17-(cyclopropylmethyl)-6beta-(2-naphthylmethoxy)-4,5alpha-epoxy-3,14-dihydroxymorphinan

ID: ALA2112729

PubChem CID: 71456225

Max Phase: Preclinical

Molecular Formula: C31H33NO4

Molecular Weight: 483.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c3c1OC1[C@H](OCc4ccc5ccccc5c4)CCC4(O)C(C2)N(CC2CC2)CCC314

Standard InChI:  InChI=1S/C31H33NO4/c33-24-10-9-23-16-26-31(34)12-11-25(35-18-20-7-8-21-3-1-2-4-22(21)15-20)29-30(31,27(23)28(24)36-29)13-14-32(26)17-19-5-6-19/h1-4,7-10,15,19,25-26,29,33-34H,5-6,11-14,16-18H2/t25-,26?,29?,30?,31?/m1/s1

Standard InChI Key:  ZSXCQUHBSATCCZ-JWDZAJNQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2112729

   (7R)-3-(cyclopropylmethyl)-7-(naphthalen-2-ylmethoxy)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol

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: 483.61

Molecular Weight (Monoisotopic): 483.2410

AlogP: 4.69

#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: 10.30

CX Basic pKa: 9.47

CX LogP: 4.20

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.55

Np Likeness Score: 1.18

References

1. Nelson TD, Davis RD, Nelson WL..  (1994)  Synthesis and opioid receptor affinity of a series of aralkyl ethers of 6 alpha- and 6 beta-naltrexol.,  37  (25): [PMID:7996538] [10.1021/jm00051a003]

Source

Source(1):

• Scientific Literature