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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:11:28 UTC

Update Date

2021-09-26 22:59:12 UTC

HMDB ID

HMDB0248744

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Avitriptan

Description

Avitriptan 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. Based on a literature review a significant number of articles have been published on Avitriptan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Avitriptan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Avitriptan is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112104112D          

 32 35  0  0  0  0            999 V2000
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0865    1.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.3998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882   -1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9432   -2.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7502   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3022   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0472   -1.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2403   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9853   -0.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0248744
     RDKit          3D
Avitriptan
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.2629   -0.1146   -0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -0.5271   -1.5024 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -1.9397   -0.7445 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.4118   -3.0321   -0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1527   -2.4237   -1.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.6891    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -0.6393    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    0.6564    1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    1.6175    1.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1315    1.2829    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    1.9683    2.0168 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9389    1.1281    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.1331    1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -1.4063    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -1.8483    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498   -1.0220   -0.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -0.7381   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    0.0688    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6971   -0.2174    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    0.2630   -0.9499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4324    0.9670   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5326    2.2296   -1.4725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6461    2.9406   -1.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    2.4029   -1.0910 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7714    1.1460   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6224    0.3965   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5965   -0.8894   -0.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7913   -1.4735    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755    0.0127   -2.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3581   -0.9460   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655   -0.0248    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -0.9905    1.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052    0.6828   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7322   -1.0305   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9039    0.2741   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -0.5798   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491   -1.4566    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.6536    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4413    0.9334    1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7733    2.6365    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    2.9829    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    1.4524    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -2.2408    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.3679    2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506   -1.9401   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -2.9448    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3105   -0.0241   -0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -1.4219   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    1.1387   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    0.1400    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494   -1.3360    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489    0.2302    1.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5768    3.9518   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242    0.7623   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6631   -2.5672    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0077   -1.0410    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6443   -1.2662   -0.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1907   -0.4866   -2.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1302    0.9362   -2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934   -1.9835   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440   -0.8047   -2.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441   -2.0391    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 20 29  1  0
 29 30  1  0
 13 31  1  0
 31 32  2  0
 32  7  1  0
 31 10  1  0
 30 17  1  0
 26 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
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 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 23 53  1  0
 25 54  1  0
 28 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
M  END


  Mrv1652309112104112D          

 32 35  0  0  0  0            999 V2000
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0865    1.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.3998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882   -1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9432   -2.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7502   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3022   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0472   -1.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2403   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9853   -0.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248744

> <DATABASE_NAME>
hmdb

> <SMILES>
CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN2CCN(CC2)C2=NC=NC=C2OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N6O3S/c1-23-32(29,30)15-17-5-6-20-19(12-17)18(13-25-20)4-3-7-27-8-10-28(11-9-27)22-21(31-2)14-24-16-26-22/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3

> <INCHI_KEY>
WRZVGHXUPBWIOO-UHFFFAOYSA-N

> <FORMULA>
C22H30N6O3S

> <MOLECULAR_WEIGHT>
458.58

> <EXACT_MASS>
458.210010024

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.48705836033264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-{3-[4-(5-methoxypyrimidin-4-yl)piperazin-1-yl]propyl}-1H-indol-5-yl)-N-methylmethanesulfonamide

