5-[2-(5,5-Dioxodibenzothienyl)]-3-methylvaleric Acid

ID: ALA3246904

PubChem CID: 90655695

Max Phase: Preclinical

Molecular Formula: C18H18O4S

Molecular Weight: 330.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCc1ccc2c(c1)-c1ccccc1S2(=O)=O)CC(=O)O

Standard InChI:  InChI=1S/C18H18O4S/c1-12(10-18(19)20)6-7-13-8-9-17-15(11-13)14-4-2-3-5-16(14)23(17,21)22/h2-5,8-9,11-12H,6-7,10H2,1H3,(H,19,20)

Standard InChI Key:  ZTYCTUXGWFRNDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.1503  -17.8296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8602  -18.2382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591  -17.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699  -19.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4776  -19.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1853  -19.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8930  -19.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1853  -20.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6007  -19.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3084  -19.3072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6007  -20.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622  -19.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671  -18.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3602  -18.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616  -19.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6541  -19.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480  -18.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737  -19.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859  -18.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5743  -19.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2495  -19.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424  -20.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5523  -20.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 17  2  0
 16 15  2  0
 15 12  1  0
 16 17  1  0
 17  2  1  0
  2 19  1  0
 18 16  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246904

   5-(5,5-Dioxodibenzothiophen-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: 330.41

Molecular Weight (Monoisotopic): 330.0926

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.01

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 0.70

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -0.17

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