(2E,4E)-2,4-bis(3,4-dimethoxybenzylidene)-7-methylenebicyclo[3.3.1]nonan-3-one

ID: ALA598507

Chembl Id: CHEMBL598507

PubChem CID: 46231424

Max Phase: Preclinical

Molecular Formula: C28H30O5

Molecular Weight: 446.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Go-Y037 | Go-Y037|CHEMBL598507

Canonical SMILES:  C=C1CC2CC(C1)/C(=C\c1ccc(OC)c(OC)c1)C(=O)/C2=C/c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C28H30O5/c1-17-10-20-16-21(11-17)23(13-19-7-9-25(31-3)27(15-19)33-5)28(29)22(20)12-18-6-8-24(30-2)26(14-18)32-4/h6-9,12-15,20-21H,1,10-11,16H2,2-5H3/b22-12+,23-13+

Standard InChI Key:  RPISMJRNFDVCGC-FWSOMWAYSA-N

Alternative Forms

1. Parent:

   

   ALA598507

   (2E,4E)-2,4-bis[(3,4-dimethoxyphenyl)methylidene]-7-methylidenebicyclo[3.3.1]nonan-3-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: 446.54

Molecular Weight (Monoisotopic): 446.2093

AlogP: 5.74

#Rotatable Bonds: 6

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.46

CX LogD: 5.46

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 0.41

References

1. Yamakoshi H, Ohori H, Kudo C, Sato A, Kanoh N, Ishioka C, Shibata H, Iwabuchi Y..  (2010)  Structure-activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof.,  18  (3): [PMID:20060305] [10.1016/j.bmc.2009.12.045]

2. Moreira J, Saraiva L, Pinto MM, Cidade H..  (2020)  Diarylpentanoids with antitumor activity: A critical review of structure-activity relationship studies.,  192  [PMID:32172081] [10.1016/j.ejmech.2020.112177]

Source

Source(1):

• Scientific Literature