3-(4-((5-fluoro-2-(methoxycarbonyl)phenoxy)methyl)phenyl)propanoic acid

ID: ALA4795858

PubChem CID: 162672935

Max Phase: Preclinical

Molecular Formula: C18H17FO5

Molecular Weight: 332.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(F)cc1OCc1ccc(CCC(=O)O)cc1

Standard InChI:  InChI=1S/C18H17FO5/c1-23-18(22)15-8-7-14(19)10-16(15)24-11-13-4-2-12(3-5-13)6-9-17(20)21/h2-5,7-8,10H,6,9,11H2,1H3,(H,20,21)

Standard InChI Key:  HCRVNRBZYUNWGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   18.9632  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9621  -20.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6701  -21.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3798  -20.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3769  -19.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6683  -19.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0831  -19.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7923  -19.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4985  -19.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2077  -19.9491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4954  -18.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2540  -21.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5466  -20.7818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8386  -21.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1320  -20.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4244  -21.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4233  -22.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1357  -22.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8403  -22.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1379  -23.2301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1321  -19.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8408  -19.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4254  -19.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8428  -18.7343    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  1  0
 21 23  2  0
 15 21  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795858

   ---

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: 332.33

Molecular Weight (Monoisotopic): 332.1060

AlogP: 3.21

#Rotatable Bonds: 7

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 0.68

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -0.60

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