1,6-Dimethyl-3-oxo-5-phenyl-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid ethyl ester

ID: ALA185750

Chembl Id: CHEMBL185750

PubChem CID: 10016122

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1C(=O)C=C(c2ccccc2)C(C)N1C

Standard InChI:  InChI=1S/C16H19NO3/c1-4-20-16(19)15-14(18)10-13(11(2)17(15)3)12-8-6-5-7-9-12/h5-11,15H,4H2,1-3H3

Standard InChI Key:  XDFYRRGTGGLWGP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA185750

   Ethyl 1,6-dimethyl-3-oxo-5-phenyl-2,6-dihydropyridine-2-carboxylate

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: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 1.90

#Rotatable Bonds: 3

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.19

CX Basic pKa: 3.25

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: 0.26

References

1. Héja L, Kovács I, Szárics E, Incze M, Temesváriné-Major E, Dörnyei G, Peredy-Kajtár M, Gács-Baitz E, Szántay C, Kardos J..  (2004)  Novel secoergoline derivatives inhibit both GABA and glutamate uptake in rat brain homogenates: synthesis, in vitro pharmacology, and modeling.,  47  (23): [PMID:15509161] [10.1021/jm040809c]

Source

Source(1):

• Scientific Literature