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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11) Show 11 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015589

Secondary Accession Numbers

HMDB15589

Metabolite Identification

Common Name

Flunarizine

Description

Flunarizine, also known as sibelium, 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. Flunarizine is a drug which is used in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy. In humans, flunarizine is involved in the flunarizine h1-antihistamine action pathway. Flunarizine 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 Flunarizine.

Structure

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

4841
  Mrv0541 02231217572D          

 30 33  0  0  0  0            999 V2000
    1.6500   -3.9188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -3.9188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 15  2  0  0  0  0
 12 17  1  0  0  0  0
 13 22  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 23  2  0  0  0  0
 19 24  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0015589
     RDKit          3D
Flunarizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.9898    3.2485    2.1634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.2627    1.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    2.3151    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    1.3108    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.2470    0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010   -0.8386    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -1.7702   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748   -1.6206   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -2.4634   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -3.4916   -2.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487   -4.3337   -3.2030 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9544   -3.6480   -1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -2.7947   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -0.4305    0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.0166   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    1.4013   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    1.4243   -0.4826 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918    1.3237   -1.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.3522   -0.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    0.3455   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3965    0.2884    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2371   -0.8236    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4056   -0.9113    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7912    0.1013    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9914    1.2145    1.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    1.2892    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289    0.5004    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    0.2623    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.2174    2.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276    1.1969    2.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507    3.1558   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    1.4416   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.4566    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9337   -0.8009   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -2.3355   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -4.4491   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.9246   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795   -0.6494   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075   -0.0013   -1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1806    1.7382   -2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9737    2.0883   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    2.1928   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.3976   -1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    2.2221    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -0.4861   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9154   -1.6138   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233   -1.8049    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7125    0.0132    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956    2.0092    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    2.1764    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -0.4500    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    0.9787    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    1.2394    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4041    2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186   -0.6293    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.1604    3.5595 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
 10 12  1  0
 12 13  2  0
  6 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  2  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
 17 27  1  0
 27 28  1  0
  5 29  1  0
 29 30  2  0
 30  2  1  0
 13  7  1  0
 28 14  1  0
 26 21  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
M  END

4841
  Mrv0541 02231217572D          

 30 33  0  0  0  0            999 V2000
    1.6500   -3.9188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -3.9188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 15  2  0  0  0  0
 12 17  1  0  0  0  0
 13 22  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 23  2  0  0  0  0
 19 24  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015589

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+

> <INCHI_KEY>
SMANXXCATUTDDT-QPJJXVBHSA-N

> <FORMULA>
C26H26F2N2

> <MOLECULAR_WEIGHT>
404.4948

> <EXACT_MASS>
404.206405252

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.199100398577635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
6.165795012666667

