2-((bis(2-chloroethyl)amino)(4-(methylthio)phenyl)methyl)-1,4-dihydroxyanthracene-9,10-dione

ID: ALA4471656

PubChem CID: 155535167

Max Phase: Preclinical

Molecular Formula: C26H23Cl2NO4S

Molecular Weight: 516.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc(C(c2cc(O)c3c(c2O)C(=O)c2ccccc2C3=O)N(CCCl)CCCl)cc1

Standard InChI:  InChI=1S/C26H23Cl2NO4S/c1-34-16-8-6-15(7-9-16)23(29(12-10-27)13-11-28)19-14-20(30)21-22(26(19)33)25(32)18-5-3-2-4-17(18)24(21)31/h2-9,14,23,30,33H,10-13H2,1H3

Standard InChI Key:  GZBMMEGUWPSAKS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.7425   -6.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7359   -4.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -6.3079    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0314   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160   -3.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6134   -2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -2.2365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0288   -2.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7352   -2.2274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8653   -5.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
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 27 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471656

   ---

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: 516.45

Molecular Weight (Monoisotopic): 515.0725

AlogP: 5.46

#Rotatable Bonds: 8

Polar Surface Area: 77.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.85

CX Basic pKa: 4.06

CX LogP: 7.29

CX LogD: 7.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.18

Np Likeness Score: 0.10

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