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

ID: ALA4795041

PubChem CID: 162673588

Max Phase: Preclinical

Molecular Formula: C23H22N4O4

Molecular Weight: 418.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1ccc(-c2nc3c(cnn3-c3ccc(C)c(C)c3)c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C23H22N4O4/c1-4-30-20(28)13-31-18-9-6-16(7-10-18)21-25-22-19(23(29)26-21)12-24-27(22)17-8-5-14(2)15(3)11-17/h5-12H,4,13H2,1-3H3,(H,25,26,29)

Standard InChI Key:  GNHXTQVLDJOEAZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.4968   -2.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4957   -3.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2112   -4.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9282   -3.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9253   -2.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2094   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6359   -2.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3528   -2.8632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3416   -1.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6315   -1.6277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0632   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0661   -2.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8508   -2.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3303   -2.0301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8461   -1.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1045   -3.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5514   -4.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8074   -4.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6159   -5.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1680   -4.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9092   -3.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3356   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7802   -4.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0655   -3.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3542   -4.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6395   -3.6943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9240   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3535   -4.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8775   -5.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9764   -4.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2145   -3.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  6  1  1  0
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  9 10  1  0
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  5  7  1  0
 11 12  2  0
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 15 11  1  0
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 17 18  1  0
 18 19  2  0
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 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
 20 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795041

   ---

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: 418.45

Molecular Weight (Monoisotopic): 418.1641

AlogP: 3.33

#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: 3.65

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.76

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