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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-21 17:40:04 UTC

Update Date

2022-03-07 03:18:14 UTC

HMDB ID

HMDB0240234

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rupatadine

Description

Rupatadine belongs to the class of organic compounds known as benzocycloheptapyridines. These are aromatic compounds containing a benzene ring and a pyridine ring fused to a seven membered carbocycle. Rupatadine is a drug which is used for the symptomatic relief of nasal and non-nasal symptoms of seasonal allergic rhinitis and perennial allergic rhinitis in patients 2 years of age and older [fda label]. also used for the symptomatic relief of chronic spontaneous urticaria in patients 2 years of age and older. In humans, rupatadine is involved in the rupatadine h1-antihistamine action pathway. Rupatadine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Rupatadine.

Structure

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


  Mrv1652311211718402D          

 30 34  0  0  0  0            999 V2000
   -0.0203    8.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065    0.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8212    0.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5451    2.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    2.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    2.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    6.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239    0.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7347    6.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    5.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    5.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    7.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    3.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519    1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    2.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    1.1544    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7347    5.9544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    2.4451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    4.7169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 18  1  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 14  2  0  0  0  0
 23  6  2  0  0  0  0
 23 14  1  0  0  0  0
 24  7  2  0  0  0  0
 24 22  1  0  0  0  0
 25 20  2  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 26 25  1  0  0  0  0
 27 23  1  0  0  0  0
 28 15  2  0  0  0  0
 28 16  1  0  0  0  0
 29 10  2  0  0  0  0
 29 26  1  0  0  0  0
 30 11  1  0  0  0  0
 30 12  1  0  0  0  0
 30 17  1  0  0  0  0
M  END

HMDB0240234
     RDKit          3D
Rupatadine
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.7171    0.0701    1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.0486    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -0.7141   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2331   -0.7893   -1.9339 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -0.2450   -2.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2955    0.4316   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9658    1.0300   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8891    0.1246   -1.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584   -0.3808    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -0.7981    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    0.1764    0.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    0.0126    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    1.0834   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    2.3258    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    3.4576   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3363    3.3084   -0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303    4.7483   -1.0617 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    2.0278   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.9150   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -0.3549   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.2458    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534   -1.7867    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248   -3.0448    1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -3.6695    2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -3.0966    2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -1.9049    1.5474 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -1.2569    0.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    1.2784   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    0.4915   -1.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911    0.5133    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9259    1.1431    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342   -0.2447    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836   -0.5871    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971   -1.1598   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -0.3240   -3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    1.3019   -2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287    2.0060   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -1.2520    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    0.3958    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -0.9135    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -1.7590   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4363    2.3284    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000    4.4445    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7821    1.9606   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790   -0.8568   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7478   -0.1144   -1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498   -2.0722   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5666   -0.6725    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0320   -3.4280    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078   -4.6347    2.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993   -3.6706    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854    1.8966   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    1.8006   -1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.4267   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    1.1617   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    1.0179    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
  6 30  2  0
 30  2  1  0
 29  8  1  0
 27 12  1  0
 19 13  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
M  END


  Mrv1652311211718402D          

 30 34  0  0  0  0            999 V2000
   -0.0203    8.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065    0.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8212    0.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5451    2.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    2.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    2.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    6.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239    0.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7347    6.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    5.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    5.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    7.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    3.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519    1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    2.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    1.1544    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7347    5.9544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    2.4451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    4.7169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 18  1  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 14  2  0  0  0  0
 23  6  2  0  0  0  0
 23 14  1  0  0  0  0
 24  7  2  0  0  0  0
 24 22  1  0  0  0  0
 25 20  2  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 26 25  1  0  0  0  0
 27 23  1  0  0  0  0
 28 15  2  0  0  0  0
 28 16  1  0  0  0  0
 29 10  2  0  0  0  0
 29 26  1  0  0  0  0
 30 11  1  0  0  0  0
 30 12  1  0  0  0  0
 30 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240234

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3

> <INCHI_KEY>
WUZYKBABMWJHDL-UHFFFAOYSA-N

> <FORMULA>
C26H26ClN3

> <MOLECULAR_WEIGHT>
415.97

> <EXACT_MASS>
415.1815255

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
46.978413990207756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
5.371807958333333

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.188831095123943

> <JCHEM_POLAR_SURFACE_AREA>
29.020000000000003

> <JCHEM_REFRACTIVITY>
133.83039999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240234
     RDKit          3D
Rupatadine
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.7171    0.0701    1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.0486    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -0.7141   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2331   -0.7893   -1.9339 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -0.2450   -2.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2955    0.4316   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9658    1.0300   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8891    0.1246   -1.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584   -0.3808    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -0.7981    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    0.1764    0.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    0.0126    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    1.0834   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    2.3258    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    3.4576   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3363    3.3084   -0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303    4.7483   -1.0617 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    2.0278   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.9150   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -0.3549   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.2458    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534   -1.7867    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248   -3.0448    1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -3.6695    2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -3.0966    2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -1.9049    1.5474 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -1.2569    0.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    1.2784   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    0.4915   -1.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911    0.5133    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9259    1.1431    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342   -0.2447    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836   -0.5871    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971   -1.1598   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -0.3240   -3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    1.3019   -2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287    2.0060   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -1.2520    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    0.3958    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -0.9135    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -1.7590   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4363    2.3284    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000    4.4445    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7821    1.9606   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790   -0.8568   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7478   -0.1144   -1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498   -2.0722   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5666   -0.6725    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0320   -3.4280    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078   -4.6347    2.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993   -3.6706    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854    1.8966   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    1.8006   -1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.4267   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    1.1617   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    1.0179    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
  6 30  2  0
 30  2  1  0
 29  8  1  0
 27 12  1  0
 19 13  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
M  END

HEADER    PROTEIN                                 21-NOV-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-17         0                                  
HETATM    1  C   UNK     0      -0.038  14.965   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.701   2.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.572   1.561   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.860   0.811   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.400   0.811   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.618   4.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.146   4.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.963   6.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.296   6.495   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.358   4.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.963   8.035   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.296   8.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.296  12.655   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.831   1.561   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.371  12.655   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.038  10.345   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.630  10.345   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.038  13.425   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.296  11.115   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.630   5.725   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.899   2.015   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.360   2.015   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.960   2.609   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.017   3.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.630   4.185   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.242   3.517   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0       8.432   2.155   0.000  0.00  0.00          Cl+0
HETATM   28  N   UNK     0      -1.371  11.115   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       0.113   4.564   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       2.630   8.805   0.000  0.00  0.00           N+0
CONECT    1   18                                                            
CONECT    2    3   10                                                       
CONECT    3    2   21                                                       
CONECT    4    5   21                                                       
CONECT    5    4   22                                                       
CONECT    6    7   23                                                       
CONECT    7    6   24                                                       
CONECT    8   11   20                                                       
CONECT    9   12   20                                                       
CONECT   10    2   29                                                       
CONECT   11    8   30                                                       
CONECT   12    9   30                                                       
CONECT   13   18   19                                                       
CONECT   14   22   23                                                       
CONECT   15   18   28                                                       
CONECT   16   19   28                                                       
CONECT   17   19   30                                                       
CONECT   18    1   13   15                                                  
CONECT   19   13   16   17                                                  
CONECT   20    8    9   25                                                  
CONECT   21    3    4   26                                                  
CONECT   22    5   14   24                                                  
CONECT   23    6   14   27                                                  
CONECT   24    7   22   25                                                  
CONECT   25   20   24   26                                                  
CONECT   26   21   25   29                                                  
CONECT   27   23                                                            
CONECT   28   15   16                                                       
CONECT   29   10   26                                                       
CONECT   30   11   12   17                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0240234
HETATM    1  C1  UNL     1       6.717   0.070   1.631  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.126  -0.049   0.268  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.817  -0.714  -0.724  1.00  0.00           C  
HETATM    4  N1  UNL     1       6.233  -0.789  -1.934  1.00  0.00           N  
HETATM    5  C4  UNL     1       5.022  -0.245  -2.195  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.296   0.432  -1.225  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.966   1.030  -1.511  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.889   0.125  -1.296  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.758  -0.381   0.016  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.373  -0.798   0.438  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.691   0.176   0.075  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.962   0.013   0.350  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.888   1.083  -0.051  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.384   2.326   0.270  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.109   3.458  -0.044  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.336   3.308  -0.677  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -5.230   4.748  -1.062  1.00  0.00          CL  
HETATM   18  C15 UNL     1      -4.830   2.028  -0.991  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.104   0.915  -0.676  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.779  -0.355  -1.019  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.961  -1.246   0.159  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.753  -1.787   0.790  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.025  -3.045   1.373  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.010  -3.669   2.020  1.00  0.00           C  
HETATM   25  C22 UNL     1      -1.748  -3.097   2.108  1.00  0.00           C  
HETATM   26  N3  UNL     1      -1.518  -1.905   1.547  1.00  0.00           N  
HETATM   27  C23 UNL     1      -2.471  -1.257   0.906  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.174   1.278  -0.815  1.00  0.00           C  
HETATM   29  C25 UNL     1       0.654   0.492  -1.883  1.00  0.00           C  
HETATM   30  C26 UNL     1       4.891   0.513   0.025  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.926   1.143   1.829  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.934  -0.245   2.376  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.584  -0.587   1.770  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.797  -1.160  -0.529  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.580  -0.324  -3.182  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.963   1.302  -2.602  1.00  0.00           H  
HETATM   37  H7  UNL     1       2.829   2.006  -0.978  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.434  -1.252   0.131  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.088   0.396   0.745  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.385  -0.913   1.558  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.144  -1.759  -0.014  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.436   2.328   0.788  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.700   4.445   0.212  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.782   1.961  -1.478  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.179  -0.857  -1.807  1.00  0.00           H  
HETATM   46  H16 UNL     1      -5.748  -0.114  -1.460  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.650  -2.072  -0.155  1.00  0.00           H  
HETATM   48  H18 UNL     1      -5.567  -0.673   0.907  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.032  -3.428   1.263  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.208  -4.635   2.470  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.999  -3.671   2.646  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.585   1.897  -0.321  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.950   1.801  -1.380  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.078  -0.427  -2.124  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.757   1.162  -2.736  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.402   1.018   0.834  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   30
CONECT    3    4   34
CONECT    4    5    5
CONECT    5    6   35
CONECT    6    7   30   30
CONECT    7    8   36   37
CONECT    8    9   29
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   12   28
CONECT   12   13   27
CONECT   13   14   14   19
CONECT   14   15   42
CONECT   15   16   16   43
CONECT   16   17   18
CONECT   18   19   19   44
CONECT   19   20
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23   23   27
CONECT   23   24   49
CONECT   24   25   25   50
CONECT   25   26   51
CONECT   26   27   27
CONECT   28   29   52   53
CONECT   29   54   55
CONECT   30   56
END

