(E)-4-(4-Methoxystyryl)-6-(methylthio)pyrimidin-2-amine

ID: ALA2419784

PubChem CID: 72163454

Max Phase: Preclinical

Molecular Formula: C14H15N3OS

Molecular Weight: 273.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(SC)nc(N)n2)cc1

Standard InChI:  InChI=1S/C14H15N3OS/c1-18-12-7-4-10(5-8-12)3-6-11-9-13(19-2)17-14(15)16-11/h3-9H,1-2H3,(H2,15,16,17)/b6-3+

Standard InChI Key:  BONVRNCNXDHMLP-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   22.3972   -3.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3960   -4.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1108   -4.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8271   -4.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8243   -3.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1090   -3.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5372   -3.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2531   -3.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9660   -3.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6804   -3.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3928   -3.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3901   -2.3152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6692   -1.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9597   -2.3223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6631   -1.0806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1086   -3.5511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.8216   -3.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6813   -4.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9671   -4.3926    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 13 15  1  0
 11 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419784

   4-[(E)-2-(4-methoxyphenyl)ethenyl]-6-methylsulfanylpyrimidin-2-amine

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: 273.36

Molecular Weight (Monoisotopic): 273.0936

AlogP: 2.96

#Rotatable Bonds: 4

Polar Surface Area: 61.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.21

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: -0.63

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