2-amino-6-morpholin-4-yl-4-(3,4,5-trimethoxyphenyl)-pyridine-3,5-dicarbonitrile

ID: ALA239894

PubChem CID: 24205480

Max Phase: Preclinical

Molecular Formula: C20H21N5O4

Molecular Weight: 395.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2c(C#N)c(N)nc(N3CCOCC3)c2C#N)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H21N5O4/c1-26-15-8-12(9-16(27-2)18(15)28-3)17-13(10-21)19(23)24-20(14(17)11-22)25-4-6-29-7-5-25/h8-9H,4-7H2,1-3H3,(H2,23,24)

Standard InChI Key:  GXVDUQFXCRLSSI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1594   -8.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -9.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4477   -9.6963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7283   -9.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7315   -8.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -8.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0224   -8.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -7.6199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8756   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -7.6319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757   -9.6948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0136   -9.6947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0142  -10.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034  -10.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131  -10.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144   -9.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3009   -9.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568   -7.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428   -6.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463   -5.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631   -5.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -5.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1709   -6.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4681   -4.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562   -4.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958   -5.5843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -5.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3173   -5.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068   -6.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  3  0
  5  7  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  4  5  1  0
 18 19  2  0
  9 10  3  0
 19 20  1  0
  1  9  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
  2 11  1  0
 22 23  2  0
 23 18  1  0
  6 18  1  0
  5  6  2  0
 21 24  1  0
  4 12  1  0
 24 25  1  0
 12 13  1  0
 22 26  1  0
  6  1  1  0
 20 27  1  0
  1  2  2  0
 27 28  1  0
  3  4  2  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA239894

   2-Amino-6-morpholin-4-yl-4-(3,4,5-trimethoxyphenyl)pyridine-3,5-dicarbonitrile

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: 395.42

Molecular Weight (Monoisotopic): 395.1594

AlogP: 1.94

#Rotatable Bonds: 5

Polar Surface Area: 126.65

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.48

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.81

Np Likeness Score: -0.85

References

1. Cocco MT, Congiu C, Lilliu V, Onnis V..  (2007)  Synthesis and in vitro antitumoral activity of new 3,5-dicyanopyridine derivatives.,  15  (4): [PMID:17142048] [10.1016/j.bmc.2006.11.031]

Source

Source(1):

• Scientific Literature