4'-(2-Butoxyethoxy)-3-fluoro[1,1'-biphenyl]-4-carboxylic acid

ID: ALA513760

PubChem CID: 25259265

Max Phase: Preclinical

Molecular Formula: C19H21FO4

Molecular Weight: 332.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOCCOc1ccc(-c2ccc(C(=O)O)c(F)c2)cc1

Standard InChI:  InChI=1S/C19H21FO4/c1-2-3-10-23-11-12-24-16-7-4-14(5-8-16)15-6-9-17(19(21)22)18(20)13-15/h4-9,13H,2-3,10-12H2,1H3,(H,21,22)

Standard InChI Key:  JXQRCYPIISFGII-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.3440  -15.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0603  -15.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7726  -15.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7726  -14.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0603  -13.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440  -14.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275  -15.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9154  -15.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031  -15.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031  -16.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9154  -16.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275  -16.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4890  -13.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4890  -13.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2053  -14.2763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4890  -15.5158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4867  -16.7512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7745  -16.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581  -16.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582  -16.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705  -16.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869  -16.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033  -16.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114  -16.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  1  7  1  0
 13 14  2  0
 13 15  1  0
  4 13  1  0
  3 16  1  0
 18 19  1  0
 17 18  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 20 21  1  0
 19 20  1  0
 10 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA513760

   4'-(2-Butoxyethoxy)-3-fluoro[1,1'-biphenyl]-4-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: 332.37

Molecular Weight (Monoisotopic): 332.1424

AlogP: 4.39

#Rotatable Bonds: 9

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.32

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 1.12

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.92

References

1. Lund BW, Knapp AE, Piu F, Gauthier NK, Begtrup M, Hacksell U, Olsson R..  (2009)  Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor beta ligands.,  52  (6): [PMID:19239230] [10.1021/jm801532e]

Source

Source(1):

• Scientific Literature