11,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-4-yl methyl ether

ID: ALA606724

PubChem CID: 46877956

Max Phase: Preclinical

Molecular Formula: C19H27NO

Molecular Weight: 285.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)[C@@]13CCC[C@H](C)C1[C@@H](C2)N(C)CC3

Standard InChI:  InChI=1S/C19H27NO/c1-13-5-4-8-19-9-10-20(2)17(18(13)19)11-14-6-7-15(21-3)12-16(14)19/h6-7,12-13,17-18H,4-5,8-11H2,1-3H3/t13-,17+,18?,19-/m0/s1

Standard InChI Key:  HSSKATQWTBPSIL-QBUPFPBJSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    2.8167   -4.0792    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
    3.3417   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -2.6542    0.0000 N   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   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.0917    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
    2.8167   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -3.7792    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
    4.2292   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -4.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.6917    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   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -2.1961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  1  0
  5  9  1  0
  6  4  1  0
  7  6  1  0
  1  8  1  1
  9  8  1  0
 10  4  2  0
 11  3  1  0
 12  6  2  0
 13  1  1  0
 14 10  1  0
 15 14  2  0
 16  5  1  0
 17 14  1  0
 18 13  1  0
 19 18  1  0
 11 20  1  1
 21 17  1  0
 11 19  1  0
  2  5  1  0
  7  2  1  0
 15 12  1  0
  2 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606724

   (1R,9R,11S)-4-methoxy-11,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene

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: 285.43

Molecular Weight (Monoisotopic): 285.2093

AlogP: 3.63

#Rotatable Bonds: 1

Polar Surface Area: 12.47

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.03

CX LogP: 3.78

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: 1.28

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