4(4-(4-(1H-Tetrazol-5-yl)phenoxy)butyl)thio)pyrimidin-4(3H)-one

ID: ALA4754536

PubChem CID: 162654352

Max Phase: Preclinical

Molecular Formula: C15H16N6O2S

Molecular Weight: 344.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ccnc(SCCCCOc2ccc(-c3nnn[nH]3)cc2)[nH]1

Standard InChI:  InChI=1S/C15H16N6O2S/c22-13-7-8-16-15(17-13)24-10-2-1-9-23-12-5-3-11(4-6-12)14-18-20-21-19-14/h3-8H,1-2,9-10H2,(H,16,17,22)(H,18,19,20,21)

Standard InChI Key:  GLJBIBLSQAZLGM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.3322   -9.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0413   -9.4769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7503   -9.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7503  -10.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0413  -11.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3322  -10.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4553   -9.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6272   -9.4769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9181   -9.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2090   -9.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5041   -9.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7950   -9.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0859   -9.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3809   -9.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6718   -9.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9627   -9.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9627   -8.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6718   -8.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3809   -8.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5105   -8.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9626   -7.9790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3712   -7.2699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1696   -7.4407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -8.2511    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  2  0
  3  7  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 13 14  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 20 24  1  0
 17 24  1  0
 12 13  1  0
  8  9  1  0
  1  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754536

   ---

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: 344.40

Molecular Weight (Monoisotopic): 344.1055

AlogP: 1.90

#Rotatable Bonds: 8

Polar Surface Area: 109.44

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: 0.55

CX LogP: 2.26

CX LogD: 0.52

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.36

Np Likeness Score: -1.81

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