2-(2-Hydroxy-3-morpholinopropylthio)-6-phenyl-4-morpholinopyrimidine-5-carbonitrile

ID: ALA2415032

PubChem CID: 45028927

Max Phase: Preclinical

Molecular Formula: C22H27N5O3S

Molecular Weight: 441.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(-c2ccccc2)nc(SCC(O)CN2CCOCC2)nc1N1CCOCC1

Standard InChI:  InChI=1S/C22H27N5O3S/c23-14-19-20(17-4-2-1-3-5-17)24-22(25-21(19)27-8-12-30-13-9-27)31-16-18(28)15-26-6-10-29-11-7-26/h1-5,18,28H,6-13,15-16H2

Standard InChI Key:  XVBPHNRNGMNJTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.3586   -5.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -6.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -7.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -6.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -5.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -5.5860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -7.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -7.6485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -5.5860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -8.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5020   -5.5860    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2165   -5.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9297   -4.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152   -4.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9310   -4.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0744   -5.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7889   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7889   -4.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0744   -4.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3599   -4.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -8.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -9.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -9.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -9.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -8.4735    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
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  9  1  0
 13 19  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 21  1  0
 10 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2415032

   2-(2-Hydroxy-3-morpholino-propyl)sulfanyl-4-morpholino-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: 441.56

Molecular Weight (Monoisotopic): 441.1835

AlogP: 1.64

#Rotatable Bonds: 7

Polar Surface Area: 94.74

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 2.64

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.73

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