[(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 benzoate

ID: ALA496436

Chembl Id: CHEMBL496436

PubChem CID: 9980686

Max Phase: Preclinical

Molecular Formula: C27H36O5

Molecular Weight: 440.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2O[C@]2(COC(=O)c2ccccc2)C[C@H]2O[C@@]23[C@H](C(C)(C)O)CC[C@@]3(C)CC1

Standard InChI:  InChI=1S/C27H36O5/c1-18-10-11-21-26(31-21,17-30-23(28)19-8-6-5-7-9-19)16-22-27(32-22)20(24(2,3)29)13-15-25(27,4)14-12-18/h5-9,20-22,29H,1,10-17H2,2-4H3/t20-,21-,22+,25+,26-,27-/m0/s1

Standard InChI Key:  IRTZEVPKSHDYFE-OEWDWABFSA-N

Alternative Forms

1. Parent:

   

   ALA496436

   [(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 benzoate

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: 440.58

Molecular Weight (Monoisotopic): 440.2563

AlogP: 4.83

#Rotatable Bonds: 4

Polar Surface Area: 71.59

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: 2.61

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