10-(4-Hydroxy-3-methoxy-benzylidene)-10H-anthracen-9-one

ID: ALA324797

Chembl Id: CHEMBL324797

Cas Number: 69700-53-4

PubChem CID: 12516081

Max Phase: Preclinical

Molecular Formula: C22H16O3

Molecular Weight: 328.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C=C2c3ccccc3C(=O)c3ccccc32)ccc1O

Standard InChI:  InChI=1S/C22H16O3/c1-25-21-13-14(10-11-20(21)23)12-19-15-6-2-4-8-17(15)22(24)18-9-5-3-7-16(18)19/h2-13,23H,1H3

Standard InChI Key:  TWCXUIIPCNUYQS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA324797

   10-[(4-Hydroxy-3-methoxyphenyl)methylidene]anthracen-9(10H)-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: 328.37

Molecular Weight (Monoisotopic): 328.1099

AlogP: 4.53

#Rotatable Bonds: 2

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: 0.20

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