D(-)-3-hydroxy-N,N-dimethylmorphinanium iodide

ID: ALA3277522

PubChem CID: 90679838

Max Phase: Preclinical

Molecular Formula: C18H26INO

Molecular Weight: 272.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]1(C)CC[C@]23CCCC[C@H]2[C@H]1Cc1ccc(O)cc13.[I-]

Standard InChI:  InChI=1S/C18H25NO.HI/c1-19(2)10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20)12-16(13)18;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H/t15-,17+,18+;/m0./s1

Standard InChI Key:  NGVASEFMHSXBDE-FLCXFYETSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.5016   -1.9382    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -6.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1684   -6.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076   -5.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3958   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708   -4.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -5.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2326   -5.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1684   -4.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -3.8729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6435   -6.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2239   -6.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676   -4.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -5.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -6.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4044   -3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8207   -4.6871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6837   -4.2901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5182   -7.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4019   -3.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  3  2  0
  6  2  1  0
  7  4  1  0
  8  3  1  0
  9  4  1  0
 10  7  1  0
 11 16  1  0
  2 12  1  1
 13 14  1  0
 14  6  1  0
 15  5  1  0
 16 12  1  0
 17  8  2  0
 18 17  1  0
 22 15  1  0
 19 11  1  0
  4 20  1  1
  7 21  1  6
  7 11  1  0
  9 13  1  0
  8 10  1  0
 18 15  2  0
 11 23  1  0
M  CHG  2   1  -1  11   1
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: 272.41

Molecular Weight (Monoisotopic): 272.2009

AlogP: 3.23

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.09

CX Basic pKa: ┄

CX LogP: -0.81

CX LogD: -0.72

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 1.73

References

1. Opheim KE, Cox BM..  (1976)  Stereospecific interaction of the quaternized opiate, N-methyllevorphanol, with opiate receptors.,  19  (6): [PMID:950661] [10.1021/jm00228a029]

Source

Source(1):

• Scientific Literature