9-(3-(4-(1H-Tetrazol-5-yl)phenoxy)propyl)-2-amino-1,9-dihydro-6H-Purine-6-one

ID: ALA4741180

PubChem CID: 162645323

Max Phase: Preclinical

Molecular Formula: C15H15N9O2

Molecular Weight: 353.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2c(ncn2CCCOc2ccc(-c3nnn[nH]3)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C15H15N9O2/c16-15-18-13-11(14(25)19-15)17-8-24(13)6-1-7-26-10-4-2-9(3-5-10)12-20-22-23-21-12/h2-5,8H,1,6-7H2,(H3,16,18,19,25)(H,20,21,22,23)

Standard InChI Key:  KVKZSQGNEXUAOZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    8.6969  -14.6774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5049  -14.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6404  -13.7535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9142  -13.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7127  -12.5841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9244  -12.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3417  -12.9373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5431  -13.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3314  -13.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9603  -14.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189  -11.5729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3735  -13.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0544  -13.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0464  -14.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7494  -15.0734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4603  -14.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1633  -15.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8743  -14.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8823  -13.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1793  -13.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4683  -13.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3397  -13.8060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8924  -13.2036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4902  -12.4926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6894  -12.6556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5974  -13.4688    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
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 15 16  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 22 26  1  0
 19 26  1  0
 14 15  1  0
  3 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741180

   ---

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: 353.35

Molecular Weight (Monoisotopic): 353.1349

AlogP: 0.35

#Rotatable Bonds: 6

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: 0.06

CX LogD: -1.54

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.45

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