(E)-4-(Methylthio)-6-(3,4,5-trimethoxystyryl)pyrimidin-2-amine

ID: ALA2419783

PubChem CID: 72163452

Max Phase: Preclinical

Molecular Formula: C16H19N3O3S

Molecular Weight: 333.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(SC)nc(N)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H19N3O3S/c1-20-12-7-10(8-13(21-2)15(12)22-3)5-6-11-9-14(23-4)19-16(17)18-11/h5-9H,1-4H3,(H2,17,18,19)/b6-5+

Standard InChI Key:  LFBDCQLSORPXGC-AATRIKPKSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.7402   -3.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7391   -4.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539   -4.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704   -4.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674   -3.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4521   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8804   -3.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964   -3.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3093   -3.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0238   -3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7362   -3.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7335   -2.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029   -2.2725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064   -1.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4520   -3.5013    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1651   -3.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -5.5818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7391   -5.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243   -4.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -4.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257   -3.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255   -2.2793    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
  1 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419783

   4-methylsulfanyl-6-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]pyrimidin-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: 333.41

Molecular Weight (Monoisotopic): 333.1147

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 79.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.21

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -0.30

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