1-(3-(4-(1H-Tetrazol-5-yl)phenoxy)propyl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4777633

PubChem CID: 162643963

Max Phase: Preclinical

Molecular Formula: C14H14N6O3

Molecular Weight: 314.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ccn(CCCOc2ccc(-c3nnn[nH]3)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C14H14N6O3/c21-12-6-8-20(14(22)15-12)7-1-9-23-11-4-2-10(3-5-11)13-16-18-19-17-13/h2-6,8H,1,7,9H2,(H,15,21,22)(H,16,17,18,19)

Standard InChI Key:  XSOWPJRTBPCDBY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.2946   -7.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0037   -7.6243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0037   -8.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2946   -8.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5896   -8.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5896   -7.6243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2946   -6.3985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7127   -8.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8805   -7.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1714   -7.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1714   -8.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4665   -8.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7574   -8.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0483   -8.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3433   -8.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3433   -7.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0483   -7.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7574   -7.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8869   -7.5501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432   -6.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7518   -6.2346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5502   -6.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6342   -7.2157    0.0000 C   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  5  2  0
  5  6  1  0
  1  6  1  0
  1  7  2  0
  3  8  2  0
  9 10  1  0
 10 11  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 13  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 19 23  1  0
 16 23  1  0
 11 12  1  0
  6  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777633

   ---

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: 314.31

Molecular Weight (Monoisotopic): 314.1127

AlogP: 0.19

#Rotatable Bonds: 6

Polar Surface Area: 118.55

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: ┄

CX LogP: 0.35

CX LogD: -1.25

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.70

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