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

ID: ALA4760602

PubChem CID: 162658219

Max Phase: Preclinical

Molecular Formula: C23H22N4O4

Molecular Weight: 418.45

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  ZNWDVJSHQMLALO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6503  -23.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0687  -24.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746  -23.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968  -23.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957  -24.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2105  -24.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9271  -24.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9243  -23.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2088  -23.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6344  -23.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3508  -23.5157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3396  -21.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6300  -22.2853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0607  -22.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636  -23.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8478  -23.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3269  -22.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8430  -22.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5486  -24.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8085  -25.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6165  -25.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1641  -25.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9055  -24.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3336  -21.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848  -24.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3556  -24.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414  -24.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9264  -24.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549  -25.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121  -24.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 13 10  1  0
  8 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
 12 25  2  0
  5 26  1  0
 26  2  1  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760602

   ---

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: 3.50

#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: 3.63

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.35

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