4'-(hexyloxy)biphenyl-4-carboxylic acid

ID: ALA469323

Cas Number: 59748-16-2

PubChem CID: 3563820

Product Number: H668834, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H22O3

Molecular Weight: 298.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCOc1ccc(-c2ccc(C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C19H22O3/c1-2-3-4-5-14-22-18-12-10-16(11-13-18)15-6-8-17(9-7-15)19(20)21/h6-13H,2-5,14H2,1H3,(H,20,21)

Standard InChI Key:  IWWNTISKHOYKAN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.5777   -5.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766   -6.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914   -6.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078   -6.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050   -5.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2896   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7148   -5.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4311   -5.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1436   -5.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1409   -4.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4199   -3.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104   -4.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533   -3.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5698   -4.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8491   -2.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -6.7184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -6.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328   -6.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0039   -6.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102   -6.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250   -6.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  2  0
  7  8  2  0
  2 16  1  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
  4  5  1  0
 18 19  1  0
  9 10  2  0
 19 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA469323

   4-(Hexyloxy)-4'-biphenylcarboxylic 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: 298.38

Molecular Weight (Monoisotopic): 298.1569

AlogP: 5.01

#Rotatable Bonds: 8

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: 4.08

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.21

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