(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 hexanoate

ID: ALA2288952

PubChem CID: 76316564

Max Phase: Preclinical

Molecular Formula: C41H44O9

Molecular Weight: 680.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)O[C@@H]1c2cc(OCc3ccccc3)c(OCc3ccccc3)cc2[C@@H](c2cc(OC)c(OC)c(OC)c2)[C@H]2C(=O)OC[C@@H]21

Standard InChI:  InChI=1S/C41H44O9/c1-5-6-9-18-36(42)50-39-30-22-33(48-24-27-16-12-8-13-17-27)32(47-23-26-14-10-7-11-15-26)21-29(30)37(38-31(39)25-49-41(38)43)28-19-34(44-2)40(46-4)35(20-28)45-3/h7-8,10-17,19-22,31,37-39H,5-6,9,18,23-25H2,1-4H3/t31-,37+,38-,39+/m0/s1

Standard InChI Key:  TXLLYIOAAGRLMC-FHKOVNTISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2288952

   [(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] hexanoate

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: 680.79

Molecular Weight (Monoisotopic): 680.2985

AlogP: 7.97

#Rotatable Bonds: 15

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: 7.61

CX LogD: 7.61

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.09

Np Likeness Score: 0.87

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