2-((E)-4-(4-Bromophenyl)-1-hydroxybut-3-enyl)-1,4-dihydroxyanthracene-9,10-dione

ID: ALA3797654

Chembl Id: CHEMBL3797654

PubChem CID: 127047744

Max Phase: Preclinical

Molecular Formula: C24H17BrO5

Molecular Weight: 465.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(O)c(C(O)C/C=C/c3ccc(Br)cc3)cc(O)c21

Standard InChI:  InChI=1S/C24H17BrO5/c25-14-10-8-13(9-11-14)4-3-7-18(26)17-12-19(27)20-21(24(17)30)23(29)16-6-2-1-5-15(16)22(20)28/h1-6,8-12,18,26-27,30H,7H2/b4-3+

Standard InChI Key:  NQLJMMARAKQSAN-ONEGZZNKSA-N

Alternative Forms

1. Parent:

   

   ALA3797654

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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: 465.30

Molecular Weight (Monoisotopic): 464.0259

AlogP: 4.77

#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: 6.30

CX LogD: 6.26

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.38

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