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

ID: ALA4160297

PubChem CID: 11694955

Max Phase: Preclinical

Molecular Formula: C15H14O4S

Molecular Weight: 290.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)C(C)=C([S@@+]([O-])c2ccc(C)cc2)C1=O

Standard InChI:  InChI=1S/C15H14O4S/c1-9-4-6-11(7-5-9)20(18)15-10(2)12(16)8-13(19-3)14(15)17/h4-8H,1-3H3/t20-/m0/s1

Standard InChI Key:  HAZFTLRTHNUICW-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.9890   -3.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9890   -3.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021   -4.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4152   -3.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4152   -3.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021   -2.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021   -1.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021   -5.2064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2723   -2.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5621   -3.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1300   -4.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1318   -2.7359    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8461   -3.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1342   -1.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8422   -3.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5556   -4.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2691   -3.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2689   -3.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5590   -2.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9840   -4.3953    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
  4 11  1  0
  5 12  1  0
 12 13  1  1
 12 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 17 20  1  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4160297

   5-methoxy-2-methyl-3-[(S)-(4-methylphenyl)sulfinyl]cyclohexa-2,5-diene-1,4-dione

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: 290.34

Molecular Weight (Monoisotopic): 290.0613

AlogP: 2.06

#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: 2.16

CX LogD: 2.16

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: 0.71

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