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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:12:24 UTC

Update Date

2019-07-23 07:15:34 UTC

HMDB ID

HMDB0061011

Secondary Accession Numbers

HMDB61011

Metabolite Identification

Common Name

N-desmethylalmotriptan

Description

N-desmethylalmotriptan belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. Almotriptan, is a triptan drug discovered and developed by Almirall for the treatment of heavy migraine headache. N-desmethylalmotriptan is a very strong basic compound (based on its pKa). N-desmethylalmotriptan is a metabolite of almotriptan. It is available in 12.5 mg in most countries and also 6.25 mg in US and Canada.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0061011
     RDKit          3D
N-desmethylalmotriptan
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.0762    0.2280    1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896   -1.0703    1.3024 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844   -1.0100    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -0.4008    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -0.3431   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -0.7808   -2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.5191   -2.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    0.0780   -2.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2646    0.5292   -2.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843    1.1164   -1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    1.2384   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    1.8447    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594    0.7333    1.6742 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.5980   -0.2530    2.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1732    1.5382    2.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5673   -0.0728    0.6918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.7228    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4019   -0.3490   -0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192   -1.5916    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.0732    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.7807    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    0.1991   -0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1321    1.0014    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    0.5741    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0870    0.1508    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664   -1.5974    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -2.0392   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -0.3534   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.9302    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913    0.6437    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353   -1.2503   -2.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.7221   -3.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098    0.4265   -3.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584    1.4582   -1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873    2.3660    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    2.6456    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1451    1.2714    0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    1.3987   -0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0102   -0.5446   -1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4636   -0.0852   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6218   -2.3708   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1922   -1.9874    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.5974    2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7577   -1.8799    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    0.8764    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  1  0
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 19 20  1  0
 11 21  1  0
 21 22  2  0
 22  5  1  0
 22  8  1  0
 20 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
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 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
M  END

918
  Mrv0541 02271201072D          

 22 24  0  0  0  0            999 V2000
    3.6703   -0.5207    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0828   -1.2351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577    0.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.9332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3088   -1.5972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6288    1.4693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021   -0.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -0.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -0.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3088   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5652    0.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -1.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903   -0.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3724    0.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4361    1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  1 11  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5 16  1  0  0  0  0
  5 20  1  0  0  0  0
  6 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
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 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 15 18  1  0  0  0  0
 15 20  2  0  0  0  0
 16 19  1  0  0  0  0
 17 19  2  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061011

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N3O2S/c1-17-7-6-14-11-18-16-5-4-13(10-15(14)16)12-22(20,21)19-8-2-3-9-19/h4-5,10-11,17-18H,2-3,6-9,12H2,1H3

