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

ID: ALA4757323

PubChem CID: 162656975

Max Phase: Preclinical

Molecular Formula: C22H20N4O4

Molecular Weight: 404.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C)Oc1ccc(-c2nc3c(cnn3-c3ccccc3)c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C22H20N4O4/c1-3-29-22(28)14(2)30-17-11-9-15(10-12-17)19-24-20-18(21(27)25-19)13-23-26(20)16-7-5-4-6-8-16/h4-14H,3H2,1-2H3,(H,24,25,27)

Standard InChI Key:  FUVYLSSFQXGPRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.2266  -10.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9421  -10.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6593  -10.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6564   -9.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9403   -9.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3670   -9.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0841   -9.4237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0729   -7.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3626   -8.1924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7904   -8.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7933   -9.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5781   -9.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0618   -8.5905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5733   -7.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8361  -10.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2830  -10.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5389  -11.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3475  -11.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8997  -10.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6408  -10.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0668   -6.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5110  -10.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7961  -10.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0807  -10.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3699  -10.2550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6543  -10.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0800  -11.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7968   -9.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9429  -10.2593    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
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  9 10  1  0
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  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
 24 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757323

   ---

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: 404.43

Molecular Weight (Monoisotopic): 404.1485

AlogP: 3.11

#Rotatable Bonds: 6

Polar Surface Area: 99.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.64

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