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

ID: ALA1094889

Max Phase: Preclinical

Molecular Formula: C17H21NO5

Molecular Weight: 319.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1ccco1

Standard InChI:  InChI=1S/C17H21NO5/c1-5-21-16(19)13-10(3)18-11(4)14(17(20)22-6-2)15(13)12-8-7-9-23-12/h7-9,15,18H,5-6H2,1-4H3

Standard InChI Key:  QEHKCWCTQOSUOP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    0.1550  -17.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1547  -18.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5612  -18.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620  -19.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704  -19.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8700  -18.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743  -20.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5885  -20.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5901  -18.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2977  -18.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026  -17.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178  -18.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7255  -18.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2760  -18.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2737  -17.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9890  -18.8393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7038  -18.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170  -18.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232  -17.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685  -16.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568  -16.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120  -17.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556  -20.0743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  6  2  1  0
  4  7  1  0
  5  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
  3 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  1 19  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22  1  2  0
 23  5  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094889

   ---

Molecule Features

Natural Product: Yes

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: 319.36

Molecular Weight (Monoisotopic): 319.1420

AlogP: 2.64

#Rotatable Bonds: 5

Polar Surface Area: 77.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -0.70

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