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.598388091956655

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
120.29760000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flunarizine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015589
     RDKit          3D
Flunarizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.9898    3.2485    2.1634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.2627    1.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    2.3151    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    1.3108    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.2470    0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010   -0.8386    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -1.7702   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748   -1.6206   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -2.4634   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -3.4916   -2.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487   -4.3337   -3.2030 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9544   -3.6480   -1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -2.7947   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -0.4305    0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.0166   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    1.4013   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    1.4243   -0.4826 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918    1.3237   -1.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.3522   -0.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    0.3455   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3965    0.2884    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2371   -0.8236    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4056   -0.9113    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7912    0.1013    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9914    1.2145    1.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    1.2892    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289    0.5004    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    0.2623    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.2174    2.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276    1.1969    2.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507    3.1558   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    1.4416   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.4566    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9337   -0.8009   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -2.3355   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -4.4491   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.9246   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795   -0.6494   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075   -0.0013   -1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1806    1.7382   -2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9737    2.0883   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    2.1928   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.3976   -1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    2.2221    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -0.4861   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9154   -1.6138   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233   -1.8049    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7125    0.0132    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956    2.0092    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    2.1764    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -0.4500    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    0.9787    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    1.2394    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4041    2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186   -0.6293    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.1604    3.5595 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
 10 12  1  0
 12 13  2  0
  6 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  2  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
 17 27  1  0
 27 28  1  0
  5 29  1  0
 29 30  2  0
 30  2  1  0
 13  7  1  0
 28 14  1  0
 26 21  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4841                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080  -7.315   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0      13.750  -7.315   0.000  0.00  0.00           F+0
HETATM    3  N   UNK     0       8.415  -2.695   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       8.415   0.385   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.081  -1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.748  -1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415  -4.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081  -5.005   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748  -5.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   2.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -6.545   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  -4.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -4.235   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748  -6.545   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748  -7.315   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.416  -5.005   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -5.005   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082  -7.315   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748   4.235   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414  -6.545   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.416  -6.545   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.082   5.005   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.082   6.545   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.416   4.235   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.416   7.315   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.750   5.005   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.750   6.545   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3    5    6    7                                                  
CONECT    4    8    9   10                                                  
CONECT    5    3    8                                                       
CONECT    6    3    9                                                       
CONECT    7    3   11   12                                                  
CONECT    8    4    5                                                       
CONECT    9    4    6                                                       
CONECT   10    4   13                                                       
CONECT   11    7   14   16                                                  
CONECT   12    7   15   17                                                  
CONECT   13   10   22                                                       
CONECT   14   11   18                                                       
CONECT   15   12   19                                                       
CONECT   16   11   20                                                       
CONECT   17   12   21                                                       
CONECT   18   14   23                                                       
CONECT   19   15   24                                                       
CONECT   20   16   23                                                       
CONECT   21   17   24                                                       
CONECT   22   13   25                                                       
CONECT   23    1   18   20                                                  
CONECT   24    2   19   21                                                  
CONECT   25   22   26   27                                                  
CONECT   26   25   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   30                                                       
CONECT   30   28   29                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0015589
HETATM    1  F1  UNL     1      -5.990   3.248   2.163  1.00  0.00           F  
HETATM    2  C1  UNL     1      -5.125   2.263   1.779  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.521   2.315   0.546  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.630   1.311   0.136  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.320   0.247   0.923  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.401  -0.839   0.585  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.058  -1.770  -0.426  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.375  -1.621  -0.794  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.980  -2.463  -1.713  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.273  -3.492  -2.295  1.00  0.00           C  
HETATM   11  F2  UNL     1      -4.849  -4.334  -3.203  1.00  0.00           F  
HETATM   12  C10 UNL     1      -2.954  -3.648  -1.932  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.347  -2.795  -1.003  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.136  -0.431   0.145  1.00  0.00           N  
HETATM   15  C12 UNL     1      -0.906   0.017  -1.164  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.299   1.401  -1.189  1.00  0.00           C  
HETATM   17  N2  UNL     1       0.973   1.424  -0.483  1.00  0.00           N  
HETATM   18  C14 UNL     1       2.092   1.324  -1.394  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.339   1.352  -0.550  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.182   0.345  -0.566  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.396   0.288   0.208  1.00  0.00           C  
HETATM   22  C18 UNL     1       6.237  -0.824   0.129  1.00  0.00           C  
HETATM   23  C19 UNL     1       7.406  -0.911   0.853  1.00  0.00           C  
HETATM   24  C20 UNL     1       7.791   0.101   1.687  1.00  0.00           C  
HETATM   25  C21 UNL     1       6.991   1.215   1.794  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.813   1.289   1.056  1.00  0.00           C  
HETATM   27  C23 UNL     1       1.029   0.500   0.597  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.346   0.262   1.148  1.00  0.00           C  
HETATM   29  C25 UNL     1      -3.950   0.217   2.177  1.00  0.00           C  
HETATM   30  C26 UNL     1      -4.828   1.197   2.593  1.00  0.00           C  
HETATM   31  H1  UNL     1      -4.751   3.156  -0.105  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.222   1.442  -0.844  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.226  -1.457   1.530  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.934  -0.801  -0.328  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.016  -2.335  -1.994  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.384  -4.449  -2.378  1.00  0.00           H  
HETATM   37  H7  UNL     1      -1.304  -2.925  -0.721  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.180  -0.649  -1.733  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.808  -0.001  -1.779  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.181   1.738  -2.216  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.974   2.088  -0.658  1.00  0.00           H  
HETATM   42  H12 UNL     1       2.165   2.193  -2.065  1.00  0.00           H  
HETATM   43  H13 UNL     1       2.111   0.398  -1.964  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.546   2.222   0.085  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.927  -0.486  -1.211  1.00  0.00           H  
HETATM   46  H16 UNL     1       5.915  -1.614  -0.536  1.00  0.00           H  
HETATM   47  H17 UNL     1       8.023  -1.805   0.751  1.00  0.00           H  
HETATM   48  H18 UNL     1       8.713   0.013   2.248  1.00  0.00           H  
HETATM   49  H19 UNL     1       7.296   2.009   2.450  1.00  0.00           H  
HETATM   50  H20 UNL     1       5.235   2.176   1.181  1.00  0.00           H  
HETATM   51  H21 UNL     1       1.552  -0.450   0.371  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.620   0.979   1.433  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.801   1.239   1.397  1.00  0.00           H  
HETATM   54  H24 UNL     1      -0.262  -0.404   2.023  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.719  -0.629   2.830  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.304   1.160   3.559  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   30
CONECT    3    4   31
CONECT    4    5    5   32
CONECT    5    6   29
CONECT    6    7   14   33
CONECT    7    8    8   13
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   12
CONECT   12   13   13   36
CONECT   13   37
CONECT   14   15   28
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   27
CONECT   18   19   42   43
CONECT   19   20   20   44
CONECT   20   21   45
CONECT   21   22   22   26
CONECT   22   23   46
CONECT   23   24   24   47
CONECT   24   25   48
CONECT   25   26   26   49
CONECT   26   50
CONECT   27   28   51   52
CONECT   28   53   54
CONECT   29   30   30   55
CONECT   30   56
END

