2-(4-(2-carboxyethyl)benzyloxy)-4-fluorobenzoic acid

ID: ALA4756690

PubChem CID: 162655659

Max Phase: Preclinical

Molecular Formula: C17H15FO5

Molecular Weight: 318.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc(COc2cc(F)ccc2C(=O)O)cc1

Standard InChI:  InChI=1S/C17H15FO5/c18-13-6-7-14(17(21)22)15(9-13)23-10-12-3-1-11(2-4-12)5-8-16(19)20/h1-4,6-7,9H,5,8,10H2,(H,19,20)(H,21,22)

Standard InChI Key:  IUEZHFSLUMISQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.0540   -9.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0529  -10.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7609  -11.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4706  -10.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4677   -9.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7591   -9.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1739   -9.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8831   -9.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5893   -9.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2985   -9.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5862   -8.7340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3448  -11.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6374  -10.7898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9294  -11.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2228  -10.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5152  -11.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5141  -12.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2265  -12.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9311  -12.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2287  -13.2381    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.2229   -9.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9316   -9.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5162   -9.5561    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4756690

   ---

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: 318.30

Molecular Weight (Monoisotopic): 318.0904

AlogP: 3.12

#Rotatable Bonds: 7

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: -2.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -0.54

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