2-[(1R,3R,5S,7S,13S,16S)-5-(hydroxymethyl)-10,10-dimethoxy-13-methyl-2,6-dioxatetracyclo[11.3.0.0^{1,3}.0^{5,7}]hexadecan-16-yl]propan-2-ol

ID: ALA498239

Chembl Id: CHEMBL498239

PubChem CID: 44583724

Max Phase: Preclinical

Molecular Formula: C21H36O6

Molecular Weight: 384.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1(OC)CC[C@@H]2O[C@]2(CO)C[C@H]2O[C@@]23[C@H](C(C)(C)O)CC[C@@]3(C)CC1

Standard InChI:  InChI=1S/C21H36O6/c1-17(2,23)14-6-8-18(3)10-11-20(24-4,25-5)9-7-15-19(13-22,26-15)12-16-21(14,18)27-16/h14-16,22-23H,6-13H2,1-5H3/t14-,15-,16+,18-,19-,21-/m0/s1

Standard InChI Key:  NDUPJGKTZRYOBW-KGTMTUTGSA-N

Alternative Forms

1. Parent:

   

   ALA498239

   2-[(1R,3R,5S,7S,13S,16S)-5-(hydroxymethyl)-10,10-dimethoxy-13-methyl-2,6-dioxatetracyclo[11.3.0.01,3.05,7]hexadecan-16-yl]propan-2-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: 384.51

Molecular Weight (Monoisotopic): 384.2512

AlogP: 2.39

#Rotatable Bonds: 4

Polar Surface Area: 83.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: 3.03

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