5-[6-(8-fluoro-2-naphthalenyl)-2-oxo-1,2-dihydro-3-pyridinyl]-5-(1-methylethyl)-1,3-oxazolidine-2,4-dione

ID: ALA2035510

Chembl Id: CHEMBL2035510

Cas Number: 1227827-93-1

PubChem CID: 49850346

Max Phase: Preclinical

Molecular Formula: C21H17FN2O4

Molecular Weight: 380.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1(c2ccc(-c3ccc4cccc(F)c4c3)[nH]c2=O)OC(=O)NC1=O

Standard InChI:  InChI=1S/C21H17FN2O4/c1-11(2)21(19(26)24-20(27)28-21)15-8-9-17(23-18(15)25)13-7-6-12-4-3-5-16(22)14(12)10-13/h3-11H,1-2H3,(H,23,25)(H,24,26,27)

Standard InChI Key:  HBIUBRAEDHJWRD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2035510

   2,4-Oxazolidinedione, 5-[6-(8-fluoro-2-naphthalenyl)-1,2-dihydro-2-oxo-3-pyridinyl]-5-(1-methylethyl)-

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: 380.38

Molecular Weight (Monoisotopic): 380.1172

AlogP: 3.45

#Rotatable Bonds: 3

Polar Surface Area: 88.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.53

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -0.34

References

1. Jin J, Morales-Ramos A, Eidam P, Mecom J, Li Y, Brooks C, Hilfiker M, Zhang D, Wang N, Shi D, Tseng PS, Wheless K, Budzik B, Evans K, Jaworski JP, Jugus J, Leon L, Wu C, Pullen M, Karamshi B, Rao P, Ward E, Laping N, Evans C, Leach C, Holt D, Su X, Morrow D, Fries H, Thorneloe K, Edwards R..  (2010)  Novel 3-Oxazolidinedione-6-aryl-pyridinones as Potent, Selective, and Orally Active EP3 Receptor Antagonists.,  1  (7): [PMID:24900213] [10.1021/ml100077x]

Source

Source(1):

• Scientific Literature