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

ID: ALA3798210

Chembl Id: CHEMBL3798210

PubChem CID: 127046379

Max Phase: Preclinical

Molecular Formula: C24H18O5

Molecular Weight: 386.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(O)c(C(O)C/C=C/c3ccccc3)cc(O)c21

Standard InChI:  InChI=1S/C24H18O5/c25-18(12-6-9-14-7-2-1-3-8-14)17-13-19(26)20-21(24(17)29)23(28)16-11-5-4-10-15(16)22(20)27/h1-11,13,18,25-26,29H,12H2/b9-6+

Standard InChI Key:  UNNIQVZBBXJIIL-RMKNXTFCSA-N

Alternative Forms

1. Parent:

   

   ALA3798210

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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: 386.40

Molecular Weight (Monoisotopic): 386.1154

AlogP: 4.01

#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: 5.53

CX LogD: 5.49

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: 0.99

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