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
1.5899932070000016

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.282849656385608

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.236586304417965

> <JCHEM_PKA_STRONGEST_BASIC>
7.930527952230366

> <JCHEM_POLAR_SURFACE_AREA>
103.45

> <JCHEM_REFRACTIVITY>
126.67479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
avitriptan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248744
     RDKit          3D
Avitriptan
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.2629   -0.1146   -0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -0.5271   -1.5024 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -1.9397   -0.7445 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.4118   -3.0321   -0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1527   -2.4237   -1.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.6891    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -0.6393    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    0.6564    1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    1.6175    1.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1315    1.2829    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    1.9683    2.0168 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9389    1.1281    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.1331    1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -1.4063    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -1.8483    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498   -1.0220   -0.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -0.7381   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    0.0688    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6971   -0.2174    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    0.2630   -0.9499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4324    0.9670   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5326    2.2296   -1.4725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6461    2.9406   -1.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    2.4029   -1.0910 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7714    1.1460   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6224    0.3965   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5965   -0.8894   -0.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7913   -1.4735    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755    0.0127   -2.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3581   -0.9460   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655   -0.0248    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -0.9905    1.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052    0.6828   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7322   -1.0305   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9039    0.2741   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -0.5798   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491   -1.4566    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.6536    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4413    0.9334    1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7733    2.6365    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    2.9829    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    1.4524    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -2.2408    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.3679    2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506   -1.9401   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -2.9448    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3105   -0.0241   -0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -1.4219   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    1.1387   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    0.1400    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494   -1.3360    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489    0.2302    1.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5768    3.9518   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242    0.7623   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6631   -2.5672    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0077   -1.0410    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6443   -1.2662   -0.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1907   -0.4866   -2.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1302    0.9362   -2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934   -1.9835   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440   -0.8047   -2.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441   -2.0391    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 20 29  1  0
 29 30  1  0
 13 31  1  0
 31 32  2  0
 32  7  1  0
 31 10  1  0
 30 17  1  0
 26 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 23 53  1  0
 25 54  1  0
 28 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.865   2.843   0.000  0.00  0.00           N+0
HETATM    3  S   UNK     0       6.531   2.073   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0       5.761   3.407   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.301   0.739   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.250  -0.188   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.726  -1.652   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -4.232  -1.973   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -4.708  -3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.215  -3.757   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -7.245  -2.613   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -6.769  -1.148   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.263  -0.828   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.751  -2.933   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -9.227  -4.398   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0     -10.734  -4.718   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0     -11.764  -3.574   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0     -11.288  -2.109   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.782  -1.789   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -9.306  -0.324   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.800  -0.004   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0248744
HETATM    1  C1  UNL     1       8.263  -0.115  -0.923  1.00  0.00           C  
HETATM    2  N1  UNL     1       7.018  -0.527  -1.502  1.00  0.00           N  
HETATM    3  S1  UNL     1       6.380  -1.940  -0.744  1.00  0.00           S  
HETATM    4  O1  UNL     1       7.412  -3.032  -0.848  1.00  0.00           O  
HETATM    5  O2  UNL     1       5.153  -2.424  -1.432  1.00  0.00           O  
HETATM    6  C2  UNL     1       6.035  -1.689   0.957  1.00  0.00           C  
HETATM    7  C3  UNL     1       5.053  -0.639   1.244  1.00  0.00           C  
HETATM    8  C4  UNL     1       5.405   0.656   1.451  1.00  0.00           C  
HETATM    9  C5  UNL     1       4.471   1.618   1.717  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.131   1.283   1.780  1.00  0.00           C  
HETATM   11  N2  UNL     1       2.019   1.968   2.017  1.00  0.00           N  
HETATM   12  C7  UNL     1       0.939   1.128   1.965  1.00  0.00           C  
HETATM   13  C8  UNL     1       1.374  -0.133   1.687  1.00  0.00           C  
HETATM   14  C9  UNL     1       0.639  -1.406   1.522  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.488  -1.848   0.114  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.250  -1.022  -0.844  1.00  0.00           C  
HETATM   17  N3  UNL     1      -1.597  -0.738  -0.720  1.00  0.00           N  
HETATM   18  C12 UNL     1      -2.174   0.069   0.244  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.697  -0.217   0.297  1.00  0.00           C  
HETATM   20  N4  UNL     1      -4.219   0.263  -0.950  1.00  0.00           N  
HETATM   21  C14 UNL     1      -5.432   0.967  -0.988  1.00  0.00           C  
HETATM   22  N5  UNL     1      -5.533   2.230  -1.472  1.00  0.00           N  
HETATM   23  C15 UNL     1      -6.646   2.941  -1.533  1.00  0.00           C  
HETATM   24  N6  UNL     1      -7.781   2.403  -1.091  1.00  0.00           N  
HETATM   25  C16 UNL     1      -7.771   1.146  -0.591  1.00  0.00           C  
HETATM   26  C17 UNL     1      -6.622   0.397  -0.522  1.00  0.00           C  
HETATM   27  O3  UNL     1      -6.596  -0.889  -0.013  1.00  0.00           O  
HETATM   28  C18 UNL     1      -7.791  -1.473   0.459  1.00  0.00           C  
HETATM   29  C19 UNL     1      -3.475   0.013  -2.148  1.00  0.00           C  
HETATM   30  C20 UNL     1      -2.358  -0.946  -1.911  1.00  0.00           C  
HETATM   31  C21 UNL     1       2.765  -0.025   1.572  1.00  0.00           C  
HETATM   32  C22 UNL     1       3.722  -0.990   1.303  1.00  0.00           C  
HETATM   33  H1  UNL     1       8.205   0.683  -0.184  1.00  0.00           H  
HETATM   34  H2  UNL     1       8.732  -1.031  -0.481  1.00  0.00           H  
HETATM   35  H3  UNL     1       8.904   0.274  -1.766  1.00  0.00           H  
HETATM   36  H4  UNL     1       7.011  -0.580  -2.525  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.949  -1.457   1.553  1.00  0.00           H  
HETATM   38  H6  UNL     1       5.650  -2.654   1.376  1.00  0.00           H  
HETATM   39  H7  UNL     1       6.441   0.933   1.406  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.773   2.636   1.877  1.00  0.00           H  
HETATM   41  H9  UNL     1       1.978   2.983   2.210  1.00  0.00           H  
HETATM   42  H10 UNL     1      -0.086   1.452   2.131  1.00  0.00           H  
HETATM   43  H11 UNL     1       1.215  -2.241   2.080  1.00  0.00           H  
HETATM   44  H12 UNL     1      -0.290  -1.368   2.125  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.551  -1.940  -0.291  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.172  -2.945   0.092  1.00  0.00           H  
HETATM   47  H15 UNL     1       0.310  -0.024  -0.930  1.00  0.00           H  
HETATM   48  H16 UNL     1      -0.088  -1.422  -1.907  1.00  0.00           H  
HETATM   49  H17 UNL     1      -2.153   1.139  -0.146  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.769   0.140   1.240  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.849  -1.336   0.295  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.149   0.230   1.183  1.00  0.00           H  
HETATM   53  H21 UNL     1      -6.577   3.952  -1.951  1.00  0.00           H  
HETATM   54  H22 UNL     1      -8.724   0.762  -0.245  1.00  0.00           H  
HETATM   55  H23 UNL     1      -7.663  -2.567   0.632  1.00  0.00           H  
HETATM   56  H24 UNL     1      -8.008  -1.041   1.474  1.00  0.00           H  
HETATM   57  H25 UNL     1      -8.644  -1.266  -0.207  1.00  0.00           H  
HETATM   58  H26 UNL     1      -4.191  -0.487  -2.867  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.130   0.936  -2.653  1.00  0.00           H  
HETATM   60  H28 UNL     1      -2.693  -1.984  -1.977  1.00  0.00           H  
HETATM   61  H29 UNL     1      -1.644  -0.805  -2.778  1.00  0.00           H  
HETATM   62  H30 UNL     1       3.444  -2.039   1.139  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36
CONECT    3    4    4    5    5
CONECT    3    6
CONECT    6    7   37   38
CONECT    7    8    8   32
CONECT    8    9   39
CONECT    9   10   10   40
CONECT   10   11   31
CONECT   11   12   41
CONECT   12   13   13   42
CONECT   13   14   31
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   30
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   29
CONECT   21   22   22   26
CONECT   22   23
CONECT   23   24   24   53
CONECT   24   25
CONECT   25   26   26   54
CONECT   26   27
CONECT   27   28
CONECT   28   55   56   57
CONECT   29   30   58   59
CONECT   30   60   61
CONECT   31   32   32
CONECT   32   62
END

