5-(1-(6-(8-Fluoronaphthalen-2-yl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylpropyl)-1-methylimidazolidine-2,4-dione

ID: ALA4755933

PubChem CID: 137477755

Max Phase: Preclinical

Molecular Formula: C23H22FN3O3

Molecular Weight: 407.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C(c1ccc(-c2ccc3cccc(F)c3c2)[nH]c1=O)C1C(=O)NC(=O)N1C

Standard InChI:  InChI=1S/C23H22FN3O3/c1-12(2)19(20-22(29)26-23(30)27(20)3)15-9-10-18(25-21(15)28)14-8-7-13-5-4-6-17(24)16(13)11-14/h4-12,19-20H,1-3H3,(H,25,28)(H,26,29,30)

Standard InChI Key:  OXVFJOAEQVCXLP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.3065  -21.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0117  -21.6927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7170  -21.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7170  -20.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0117  -20.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5954  -20.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5993  -21.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4223  -21.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4198  -22.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1261  -22.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1270  -21.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8339  -21.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8327  -22.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5417  -22.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2525  -22.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2497  -21.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5401  -21.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8901  -20.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1801  -20.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8947  -21.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5378  -20.4690    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.5900  -19.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2484  -18.7606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9915  -17.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1742  -17.9894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9262  -18.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1505  -19.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4681  -17.3210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0270  -19.0087    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
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 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  0
 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
 27 23  1  0
  7 23  1  0
 27 28  2  0
 25 29  2  0
 24 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755933

   ---

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: 407.45

Molecular Weight (Monoisotopic): 407.1645

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 82.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -0.65

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