methyl 3-(4-((butylsulfonyl)oxy)-3-methoxyphenyl)acrylate

ID: ALA5208413

PubChem CID: 168297482

Max Phase: Preclinical

Molecular Formula: C15H20O6S

Molecular Weight: 328.39

Names and Identifiers

Canonical SMILES:  CCCCS(=O)(=O)Oc1ccc(/C=C/C(=O)OC)cc1OC

Standard InChI:  InChI=1S/C15H20O6S/c1-4-5-10-22(17,18)21-13-8-6-12(11-14(13)19-2)7-9-15(16)20-3/h6-9,11H,4-5,10H2,1-3H3/b9-7+

Standard InChI Key:  WQDUQLOUZIDQGC-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.0705    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    1.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3604   -1.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -0.2064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1985    0.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726    0.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  5 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  2  0
 15 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208413

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 328.39

Molecular Weight (Monoisotopic): 328.0981

AlogP: 2.39

#Rotatable Bonds: 8

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.41

Np Likeness Score: 0.05

References

1. Yang YS, Wang B, Zhou KM, Liu J, Jiao QC, Qin P..  (2022)  Discovery of derivatives from Spartina alterniflora-sourced moiety as xanthine oxidase inhibitors to lower uric acid.,  73  [PMID:35902063] [10.1016/j.bmcl.2022.128907]

Source

Source(1):

• Scientific Literature