L(+)-3-hydroxy-N,N-dimethylmorphinanium iodide

ID: ALA3277523

PubChem CID: 90679839

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+;/m1./s1

Standard InChI Key:  NGVASEFMHSXBDE-URVXVIKDSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.7557   -2.0107    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    8.8947   -4.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2981   -4.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8914   -3.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0697   -4.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6584   -4.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0610   -3.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6543   -2.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9884   -1.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1446   -2.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488   -3.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6440   -2.8309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8326   -4.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216   -3.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5955   -3.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819   -4.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5985   -4.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4247   -4.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8296   -2.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1877   -5.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5631   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483   -2.4909    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  5  1  0
  3  4  1  0
  4  7  1  0
  6  5  1  0
  6  7  1  0
  6 11  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  7 12  1  6
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
  8 19  1  0
 17 20  1  0
  9 21  1  0
  8 22  1  1
  9 23  1  0
M  CHG  2   1  -1   9   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