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

ID: ALA5207561

PubChem CID: 168297935

Max Phase: Preclinical

Molecular Formula: C16H22O6S

Molecular Weight: 342.41

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22O6S/c1-4-6-11-23(18,19)22-14-9-7-13(12-15(14)20-3)8-10-16(17)21-5-2/h7-10,12H,4-6,11H2,1-3H3/b10-8+

Standard InChI Key:  VNGVPQNGWKDPSU-CSKARUKUSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -0.7132    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    1.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.2064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558    0.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    0.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    0.6182    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
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207561

   ---

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: 342.41

Molecular Weight (Monoisotopic): 342.1137

AlogP: 2.78

#Rotatable Bonds: 9

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: 3.29

CX LogD: 3.29

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: -0.09

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