10-(3,4-Dihydroxy-benzylidene)-10H-anthracen-9-one

ID: ALA115360

Chembl Id: CHEMBL115360

PubChem CID: 10149679

Max Phase: Preclinical

Molecular Formula: C21H14O3

Molecular Weight: 314.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=Cc2ccc(O)c(O)c2)c2ccccc21

Standard InChI:  InChI=1S/C21H14O3/c22-19-10-9-13(12-20(19)23)11-18-14-5-1-3-7-16(14)21(24)17-8-4-2-6-15(17)18/h1-12,22-23H

Standard InChI Key:  KQZDJKFPAAGEBP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA115360

   10-[(3,4-Dihydroxyphenyl)methylidene]anthracen-9-one

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: 314.34

Molecular Weight (Monoisotopic): 314.0943

AlogP: 4.23

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 4.61

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: 0.28

References

1. Prinz H, Ishii Y, Hirano T, Stoiber T, Camacho Gomez JA, Schmidt P, Düssmann H, Burger AM, Prehn JH, Günther EG, Unger E, Umezawa K..  (2003)  Novel benzylidene-9(10H)-anthracenones as highly active antimicrotubule agents. Synthesis, antiproliferative activity, and inhibition of tubulin polymerization.,  46  (15): [PMID:12852768] [10.1021/jm0307685]

Source

Source(1):

• Scientific Literature