(+)-(S)-5-ethoxy-2-methyl-3-(p-tolylsulfinyl)cyclohexa-2,5-diene-1,4-dione

ID: ALA4170593

PubChem CID: 145950007

Max Phase: Preclinical

Molecular Formula: C16H16O4S

Molecular Weight: 304.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC1=CC(=O)C(C)=C([S@@+]([O-])c2ccc(C)cc2)C1=O

Standard InChI:  InChI=1S/C16H16O4S/c1-4-20-14-9-13(17)11(3)16(15(14)18)21(19)12-7-5-10(2)6-8-12/h5-9H,4H2,1-3H3/t21-/m0/s1

Standard InChI Key:  AKWDSVDKMIBHLB-NRFANRHFSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.0588   -3.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -4.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -4.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -4.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -3.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -2.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -1.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -5.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425   -2.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6328   -3.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166   -2.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1984   -4.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -2.8213    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9140   -3.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2026   -1.9963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9101   -4.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6231   -4.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3361   -4.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3359   -3.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6265   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0505   -4.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  8  2  0
  1  9  1  0
  9 10  1  0
 10 11  1  0
  4 12  1  0
  5 13  1  0
 13 14  1  1
 13 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 18 21  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4170593

   ---

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: 304.37

Molecular Weight (Monoisotopic): 304.0769

AlogP: 2.45

#Rotatable Bonds: 4

Polar Surface Area: 66.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: 0.43

References

1. Kahraman DC, Hanquet G, Jeanmart L, Lanners S, Šramel P, Boháč A, Cetin-Atalay R..  (2017)  Quinoides and VEGFR2 TKIs influence the fate of hepatocellular carcinoma and its cancer stem cells.,  8  (1): [PMID:30108693] [10.1039/C6MD00392C]

Source

Source(1):

• Scientific Literature