HMDB0015589
     RDKit          3D
Flunarizine
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.9898    3.2485    2.1634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.2627    1.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    2.3151    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    1.3108    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.2470    0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010   -0.8386    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -1.7702   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748   -1.6206   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -2.4634   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -3.4916   -2.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487   -4.3337   -3.2030 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9544   -3.6480   -1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -2.7947   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -0.4305    0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.0166   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    1.4013   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    1.4243   -0.4826 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918    1.3237   -1.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.3522   -0.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    0.3455   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3965    0.2884    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2371   -0.8236    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4056   -0.9113    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7912    0.1013    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9914    1.2145    1.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    1.2892    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289    0.5004    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    0.2623    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.2174    2.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276    1.1969    2.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507    3.1558   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    1.4416   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.4566    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9337   -0.8009   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -2.3355   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -4.4491   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.9246   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795   -0.6494   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075   -0.0013   -1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1806    1.7382   -2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9737    2.0883   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    2.1928   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.3976   -1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    2.2221    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -0.4861   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9154   -1.6138   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233   -1.8049    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7125    0.0132    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956    2.0092    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    2.1764    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -0.4500    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    0.9787    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    1.2394    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4041    2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186   -0.6293    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.1604    3.5595 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
 10 12  1  0
 12 13  2  0
  6 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  2  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
 17 27  1  0
 27 28  1  0
  5 29  1  0
 29 30  2  0
 30  2  1  0
 13  7  1  0
 28 14  1  0
 26 21  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Sibelium	Kegg
(e)-1-[Bis-(p-fluorophenyl)methyl]-4-cinnamylpiperazine	HMDB
1-(Bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine	HMDB
Flunarizine dihydrochloride	HMDB
Flunarizine hydrochloride	HMDB
Dihydrochloride, flunarizine	HMDB
Flunarizin	HMDB
Hydrochloride, flunarizine	HMDB

Chemical Formula

C₂₆H₂₆F₂N₂

Average Molecular Weight

404.4948

Monoisotopic Molecular Weight

404.206405252

IUPAC Name

1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

Traditional Name

flunarizine

CAS Registry Number

52468-60-7

SMILES

FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+

InChI Key

SMANXXCATUTDDT-QPJJXVBHSA-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
Fluorobenzene
Halobenzene
Aralkylamine
N-alkylpiperazine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015589)

