Sodium(E)-4-(2-(2-amino-6-(methylthio)pyrimidin-4-yl)vinyl)phenyl sulphate

ID: ALA2419780

PubChem CID: 72163459

Max Phase: Preclinical

Molecular Formula: C13H12N3NaO4S2

Molecular Weight: 339.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc(/C=C/c2ccc(OS(=O)(=O)[O-])cc2)nc(N)n1.[Na+]

Standard InChI:  InChI=1S/C13H13N3O4S2.Na/c1-21-12-8-10(15-13(14)16-12)5-2-9-3-6-11(7-4-9)20-22(17,18)19;/h2-8H,1H3,(H2,14,15,16)(H,17,18,19);/q;+1/p-1/b5-2+;

Standard InChI Key:  SJJKOHIQGMDYSB-DPZBITMOSA-M

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    1.1522  -17.2530    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    2.6065  -16.8010    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0216  -16.0881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967  -16.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318  -15.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307  -16.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455  -17.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4619  -16.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591  -15.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7437  -15.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1719  -15.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8880  -15.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6008  -15.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3153  -15.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0277  -15.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251  -14.7235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040  -14.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5946  -14.7306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2980  -13.4888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7435  -15.9594    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4566  -15.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3159  -17.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906  -17.2109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  2  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
  6 22  1  0
 22  2  1  0
  2 23  1  0
M  CHG  2   1   1  23  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 339.40

Molecular Weight (Monoisotopic): 339.0347

AlogP: 2.13

#Rotatable Bonds: 5

Polar Surface Area: 115.40

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.25

CX Basic pKa: 4.21

CX LogP: -0.22

CX LogD: 0.54

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: -0.21

References

1. Suryawanshi SN, Kumar S, Shivahare R, Pandey S, Tiwari A, Gupta S..  (2013)  Design, synthesis and biological evaluation of aryl pyrimidine derivatives as potential leishmanicidal agents.,  23  (18): [PMID:23910597] [10.1016/j.bmcl.2013.06.060]

Source

Source(1):

• Scientific Literature