(E)-4-(Methylthio)-6-(4-(tetrahydro-2H-pyran-2-yloxy)styryl)pyrimidin-2-amine

ID: ALA2419778

PubChem CID: 72163456

Max Phase: Preclinical

Molecular Formula: C18H21N3O2S

Molecular Weight: 343.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc(/C=C/c2ccc(OC3CCCCO3)cc2)nc(N)n1

Standard InChI:  InChI=1S/C18H21N3O2S/c1-24-16-12-14(20-18(19)21-16)8-5-13-6-9-15(10-7-13)23-17-4-2-3-11-22-17/h5-10,12,17H,2-4,11H2,1H3,(H2,19,20,21)/b8-5+

Standard InChI Key:  PDCOCMPANATOLQ-VMPITWQZSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   23.9044   -9.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9032   -9.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6179  -10.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3343   -9.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3315   -9.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6161   -8.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0443   -8.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7603   -9.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4731   -8.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1875   -9.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8998   -8.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8971   -7.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1761   -7.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4668   -7.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1702   -6.6092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6155   -9.0795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.3286   -8.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1885  -10.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4745   -9.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4790   -9.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7691   -8.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0520   -9.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0493   -9.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7638  -10.3352    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
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419778

   4-methylsulfanyl-6-[(E)-2-[4-(oxan-2-yloxy)phenyl]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: 343.45

Molecular Weight (Monoisotopic): 343.1354

AlogP: 3.86

#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: 4.44

CX LogD: 4.44

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: -0.25

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