9-(4-(4-(1H-Tetrazol-5-yl)phenoxy)butyl)-9H-Purine-6-amine

ID: ALA4792000

PubChem CID: 162670693

Max Phase: Preclinical

Molecular Formula: C16H17N9O

Molecular Weight: 351.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2CCCCOc1ccc(-c2nnn[nH]2)cc1

Standard InChI:  InChI=1S/C16H17N9O/c17-14-13-16(19-9-18-14)25(10-20-13)7-1-2-8-26-12-5-3-11(4-6-12)15-21-23-24-22-15/h3-6,9-10H,1-2,7-8H2,(H2,17,18,19)(H,21,22,23,24)

Standard InChI Key:  DVAGQYKBKMUHFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    6.6288   -6.7966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -6.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4947   -7.8017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414   -8.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4722   -8.8871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693   -9.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1357   -8.4190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -7.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085   -7.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -7.0297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1919   -8.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9088   -7.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6068   -8.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3229   -7.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0209   -8.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7370   -7.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7559   -7.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4728   -6.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1700   -7.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1559   -7.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4390   -8.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9922   -5.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7950   -5.7511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1861   -6.4680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6280   -7.0626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8869   -6.7146    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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
  8 10  1  0
 11 12  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 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792000

   ---

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: 351.37

Molecular Weight (Monoisotopic): 351.1556

AlogP: 1.45

#Rotatable Bonds: 7

Polar Surface Area: 133.31

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: 4.92

CX LogP: 0.51

CX LogD: -0.40

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.52

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