10-methoxy-4,16-dimethyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-triene

ID: ALA606725

PubChem CID: 46877957

Max Phase: Preclinical

Molecular Formula: C19H25NO2

Molecular Weight: 299.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1OC1CC[C@H](C)C4[C@@H](C2)N(C)CC[C@]314

Standard InChI:  InChI=1S/C19H25NO2/c1-11-4-7-15-19-8-9-20(2)13(16(11)19)10-12-5-6-14(21-3)18(22-15)17(12)19/h5-6,11,13,15-16H,4,7-10H2,1-3H3/t11-,13+,15?,16?,19-/m0/s1

Standard InChI Key:  PIJRJACAYYRLDH-HERQDJFWSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
    2.8167   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -4.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -2.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -2.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -4.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2167   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1511   -2.1975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  0
  5  4  1  0
  6  7  1  0
  7  1  1  0
  8  2  1  0
  9  5  1  0
 10 13  1  0
  1 11  1  1
 12  3  1  0
 13 11  1  0
 14  4  1  0
 15  8  2  0
 16  7  1  0
 17 15  1  0
 18 16  1  0
 19 12  1  0
 20 10  1  0
 14 21  1  1
 22 19  1  0
  6  3  1  0
  5 10  1  0
 18 14  1  0
  9  8  1  0
 12 17  2  0
  5 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606725

   (4R,5S,12bS)-9-methoxy-3,5-dimethyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline

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: 299.41

Molecular Weight (Monoisotopic): 299.1885

AlogP: 3.00

#Rotatable Bonds: 1

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 2.91

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: 1.91

References

1. Hernández-Gallegos Z, Lehmann PA..  (1990)  A Free-Wilson/Fujita-Ban analysis and prediction of the analgesic potency of some 3-hydroxy- and 3-methoxy-N-alkylmorphinan-6-one opioids.,  33  (10): [PMID:2213833] [10.1021/jm00172a021]

Source

Source(1):

• Scientific Literature