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

ID: ALA4174446

PubChem CID: 145952113

Max Phase: Preclinical

Molecular Formula: C14H12O4S

Molecular Weight: 276.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)C([S@@+]([O-])c2ccc(C)cc2)=CC1=O

Standard InChI:  InChI=1S/C14H12O4S/c1-9-3-5-10(6-4-9)19(17)14-8-11(15)13(18-2)7-12(14)16/h3-8H,1-2H3/t19-/m0/s1

Standard InChI Key:  HSBGWPZAHKXBCW-IBGZPJMESA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   37.9672   -2.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9672   -3.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6802   -3.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3933   -3.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3933   -2.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6802   -2.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6802   -1.4063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6802   -4.7086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1100   -2.2382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.8243   -2.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1124   -1.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8203   -3.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5338   -3.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2473   -3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2471   -2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5372   -2.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9622   -3.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2569   -3.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5445   -3.4804    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
  2 18  1  0
 18 19  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4174446

   ---

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: 276.31

Molecular Weight (Monoisotopic): 276.0456

AlogP: 1.67

#Rotatable Bonds: 3

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: 1.76

CX LogD: 1.76

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.62

Np Likeness Score: 0.51

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