1,4-Dihydroxy-2-((E)-1-hydroxy-4-(3-methoxyphenyl)but-3-enyl)anthracene-9,10-dione

ID: ALA3800318

Chembl Id: CHEMBL3800318

PubChem CID: 127047865

Max Phase: Preclinical

Molecular Formula: C25H20O6

Molecular Weight: 416.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C/CC(O)c2cc(O)c3c(c2O)C(=O)c2ccccc2C3=O)c1

Standard InChI:  InChI=1S/C25H20O6/c1-31-15-8-4-6-14(12-15)7-5-11-19(26)18-13-20(27)21-22(25(18)30)24(29)17-10-3-2-9-16(17)23(21)28/h2-10,12-13,19,26-27,30H,11H2,1H3/b7-5+

Standard InChI Key:  GOCSCPWJTXZDCU-FNORWQNLSA-N

Alternative Forms

1. Parent:

   

   ALA3800318

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.43

Molecular Weight (Monoisotopic): 416.1260

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 104.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.51

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.34

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: 0.84

References

1. Zhao LM, Cao FX, Jin HS, Zhang JH, Szwaya J, Wang G..  (2016)  One-pot synthesis of 1,4-dihydroxy-2-((E)-1-hydroxy-4-phenylbut-3-enyl)anthracene-9,10-diones as novel shikonin analogs and evaluation of their antiproliferative activities.,  26  (11): [PMID:27080175] [10.1016/j.bmcl.2016.04.006]

Source

Source(1):

• Scientific Literature