3-(4'-((2-butyl-4-methyl-5-((3-methyl-1,2,4-thiadiazol-5-yl)methyl)-6-oxopyrimidin-1(6H)-yl)methyl)-[1,1'-biphenyl]-2-yl)-1,2,4-oxadiazol-5(4H)-one

ID: ALA4546192

PubChem CID: 155553464

Max Phase: Preclinical

Molecular Formula: C28H28N6O3S

Molecular Weight: 528.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1nc(C)c(Cc2nc(C)ns2)c(=O)n1Cc1ccc(-c2ccccc2-c2noc(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C28H28N6O3S/c1-4-5-10-24-29-17(2)23(15-25-30-18(3)33-38-25)27(35)34(24)16-19-11-13-20(14-12-19)21-8-6-7-9-22(21)26-31-28(36)37-32-26/h6-9,11-14H,4-5,10,15-16H2,1-3H3,(H,31,32,36)

Standard InChI Key:  LWJSOIMJTKAASJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.1496   -7.6176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7006   -8.3050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2155   -8.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9827   -8.6522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9463   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9422   -3.7603    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7181   -4.0168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2019   -3.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7248   -2.6946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5293   -5.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2362   -6.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9459   -6.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9431   -5.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2345   -4.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6543   -6.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3582   -7.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8215   -4.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8213   -4.1563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5309   -3.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5326   -2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8267   -2.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1172   -2.9309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1138   -3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2376   -4.1596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4059   -4.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6984   -3.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9905   -4.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2830   -3.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2418   -2.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0191   -3.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0020   -9.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8295   -1.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
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 14 17  1  0
 17 18  2  0
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 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 25 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 26 35  1  0
 35  6  1  0
  9 36  1  0
 18  1  1  0
  4 37  2  0
 27 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546192

   ---

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: 528.64

Molecular Weight (Monoisotopic): 528.1944

AlogP: 4.70

#Rotatable Bonds: 9

Polar Surface Area: 119.56

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.91

CX Basic pKa: 1.88

CX LogP: 5.45

CX LogD: 4.51

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: -1.24

References

1. Choung W, Yang D, Kim H, Choi H, Lee BR, Park M, Jang SM, Lim JS, Kim WS, Kim KH, Chin J, Jung K, Lee G, Hong E, Jang TH, Joo J, Hwang H, Myung J, Kim SH..  (2019)  Discovery of BR102375, a new class of non-TZD PPARγ full agonist for the treatment of type 2 diabetes.,  29  (16): [PMID:31253533] [10.1016/j.bmcl.2019.06.027]

Source

Source(1):

• Scientific Literature