(1R,3R,5S,6R,12S,15S)-5-Hydroxymethyl-15-(1-hydroxy-1-methyl-ethyl)-6-methoxy-12-methyl-9-methylene-2-oxa-tricyclo[10.3.0.0*1,3*]pentadecan-5-ol

ID: ALA526462

Chembl Id: CHEMBL526462

PubChem CID: 13945603

Max Phase: Preclinical

Molecular Formula: C21H36O5

Molecular Weight: 368.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H36O5/c1-14-6-7-16(25-5)20(24,13-22)12-17-21(26-17)15(18(2,3)23)9-11-19(21,4)10-8-14/h15-17,22-24H,1,6-13H2,2-5H3/t15-,16+,17+,19+,20-,21-/m0/s1

Standard InChI Key:  APCLVBKXDKWHSM-IEYHANHQSA-N

Alternative Forms

1. Parent:

   

   ALA526462

   (1R,3R,5S,6R,12S,15S)-5-(hydroxymethyl)-15-(2-hydroxypropan-2-yl)-6-methoxy-12-methyl-9-methylidene-2-oxatricyclo[10.3.0.01,3]pentadecan-5-ol

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: 368.51

Molecular Weight (Monoisotopic): 368.2563

AlogP: 2.57

#Rotatable Bonds: 3

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: 3.53

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