Desmethyl rocaglamide

ID: ALA2269306

Chembl Id: CHEMBL2269306

Cas Number: 146408-78-8

PubChem CID: 9826915

Max Phase: Preclinical

Molecular Formula: C28H29NO7

Molecular Weight: 491.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(OC)cc3O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C28H29NO7/c1-29-26(31)22-23(16-8-6-5-7-9-16)28(17-10-12-18(33-2)13-11-17)27(32,25(22)30)24-20(35-4)14-19(34-3)15-21(24)36-28/h5-15,22-23,25,30,32H,1-4H3,(H,29,31)/t22-,23-,25-,27+,28+/m1/s1

Standard InChI Key:  UUOCVXYUMKAOKK-GWNOIRNCSA-N

Alternative Forms

  1. Parent:

Associated Targets(non-human)

Alternaria citri (70 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium avenaceum (92 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pyricularia grisea (1253 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: 491.54Molecular Weight (Monoisotopic): 491.1944AlogP: 2.71#Rotatable Bonds: 6
Polar Surface Area: 106.48Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.63CX Basic pKa: CX LogP: 2.16CX LogD: 2.16
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.49Np Likeness Score: 1.30

References

1. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source