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

ID: ALA4765017

PubChem CID: 137477918

Max Phase: Preclinical

Molecular Formula: C25H23FN2O4

Molecular Weight: 434.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H23FN2O4/c1-3-14(4-2)18(13-22-24(30)28-25(31)32-22)17-10-11-21(27-23(17)29)16-9-8-15-6-5-7-20(26)19(15)12-16/h5-14,18H,3-4H2,1-2H3,(H,27,29)(H,28,30,31)/b22-13-

Standard InChI Key:  RMNVTLNNAKHYGL-XKZIYDEJSA-N

Molfile:  

 
     RDKit          2D

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   33.3067  -18.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3067  -18.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0120  -19.2700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7173  -18.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7173  -18.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0120  -17.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5957  -17.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5996  -19.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4226  -19.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4201  -20.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1263  -20.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8342  -19.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8329  -20.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5420  -20.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2527  -20.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2500  -19.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5404  -18.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5380  -18.0463    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.5903  -16.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8799  -16.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7848  -15.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9844  -15.4432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5804  -16.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1313  -16.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7683  -16.2445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3870  -15.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8905  -18.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1803  -17.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8955  -18.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1903  -19.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4751  -18.0648    0.0000 C   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
  1  7  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
 18 19  1  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
 24 26  2  0
 22 27  2  0
  7 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765017

   ---

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: 434.47

Molecular Weight (Monoisotopic): 434.1642

AlogP: 5.00

#Rotatable Bonds: 6

Polar Surface Area: 88.26

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.15

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -0.38

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