2-[(Oxiran-2-yl)methylthio]-6-phenyl-4-morpholinopyrimidine-5-carbonitrile

ID: ALA2415030

PubChem CID: 45029198

Max Phase: Preclinical

Molecular Formula: C18H18N4O2S

Molecular Weight: 354.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(-c2ccccc2)nc(SCC2CO2)nc1N1CCOCC1

Standard InChI:  InChI=1S/C18H18N4O2S/c19-10-15-16(13-4-2-1-3-5-13)20-18(25-12-14-11-24-14)21-17(15)22-6-8-23-9-7-22/h1-5,14H,6-9,11-12H2

Standard InChI Key:  RJNDVEKZNZXAAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    5.5649  -12.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5649  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793  -13.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9938  -13.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9938  -12.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793  -12.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504  -13.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1359  -14.1635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504  -12.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793  -14.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7083  -12.1010    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4227  -12.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1372  -12.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9622  -12.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5497  -11.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504  -11.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1359  -10.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4215  -11.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4215  -12.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1359  -12.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5649  -14.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5649  -15.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793  -16.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9938  -15.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9938  -14.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  2  7  1  0
  7  8  3  0
  1  9  1  0
  3 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 13  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  9  1  0
 10 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2415030

   4-Morpholino-2-(oxiran-2-ylmethylsulfanyl)-6-phenyl-pyrimidine-5-carbonitrile

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: 354.44

Molecular Weight (Monoisotopic): 354.1150

AlogP: 2.34

#Rotatable Bonds: 5

Polar Surface Area: 74.57

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.79

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -1.67

References

1. Fargualy AM, Habib NS, Ismail KA, Hassan AM, Sarg MT..  (2013)  Synthesis, biological evaluation and molecular docking studies of some pyrimidine derivatives.,  66  [PMID:23811090] [10.1016/j.ejmech.2013.05.028]

Source

Source(1):

• Scientific Literature