Ethyl 2-(4-(1-(4-methoxyphenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenoxy)acetate

ID: ALA4744043

PubChem CID: 162645286

Max Phase: Preclinical

Molecular Formula: C22H20N4O5

Molecular Weight: 420.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1ccc(-c2nc3c(cnn3-c3ccc(OC)cc3)c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C22H20N4O5/c1-3-30-19(27)13-31-17-8-4-14(5-9-17)20-24-21-18(22(28)25-20)12-23-26(21)15-6-10-16(29-2)11-7-15/h4-12H,3,13H2,1-2H3,(H,24,25,28)

Standard InChI Key:  UWRIERUMPKWDQE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.9681   -2.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9670   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6817   -4.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3981   -3.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3953   -2.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6799   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1051   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8214   -2.8937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8102   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1008   -1.6636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5312   -1.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5341   -2.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3181   -2.7298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7971   -2.0613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3132   -1.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5715   -3.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0190   -4.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2788   -4.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0866   -5.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6341   -4.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3755   -3.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8042   -0.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2563   -4.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5422   -3.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8275   -4.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1133   -3.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3986   -4.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8268   -4.9631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3438   -5.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7938   -6.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6844   -3.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8 12  1  0
 11  9  1  0
  9 10  1  0
 10  7  1  0
  5  7  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
  9 22  2  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 19 29  1  0
 29 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744043

   ---

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: 420.43

Molecular Weight (Monoisotopic): 420.1434

AlogP: 2.73

#Rotatable Bonds: 7

Polar Surface Area: 108.33

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.46

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.49

References

1. Gupta S,Rai AK,Pandey S,Singh LR,Kant R,Tamrakar AK,Sashidhara KV.  (2021)  Microwave-assisted efficient synthesis of pyrazole-fibrate derivatives as stimulators of glucose uptake in skeletal muscle cells.,  34  [PMID:33359606] [10.1016/j.bmcl.2020.127760]

Source

Source(1):

• Scientific Literature