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

ID: ALA470588

Cas Number: 59748-17-3

PubChem CID: 4433908

Product Number: H668866, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H24O3

Molecular Weight: 312.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCOc1ccc(-c2ccc(C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C20H24O3/c1-2-3-4-5-6-15-23-19-13-11-17(12-14-19)16-7-9-18(10-8-16)20(21)22/h7-14H,2-6,15H2,1H3,(H,21,22)

Standard InChI Key:  BDDYPNQQJHNKSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   13.4569  -15.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4557  -15.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1706  -16.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8870  -15.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8841  -15.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1687  -14.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5940  -14.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3103  -15.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0227  -14.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0201  -13.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2990  -13.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5896  -13.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7324  -13.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4490  -13.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7282  -12.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7410  -16.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0268  -15.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3120  -16.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5979  -15.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8831  -16.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1689  -15.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4541  -16.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7400  -15.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5  6  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA470588

   4-(Heptyloxy)-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: 312.41

Molecular Weight (Monoisotopic): 312.1725

AlogP: 5.40

#Rotatable Bonds: 9

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: 5.78

CX LogD: 2.67

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.20

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