syn-(6-(8-Fluoronaphthalen-2-yl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylpropyl)oxazolidine-2,4-dione

ID: ALA4776714

PubChem CID: 137487290

Max Phase: Preclinical

Molecular Formula: C22H19FN2O4

Molecular Weight: 394.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](c1ccc(-c2ccc3cccc(F)c3c2)[nH]c1=O)[C@H]1OC(=O)NC1=O

Standard InChI:  InChI=1S/C22H19FN2O4/c1-11(2)18(19-21(27)25-22(28)29-19)14-8-9-17(24-20(14)26)13-7-6-12-4-3-5-16(23)15(12)10-13/h3-11,18-19H,1-2H3,(H,24,26)(H,25,27,28)/t18-,19+/m0/s1

Standard InChI Key:  CAKJWCXUJSSAFG-RBUKOAKNSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   13.7973  -18.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7973  -19.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5026  -19.9799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2079  -19.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2079  -18.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5026  -18.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0863  -18.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0902  -19.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9132  -19.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9107  -20.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6169  -21.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6179  -19.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3248  -19.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3235  -20.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0326  -21.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7433  -20.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7406  -19.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0310  -19.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3809  -18.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6709  -18.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3855  -19.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0286  -18.7562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0809  -17.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7393  -17.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4823  -16.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6651  -16.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4171  -17.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6414  -17.3122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9589  -15.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8778  -17.7454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  1  1  0
  2  8  2  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
  4  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  7 19  1  6
 19 20  1  0
 19 21  1  0
 18 22  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 27  1  0
  7 23  1  0
 27 28  2  0
 25 29  2  0
 23 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4776714

   ---

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: 394.40

Molecular Weight (Monoisotopic): 394.1329

AlogP: 3.71

#Rotatable Bonds: 4

Polar Surface Area: 88.26

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.33

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.48

References

1. Zhang X,Zhu B,Guo L,Bakaj I,Rankin M,Ho G,Kauffman J,Lee SP,Norquay L,Macielag MJ.  (2021)  Discovery of a Novel Series of Pyridone-Based EP3 Antagonists for the Treatment of Type 2 Diabetes.,  12  (3): [PMID:33738072] [10.1021/acsmedchemlett.0c00667]

Source

Source(1):

• Scientific Literature