9-(4-(4-(1H-Tetrazol-5-yl)phenoxy)butyl)-2-amino-1,9-dihydro-6H-Purine-6-one

ID: ALA4747854

PubChem CID: 162649353

Max Phase: Preclinical

Molecular Formula: C16H17N9O2

Molecular Weight: 367.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2c(ncn2CCCCOc2ccc(-c3nnn[nH]3)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C16H17N9O2/c17-16-19-14-12(15(26)20-16)18-9-25(14)7-1-2-8-27-11-5-3-10(4-6-11)13-21-23-24-22-13/h3-6,9H,1-2,7-8H2,(H3,17,19,20,26)(H,21,22,23,24)

Standard InChI Key:  WCFMKIDJVJBQQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    8.9190  -10.7995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7276  -10.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8169   -9.8131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0651   -9.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8159   -8.6835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0109   -8.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4551   -9.1139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7043   -9.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5093  -10.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1486  -10.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7617   -7.7187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5376   -9.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2500   -9.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9665   -9.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6789   -9.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3955   -9.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1078   -9.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1035  -10.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8157  -11.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324  -10.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5409   -9.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8287   -9.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3253  -11.9173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1345  -12.0941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5506  -11.3817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0033  -10.7632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2488  -11.0933    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  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  8 10  2  0
  6 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 16 17  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 23 27  1  0
 20 27  1  0
 15 16  1  0
  3 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4747854

   ---

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: 367.37

Molecular Weight (Monoisotopic): 367.1505

AlogP: 0.74

#Rotatable Bonds: 7

Polar Surface Area: 153.28

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.33

CX Basic pKa: 0.46

CX LogP: 0.58

CX LogD: -1.02

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.36

References

1. Shekouhy M,Karimian S,Moaddeli A,Faghih Z,Delshad Y,Khalafi-Nezhad A.  (2020)  The synthesis and biological evaluation of nucleobases/tetrazole hybrid compounds: A new class of phosphodiesterase type 3 (PDE3) inhibitors.,  28  (12): [PMID:32503691] [10.1016/j.bmc.2020.115540]

Source

Source(1):

• Scientific Literature