(Z)-5-(2-ethyl-2-(6-(8-fluoronaphthalen-2-yl)-2-oxo-1,2-dihydropyridin-3-yl)butylidene)oxazolidine-2,4-dione

ID: ALA4765027

PubChem CID: 162661390

Max Phase: Preclinical

Molecular Formula: C24H21FN2O4

Molecular Weight: 420.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(/C=C1\OC(=O)NC1=O)(CC)c1ccc(-c2ccc3cccc(F)c3c2)[nH]c1=O

Standard InChI:  InChI=1S/C24H21FN2O4/c1-3-24(4-2,13-20-22(29)27-23(30)31-20)17-10-11-19(26-21(17)28)15-9-8-14-6-5-7-18(25)16(14)12-15/h5-13H,3-4H2,1-2H3,(H,26,28)(H,27,29,30)/b20-13-

Standard InChI Key:  MVTWGPMNHLVRSW-MOSHPQCFSA-N

Molfile:  

 
     RDKit          2D

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   28.1106   -4.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2393   -4.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8246   -4.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8246   -5.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5298   -5.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2351   -5.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2351   -4.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5298   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1175   -5.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9404   -5.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.3520   -5.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3508   -6.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0598   -6.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7678   -5.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0582   -5.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0559   -4.4966    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1081   -3.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3977   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3026   -2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5022   -1.8935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0983   -2.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6491   -3.2075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2861   -2.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9048   -1.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4968   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8807   -4.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
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 15 14  2  0
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  7 11  1  0
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 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 20 21  1  0
  2 22  1  0
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 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
 26 28  2  0
 24 29  2  0
  3 30  1  0
  1 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765027

   ---

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: 420.44

Molecular Weight (Monoisotopic): 420.1485

AlogP: 4.54

#Rotatable Bonds: 5

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: 6.15

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -0.52

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