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

ID: ALA4554457

PubChem CID: 141750632

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)c3cccs3)cc(O)c21

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

Standard InChI Key:  PWXNFFUTZQUGTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7605   -4.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7605   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0552   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0577   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3540   -3.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6472   -3.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6486   -4.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3530   -4.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4658   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4642   -4.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1684   -4.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8747   -4.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8723   -3.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1675   -3.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7590   -2.2782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7617   -5.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1677   -5.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1655   -2.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5787   -3.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5761   -2.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2842   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3706   -4.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1668   -4.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5722   -3.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0264   -3.1645    0.0000 S   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  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554457

   ---

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: 4.54

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: 0.37

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