3-(4-((4-fluoro-4'-methylbiphenyl-2-yloxy)methyl)phenyl)propanoic acid

ID: ALA4794951

PubChem CID: 162674347

Max Phase: Preclinical

Molecular Formula: C23H21FO3

Molecular Weight: 364.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(F)cc2OCc2ccc(CCC(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C23H21FO3/c1-16-2-9-19(10-3-16)21-12-11-20(24)14-22(21)27-15-18-6-4-17(5-7-18)8-13-23(25)26/h2-7,9-12,14H,8,13,15H2,1H3,(H,25,26)

Standard InChI Key:  SAZGEAQJANHKPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.7192   -3.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7181   -3.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   -4.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1358   -3.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1330   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4244   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8391   -2.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5484   -3.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2546   -2.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9638   -3.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2515   -1.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0101   -4.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3027   -3.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5947   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8880   -3.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1805   -4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1794   -5.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8918   -5.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5964   -5.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8940   -6.4034    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.8892   -3.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5995   -2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6018   -1.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8945   -1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1835   -1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1847   -2.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8954   -0.6863    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 15 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794951

   ---

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: 364.42

Molecular Weight (Monoisotopic): 364.1475

AlogP: 5.40

#Rotatable Bonds: 7

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.19

CX Basic pKa: ┄

CX LogP: 5.93

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -0.56

References

1. Xu F,Zhao Y,Zhou H,Li C,Zhang X,Hou T,Qu L,Wei L,Wang J,Liu Y,Liang X.  (2020)  Synthesis and evaluation of 3-(4-(phenoxymethyl)phenyl)propanoic acid and N-phenylbenzenesulfonamide derivatives as FFA4 agonists.,  30  (24): [PMID:33127539] [10.1016/j.bmcl.2020.127650]

Source

Source(1):

• Scientific Literature