((1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-yl)(5-(hydroxymethyl)furan-2-yl)methanone

ID: ALA2059883

Chembl Id: CHEMBL2059883

PubChem CID: 56946428

Max Phase: Preclinical

Molecular Formula: C32H30O9

Molecular Weight: 558.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](O)[C@H](C(=O)c2ccc(CO)o2)[C@H]3c2ccccc2)cc1

Standard InChI:  InChI=1S/C32H30O9/c1-37-20-11-9-19(10-12-20)32-27(18-7-5-4-6-8-18)26(29(34)23-14-13-21(17-33)40-23)30(35)31(32,36)28-24(39-3)15-22(38-2)16-25(28)41-32/h4-16,26-27,30,33,35-36H,17H2,1-3H3/t26-,27+,30+,31-,32-/m0/s1

Standard InChI Key:  BSYHCYYZVQUYJL-DMBXUQNDSA-N

Alternative Forms

1. Parent:

   

   ALA2059883

   [(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-yl]-[5-(hydroxymethyl)furan-2-yl]methanone

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: 558.58

Molecular Weight (Monoisotopic): 558.1890

AlogP: 3.93

#Rotatable Bonds: 8

Polar Surface Area: 127.82

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.62

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: 1.10

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