4-(3-Hydroxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

ID: ALA2070322

Chembl Id: CHEMBL2070322

Max Phase: Preclinical

Molecular Formula: C19H23NO5

Molecular Weight: 345.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1cccc(O)c1

Standard InChI:  InChI=1S/C19H23NO5/c1-5-24-18(22)15-11(3)20-12(4)16(19(23)25-6-2)17(15)13-8-7-9-14(21)10-13/h7-10,17,20-21H,5-6H2,1-4H3

Standard InChI Key:  YSZFCIOQLMLJEH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2070322

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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: 345.39

Molecular Weight (Monoisotopic): 345.1576

AlogP: 2.75

#Rotatable Bonds: 5

Polar Surface Area: 84.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.42

CX Basic pKa:

CX LogP: 2.29

CX LogD: 2.28

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -0.24

References

1. Scholz GH, Vieweg S, Uhlig M, Thormann M, Klossek P, Goldmann S, Hofmann HJ..  (1997)  Inhibition of thyroid hormone uptake by calcium antagonists of the dihydropyridine class.,  40  (10): [PMID:9154974] [10.1021/jm9604989]

2. Murthy YL, Rajack A, Taraka Ramji M, Jeson babu J, Praveen Ch, Aruna Lakshmi K..  (2012)  Design, solvent free synthesis, and antimicrobial evaluation of 1,4 dihydropyridines.,  22  (18): [PMID:22901391] [10.1016/j.bmcl.2012.05.003]

3. 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