[(1R,3R,5S,7S,13S,16S)-16-(2-hydroxypropan-2-yl)-13-methyl-10-methylidene-2,6-dioxatetracyclo[11.3.0.0^{1,3}.0^{5,7}]hexadecan-5-yl]methyl hexanoate

ID: ALA495651

Chembl Id: CHEMBL495651

PubChem CID: 10320743

Max Phase: Preclinical

Molecular Formula: C26H42O5

Molecular Weight: 434.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2O[C@]2(COC(=O)CCCCC)C[C@H]2O[C@@]23[C@H](C(C)(C)O)CC[C@@]3(C)CC1

Standard InChI:  InChI=1S/C26H42O5/c1-6-7-8-9-22(27)29-17-25-16-21-26(31-21)19(23(3,4)28)13-15-24(26,5)14-12-18(2)10-11-20(25)30-25/h19-21,28H,2,6-17H2,1,3-5H3/t19-,20-,21+,24+,25-,26-/m0/s1

Standard InChI Key:  TWKVYSMRJGGUCX-YIJUDUOESA-N

Alternative Forms

1. Parent:

   

   ALA495651

   [(1R,3R,5S,7S,13S,16S)-16-(2-hydroxypropan-2-yl)-13-methyl-10-methylidene-2,6-dioxatetracyclo[11.3.0.01,3.05,7]hexadecan-5-yl]methyl 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: 434.62

Molecular Weight (Monoisotopic): 434.3032

AlogP: 5.09

#Rotatable Bonds: 7

Polar Surface Area: 71.59

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: 2.89

References

1. Yabe T, Yamada H, Shimomura M, Miyaoka H, Yamada Y..  (2000)  Induction of choline acetyltransferase activity in cholinergic neurons by stolonidiol: structure-activity relationship.,  63  (4): [PMID:10785408] [10.1021/np990263a]

Source

Source(1):

• Scientific Literature