Diethyl 1-Benzoyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

ID: ALA4569124

Chembl Id: CHEMBL4569124

PubChem CID: 12777191

Max Phase: Preclinical

Molecular Formula: C24H23NO5

Molecular Weight: 405.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=CN(C(=O)c2ccccc2)C=C(C(=O)OCC)C1c1ccccc1

Standard InChI:  InChI=1S/C24H23NO5/c1-3-29-23(27)19-15-25(22(26)18-13-9-6-10-14-18)16-20(24(28)30-4-2)21(19)17-11-7-5-8-12-17/h5-16,21H,3-4H2,1-2H3

Standard InChI Key:  MAMZQJZREZDYQK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4569124

   diethyl 1-benzoyl-4-phenyl-4H-pyridine-3,5-dicarboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 405.45

Molecular Weight (Monoisotopic): 405.1576

AlogP: 3.82

#Rotatable Bonds: 6

Polar Surface Area: 72.91

Molecular Species:

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.36

References

1. Valente S, Mellini P, Spallotta F, Carafa V, Nebbioso A, Polletta L, Carnevale I, Saladini S, Trisciuoglio D, Gabellini C, Tardugno M, Zwergel C, Cencioni C, Atlante S, Moniot S, Steegborn C, Budriesi R, Tafani M, Del Bufalo D, Altucci L, Gaetano C, Mai A..  (2016)  1,4-Dihydropyridines Active on the SIRT1/AMPK Pathway Ameliorate Skin Repair and Mitochondrial Function and Exhibit Inhibition of Proliferation in Cancer Cells.,  59  (4): [PMID:26689352] [10.1021/acs.jmedchem.5b01117]

2. Suenkel B, Valente S, Zwergel C, Weiss S, Di Bello E, Fioravanti R, Aventaggiato M, Amorim JA, Garg N, Kumar S, Lombard DB, Hu T, Singh PK, Tafani M, Palmeira CM, Sinclair D, Mai A, Steegborn C..  (2022)  Potent and Specific Activators for Mitochondrial Sirtuins Sirt3 and Sirt5.,  65  (20.0): [PMID:36228194] [10.1021/acs.jmedchem.2c01215]

Source

Source(1):

• Scientific Literature