1,4-dihydroxy-2-(hydroxy(5-methylthiophen-2-yl)methyl)anthracene-9,10-dione

ID: ALA4474588

PubChem CID: 141750621

Max Phase: Preclinical

Molecular Formula: C20H14O5S

Molecular Weight: 366.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(O)c2cc(O)c3c(c2O)C(=O)c2ccccc2C3=O)s1

Standard InChI:  InChI=1S/C20H14O5S/c1-9-6-7-14(26-9)17(22)12-8-13(21)15-16(20(12)25)19(24)11-5-3-2-4-10(11)18(15)23/h2-8,17,21-22,25H,1H3

Standard InChI Key:  ILFDUCFDTMJMRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.5211  -21.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8158  -22.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8184  -21.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1146  -21.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4078  -21.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4093  -22.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1136  -23.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2264  -21.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2248  -22.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9290  -23.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6353  -22.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6329  -21.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9281  -21.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5197  -20.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5223  -23.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9283  -23.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9262  -20.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3393  -21.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3367  -20.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0448  -21.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1312  -22.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9274  -22.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3328  -22.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7870  -21.5595    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.1453  -22.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  3  1  1  0
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  9  2  1  0
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  1 16  2  0
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 19 21  1  0
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 25 21  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474588

   ---

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: 366.39

Molecular Weight (Monoisotopic): 366.0562

AlogP: 3.32

#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: 5.19

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.47

Np Likeness Score: 0.36

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