(R,E)-3-(4,8-Dimethylnona-3,7-dien-1-yl)-5-(4-nitrophenyl)-furan-2(5H)-one

ID: ALA4209384

Chembl Id: CHEMBL4209384

PubChem CID: 122662637

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/CCC1=C[C@H](c2ccc([N+](=O)[O-])cc2)OC1=O

Standard InChI:  InChI=1S/C21H25NO4/c1-15(2)6-4-7-16(3)8-5-9-18-14-20(26-21(18)23)17-10-12-19(13-11-17)22(24)25/h6,8,10-14,20H,4-5,7,9H2,1-3H3/b16-8+/t20-/m1/s1

Standard InChI Key:  BKVDEJBFSRGNGS-MOWFPQLSSA-N

Alternative Forms

  1. Parent:

    ALA4209384

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Associated Targets(non-human)

HMGCR 3-hydroxy-3-methylglutaryl-coenzyme A reductase (71 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: 355.43Molecular Weight (Monoisotopic): 355.1784AlogP: 5.59#Rotatable Bonds: 8
Polar Surface Area: 69.44Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.11CX Basic pKa: CX LogP: 5.98CX LogD: 5.98
Aromatic Rings: 1Heavy Atoms: 26QED Weighted: 0.26Np Likeness Score: 1.76

References

1. Wang K, Bao L, Zhou N, Zhang J, Liao M, Zheng Z, Wang Y, Liu C, Wang J, Wang L, Wang W, Liu S, Liu H..  (2018)  Structural Modification of Natural Product Ganomycin I Leading to Discovery of a α-Glucosidase and HMG-CoA Reductase Dual Inhibitor Improving Obesity and Metabolic Dysfunction in Vivo.,  61  (8): [PMID:29634260] [10.1021/acs.jmedchem.8b00107]

Source