1,2-Dihydro-3,4,11-trihydroxy-1-phenyl-1H-cyclopenta[b]anthracene-5,10-dione

ID: ALA3799899

Chembl Id: CHEMBL3799899

PubChem CID: 127046897

Max Phase: Preclinical

Molecular Formula: C23H16O5

Molecular Weight: 372.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2=C(C(=O)c3ccccc31)C(O)C1=C(O)CC(c3ccccc3)C1=C2O

Standard InChI:  InChI=1S/C23H16O5/c24-15-10-14(11-6-2-1-3-7-11)16-17(15)23(28)19-18(22(16)27)20(25)12-8-4-5-9-13(12)21(19)26/h1-9,14,23-24,27-28H,10H2

Standard InChI Key:  IOFMOQVQOCCPFG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3799899

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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: 372.38

Molecular Weight (Monoisotopic): 372.0998

AlogP: 3.55

#Rotatable Bonds: 1

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: 6.67

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 0.50

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: 0.38

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