(E)-4-(3,4-Dimethoxystyryl)-6-(methylthio)pyrimidin-2-amine

ID: ALA2419785

PubChem CID: 72163453

Max Phase: Preclinical

Molecular Formula: C15H17N3O2S

Molecular Weight: 303.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(SC)nc(N)n2)cc1OC

Standard InChI:  InChI=1S/C15H17N3O2S/c1-19-12-7-5-10(8-13(12)20-2)4-6-11-9-14(21-3)18-15(16)17-11/h4-9H,1-3H3,(H2,16,17,18)/b6-4+

Standard InChI Key:  SLCNUVNJEYKIGE-GQCTYLIASA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.6523   -3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6511   -4.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3659   -4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0823   -4.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0794   -3.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3641   -2.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7924   -2.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5083   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2212   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9356   -3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6480   -2.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6454   -2.1235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9244   -1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2149   -2.1308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9183   -0.8890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3638   -3.3595    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0769   -2.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3657   -5.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6512   -5.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9363   -4.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -4.2010    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
  3 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419785

   4-[(E)-2-(3,4-dimethoxyphenyl)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: 303.39

Molecular Weight (Monoisotopic): 303.1041

AlogP: 2.97

#Rotatable Bonds: 5

Polar Surface Area: 70.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.21

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -0.48

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