(20R)-4,5-alpha-Epoxy-17-methyl-3-hydroxy-6-[11C]methoxy-alpha-17-dimethyl-alpha-(2-phenylethyl)-6,14-ethenomorphinan-7-methanol

ID: ALA576534

PubChem CID: 45482641

Max Phase: Preclinical

Molecular Formula: C30H35NO4

Molecular Weight: 473.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@]2(O[11CH3])C=C[C@@]3(C[C@@H]2[C@@](C)(O)CCc2ccccc2)[C@H]1C5

Standard InChI:  InChI=1S/C30H35NO4/c1-27(33,12-11-19-7-5-4-6-8-19)22-18-28-13-14-30(22,34-3)26-29(28)15-16-31(2)23(28)17-20-9-10-21(32)25(35-26)24(20)29/h4-10,13-14,22-23,26,32-33H,11-12,15-18H2,1-3H3/t22-,23-,26-,27+,28-,29+,30-/m1/s1/i3-1

Standard InChI Key:  ALOSAFNTVICCGI-LHUYAREBSA-N

Molfile:  

     RDKit          2D

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M  ISO  1  33  11
M  END

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: 473.61

Molecular Weight (Monoisotopic): 473.2566

AlogP: 4.00

#Rotatable Bonds: 5

Polar Surface Area: 62.16

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 8.99

CX LogP: 3.61

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.64

Np Likeness Score: 1.66

References

1. Marton J, Schoultz BW, Hjørnevik T, Drzezga A, Yousefi BH, Wester HJ, Willoch F, Henriksen G..  (2009)  Synthesis and evaluation of a full-agonist orvinol for PET-imaging of opioid receptors: [11C]PEO.,  52  (18): [PMID:19694469] [10.1021/jm900892x]

Source

Source(1):

• Scientific Literature