5-(dibenzo[b,d]furan-2-yl)-3-methylpentanoic acid

ID: ALA3246902

PubChem CID: 63535490

Max Phase: Preclinical

Molecular Formula: C18H18O3

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCc1ccc2oc3ccccc3c2c1)CC(=O)O

Standard InChI:  InChI=1S/C18H18O3/c1-12(10-18(19)20)6-7-13-8-9-17-15(11-13)14-4-2-3-5-16(14)21-17/h2-5,8-9,11-12H,6-7,10H2,1H3,(H,19,20)

Standard InChI Key:  IQIKCWCRXUZOGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   22.3737  -13.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0814  -13.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7891  -13.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4968  -13.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7891  -14.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2045  -13.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9122  -13.1535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2045  -14.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6660  -13.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6709  -12.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9640  -11.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9654  -13.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2580  -13.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2519  -12.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4677  -12.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4776  -13.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9897  -12.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1781  -12.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8534  -13.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3463  -14.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1561  -14.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  1  9  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  1  0
 15 17  1  0
 16 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246902

   5-Dibenzofuran-2-yl-3-methylpentanoic 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: 282.34

Molecular Weight (Monoisotopic): 282.1256

AlogP: 4.63

#Rotatable Bonds: 5

Polar Surface Area: 50.44

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.35

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 2.37

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: 0.38

References

1. Dygos JH, Jett CM, Chinn LJ, Miller JE..  (1977)  Hypolipidemic activity of 5-aryl-3-methylvaleric acid derivatives.,  20  (12): [PMID:592342] [10.1021/jm00222a039]

Source

Source(1):

• Scientific Literature