Diethyl 4-ethyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

ID: ALA1743353

Max Phase: Preclinical

Molecular Formula: C15H23NO4

Molecular Weight: 281.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1CC

Standard InChI:  InChI=1S/C15H23NO4/c1-6-11-12(14(17)19-7-2)9(4)16-10(5)13(11)15(18)20-8-3/h11,16H,6-8H2,1-5H3

Standard InChI Key:  PIHXXQOZBCWXOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.6205   16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350   15.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350   15.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   14.7616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060   15.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060   15.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   17.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061   17.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916   16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   15.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916   17.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9518   15.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916   14.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495   14.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495   16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640   15.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784   16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1929   15.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495   17.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  1  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
  3 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1743353

   ---

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: 281.35

Molecular Weight (Monoisotopic): 281.1627

AlogP: 2.29

#Rotatable Bonds: 5

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.29

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