(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-phenylacetate

ID: ALA2288953

PubChem CID: 76320273

Max Phase: Preclinical

Molecular Formula: C43H40O9

Molecular Weight: 700.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc(OCc4ccccc4)c(OCc4ccccc4)cc3[C@@H](OC(=O)Cc3ccccc3)[C@H]3COC(=O)[C@H]23)cc(OC)c1OC

Standard InChI:  InChI=1S/C43H40O9/c1-46-36-20-30(21-37(47-2)42(36)48-3)39-31-22-34(49-24-28-15-9-5-10-16-28)35(50-25-29-17-11-6-12-18-29)23-32(31)41(33-26-51-43(45)40(33)39)52-38(44)19-27-13-7-4-8-14-27/h4-18,20-23,33,39-41H,19,24-26H2,1-3H3/t33-,39+,40-,41+/m0/s1

Standard InChI Key:  GOSITYZRULMUHJ-UWHWWSQDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2288953

   [(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-phenylacetate

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: 700.78

Molecular Weight (Monoisotopic): 700.2672

AlogP: 7.63

#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: 7.41

CX LogD: 7.41

Aromatic Rings: 5

Heavy Atoms: 52

QED Weighted: 0.11

Np Likeness Score: 0.75

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