4-(4-methoxyphenyl)-2-oxo-6-(thiophen-2-yl)-1,2-dihydropyridine-3-carbonitrile

ID: ALA2235178

PubChem CID: 7342915

Max Phase: Preclinical

Molecular Formula: C17H12N2O2S

Molecular Weight: 308.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(-c3cccs3)[nH]c(=O)c2C#N)cc1

Standard InChI:  InChI=1S/C17H12N2O2S/c1-21-12-6-4-11(5-7-12)13-9-15(16-3-2-8-22-16)19-17(20)14(13)10-18/h2-9H,1H3,(H,19,20)

Standard InChI Key:  CLROQEXHVBQCSJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.9826   -4.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9815   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6895   -5.8097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3992   -5.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3964   -4.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6877   -4.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1075   -5.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1003   -4.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8065   -3.7539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2753   -5.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6822   -3.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5303   -5.4803    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9849   -6.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3932   -6.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1909   -6.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3852   -2.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3800   -2.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6713   -1.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9665   -2.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9752   -2.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6646   -0.9154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3689   -0.5010    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  1  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  2  0
  8  9  3  0
  5  8  1  0
  2 10  1  0
  6 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 10  2  0
 11 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 11  1  0
 18 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235178

   4-(4-methoxyphenyl)-2-oxo-6-thiophen-2-yl-1H-pyridine-3-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: 308.36

Molecular Weight (Monoisotopic): 308.0619

AlogP: 3.65

#Rotatable Bonds: 3

Polar Surface Area: 65.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.81

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.42

References

1. Rostom SAF, Faidallah HM, Al-Saadi MS.  (2011)  A facile synthesis of some 3-cyano-1,4,6-trisubstituted-2(1H)-pyridinones and their biological evaluation as anticancer agents,  20  (8): [10.1007/s00044-010-9469-0]

2. Abouzid KAM, Al-Ansary GH, El-Naggar AM..  (2017)  Eco-friendly synthesis of novel cyanopyridine derivatives and their anticancer and PIM-1 kinase inhibitory activities.,  134  [PMID:28431341] [10.1016/j.ejmech.2017.04.024]

Source

Source(1):

• Scientific Literature