(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 2-(naphthalen-1-yl)acetate

ID: ALA2288950

PubChem CID: 71541614

Max Phase: Preclinical

Molecular Formula: C35H34O9

Molecular Weight: 598.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)[C@@H](OC(=O)Cc1cccc3ccccc13)[C@H]1COC(=O)[C@@H]1[C@@H]2c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C35H34O9/c1-38-26-16-23-24(17-27(26)39-2)33(44-30(36)15-20-11-8-10-19-9-6-7-12-22(19)20)25-18-43-35(37)32(25)31(23)21-13-28(40-3)34(42-5)29(14-21)41-4/h6-14,16-17,25,31-33H,15,18H2,1-5H3/t25-,31+,32-,33+/m0/s1

Standard InChI Key:  MPIDUNOHMLTMQF-SRWWWFMASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2288950

   [(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] 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: 598.65

Molecular Weight (Monoisotopic): 598.2203

AlogP: 5.64

#Rotatable Bonds: 9

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: 4.95

CX LogD: 4.95

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.23

Np Likeness Score: 0.86

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