8beta-H-2beta-Allyl-2alpha-methoxymethyl-salvinorin ether

ID: ALA3622714

PubChem CID: 122191993

Max Phase: Preclinical

Molecular Formula: C26H34O7

Molecular Weight: 458.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC[C@]1(COC)C[C@@H](C(=O)OC)[C@]2(C)CC[C@H]3C(=O)O[C@H](c4ccoc4)C[C@]3(C)[C@H]2C1=O

Standard InChI:  InChI=1S/C26H34O7/c1-6-9-26(15-30-4)12-18(22(28)31-5)24(2)10-7-17-23(29)33-19(16-8-11-32-14-16)13-25(17,3)20(24)21(26)27/h6,8,11,14,17-20H,1,7,9-10,12-13,15H2,2-5H3/t17-,18-,19-,20-,24-,25-,26+/m0/s1

Standard InChI Key:  XKFMTFBISBVELP-MYGUGTDKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3622714

   ---

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: 458.55

Molecular Weight (Monoisotopic): 458.2305

AlogP: 4.28

#Rotatable Bonds: 6

Polar Surface Area: 92.04

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: 2.22

References

1. Lee DY, Deng G, Ma Z, Xu W, Yang L, Liu J, Dai R, Liu-Chen LY..  (2015)  Synthesis and biological evaluation of 2-alkyl-2-methoxymethyl-salvinorin ethers as selective κ-opioid receptor agonists.,  25  (20): [PMID:26330078] [10.1016/j.bmcl.2015.06.092]

Source

Source(1):

• Scientific Literature