10-(4-Methoxy-benzylidene)-10H-anthracen-9-one

ID: ALA112385

Chembl Id: CHEMBL112385

Cas Number: 53781-03-6

PubChem CID: 1808449

Max Phase: Preclinical

Molecular Formula: C22H16O2

Molecular Weight: 312.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(C=C2c3ccccc3C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C22H16O2/c1-24-16-12-10-15(11-13-16)14-21-17-6-2-4-8-19(17)22(23)20-9-5-3-7-18(20)21/h2-14H,1H3

Standard InChI Key:  VECJQPCZMNEKNR-UHFFFAOYSA-N

Associated Targets(Human)

K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-268 (49410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lung LXF 629L tumor cell line (9 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LXFL 529 (14112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAXF401 cell line (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXF 944 (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Tubulin (1327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sus scrofa (849 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 312.37Molecular Weight (Monoisotopic): 312.1150AlogP: 4.83#Rotatable Bonds: 2
Polar Surface Area: 26.30Molecular Species: NEUTRALHBA: 2HBD:
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 5.07CX LogD: 5.07
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.53Np Likeness Score: -0.17

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]
2. Hu W, Zhou W..  (2004)  Synthesis and antitumor activity of 10-substituted benzylidene anthrone.,  14  (3): [PMID:14741255] [10.1016/j.bmcl.2003.11.053]

Source