(E)-4-(2-(2-Amino-6-(methylthio)pyrimidin-4-yl)vinyl)-2-methoxyphenol

ID: ALA2419777

PubChem CID: 136239347

Max Phase: Preclinical

Molecular Formula: C14H15N3O2S

Molecular Weight: 289.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(SC)nc(N)n2)ccc1O

Standard InChI:  InChI=1S/C14H15N3O2S/c1-19-12-7-9(4-6-11(12)18)3-5-10-8-13(20-2)17-14(15)16-10/h3-8,18H,1-2H3,(H2,15,16,17)/b5-3+

Standard InChI Key:  CBBKJJWHMHCZSR-HWKANZROSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   13.1271   -8.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1259   -9.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8407   -9.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5570   -9.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5542   -8.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8389   -8.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2671   -8.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9831   -8.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6960   -8.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4104   -8.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1227   -8.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1201   -7.4690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3991   -7.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6896   -7.4763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3930   -6.2345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8386   -8.7051    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5516   -8.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -10.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1260  -11.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4111   -9.9596    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA2419777

   ---

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: 289.36

Molecular Weight (Monoisotopic): 289.0885

AlogP: 2.67

#Rotatable Bonds: 4

Polar Surface Area: 81.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: 4.21

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -0.12

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