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

ID: ALA4758663

PubChem CID: 137478196

Max Phase: Preclinical

Molecular Formula: C24H21FN2O4

Molecular Weight: 420.44

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H21FN2O4/c1-12(2)20(13(3)21-23(29)27-24(30)31-21)16-9-10-19(26-22(16)28)15-8-7-14-5-4-6-18(25)17(14)11-15/h4-12,20H,1-3H3,(H,26,28)(H,27,29,30)/b21-13-

Standard InChI Key:  PQSDITYLKILREC-BKUYFWCQSA-N

Molfile:  

 
     RDKit          2D

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   33.3975  -11.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6865  -10.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6904  -12.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   37.6328  -13.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3435  -12.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3408  -12.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6312  -11.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6288  -10.7783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   31.9707   -9.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8756   -8.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0752   -8.1751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6712   -8.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2221   -9.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8591   -8.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4778   -7.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9813  -10.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2711  -10.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9863  -11.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3861   -9.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 20  1  0
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 20 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758663

   ---

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: 4.61

#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: 6.14

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.54

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