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

ID: ALA1094891

Cas Number: 23118-58-3

PubChem CID: 211447

Max Phase: Preclinical

Molecular Formula: C17H21NO4S

Molecular Weight: 335.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1cccs1

Standard InChI:  InChI=1S/C17H21NO4S/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:  JCHPOTOEIRYEPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   17.3650  -16.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3647  -17.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6489  -17.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6481  -18.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0805  -18.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0801  -17.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9356  -18.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7986  -18.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8003  -17.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5079  -17.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8128  -16.2142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281  -17.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9358  -17.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9339  -17.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9362  -16.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2208  -17.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059  -17.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7928  -17.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0332  -15.7223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7786  -14.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9532  -14.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6980  -15.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3657  -18.6757    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:

   

   ALA1094891

   3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-thienyl)-, diethyl ester

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: 335.42

Molecular Weight (Monoisotopic): 335.1191

AlogP: 3.11

#Rotatable Bonds: 5

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -1.07

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