N-desmethyltramadol

ID: ALA4466163

Cas Number: 147762-57-0

PubChem CID: 12149038

Max Phase: Preclinical

Molecular Formula: C15H23NO2

Molecular Weight: 249.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC[C@H]1CCCC[C@]1(O)c1cccc(OC)c1

Standard InChI:  InChI=1S/C15H23NO2/c1-16-11-13-6-3-4-9-15(13,17)12-7-5-8-14(10-12)18-2/h5,7-8,10,13,16-17H,3-4,6,9,11H2,1-2H3/t13-,15+/m1/s1

Standard InChI Key:  VUMQHLSPUAFKKK-HIFRSBDPSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   14.0124   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7248   -7.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2873   -8.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7248   -7.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5832   -8.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374   -6.6833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5999   -7.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8582   -8.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0124   -9.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2749   -9.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1499   -8.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5624   -9.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8457   -9.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4248   -5.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1623   -7.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7248   -9.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374   -9.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  2  4  1  1
  5  3  2  0
  6  4  1  0
  1  7  1  1
  8  5  1  0
  9  1  1  0
 10  3  1  0
 11  2  1  0
 12  8  1  0
 13 10  2  0
 14 13  1  0
 15  6  1  0
 16 12  1  0
 17  9  1  0
 18 17  1  0
 11 18  1  0
  8 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466163

   rac N-Desmethyl Tramadol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 249.35

Molecular Weight (Monoisotopic): 249.1729

AlogP: 2.29

#Rotatable Bonds: 4

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 9.89

CX LogP: 2.07

CX LogD: -0.35

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: 0.91

References

1. Meyer MJ, Neumann VE, Friesacher HR, Zdrazil B, Brockmöller J, Tzvetkov MV..  (2019)  Opioids as Substrates and Inhibitors of the Genetically Highly Variable Organic Cation Transporter OCT1.,  62  (21): [PMID:31597043] [10.1021/acs.jmedchem.9b01301]

Source

Source(1):

• Scientific Literature