HMDB0240234
     RDKit          3D
Rupatadine
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.7171    0.0701    1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.0486    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -0.7141   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2331   -0.7893   -1.9339 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -0.2450   -2.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2955    0.4316   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9658    1.0300   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8891    0.1246   -1.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584   -0.3808    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -0.7981    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    0.1764    0.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    0.0126    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    1.0834   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    2.3258    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    3.4576   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3363    3.3084   -0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303    4.7483   -1.0617 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    2.0278   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.9150   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -0.3549   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.2458    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534   -1.7867    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248   -3.0448    1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -3.6695    2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -3.0966    2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -1.9049    1.5474 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -1.2569    0.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    1.2784   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    0.4915   -1.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911    0.5133    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9259    1.1431    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342   -0.2447    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836   -0.5871    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971   -1.1598   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -0.3240   -3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    1.3019   -2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287    2.0060   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -1.2520    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    0.3958    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -0.9135    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -1.7590   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4363    2.3284    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000    4.4445    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7821    1.9606   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790   -0.8568   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7478   -0.1144   -1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498   -2.0722   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5666   -0.6725    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0320   -3.4280    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078   -4.6347    2.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993   -3.6706    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854    1.8966   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    1.8006   -1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.4267   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    1.1617   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    1.0179    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
  6 30  2  0
 30  2  1  0
 29  8  1  0
 27 12  1  0
 19 13  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Alergoliber	HMDB
Pafinur	HMDB
Rinialer	HMDB
Rupafin	HMDB
Rupax	HMDB
Rupatadine	HMDB
8-chloro-6,11-dihydro-11-(1-((5-Methyl-3-pyridinyl)methyl)-4-piperidinylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridine	MeSH, HMDB

Chemical Formula

C₂₆H₂₆ClN₃

Average Molecular Weight

415.97

Monoisotopic Molecular Weight

415.1815255

IUPAC Name

13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene

Traditional Name

13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene

CAS Registry Number

158876-82-5

SMILES

CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1

InChI Identifier

InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3

InChI Key

WUZYKBABMWJHDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzocycloheptapyridines. These are aromatic compounds containing a benzene ring and a pyridine ring fused to a seven membered carbocycle.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzocycloheptapyridines

Sub Class

Not Available

Direct Parent

Benzocycloheptapyridines

Alternative Parents

Substituents

Benzocycloheptapyridine
Methylpyridine
Aralkylamine
Aryl chloride
Aryl halide
Piperidine
Benzenoid
Pyridine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240234)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Rupatadine H1-Antihistamine Action (PathBank: SMP0060235)

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	4.82	ALOGPS
logP	5.37	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	7.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	133.83 m³·mol⁻¹	ChemAxon
Polarizability	46.98 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	202.776	31661259
AllCCS	[M-H]-	200.841	31661259
DeepCCS	[M+H]+	203.639	30932474
DeepCCS	[M-H]-	201.281	30932474
DeepCCS	[M-2H]-	235.283	30932474
DeepCCS	[M+Na]+	210.511	30932474
AllCCS	[M+H]+	202.8	32859911
AllCCS	[M+H-H2O]+	200.4	32859911
AllCCS	[M+NH4]+	205.0	32859911
AllCCS	[M+Na]+	205.6	32859911
AllCCS	[M-H]-	200.8	32859911
AllCCS	[M+Na-2H]-	200.6	32859911
AllCCS	[M+HCOO]-	200.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.63 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3982 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1271.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	101.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	448.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	344.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	301.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	927.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	215.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1088.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	289.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	239.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rupatadine	CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1	4777.6	Standard polar	33892256
Rupatadine	CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1	3344.6	Standard non polar	33892256
Rupatadine	CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1	3562.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rupatadine 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 - Rupatadine 10V, Positive-QTOF	splash10-014i-0001900000-50ad6856523ebb65d61c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 20V, Positive-QTOF	splash10-014r-1459800000-b77f7dd4eb9730e8a3f9	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 40V, Positive-QTOF	splash10-0006-9122100000-8b1654433eb949efa7e2	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 10V, Negative-QTOF	splash10-03di-0000900000-049e64830c3bc2a7ceb9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 20V, Negative-QTOF	splash10-03di-0112900000-355dcca35f8056d1382d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 40V, Negative-QTOF	splash10-0006-9104000000-16b70b4af0fce61811cf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 10V, Positive-QTOF	splash10-014i-0000900000-39a07ac15a39a39804f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 20V, Positive-QTOF	splash10-014i-0000900000-8c62478012de9a960987	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 40V, Positive-QTOF	splash10-000i-1129100000-990e448a6b9a422bed83	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 10V, Negative-QTOF	splash10-03di-0000900000-22cba1cd3e775618af75	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 20V, Negative-QTOF	splash10-01q9-9000700000-4804c39f6d9203d5956e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rupatadine 40V, Negative-QTOF	splash10-001i-9112100000-0baea998b23df9966800	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Rupatadine H1-Antihistamine Action		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11614

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

117388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rupatadine

METLIN ID

Not Available

PubChem Compound

Not Available

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

Picado C: Rupatadine: pharmacological profile and its use in the treatment of allergic disorders. Expert Opin Pharmacother. 2006 Oct;7(14):1989-2001. [PubMed:17020424 ]

Showing metabocard for Rupatadine (HMDB0240234)

MOL for HMDB0240234 (Rupatadine)

3D MOL for HMDB0240234 (Rupatadine)

3D SDF for HMDB0240234 (Rupatadine)

3D-SDF for HMDB0240234 (Rupatadine)

PDB for HMDB0240234 (Rupatadine)

3D PDB for HMDB0240234 (Rupatadine)

SMILES for HMDB0240234 (Rupatadine)

INCHI for HMDB0240234 (Rupatadine)

Structure for HMDB0240234 (Rupatadine)

3D Structure for HMDB0240234 (Rupatadine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra