(S)-5-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzyl)-1,4-dioxepane-5-carboxylic acid

ID: ALA2282521

PubChem CID: 76309039

Max Phase: Preclinical

Molecular Formula: C25H27NO6

Molecular Weight: 437.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1oc(-c2ccccc2)nc1CCOc1ccc(C[C@@]2(C(=O)O)CCOCCO2)cc1

Standard InChI:  InChI=1S/C25H27NO6/c1-18-22(26-23(32-18)20-5-3-2-4-6-20)11-13-30-21-9-7-19(8-10-21)17-25(24(27)28)12-14-29-15-16-31-25/h2-10H,11-17H2,1H3,(H,27,28)/t25-/m1/s1

Standard InChI Key:  QVOIEZBLTDUYGB-RUZDIDTESA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   26.0428  -15.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7398  -16.2078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8340  -17.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2599  -16.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2527  -17.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9874  -16.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4314  -17.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1884  -15.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1873  -16.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9020  -17.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6185  -16.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6156  -15.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9002  -15.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3284  -15.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4726  -17.0171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7585  -16.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7584  -15.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4733  -15.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7575  -14.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0437  -17.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3840  -16.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3968  -15.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6164  -15.4269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1210  -16.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5954  -16.7613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0717  -15.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2961  -16.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8941  -15.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0699  -15.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6496  -16.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0598  -16.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8826  -16.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 12 14  1  0
 14  1  1  0
  9 15  1  0
 15 16  1  0
  1 17  1  1
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
 22 26  1  0
 24 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282521

   (5S)-5-[[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]methyl]-1,4-dioxepane-5-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.49

Molecular Weight (Monoisotopic): 437.1838

AlogP: 4.07

#Rotatable Bonds: 8

Polar Surface Area: 91.02

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: 0.93

CX LogP: 3.80

CX LogD: 0.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -0.68

References

1. Verma RK, Kumar V, Ghosh P, Wadhwa LK.  (2013)  3D-QSAR study of tyrosine and propanoic acid derivatives as PPAR/ dual agonists using CoMSIA,  22  (1): [10.1007/s00044-012-0003-4]

Source

Source(1):

• Scientific Literature