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

ID: ALA3797820

Chembl Id: CHEMBL3797820

PubChem CID: 127046544

Max Phase: Preclinical

Molecular Formula: C25H20O5

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(/C=C/CC(O)c2cc(O)c3c(c2O)C(=O)c2ccccc2C3=O)c1

Standard InChI:  InChI=1S/C25H20O5/c1-14-6-4-7-15(12-14)8-5-11-19(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/b8-5+

Standard InChI Key:  WHTAHAGTSPRXGW-VMPITWQZSA-N

Alternative Forms

1. Parent:

   

   ALA3797820

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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: 400.43

Molecular Weight (Monoisotopic): 400.1311

AlogP: 4.32

#Rotatable Bonds: 4

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.51

CX Basic pKa: ┄

CX LogP: 6.04

CX LogD: 6.01

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: 0.79

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