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

ID: ALA3246903

PubChem CID: 90655694

Max Phase: Preclinical

Molecular Formula: C18H18O2S

Molecular Weight: 298.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCc1ccc2sc3ccccc3c2c1)CC(=O)O

Standard InChI:  InChI=1S/C18H18O2S/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:  DLFAAEWKWPAVLO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.8086  -13.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5163  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2240  -13.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9317  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2240  -14.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6394  -13.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3471  -13.1494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6394  -14.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1008  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1058  -12.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3989  -11.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4003  -13.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6928  -13.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6867  -12.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9025  -12.0817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.9124  -13.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4246  -12.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6130  -12.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2882  -13.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7811  -14.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5909  -14.1609    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:

   

   ALA3246903

   5-Dibenzothiophen-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: 298.41

Molecular Weight (Monoisotopic): 298.1028

AlogP: 5.10

#Rotatable Bonds: 5

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.49

CX Basic pKa: ┄

CX LogP: 5.20

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -0.24

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