((S)-4-(2-((1S,2S,4aS,5R,6R,8aR)-5,8a-dimethyl-6-(propionyloxy)-5-(propionyloxymethyl)octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl)ethylidene)-5-oxotetrahydrofuran-3-yl) 3-(3-methoxyphenyl)acrylate

ID: ALA4470533

PubChem CID: 155534555

Max Phase: Preclinical

Molecular Formula: C36H46O10

Molecular Weight: 638.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)OC[C@@]1(C)[C@H]2CC[C@@]3(CO3)[C@@H](C/C=C3/C(=O)OC[C@H]3OC(=O)/C=C/c3cccc(OC)c3)[C@]2(C)CC[C@H]1OC(=O)CC

Standard InChI:  InChI=1S/C36H46O10/c1-6-30(37)43-21-35(4)27-15-18-36(22-44-36)28(34(27,3)17-16-29(35)46-31(38)7-2)13-12-25-26(20-42-33(25)40)45-32(39)14-11-23-9-8-10-24(19-23)41-5/h8-12,14,19,26-29H,6-7,13,15-18,20-22H2,1-5H3/b14-11+,25-12+/t26-,27+,28+,29-,34-,35+,36-/m1/s1

Standard InChI Key:  JAHATGXXYCCWAX-SBVGNCLESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4470533

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 638.75

Molecular Weight (Monoisotopic): 638.3091

AlogP: 5.37

#Rotatable Bonds: 11

Polar Surface Area: 126.96

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: 1.99

References

1. Kandanur SGS, Tamang N, Golakoti NR, Nanduri S..  (2019)  Andrographolide: A natural product template for the generation of structurally and biologically diverse diterpenes.,  176  [PMID:31151068] [10.1016/j.ejmech.2019.05.022]

Source

Source(1):

• Scientific Literature