Source(1):

• Scientific Literature