5-(4-phenylsulfonylphenyl)-3-methylvaleric acid

ID: ALA3246901

PubChem CID: 53716947

Max Phase: Preclinical

Molecular Formula: C18H20O4S

Molecular Weight: 332.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCc1ccc(S(=O)(=O)c2ccccc2)cc1)CC(=O)O

Standard InChI:  InChI=1S/C18H20O4S/c1-14(13-18(19)20)7-8-15-9-11-17(12-10-15)23(21,22)16-5-3-2-4-6-16/h2-6,9-12,14H,7-8,13H2,1H3,(H,19,20)

Standard InChI Key:  CEMQIVCALCGZGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    8.6961  -13.6199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2780  -13.0420    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4866  -12.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1052  -14.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8129  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5206  -14.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2283  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5206  -15.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9360  -14.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6437  -14.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9360  -15.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3975  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4024  -13.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6955  -13.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9868  -13.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9894  -14.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6969  -14.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2775  -12.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9902  -11.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9895  -10.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2807  -10.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5712  -11.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754  -11.8188    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 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15  2  1  0
  2 18  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:

   

   ALA3246901

   5-[4-(Benzenesulfonyl)phenyl]-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: 332.42

Molecular Weight (Monoisotopic): 332.1082

AlogP: 3.56

#Rotatable Bonds: 7

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: 3.96

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -0.32

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