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

ID: ALA4174979

PubChem CID: 10944718

Max Phase: Preclinical

Molecular Formula: C13H10O3S

Molecular Weight: 246.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([S@+]([O-])C2=CC(=O)C=CC2=O)cc1

Standard InChI:  InChI=1S/C13H10O3S/c1-9-2-5-11(6-3-9)17(16)13-8-10(14)4-7-12(13)15/h2-8H,1H3/t17-/m0/s1

Standard InChI Key:  QNGGYUIDBHXGGO-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   28.5398   -2.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5398   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2524   -4.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9651   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9651   -2.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2524   -2.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2524   -1.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2524   -4.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6813   -2.5145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.3951   -2.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6837   -1.6895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3911   -3.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1042   -4.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8172   -3.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8170   -2.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1075   -2.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5316   -4.1728    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
  5  9  1  0
  9 10  1  1
  9 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
 14 17  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4174979

   (s)-2-(p-Tolylsulfinyl)-1,4-benzoquinone

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: 246.29

Molecular Weight (Monoisotopic): 246.0351

AlogP: 1.69

#Rotatable Bonds: 2

Polar Surface Area: 57.20

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: 0.34

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