> <INCHI_KEY>
IREINZNGILEJRP-UHFFFAOYSA-N

> <FORMULA>
C16H23N3O2S

> <MOLECULAR_WEIGHT>
321.438

> <EXACT_MASS>
321.151097685

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.20237165215879

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.1403344446666666

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.1388618502486

> <JCHEM_PKA_STRONGEST_BASIC>
10.309239506353327

> <JCHEM_POLAR_SURFACE_AREA>
65.2

> <JCHEM_REFRACTIVITY>
89.22720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061011
     RDKit          3D
N-desmethylalmotriptan
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.0762    0.2280    1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896   -1.0703    1.3024 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844   -1.0100    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -0.4008    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -0.3431   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -0.7808   -2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.5191   -2.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    0.0780   -2.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2646    0.5292   -2.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843    1.1164   -1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    1.2384   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    1.8447    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594    0.7333    1.6742 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.5980   -0.2530    2.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1732    1.5382    2.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5673   -0.0728    0.6918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.7228    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4019   -0.3490   -0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192   -1.5916    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.0732    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.7807    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    0.1991   -0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1321    1.0014    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    0.5741    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0870    0.1508    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664   -1.5974    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -2.0392   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -0.3534   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.9302    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913    0.6437    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353   -1.2503   -2.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.7221   -3.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098    0.4265   -3.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584    1.4582   -1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873    2.3660    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    2.6456    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1451    1.2714    0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    1.3987   -0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0102   -0.5446   -1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4636   -0.0852   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6218   -2.3708   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1922   -1.9874    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.5974    2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7577   -1.8799    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    0.8764    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 22  5  1  0
 22  8  1  0
 20 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 918                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  S   UNK     0       6.851  -0.972   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       7.621  -2.306   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.081   0.362   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.517  -1.742   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.643  -2.981   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      16.107   2.743   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.356  -3.274   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.111  -1.116   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850  -3.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -2.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.185  -0.202   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.519  -0.972   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.186  -0.972   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.852  -0.202   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.643  -0.503   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.186  -2.512   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.519  -2.512   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.122   0.961   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.852  -3.282   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.542  -1.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.628   1.279   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.614   3.060   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   11                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    7    8                                                  
CONECT    5   16   20                                                       
CONECT    6   21   22                                                       
CONECT    7    4    9                                                       
CONECT    8    4   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    1   12                                                       
CONECT   12   11   14   17                                                  
CONECT   13   14   15   16                                                  
CONECT   14   12   13                                                       
CONECT   15   13   18   20                                                  
CONECT   16    5   13   19                                                  
CONECT   17   12   19                                                       
CONECT   18   15   21                                                       
CONECT   19   16   17                                                       
CONECT   20    5   15                                                       
CONECT   21    6   18                                                       
CONECT   22    6                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0061011
HETATM    1  C1  UNL     1       6.076   0.228   1.772  1.00  0.00           C  
HETATM    2  N1  UNL     1       5.690  -1.070   1.302  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.884  -1.010   0.096  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.525  -0.401   0.378  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.706  -0.343  -0.847  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.006  -0.781  -2.115  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.950  -0.519  -2.910  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.986   0.078  -2.166  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.265   0.529  -2.534  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.084   1.116  -1.578  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.646   1.238  -0.299  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.472   1.845   0.746  1.00  0.00           C  
HETATM   13  S1  UNL     1      -2.459   0.733   1.674  1.00  0.00           S  
HETATM   14  O1  UNL     1      -1.598  -0.253   2.415  1.00  0.00           O  
HETATM   15  O2  UNL     1      -3.173   1.538   2.738  1.00  0.00           O  
HETATM   16  N3  UNL     1      -3.567  -0.073   0.692  1.00  0.00           N  
HETATM   17  C11 UNL     1      -4.535   0.723   0.018  1.00  0.00           C  
HETATM   18  C12 UNL     1      -5.402  -0.349  -0.649  1.00  0.00           C  
HETATM   19  C13 UNL     1      -5.219  -1.592   0.206  1.00  0.00           C  
HETATM   20  C14 UNL     1      -4.355  -1.073   1.337  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.623   0.781   0.075  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.437   0.199  -0.868  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.132   1.001   0.989  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.364   0.574   2.567  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.087   0.151   2.220  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.566  -1.597   1.032  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.770  -2.039  -0.282  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.426  -0.353  -0.608  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.003  -0.930   1.201  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.691   0.644   0.761  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.935  -1.250  -2.398  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.848  -0.722  -3.928  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.610   0.427  -3.568  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.058   1.458  -1.927  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.787   2.366   1.478  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.132   2.646   0.353  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.145   1.271   0.771  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.058   1.399  -0.705  1.00  0.00           H  
HETATM   39  H17 UNL     1      -5.010  -0.545  -1.660  1.00  0.00           H  
HETATM   40  H18 UNL     1      -6.464  -0.085  -0.629  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.622  -2.371  -0.312  1.00  0.00           H  
HETATM   42  H20 UNL     1      -6.192  -1.987   0.565  1.00  0.00           H  
HETATM   43  H21 UNL     1      -5.073  -0.597   2.066  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.758  -1.880   1.807  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.978   0.876   1.099  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6    6   22
CONECT    6    7   31
CONECT    7    8   32
CONECT    8    9    9   22
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   21
CONECT   12   13   35   36
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   17   20
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   20   41   42
CONECT   20   43   44
CONECT   21   22   22   45
END

HMDB0061011
     RDKit          3D
N-desmethylalmotriptan
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.0762    0.2280    1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896   -1.0703    1.3024 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844   -1.0100    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -0.4008    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -0.3431   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -0.7808   -2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.5191   -2.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    0.0780   -2.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2646    0.5292   -2.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843    1.1164   -1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    1.2384   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    1.8447    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594    0.7333    1.6742 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.5980   -0.2530    2.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1732    1.5382    2.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5673   -0.0728    0.6918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.7228    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4019   -0.3490   -0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192   -1.5916    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.0732    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.7807    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    0.1991   -0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1321    1.0014    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    0.5741    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0870    0.1508    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664   -1.5974    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -2.0392   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -0.3534   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.9302    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913    0.6437    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353   -1.2503   -2.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.7221   -3.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098    0.4265   -3.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584    1.4582   -1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873    2.3660    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    2.6456    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1451    1.2714    0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    1.3987   -0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0102   -0.5446   -1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4636   -0.0852   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6218   -2.3708   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1922   -1.9874    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.5974    2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7577   -1.8799    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    0.8764    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 22  5  1  0
 22  8  1  0
 20 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₃N₃O₂S

Average Molecular Weight

321.438

Monoisotopic Molecular Weight

321.151097685

IUPAC Name

methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine

Traditional Name

methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine

CAS Registry Number

334981-12-3

SMILES

CNCCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2

InChI Identifier

InChI=1S/C16H23N3O2S/c1-17-7-6-14-11-18-16-5-4-13(10-15(14)16)12-22(20,21)19-8-2-3-9-19/h4-5,10-11,17-18H,2-3,6-9,12H2,1H3