HMDB0248744
     RDKit          3D
Avitriptan
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.2629   -0.1146   -0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -0.5271   -1.5024 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -1.9397   -0.7445 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.4118   -3.0321   -0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1527   -2.4237   -1.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.6891    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -0.6393    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    0.6564    1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    1.6175    1.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1315    1.2829    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    1.9683    2.0168 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9389    1.1281    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.1331    1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -1.4063    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -1.8483    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498   -1.0220   -0.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -0.7381   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    0.0688    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6971   -0.2174    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    0.2630   -0.9499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4324    0.9670   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5326    2.2296   -1.4725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6461    2.9406   -1.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    2.4029   -1.0910 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7714    1.1460   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6224    0.3965   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5965   -0.8894   -0.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7913   -1.4735    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755    0.0127   -2.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3581   -0.9460   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655   -0.0248    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -0.9905    1.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052    0.6828   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7322   -1.0305   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9039    0.2741   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -0.5798   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491   -1.4566    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.6536    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4413    0.9334    1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7733    2.6365    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    2.9829    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    1.4524    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -2.2408    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.3679    2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506   -1.9401   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -2.9448    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3105   -0.0241   -0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -1.4219   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    1.1387   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    0.1400    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494   -1.3360    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489    0.2302    1.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5768    3.9518   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242    0.7623   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6631   -2.5672    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0077   -1.0410    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6443   -1.2662   -0.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1907   -0.4866   -2.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1302    0.9362   -2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934   -1.9835   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440   -0.8047   -2.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441   -2.0391    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  1 33  1  0
  1 34  1  0
  1 35  1  0
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 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3-(4--(5-Methoxy-4-pyrimidinyl)-1-piperazinyl)propyl)-N-methyl-1H-indole-5-methanesulfonamide fumarate	MeSH

