toluene-4-sulfonic acid 4-[2-(2-hydroxy-ethoxy)-ethoxy]-9,10-dioxo-9,10-dihydro-anthracen-1-yl ester

ID: ALA2442834

PubChem CID: 72546228

Max Phase: Preclinical

Molecular Formula: C25H22O8S

Molecular Weight: 482.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Oc2ccc(OCCOCCO)c3c2C(=O)c2ccccc2C3=O)cc1

Standard InChI:  InChI=1S/C25H22O8S/c1-16-6-8-17(9-7-16)34(29,30)33-21-11-10-20(32-15-14-31-13-12-26)22-23(21)25(28)19-5-3-2-4-18(19)24(22)27/h2-11,26H,12-15H2,1H3

Standard InChI Key:  KYLBPQMBXZPHIZ-UHFFFAOYSA-N

Molfile:  

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    6.4201  -12.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8486  -12.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2960  -14.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0114  -15.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7229  -14.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4384  -15.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499  -14.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8653  -15.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5769  -14.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2442834

   [4-[2-(2-Hydroxyethoxy)ethoxy]-9,10-dioxoanthracen-1-yl] 4-methylbenzenesulfonate

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: 482.51

Molecular Weight (Monoisotopic): 482.1035

AlogP: 2.93

#Rotatable Bonds: 9

Polar Surface Area: 116.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.29

References

1. Sangthong S, Ha H, Teerawattananon T, Ngamrojanavanich N, Neamati N, Muangsin N..  (2013)  Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives.,  23  (22): [PMID:24095089] [10.1016/j.bmcl.2013.09.004]

Source

Source(1):

• Scientific Literature