Source

Exogenous

Exogenous (HMDB: HMDB0015589)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Flunarizine H1-Antihistamine Action (PathBank: SMP0061047)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0017 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	211.5	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.3	ALOGPS
logP	6.17	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	7.6	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	120.3 m³·mol⁻¹	ChemAxon
Polarizability	44.2 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
DeepCCS	[M+H]+	195.767	30932474
DeepCCS	[M-H]-	193.409	30932474
DeepCCS	[M-2H]-	227.297	30932474
DeepCCS	[M+Na]+	202.423	30932474
AllCCS	[M+H]+	201.4	32859911
AllCCS	[M+H-H2O]+	198.8	32859911
AllCCS	[M+NH4]+	203.8	32859911
AllCCS	[M+Na]+	204.5	32859911
AllCCS	[M-H]-	194.9	32859911
AllCCS	[M+Na-2H]-	194.1	32859911
AllCCS	[M+HCOO]-	193.4	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.	5.23 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3586 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1706.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	271.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	734.1 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	810.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	303.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1455.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	526.2 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	1693.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	246.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	230.3 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flunarizine	FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1	4254.2	Standard polar	33892256
Flunarizine	FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1	3070.9	Standard non polar	33892256
Flunarizine	FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1	3122.6	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 - Flunarizine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-0695000000-0d9c57e62449476d8347	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flunarizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flunarizine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flunarizine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0090100000-cef5de63fdba54327f14	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 10V, Positive-QTOF	splash10-0a4i-0101900000-bb21dea9c2cb678917a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 20V, Positive-QTOF	splash10-066r-2926500000-b62b46fea1d11fa0c6c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 40V, Positive-QTOF	splash10-014l-3942000000-129fbaf7dfa4e6f36c42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 10V, Negative-QTOF	splash10-0udi-0000900000-7ee41bbc7d43a088a927	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 20V, Negative-QTOF	splash10-0udr-0161900000-399f67ec690ec34596d9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 40V, Negative-QTOF	splash10-0006-6590000000-a7207b1e9383f6446e0a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 10V, Positive-QTOF	splash10-0udi-0090200000-49db3577e2491963b831	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 20V, Positive-QTOF	splash10-0udi-0090000000-04aff30a5fa9398db24f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 40V, Positive-QTOF	splash10-0udi-0090000000-b66e04fab8a9ec050826	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 10V, Negative-QTOF	splash10-0udi-0000900000-742509743c256a3bcc58	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 20V, Negative-QTOF	splash10-0udi-1012900000-214f743c959aaf56e073	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flunarizine 40V, Negative-QTOF	splash10-0udj-5490000000-11a9a79965ddc8603d91	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04841	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04841	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04841

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

819216

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flunarizine

METLIN ID

Not Available

PubChem Compound

941361

PDB ID

Not Available

ChEBI ID

138764

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Enzyme Details

3. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Enzyme Details

4. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Enzyme Details

5. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Enzyme Details

6. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

References

Enzyme Details

7. Calmodulin

General function:: Involved in calcium ion binding
Specific function:: Calmodulin mediates the control of a large number of enzymes and other proteins by Ca(2+). Among the enzymes to be stimulated by the calmodulin-Ca(2+) complex are a number of protein kinases and phosphatases. Together with CEP110 and centrin, is involved in a genetic pathway that regulates the centrosome cycle and progression through cytokinesis
Gene Name:: CALM1
Uniprot ID:: P62158
Molecular weight:: 16837.5

References

Enzyme Details

8. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Enzyme Details

9. Voltage-dependent T-type calcium channel subunit alpha-1G

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1G gives rise to T-type calcium currents. T-type calcium channels belong to the "low-voltage activated (LVA)" group and are strongly blocked by mibefradil. A particularity of this type of channels is an opening at quite negative potentials and a voltage-dependent inactivation. T-type channels serve pacemaking functions in both central neurons and cardiac nodal cells and support calcium signaling in secretory cells and vascular smooth muscle. They may also be involved in the modulation of firing patterns of neurons which is important for information processing as well as in cell growth processes
Gene Name:: CACNA1G
Uniprot ID:: O43497
Molecular weight:: 262468.6

References

Enzyme Details

10. Voltage-dependent T-type calcium channel subunit alpha-1H

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1H gives rise to T-type calcium currents. T-type calcium channels belong to the "low-voltage activated (LVA)" group and are strongly blocked by nickel and mibefradil. A particularity of this type of channels is an opening at quite negative potentials, and a voltage-dependent inactivation. T-type channels serve pacemaking functions in both central neurons and cardiac nodal cells and support calcium signaling in secretory cells and vascular smooth muscle. They may also be involved in the modulation of firing patterns of neurons which is important for information processing as well as in cell growth processes
Gene Name:: CACNA1H
Uniprot ID:: O95180
Molecular weight:: 259160.2

References

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for Flunarizine (HMDB0015589)

MOL for HMDB0015589 (Flunarizine)

3D MOL for HMDB0015589 (Flunarizine)

3D SDF for HMDB0015589 (Flunarizine)

3D-SDF for HMDB0015589 (Flunarizine)

PDB for HMDB0015589 (Flunarizine)

3D PDB for HMDB0015589 (Flunarizine)

SMILES for HMDB0015589 (Flunarizine)

INCHI for HMDB0015589 (Flunarizine)

Structure for HMDB0015589 (Flunarizine)

3D Structure for HMDB0015589 (Flunarizine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References