11-ethyl-12,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-4-yl methyl ether

ID: ALA606884

PubChem CID: 46877970

Max Phase: Preclinical

Molecular Formula: C21H31NO

Molecular Weight: 313.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1C(C)CC[C@]23CCN(C)[C@H](Cc4ccc(OC)cc42)C13

Standard InChI:  InChI=1S/C21H31NO/c1-5-17-14(2)8-9-21-10-11-22(3)19(20(17)21)12-15-6-7-16(23-4)13-18(15)21/h6-7,13-14,17,19-20H,5,8-12H2,1-4H3/t14?,17-,19+,20?,21-/m0/s1

Standard InChI Key:  WUTXTDJQZMUNAE-HLFRLHDWSA-N

Molfile:  

     RDKit          2D

 24 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
    3.3500   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7625   -2.6500    0.0000 N   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
    2.3000   -3.1792    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
    3.1125   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -4.6875    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
    1.7750   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -2.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625   -3.1792    0.0000 C   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
    0.7375   -4.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -5.0000    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
    4.3917   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1561   -2.1982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5 11  1  0
  6  7  1  0
  7  4  1  0
  8  2  1  0
  1  9  1  1
 10  1  1  0
 11  9  1  0
 12  4  2  0
 13 15  1  0
 14  7  2  0
 15 10  1  0
 16 12  1  0
 17 16  2  0
 18  5  1  0
 19 16  1  0
  8 20  1  1
 21 13  1  0
 22 19  1  0
 23 20  1  0
 13  8  1  0
  3  5  1  0
  6  3  1  0
 17 14  1  0
  3 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606884

   (1R,9R,11S)-11-ethyl-4-methoxy-12,17-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: 313.49

Molecular Weight (Monoisotopic): 313.2406

AlogP: 4.27

#Rotatable Bonds: 2

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: 10.09

CX LogP: 4.51

CX LogD: 1.88

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: 1.41

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