1,4-dihydroxy-2-(hydroxy(thiophen-3-yl)methyl)anthracene-9,10-dione

ID: ALA4567051

PubChem CID: 141750629

Max Phase: Preclinical

Molecular Formula: C19H12O5S

Molecular Weight: 352.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(O)c(C(O)c3ccsc3)cc(O)c21

Standard InChI:  InChI=1S/C19H12O5S/c20-13-7-12(16(21)9-5-6-25-8-9)19(24)15-14(13)17(22)10-3-1-2-4-11(10)18(15)23/h1-8,16,20-21,24H

Standard InChI Key:  SNEOCYFNCAGJMJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   27.2557  -10.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2557   -9.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5505  -10.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5530   -9.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8493   -9.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1425   -9.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1439  -10.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8482  -10.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9610   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9594  -10.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6636  -10.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3699  -10.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3676   -9.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6628   -9.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2543   -8.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2569  -11.7956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6630  -11.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6608   -8.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0740   -9.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0714   -8.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7795   -9.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8658  -10.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6620  -10.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0674  -10.0165    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5217   -9.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  3  1  1  0
  1 10  1  0
  9  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  2  0
  1 16  2  0
 11 17  1  0
 14 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567051

   ---

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: 352.37

Molecular Weight (Monoisotopic): 352.0405

AlogP: 3.02

#Rotatable Bonds: 2

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: 0.26

References

1. Liu Y, Liang Y, Jiang J, Qin Q, Wang L, Liu X..  (2019)  Design, synthesis and biological evaluation of 1,4-dihydroxyanthraquinone derivatives as anticancer agents.,  29  (9): [PMID:30846253] [10.1016/j.bmcl.2019.02.026]

Source

Source(1):

• Scientific Literature