2,3-dihydro-2,3-epoxy-2-propylsulfonyl-5,8-dimethoxy-1,4-naphthoquinone

ID: ALA4578595

PubChem CID: 155564924

Max Phase: Preclinical

Molecular Formula: C15H16O7S

Molecular Weight: 340.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)C12OC1C(=O)c1c(OC)ccc(OC)c1C2=O

Standard InChI:  InChI=1S/C15H16O7S/c1-4-7-23(18,19)15-13(17)11-9(21-3)6-5-8(20-2)10(11)12(16)14(15)22-15/h5-6,14H,4,7H2,1-3H3

Standard InChI Key:  AGEOFECPAUHGIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.5582   -5.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1537   -4.9403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7447   -5.6435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -4.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -4.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -3.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0396   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0361   -4.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -4.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451   -3.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -2.4805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6266   -2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3352   -5.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -6.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7475   -2.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -5.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517   -3.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4503   -4.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584   -4.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8618   -4.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2772   -4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  7  2  0
  5  6  2  0
  6  9  1  0
  8  7  1  0
  8  9  2  0
  8 11  1  0
  9 10  1  0
 10 19  1  0
 18 11  1  0
  7 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 11 16  2  0
 10 17  2  0
 19 18  1  0
 20 19  1  0
 18 20  1  0
 19  2  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578595

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 340.35

Molecular Weight (Monoisotopic): 340.0617

AlogP: 1.00

#Rotatable Bonds: 5

Polar Surface Area: 99.27

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.70

CX Basic pKa: ┄

CX LogP: 1.22

CX LogD: 1.22

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 0.48

References

1. Zhang Y, Luo YH, Piao XJ, Shen GN, Wang JR, Feng YC, Li JQ, Xu WT, Zhang Y, Zhang T, Wang CY, Jin CH..  (2019)  The design of 1,4-naphthoquinone derivatives and mechanisms underlying apoptosis induction through ROS-dependent MAPK/Akt/STAT3 pathways in human lung cancer cells.,  27  (8): [PMID:30846406] [10.1016/j.bmc.2019.03.002]

Source

Source(1):

• Scientific Literature