Chemical Formula

C₂₂H₃₀N₆O₃S

Average Molecular Weight

458.58

Monoisotopic Molecular Weight

458.210010024

IUPAC Name

1-(3-{3-[4-(5-methoxypyrimidin-4-yl)piperazin-1-yl]propyl}-1H-indol-5-yl)-N-methylmethanesulfonamide

Traditional Name

avitriptan

CAS Registry Number

Not Available

SMILES

CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN2CCN(CC2)C2=NC=NC=C2OC)C=C1

InChI Identifier

InChI=1S/C22H30N6O3S/c1-23-32(29,30)15-17-5-6-20-19(12-17)18(13-25-20)4-3-7-27-8-10-28(11-9-27)22-21(31-2)14-24-16-26-22/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3

InChI Key

WRZVGHXUPBWIOO-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

Triptan
N-arylpiperazine
3-alkylindole
Indole
Dialkylarylamine
Alkyl aryl ether
N-alkylpiperazine
Aminopyrimidine
Aralkylamine
Imidolactam
Benzenoid
1,4-diazinane
Organic sulfonic acid amide
Organosulfonic acid amide
Piperazine
Substituted pyrrole
Pyrimidine
Heteroaromatic compound
Pyrrole
Organic sulfonic acid or derivatives
Aminosulfonyl compound
Organosulfonic acid or derivatives
Sulfonyl
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organopnictogen 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 (PMID: 31557052)

