(3aR,4S,9R,9aR)-6,7-bis(benzyloxy)-1-oxo-9-(3,4,5-trimethoxyphenyl)-1,3,3a,4,9,9a-hexahydronaphtho[2,3-c]furan-4-yl 2-(naphthalen-1-yl)acetate

ID: ALA2288954

PubChem CID: 76331146

Max Phase: Preclinical

Molecular Formula: C47H42O9

Molecular Weight: 750.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc(OCc4ccccc4)c(OCc4ccccc4)cc3[C@@H](OC(=O)Cc3cccc4ccccc34)[C@H]3COC(=O)[C@H]23)cc(OC)c1OC

Standard InChI:  InChI=1S/C47H42O9/c1-50-40-21-33(22-41(51-2)46(40)52-3)43-35-24-38(53-26-29-13-6-4-7-14-29)39(54-27-30-15-8-5-9-16-30)25-36(35)45(37-28-55-47(49)44(37)43)56-42(48)23-32-19-12-18-31-17-10-11-20-34(31)32/h4-22,24-25,37,43-45H,23,26-28H2,1-3H3/t37-,43+,44-,45+/m0/s1

Standard InChI Key:  SUTBTSDDWFACQA-VUSXNXDVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2288954

   [(3aR,4S,9R,9aR)-1-oxo-6,7-bis(phenylmethoxy)-9-(3,4,5-trimethoxyphenyl)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-4-yl] 2-naphthalen-1-ylacetate

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: 750.84

Molecular Weight (Monoisotopic): 750.2829

AlogP: 8.79

#Rotatable Bonds: 13

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.40

CX LogD: 8.40

Aromatic Rings: 6

Heavy Atoms: 56

QED Weighted: 0.11

Np Likeness Score: 0.60

References

1. He S, Shao Y, Fan L, Che Z, Xu H, Zhi X, Wang J, Yao X, Qu H..  (2013)  Synthesis and quantitative structure-activity relationship (QSAR) study of novel 4-acyloxypodophyllotoxin derivatives modified in the A and C rings as insecticidal agents.,  61  (3): [PMID:23278333] [10.1021/jf305011n]

Source

Source(1):

• Scientific Literature