2-((5-chlorothiophen-2-yl)(hydroxy)methyl)-1,4-dihydroxyanthracene-9,10-dione

ID: ALA4535770

PubChem CID: 141750634

Max Phase: Preclinical

Molecular Formula: C19H11ClO5S

Molecular Weight: 386.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(O)c(C(O)c3ccc(Cl)s3)cc(O)c21

Standard InChI:  InChI=1S/C19H11ClO5S/c20-13-6-5-12(26-13)16(22)10-7-11(21)14-15(19(10)25)18(24)9-4-2-1-3-8(9)17(14)23/h1-7,16,21-22,25H

Standard InChI Key:  KJLIMJWESYOLEC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.4291  -14.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7238  -15.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7264  -14.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0226  -14.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3158  -14.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3172  -15.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0216  -16.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1344  -14.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1328  -15.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8370  -16.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5433  -15.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5409  -14.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8361  -14.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4277  -13.7024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4303  -16.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8363  -16.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8342  -13.7087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2473  -14.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2447  -13.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9528  -14.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0392  -15.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8354  -15.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2408  -15.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6950  -14.5886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.0533  -15.1049    0.0000 Cl  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
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  6  7  1  0
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  1 16  2  0
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 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535770

   ---

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: 386.81

Molecular Weight (Monoisotopic): 386.0016

AlogP: 3.67

#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: 5.31

CX LogD: 5.28

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 0.32

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