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

ID: ALA4765044

PubChem CID: 162661509

Max Phase: Preclinical

Molecular Formula: C22H19FN4O4

Molecular Weight: 422.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C)Oc1ccc(-c2nc3c(cnn3-c3ccc(F)cc3)c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C22H19FN4O4/c1-3-30-22(29)13(2)31-17-10-4-14(5-11-17)19-25-20-18(21(28)26-19)12-24-27(20)16-8-6-15(23)7-9-16/h4-13H,3H2,1-2H3,(H,25,26,28)

Standard InChI Key:  MRNLSSNLSXAZKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   33.2900   -3.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2887   -4.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0046   -4.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7221   -4.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7193   -3.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0028   -2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4301   -2.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1475   -3.4081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1362   -1.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4257   -2.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8541   -2.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8571   -2.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6421   -3.2399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1261   -2.5746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6374   -1.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9001   -4.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3468   -4.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6028   -5.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4118   -5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9643   -4.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7054   -4.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1303   -0.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5730   -4.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8578   -4.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1420   -4.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4309   -4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7152   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1414   -5.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6736   -6.3743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8584   -3.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0051   -4.2369    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
 24 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765044

   ---

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: 422.42

Molecular Weight (Monoisotopic): 422.1390

AlogP: 3.25

#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: 3.34

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.83

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