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

ID: ALA4764526

PubChem CID: 137478179

Max Phase: Preclinical

Molecular Formula: C23H18ClFN2O4

Molecular Weight: 440.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C(/C=C1\OC(=O)NC1=O)c1cc(Cl)c(-c2ccc3cccc(F)c3c2)[nH]c1=O

Standard InChI:  InChI=1S/C23H18ClFN2O4/c1-11(2)14(10-19-22(29)27-23(30)31-19)16-9-17(24)20(26-21(16)28)13-7-6-12-4-3-5-18(25)15(12)8-13/h3-11,14H,1-2H3,(H,26,28)(H,27,29,30)/b19-10-

Standard InChI Key:  DPRRFFFURVEAMU-GRSHGNNSSA-N

Molfile:  

 
     RDKit          2D

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   22.6048  -20.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6048  -21.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3101  -21.6308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0154  -21.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0154  -20.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3101  -19.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8938  -20.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8977  -21.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7207  -21.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7182  -22.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4244  -22.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4254  -21.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1323  -21.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1310  -22.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8401  -22.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5508  -22.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5481  -21.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8385  -21.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8361  -20.4071    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.8884  -19.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1780  -18.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0829  -17.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2825  -17.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8785  -18.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4294  -19.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0664  -18.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6850  -17.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1886  -20.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4784  -20.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1936  -21.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7243  -20.0026    0.0000 Cl  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
  5 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764526

   ---

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: 440.86

Molecular Weight (Monoisotopic): 440.0939

AlogP: 4.88

#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: 6.30

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -0.35

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