4-((1,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)(hydroxy)methyl)benzonitrile

ID: ALA4543919

PubChem CID: 155552253

Max Phase: Preclinical

Molecular Formula: C22H13NO5

Molecular Weight: 371.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(O)c2cc(O)c3c(c2O)C(=O)c2ccccc2C3=O)cc1

Standard InChI:  InChI=1S/C22H13NO5/c23-10-11-5-7-12(8-6-11)19(25)15-9-16(24)17-18(22(15)28)21(27)14-4-2-1-3-13(14)20(17)26/h1-9,19,24-25,28H

Standard InChI Key:  CMACGNWYZVINDH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.0997  -22.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959  -22.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6892  -22.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2095  -22.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010  -21.3089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6206  -22.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6180  -21.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261  -22.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3274  -23.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0356  -23.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7430  -23.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7377  -22.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0290  -22.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4499  -23.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1594  -24.1516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 19 21  1  0
 27 28  3  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4543919

   ---

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: 371.35

Molecular Weight (Monoisotopic): 371.0794

AlogP: 2.83

#Rotatable Bonds: 2

Polar Surface Area: 118.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 4.48

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.43

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