Diethyl 1-Benzoyl-4-(3-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Names and Identifiers

Canonical SMILES: CCOC(=O)C1=CN(C(=O)c2ccccc2)C=C(C(=O)OCC)C1c1cccc(OC)c1

Standard InChI: InChI=1S/C25H25NO6/c1-4-31-24(28)20-15-26(23(27)17-10-7-6-8-11-17)16-21(25(29)32-5-2)22(20)18-12-9-13-19(14-18)30-3/h6-16,22H,4-5H2,1-3H3

Standard InChI Key: WDDDSHYKJNGLJR-UHFFFAOYSA-N

Alternative Forms

Parent:

ALA4455257
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Associated Targets(Human)

SIRT1 Tchem NAD-dependent deacetylase sirtuin 1 (3505 Activities)

Discover Target: SIRT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SIRT3 Tchem NAD-dependent deacetylase sirtuin 3 (1285 Activities)

Discover Target: SIRT3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SIRT2 Tchem NAD-dependent deacetylase sirtuin 2 (3979 Activities)

Discover Target: SIRT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SIRT5 Tchem NAD-dependent protein deacylase sirtuin-5, mitochondrial (1056 Activities)

Discover Target: SIRT5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 435.48	Molecular Weight (Monoisotopic): 435.1682	AlogP: 3.83	#Rotatable Bonds: 7
Polar Surface Area: 82.14	Molecular Species: NEUTRAL	HBA: 6	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 3.75	CX LogD: 3.75
Aromatic Rings: 2	Heavy Atoms: 32	QED Weighted: 0.62	Np Likeness Score: -0.46

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]
3. Fiorentino F, Castiello C, Mai A, Rotili D.. (2022) Therapeutic Potential and Activity Modulation of the Protein Lysine Deacylase Sirtuin 5., 65 (14.0): [PMID:35802779] [10.1021/acs.jmedchem.2c00687]

Source

Source(1):

Scientific Literature