5-Methylene-2,3,4,4-tetramethylcyclopent-2-enone

ID: ALA2272783

Chembl Id: CHEMBL2272783

Cas Number: 864685-64-3

PubChem CID: 11499243

Max Phase: Preclinical

Molecular Formula: C10H14O

Molecular Weight: 150.22

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C1C(=O)C(C)=C(C)C1(C)C

Standard InChI:  InChI=1S/C10H14O/c1-6-7(2)10(4,5)8(3)9(6)11/h3H2,1-2,4-5H3

Standard InChI Key:  HPRXOWFUCCMLJF-UHFFFAOYSA-N

Alternative Forms

Associated Targets(Human)

BACE1 Tchem Beta-secretase 1 (15641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSD Tchem Cathepsin D (3201 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Spodoptera littoralis (798 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leptinotarsa decemlineata (1161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Myzus persicae (1112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bace1 Beta-secretase 1 (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHO (4503 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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: 150.22Molecular Weight (Monoisotopic): 150.1045AlogP: 2.49#Rotatable Bonds:
Polar Surface Area: 17.07Molecular Species: HBA: 1HBD:
#RO5 Violations: HBA (Lipinski): 1HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 2.72CX LogD: 2.72
Aromatic Rings: Heavy Atoms: 11QED Weighted: 0.48Np Likeness Score: 2.00

References

1. Gonzalez-Coloma A, Martin-Benito D, Mohamed N, Garcia-Vallejo MC, Soria AC.  (2006)  Antifeedant effects and chemical composition of essential oils from different populations of Lavandula luisieri L.,  34  (8): [10.1016/j.bse.2006.02.006]
2. Videira R, Castanheira P, Grãos M, Resende R, Salgueiro L, Faro C, Cavaleiro C..  (2014)  Dose-dependent inhibition of BACE-1 by the monoterpenoid 2,3,4,4-tetramethyl-5-methylenecyclopent-2-enone in cellular and mouse models of Alzheimer's disease.,  77  (6): [PMID:24921156] [10.1021/np400903w]
3. Videira R, Castanheira P, Grãos M, Resende R, Salgueiro L, Faro C, Cavaleiro C..  (2014)  Dose-dependent inhibition of BACE-1 by the monoterpenoid 2,3,4,4-tetramethyl-5-methylenecyclopent-2-enone in cellular and mouse models of Alzheimer's disease.,  77  (6): [PMID:24921156] [10.1021/np400903w]

Source