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

ID: ALA4763796

PubChem CID: 162661888

Max Phase: Preclinical

Molecular Formula: C21H18N4O4

Molecular Weight: 390.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1ccc(-c2nc3c(cnn3-c3ccccc3)c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C21H18N4O4/c1-2-28-18(26)13-29-16-10-8-14(9-11-16)19-23-20-17(21(27)24-19)12-22-25(20)15-6-4-3-5-7-15/h3-12H,2,13H2,1H3,(H,23,24,27)

Standard InChI Key:  NINXKBSDRUEBDL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.6605   -4.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3759   -4.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929   -4.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0901   -3.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3741   -3.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5174   -3.5179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5061   -1.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7961   -2.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2235   -2.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2266   -3.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0111   -3.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4946   -2.6849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0063   -2.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2689   -4.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7159   -4.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9718   -5.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7802   -5.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3324   -5.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0736   -4.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002   -1.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -4.7652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2305   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -4.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045   -4.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0892   -4.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145   -5.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3779   -4.3533    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
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763796

   ---

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: 390.40

Molecular Weight (Monoisotopic): 390.1328

AlogP: 2.72

#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: 2.63

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.63

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