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

ID: ALA4757179

PubChem CID: 137477635

Max Phase: Preclinical

Molecular Formula: C26H23FN2O4

Molecular Weight: 446.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/C(c2ccc(-c3ccc4cccc(F)c4c3)[nH]c2=O)C2CCCCC2)O1

Standard InChI:  InChI=1S/C26H23FN2O4/c27-21-8-4-7-16-9-10-17(13-20(16)21)22-12-11-18(24(30)28-22)19(15-5-2-1-3-6-15)14-23-25(31)29-26(32)33-23/h4,7-15,19H,1-3,5-6H2,(H,28,30)(H,29,31,32)/b23-14-

Standard InChI Key:  RLHWDWIGTXQJCD-UCQKPKSFSA-N

Molfile:  

 
     RDKit          2D

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    5.1962  -18.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962  -19.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4275  -18.6283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6742  -16.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738  -16.0251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4699  -16.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0208  -17.3391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577  -16.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764  -15.6372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778  -18.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0689  -18.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647  -18.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3632  -19.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722  -19.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7826  -19.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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 16 17  1  0
 17 18  2  0
 18 13  1  0
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  1 20  1  0
 20 21  2  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
 24 26  2  0
 22 27  2  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757179

   ---

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: 446.48

Molecular Weight (Monoisotopic): 446.1642

AlogP: 5.15

#Rotatable Bonds: 4

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: 4.01

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -0.37

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