5-(2-(5H-tetrazol-5-yl)-5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)-N-cyclohexyl-1,6-diethyl-1H-pyrazolo[3,4-b]pyridin-4-amine

ID: ALA4745497

PubChem CID: 162648870

Max Phase: Preclinical

Molecular Formula: C23H31N9O

Molecular Weight: 449.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nc2c(cnn2CC)c(NC2CCCCC2)c1C1=NOC2(C1)CC(C1N=NN=N1)C2

Standard InChI:  InChI=1S/C23H31N9O/c1-3-17-19(18-12-23(33-29-18)10-14(11-23)21-27-30-31-28-21)20(25-15-8-6-5-7-9-15)16-13-24-32(4-2)22(16)26-17/h13-15,21H,3-12H2,1-2H3,(H,25,26)

Standard InChI Key:  GURINCBMWKPPBD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.0960  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8794  -11.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6753  -12.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8920  -11.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7673  -10.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4838   -9.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4810   -8.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7656   -8.4297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0524   -9.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0491   -8.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2640   -8.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7821   -9.2629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695   -9.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0059   -7.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5556   -7.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1939   -8.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1909   -7.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7672  -10.9079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0524  -11.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3414  -10.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6290  -11.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245  -12.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3388  -12.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0576  -12.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1996  -10.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2871  -10.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5059  -10.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9528   -9.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0859  -12.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7474  -13.5503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3583  -14.1048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0746  -13.6952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9060  -12.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  9  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 11 14  1  0
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  7 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 26  1  0
 26  1  1  0
  1 27  1  0
 27 28  1  0
 28 25  2  0
  6 25  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
  3 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745497

   ---

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: 449.56

Molecular Weight (Monoisotopic): 449.2652

AlogP: 5.19

#Rotatable Bonds: 6

Polar Surface Area: 113.77

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.85

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.65

Np Likeness Score: -0.79

References

1. Peng T,Qi B,He J,Ke H,Shi J.  (2020)  Advances in the Development of Phosphodiesterase-4 Inhibitors.,  63  (19): [PMID:32255344] [10.1021/acs.jmedchem.9b02170]

Source

Source(1):

• Scientific Literature