InChI Key

IREINZNGILEJRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Tryptamine
3-alkylindole
Indole
Aralkylamine
Substituted pyrrole
Organic sulfonic acid amide
Organosulfonic acid amide
Benzenoid
Pyrrole
Pyrrolidine
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Azacycle
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061011)

Organ

Kidney (HMDB: HMDB0061011)
Liver (HMDB: HMDB0061011)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061011)

Cellular substructure

Cytoplasm (HMDB: HMDB0061011)

Source

Endogenous

Endogenous (HMDB: HMDB0061011)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.52	ALOGPS
logP	1.14	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	17.14	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.23 m³·mol⁻¹	ChemAxon
Polarizability	35.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.793	31661259
DarkChem	[M-H]-	172.839	31661259
DeepCCS	[M+H]+	176.24	30932474
DeepCCS	[M-H]-	173.882	30932474
DeepCCS	[M-2H]-	206.767	30932474
DeepCCS	[M+Na]+	182.333	30932474
AllCCS	[M+H]+	175.6	32859911
AllCCS	[M+H-H2O]+	172.4	32859911
AllCCS	[M+NH4]+	178.4	32859911
AllCCS	[M+Na]+	179.2	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-desmethylalmotriptan	CNCCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2	4619.2	Standard polar	33892256
N-desmethylalmotriptan	CNCCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2	3119.6	Standard non polar	33892256
N-desmethylalmotriptan	CNCCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2	3098.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-desmethylalmotriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	3095.1	Semi standard non polar	33892256
N-desmethylalmotriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	3002.2	Standard non polar	33892256
N-desmethylalmotriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	4170.3	Standard polar	33892256
N-desmethylalmotriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	2926.0	Semi standard non polar	33892256
N-desmethylalmotriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	2880.3	Standard non polar	33892256
N-desmethylalmotriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	4119.8	Standard polar	33892256
N-desmethylalmotriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	3072.7	Semi standard non polar	33892256
N-desmethylalmotriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	3127.1	Standard non polar	33892256
N-desmethylalmotriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C	3897.9	Standard polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	3332.7	Semi standard non polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	3385.0	Standard non polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	4245.4	Standard polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	3134.0	Semi standard non polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	3182.6	Standard non polar	33892256
N-desmethylalmotriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12	4128.2	Standard polar	33892256
N-desmethylalmotriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	3510.4	Semi standard non polar	33892256
N-desmethylalmotriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	3728.5	Standard non polar	33892256
N-desmethylalmotriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CS(=O)(=O)N3CCCC3)C=C12)[Si](C)(C)C(C)(C)C	3945.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethylalmotriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9400000000-c69c07ff71a4e97ff921	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethylalmotriptan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 10V, Positive-QTOF	splash10-00di-2289000000-3a41a83c8b4e4bd6300a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 20V, Positive-QTOF	splash10-00di-9851000000-bf1c0ae4e67cb6293188	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 40V, Positive-QTOF	splash10-05fu-9600000000-bbd70f9bdc9ffa380e03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 10V, Negative-QTOF	splash10-0089-2916000000-b4b21fbc232ff3b95c3f	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 20V, Negative-QTOF	splash10-0089-3931000000-bff0a4950ac639ce8b2b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 40V, Negative-QTOF	splash10-03di-9310000000-7fd469ffbda623deb174	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 10V, Negative-QTOF	splash10-00e9-0709000000-a69010c062e9dd8f577c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 20V, Negative-QTOF	splash10-02n9-3419000000-c50bccd6cf003763e86e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 40V, Negative-QTOF	splash10-03fr-5982000000-c235867fa287da87f328	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 10V, Positive-QTOF	splash10-00di-0039000000-d8b741f15bdf95734b80	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 20V, Positive-QTOF	splash10-0006-0693000000-9ee2bbeaad887e7b7c63	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethylalmotriptan 40V, Positive-QTOF	splash10-059x-5920000000-41bff879d3786b45f9b1	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71315712

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-desmethylalmotriptan (HMDB0061011)

MOL for HMDB0061011 (N-desmethylalmotriptan)

3D MOL for HMDB0061011 (N-desmethylalmotriptan)

3D SDF for HMDB0061011 (N-desmethylalmotriptan)

3D-SDF for HMDB0061011 (N-desmethylalmotriptan)

PDB for HMDB0061011 (N-desmethylalmotriptan)

3D PDB for HMDB0061011 (N-desmethylalmotriptan)

SMILES for HMDB0061011 (N-desmethylalmotriptan)

INCHI for HMDB0061011 (N-desmethylalmotriptan)

Structure for HMDB0061011 (N-desmethylalmotriptan)

3D Structure for HMDB0061011 (N-desmethylalmotriptan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra