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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-21 17:42:50 UTC

Update Date

2022-03-07 03:18:14 UTC

HMDB ID

HMDB0240242

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Clocinizine

Description

Clocinizine, also known as chlorcinnarizine, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. In humans, clocinizine is involved in the clocinizine h1-antihistamine action pathway. Clocinizine 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 very few articles have been published on Clocinizine.

Structure

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

      
  Mrv1652311211718422D          

 29 32  0  0  0  0            999 V2000
    0.5353    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    0.3791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    2.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354    3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    2.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -0.8580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -0.4456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5365   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511   -0.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9655   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9656    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2512    0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5366    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  5  2  0  0  0  0
  9  2  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 10  2  0  0  0  0
 14  3  1  0  0  0  0
  1  4  1  0  0  0  0
  7 15  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  0  0  0  0
  4 16  1  0  0  0  0
  4 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 25  2  0  0  0  0
 29 24  1  0  0  0  0
M  END

HMDB0240242
     RDKit          3D
Clocinizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.6501    0.3913    4.7368 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7909    0.5219    3.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996   -0.5168    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -0.4419    1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347    0.6918    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.7294   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    0.1044   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6001   -0.4558   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500   -1.0303   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8124   -1.0317   -3.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805   -0.4794   -3.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537    0.0862   -2.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    0.3645   -0.1528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    1.1806    0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1561    0.2499    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.1486    0.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.0206    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.7730    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -0.3666    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5309   -0.5344   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    0.5022   -0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    0.3273   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2521   -0.9490   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4119   -1.9964   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -1.8168   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -0.4258   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6927   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    1.7426    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8997    1.6373    2.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826   -1.4068    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915   -1.2856    1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150    1.8736   -0.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.4693   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3304   -1.4717   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4210   -1.4855   -4.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -0.5044   -4.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.5034   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744    1.5394    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075    2.0725    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.7439    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -0.6400    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    1.7111    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.5242    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545    1.6876    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097   -1.2578    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9948    1.5223   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3692    1.1449   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2850   -1.1253   -1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093   -3.0191   -0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312   -2.6612   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.2759   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807    0.4472   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -1.0062   -1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -1.6412   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2759    2.5895    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5292    2.4538    2.7457 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
  5 28  1  0
 28 29  2  0
 29  2  1  0
 12  7  1  0
 27 13  1  0
 25 20  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
M  END

      
  Mrv1652311211718422D          

 29 32  0  0  0  0            999 V2000
    0.5353    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    0.3791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    2.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354    3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    2.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -0.8580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -0.4456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5365   -0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511   -0.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9655   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9656    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2512    0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5366    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  5  2  0  0  0  0
  9  2  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 10  2  0  0  0  0
 14  3  1  0  0  0  0
  1  4  1  0  0  0  0
  7 15  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  0  0  0  0
  4 16  1  0  0  0  0
  4 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 25  2  0  0  0  0
 29 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240242

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H27ClN2/c27-25-15-13-24(14-16-25)26(23-11-5-2-6-12-23)29-20-18-28(19-21-29)17-7-10-22-8-3-1-4-9-22/h1-16,26H,17-21H2/b10-7+

> <INCHI_KEY>
ZSQANMZWGKYDER-JXMROGBWSA-N

> <FORMULA>
C26H27ClN2

> <MOLECULAR_WEIGHT>
402.97

> <EXACT_MASS>
402.1862766

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
46.12494377509277

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(4-chlorophenyl)(phenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

> <ALOGPS_LOGP>
6.13

> <JCHEM_LOGP>
6.484435816333333

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.394859596616592

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
124.66960000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clocinizine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240242
     RDKit          3D
Clocinizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.6501    0.3913    4.7368 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7909    0.5219    3.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996   -0.5168    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -0.4419    1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347    0.6918    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.7294   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    0.1044   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6001   -0.4558   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500   -1.0303   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8124   -1.0317   -3.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805   -0.4794   -3.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537    0.0862   -2.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    0.3645   -0.1528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    1.1806    0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1561    0.2499    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.1486    0.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.0206    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.7730    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -0.3666    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5309   -0.5344   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    0.5022   -0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    0.3273   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2521   -0.9490   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4119   -1.9964   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -1.8168   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -0.4258   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6927   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    1.7426    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8997    1.6373    2.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826   -1.4068    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915   -1.2856    1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150    1.8736   -0.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.4693   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3304   -1.4717   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4210   -1.4855   -4.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -0.5044   -4.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.5034   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744    1.5394    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075    2.0725    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.7439    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -0.6400    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    1.7111    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.5242    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545    1.6876    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097   -1.2578    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9948    1.5223   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3692    1.1449   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2850   -1.1253   -1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093   -3.0191   -0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312   -2.6612   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.2759   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807    0.4472   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -1.0062   -1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -1.6412   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2759    2.5895    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5292    2.4538    2.7457 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
  5 28  1  0
 28 29  2  0
 29  2  1  0
 12  7  1  0
 27 13  1  0
 25 20  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
M  END

HEADER    PROTEIN                                 21-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-17         0                                  
HETATM    1  C   UNK     0       0.999   1.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.334   0.708   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.999   3.018   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.333   0.708   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.667   1.478   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.001   0.708   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.002  -0.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.668  -1.602   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.334  -0.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.333   3.788   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.333   5.328   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.999   6.098   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.334   5.328   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.334   3.788   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -4.335  -1.602   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.333  -0.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.667  -1.602   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.000  -0.832   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.001   0.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.667   1.478   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.334  -1.602   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.668  -0.832   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.001  -1.602   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.335  -0.832   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.669  -1.602   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.002  -0.832   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.003   0.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.669   1.478   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.335   0.708   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    9                                                  
CONECT    3    1   10   14                                                  
CONECT    4    1   16   20                                                  
CONECT    5    6    2                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8    2                                                       
CONECT   10   11    3                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    3                                                       
CONECT   15    7                                                            
CONECT   16   17    4                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   20   18                                                       
CONECT   20   19    4                                                       
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   26   24                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0240242
HETATM    1 CL1  UNL     1      -5.650   0.391   4.737  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -4.791   0.522   3.195  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.000  -0.517   2.789  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.309  -0.442   1.592  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.435   0.692   0.822  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.635   0.729  -0.466  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.357   0.104  -1.560  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.600  -0.456  -1.352  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.350  -1.030  -2.368  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.812  -1.032  -3.640  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.581  -0.479  -3.863  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.854   0.086  -2.829  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.337   0.365  -0.153  1.00  0.00           N  
HETATM   14  C12 UNL     1      -0.702   1.181   0.862  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.156   0.250   1.665  1.00  0.00           C  
HETATM   16  N2  UNL     1       1.309  -0.149   0.859  1.00  0.00           N  
HETATM   17  C14 UNL     1       2.148   1.021   0.772  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.542   0.773   0.386  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.134  -0.367   0.176  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.531  -0.534  -0.209  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.361   0.502  -0.468  1.00  0.00           C  
HETATM   22  C19 UNL     1       7.704   0.327  -0.803  1.00  0.00           C  
HETATM   23  C20 UNL     1       8.252  -0.949  -0.883  1.00  0.00           C  
HETATM   24  C21 UNL     1       7.412  -1.996  -0.622  1.00  0.00           C  
HETATM   25  C22 UNL     1       6.073  -1.817  -0.289  1.00  0.00           C  
HETATM   26  C23 UNL     1       0.883  -0.426  -0.511  1.00  0.00           C  
HETATM   27  C24 UNL     1      -0.609  -0.693  -0.635  1.00  0.00           C  
HETATM   28  C25 UNL     1      -4.231   1.743   1.225  1.00  0.00           C  
HETATM   29  C26 UNL     1      -4.900   1.637   2.413  1.00  0.00           C  
HETATM   30  H1  UNL     1      -3.883  -1.407   3.360  1.00  0.00           H  
HETATM   31  H2  UNL     1      -2.691  -1.286   1.291  1.00  0.00           H  
HETATM   32  H3  UNL     1      -2.615   1.874  -0.669  1.00  0.00           H  
HETATM   33  H4  UNL     1      -5.049  -0.469  -0.363  1.00  0.00           H  
HETATM   34  H5  UNL     1      -6.330  -1.472  -2.195  1.00  0.00           H  
HETATM   35  H6  UNL     1      -5.421  -1.485  -4.409  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.203  -0.504  -4.881  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.895   0.503  -3.105  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.574   1.539   1.502  1.00  0.00           H  
HETATM   39  H10 UNL     1      -0.207   2.073   0.492  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.438   0.744   2.597  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.448  -0.640   1.951  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.648   1.711   0.026  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.157   1.524   1.764  1.00  0.00           H  
HETATM   44  H15 UNL     1       4.154   1.688   0.264  1.00  0.00           H  
HETATM   45  H16 UNL     1       3.510  -1.258   0.308  1.00  0.00           H  
HETATM   46  H17 UNL     1       5.995   1.522  -0.421  1.00  0.00           H  
HETATM   47  H18 UNL     1       8.369   1.145  -1.012  1.00  0.00           H  
HETATM   48  H19 UNL     1       9.285  -1.125  -1.141  1.00  0.00           H  
HETATM   49  H20 UNL     1       7.809  -3.019  -0.670  1.00  0.00           H  
HETATM   50  H21 UNL     1       5.431  -2.661  -0.084  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.469  -1.276  -0.906  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.081   0.447  -1.159  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.756  -1.006  -1.691  1.00  0.00           H  
HETATM   54  H25 UNL     1      -0.823  -1.641  -0.055  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.276   2.590   0.577  1.00  0.00           H  
HETATM   56  H27 UNL     1      -5.529   2.454   2.746  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   29
CONECT    3    4   30
CONECT    4    5    5   31
CONECT    5    6   28
CONECT    6    7   13   32
CONECT    7    8    8   12
CONECT    8    9   33
CONECT    9   10   10   34
CONECT   10   11   35
CONECT   11   12   12   36
CONECT   12   37
CONECT   13   14   27
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   26
CONECT   17   18   42   43
CONECT   18   19   19   44
CONECT   19   20   45
CONECT   20   21   21   25
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   50
CONECT   26   27   51   52
CONECT   27   53   54
CONECT   28   29   29   55
CONECT   29   56
END

HMDB0240242
     RDKit          3D
Clocinizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.6501    0.3913    4.7368 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7909    0.5219    3.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996   -0.5168    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -0.4419    1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347    0.6918    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.7294   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    0.1044   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6001   -0.4558   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500   -1.0303   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8124   -1.0317   -3.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805   -0.4794   -3.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537    0.0862   -2.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    0.3645   -0.1528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    1.1806    0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1561    0.2499    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.1486    0.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.0206    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.7730    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -0.3666    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5309   -0.5344   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    0.5022   -0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    0.3273   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2521   -0.9490   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4119   -1.9964   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -1.8168   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -0.4258   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6927   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    1.7426    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8997    1.6373    2.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826   -1.4068    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915   -1.2856    1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150    1.8736   -0.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.4693   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3304   -1.4717   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4210   -1.4855   -4.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -0.5044   -4.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.5034   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744    1.5394    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075    2.0725    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.7439    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -0.6400    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    1.7111    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.5242    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545    1.6876    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097   -1.2578    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9948    1.5223   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3692    1.1449   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2850   -1.1253   -1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093   -3.0191   -0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312   -2.6612   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.2759   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807    0.4472   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -1.0062   -1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -1.6412   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2759    2.5895    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5292    2.4538    2.7457 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
  5 28  1  0
 28 29  2  0
 29  2  1  0
 12  7  1  0
 27 13  1  0
 25 20  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Chlorcinnarizine	HMDB
Chlorocinnarizine	HMDB
Clocinizine	HMDB

Chemical Formula

C₂₆H₂₇ClN₂

Average Molecular Weight

402.97

Monoisotopic Molecular Weight

402.1862766

IUPAC Name

1-[(4-chlorophenyl)(phenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

Traditional Name

clocinizine

CAS Registry Number

298-55-5

SMILES

ClC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C26H27ClN2/c27-25-15-13-24(14-16-25)26(23-11-5-2-6-12-23)29-20-18-28(19-21-29)17-7-10-22-8-3-1-4-9-22/h1-16,26H,17-21H2/b10-7+

InChI Key

ZSQANMZWGKYDER-JXMROGBWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Styrene
Chlorobenzene
Halobenzene
Aralkylamine
N-alkylpiperazine
Aryl chloride
Aryl halide
1,4-diazinane
Piperazine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240242)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Clocinizine H1-Antihistamine Action (PathBank: SMP0062788)

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	6.13	ALOGPS
logP	6.48	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	7.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.67 m³·mol⁻¹	ChemAxon
Polarizability	46.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	201.238	31661259
AllCCS	[M-H]-	193.616	31661259
DeepCCS	[M+H]+	191.937	30932474
DeepCCS	[M-H]-	189.579	30932474
DeepCCS	[M-2H]-	223.35	30932474
DeepCCS	[M+Na]+	198.578	30932474
AllCCS	[M+H]+	201.2	32859911
AllCCS	[M+H-H2O]+	198.7	32859911
AllCCS	[M+NH4]+	203.6	32859911
AllCCS	[M+Na]+	204.3	32859911
AllCCS	[M-H]-	193.6	32859911
AllCCS	[M+Na-2H]-	192.9	32859911
AllCCS	[M+HCOO]-	192.3	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.	7.29 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9006 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1808.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	289.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	170.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	751.2 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	809.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	216.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1483.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	567.0 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	1734.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	448.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	234.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	139.7 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clocinizine	ClC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=CC=C1	4261.4	Standard polar	33892256
Clocinizine	ClC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=CC=C1	3321.8	Standard non polar	33892256
Clocinizine	ClC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=CC=C1	3286.7	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 - Clocinizine 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 - Clocinizine 10V, Positive-QTOF	splash10-0udi-0110900000-4fc8b4d1b1f54e24123e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 20V, Positive-QTOF	splash10-0uxr-2693400000-f90505e34e28628bdda7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 40V, Positive-QTOF	splash10-0gb9-3961000000-eb154e5308a00ff1af08	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 10V, Negative-QTOF	splash10-0udi-0000900000-a5885b019d594edd45ef	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 20V, Negative-QTOF	splash10-0udr-0051900000-61150ea109eaa3bc6c9c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 40V, Negative-QTOF	splash10-05vy-4791000000-e5e35dec9e8a936fcf12	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 10V, Positive-QTOF	splash10-0udi-0090200000-12fdb6636bd0928ecad2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 20V, Positive-QTOF	splash10-0udi-0090000000-35c9b971bf421f75d391	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 40V, Positive-QTOF	splash10-0udi-0190000000-a9f1933db5febf38cee9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 10V, Negative-QTOF	splash10-0udi-0000900000-c772204b4df235aae7ec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 20V, Negative-QTOF	splash10-0udi-2212900000-f2e84ecddb55ed43a3dc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clocinizine 40V, Negative-QTOF	splash10-0w29-6590000000-9183173cb343519e112c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Clocinizine 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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4525064

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Clocinizine

METLIN ID

Not Available

PubChem Compound

5375618

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

Montgomery LC, Deuster PA: Effects of antihistamine medications on exercise performance. Implications for sportspeople. Sports Med. 1993 Mar;15(3):179-95. [PubMed:7680815 ]

Showing metabocard for Clocinizine (HMDB0240242)

MOL for HMDB0240242 (Clocinizine)

3D MOL for HMDB0240242 (Clocinizine)

3D SDF for HMDB0240242 (Clocinizine)

3D-SDF for HMDB0240242 (Clocinizine)

PDB for HMDB0240242 (Clocinizine)

3D PDB for HMDB0240242 (Clocinizine)

SMILES for HMDB0240242 (Clocinizine)

INCHI for HMDB0240242 (Clocinizine)

Structure for HMDB0240242 (Clocinizine)

3D Structure for HMDB0240242 (Clocinizine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra