Diethyl 2,6-dimethyl-4-(3-pyridinyl)-1,4-dihydropyridine-3,5-dicarboxylate

ID: ALA1096551

Max Phase: Preclinical

Molecular Formula: C18H22N2O4

Molecular Weight: 330.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1cccnc1

Standard InChI:  InChI=1S/C18H22N2O4/c1-5-23-17(21)14-11(3)20-12(4)15(18(22)24-6-2)16(14)13-8-7-9-19-10-13/h7-10,16,20H,5-6H2,1-4H3

Standard InChI Key:  KOJAOTUSRSJRFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   17.5637   -8.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5620   -9.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2785   -9.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9977   -9.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9934   -8.1866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2758   -7.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2782  -10.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5624  -10.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5616  -11.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9940  -11.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9936  -10.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8491  -11.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122  -11.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7139  -10.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4215  -10.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7264   -9.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1417  -10.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8495  -10.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8474  -10.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8497   -9.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1342  -10.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4193  -10.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7062  -10.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2792  -11.8989    0.0000 N   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
  3  7  1  0
  7  8  1  0
  8  9  2  0
 10 11  2  0
 11  7  1  0
  9 12  1  0
 10 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
  9 24  1  0
 24 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096551

   ---

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: 330.38

Molecular Weight (Monoisotopic): 330.1580

AlogP: 2.44

#Rotatable Bonds: 5

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.84

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.74

References

1. Niaz H, Kashtoh H, Khan JA, Khan A, Wahab AT, Alam MT, Khan KM, Perveen S, Choudhary MI..  (2015)  Synthesis of diethyl 4-substituted-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylates as a new series of inhibitors against yeast α-glucosidase.,  95  [PMID:25817770] [10.1016/j.ejmech.2015.03.018]

Source

Source(1):

• Scientific Literature