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
logP	1.64	ALOGPS
logP	1.59	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.24	ChemAxon
pKa (Strongest Basic)	7.93	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.45 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	126.67 m³·mol⁻¹	ChemAxon
Polarizability	49.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	196.685	30932474
DeepCCS	[M-H]-	194.327	30932474
DeepCCS	[M-2H]-	228.164	30932474
DeepCCS	[M+Na]+	203.373	30932474
AllCCS	[M+H]+	208.4	32859911
AllCCS	[M+H-H2O]+	206.3	32859911
AllCCS	[M+NH4]+	210.3	32859911
AllCCS	[M+Na]+	210.9	32859911
AllCCS	[M-H]-	201.9	32859911
AllCCS	[M+Na-2H]-	203.1	32859911
AllCCS	[M+HCOO]-	204.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Avitriptan	CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN2CCN(CC2)C2=NC=NC=C2OC)C=C1	5612.5	Standard polar	33892256
Avitriptan	CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN2CCN(CC2)C2=NC=NC=C2OC)C=C1	3635.9	Standard non polar	33892256
Avitriptan	CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN2CCN(CC2)C2=NC=NC=C2OC)C=C1	4411.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Avitriptan,1TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	4038.7	Semi standard non polar	33892256
Avitriptan,1TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	3947.0	Standard non polar	33892256
Avitriptan,1TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	5792.3	Standard polar	33892256
Avitriptan,1TMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C	4063.0	Semi standard non polar	33892256
Avitriptan,1TMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C	3895.8	Standard non polar	33892256
Avitriptan,1TMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C	5871.1	Standard polar	33892256
Avitriptan,2TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	4018.5	Semi standard non polar	33892256
Avitriptan,2TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	4041.5	Standard non polar	33892256
Avitriptan,2TMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C)C=C23)CC1	5519.5	Standard polar	33892256
Avitriptan,1TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	4215.7	Semi standard non polar	33892256
Avitriptan,1TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	4196.6	Standard non polar	33892256
Avitriptan,1TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=C[NH]C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	5777.9	Standard polar	33892256
Avitriptan,1TBDMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C(C)(C)C	4229.3	Semi standard non polar	33892256
Avitriptan,1TBDMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C(C)(C)C	4118.4	Standard non polar	33892256
Avitriptan,1TBDMS,isomer #2	CNS(=O)(=O)CC1=CC=C2C(=C1)C(CCCN1CCN(C3=NC=NC=C3OC)CC1)=CN2[Si](C)(C)C(C)(C)C	5834.4	Standard polar	33892256
Avitriptan,2TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	4362.8	Semi standard non polar	33892256
Avitriptan,2TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	4500.7	Standard non polar	33892256
Avitriptan,2TBDMS,isomer #1	COC1=CN=CN=C1N1CCN(CCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(CS(=O)(=O)N(C)[Si](C)(C)C(C)(C)C)C=C23)CC1	5445.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Avitriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fu-6489000000-b57a3eb1e8f36fd220f5	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avitriptan 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 - Avitriptan 10V, Positive-QTOF	splash10-0a4i-0000900000-020e91870e85e1fdedfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avitriptan 20V, Positive-QTOF	splash10-114i-0009600000-670569f957c77b7deecb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avitriptan 40V, Positive-QTOF	splash10-052f-9523300000-235b793a550798c98e60	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avitriptan 10V, Negative-QTOF	splash10-03dl-9000000000-0c578cbac2c1c6997798	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avitriptan 20V, Negative-QTOF	splash10-03di-9017400000-8c427cbf6531168afeea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avitriptan 40V, Negative-QTOF	splash10-0udi-4495400000-425a5d7572eae95b2601	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

117442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Avitriptan

METLIN ID

Not Available

PubChem Compound

133081

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Avitriptan (HMDB0248744)

MOL for HMDB0248744 (Avitriptan)

3D MOL for HMDB0248744 (Avitriptan)

3D SDF for HMDB0248744 (Avitriptan)

3D-SDF for HMDB0248744 (Avitriptan)

PDB for HMDB0248744 (Avitriptan)

3D PDB for HMDB0248744 (Avitriptan)

SMILES for HMDB0248744 (Avitriptan)

INCHI for HMDB0248744 (Avitriptan)

Structure for HMDB0248744 (Avitriptan)

3D Structure for HMDB0248744 (Avitriptan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra