(+)-N-Methoxy Rocaglamide

ID: ALA2058178

Chembl Id: CHEMBL2058178

Cas Number: 1352914-53-4

PubChem CID: 56946531

Max Phase: Preclinical

Molecular Formula: C28H29NO8

Molecular Weight: 507.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-N-Methoxy Rocaglamide | CR-1-30-B|(+)-N-Methoxy Rocaglamide|CHEMBL2058178|HY-136453A|MS-29422|CS-0129558|(1S,2S,3R,3aS,8bR)-1,8b-dihydroxy-N,6,8-trimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide|1352914-53-4

Canonical SMILES:  CONC(=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/C28H29NO8/c1-33-18-12-10-17(11-13-18)28-23(16-8-6-5-7-9-16)22(26(31)29-36-4)25(30)27(28,32)24-20(35-3)14-19(34-2)15-21(24)37-28/h5-15,22-23,25,30,32H,1-4H3,(H,29,31)/t22-,23-,25-,27+,28+/m0/s1

Standard InChI Key:  KLSIFOJPWJBRFH-DFEWDZLZSA-N

Alternative Forms

1. Parent:

   

   ALA2058178

   (+)-N-Methoxy Rocaglamide

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: 507.54

Molecular Weight (Monoisotopic): 507.1893

AlogP: 2.64

#Rotatable Bonds: 7

Polar Surface Area: 115.71

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.74

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: 1.20

References

1. Rodrigo CM, Cencic R, Roche SP, Pelletier J, Porco JA..  (2012)  Synthesis of rocaglamide hydroxamates and related compounds as eukaryotic translation inhibitors: synthetic and biological studies.,  55  (1): [PMID:22128783] [10.1021/jm201263k]

Source

Source(1):

• Scientific Literature