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

ID: ALA2288948

PubChem CID: 71541612

Max Phase: Preclinical

Molecular Formula: C29H36O9

Molecular Weight: 528.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H36O9/c1-7-8-9-10-24(30)38-27-18-14-21(33-3)20(32-2)13-17(18)25(26-19(27)15-37-29(26)31)16-11-22(34-4)28(36-6)23(12-16)35-5/h11-14,19,25-27H,7-10,15H2,1-6H3/t19-,25+,26-,27+/m0/s1

Standard InChI Key:  JSWYQIBXGBJLJB-DWJNZRAMSA-N

Molfile:  

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 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288948

   [(3aR,4S,9R,9aR)-6,7-dimethoxy-1-oxo-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: 528.60

Molecular Weight (Monoisotopic): 528.2359

AlogP: 4.83

#Rotatable Bonds: 11

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: 1.29

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