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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015238

Secondary Accession Numbers

HMDB15238

Metabolite Identification

Common Name

Levocabastine

Description

Levocabastine is only found in individuals that have used or taken this drug. It is a selective second-generation H1-receptor antagonist used for allergic conjunctivitis. Levocabastine was discovered at Janssen Pharmaceutica in 1979.Levocabastine is a potent, selective histamine H1-receptor antagonist. It works by competing with histamine for H1-receptor sites on effector cells. It thereby prevents, but does not reverse, responses mediated by histamine alone. Levocabastine does not block histamine release but, rather, prevents histamine binding and activity. Levocabastine also binds neurotensin 2 receptors and serves as a neurotensin agonist. This can induce some degree of analgesia.

Structure

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

1106
  Mrv0541 02231215152D          

 31 34  0  0  1  0            999 V2000
    1.6500   -4.4280    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0308    4.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.9991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    2.5550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5856    2.1425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5856    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856   -0.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -1.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9320    3.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    3.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073    2.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888    3.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3394    3.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    4.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1960    4.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -3.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 31  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 21  3  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 17  1  0  0  0  0
  7 19  1  6  0  0  0
  8  9  1  0  0  0  0
  8 18  1  1  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 17 22  2  0  0  0  0
 17 23  1  0  0  0  0
 20 24  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  2  0  0  0  0
 24 29  1  0  0  0  0
 25 30  2  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
 29 31  2  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0015238
     RDKit          3D
Levocabastine
 60 63  0  0  0  0  0  0  0  0999 V2000
    1.6641    1.7180    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    0.9595   -0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9838    0.2010   -0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.8323    0.1127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036   -0.7475    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -1.7404    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.2358    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7019   -0.9734   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -2.1663   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -3.1108   -1.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8348   -0.0015   -0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.3033    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    1.2476    1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    1.9188    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7921    2.8911    0.4776 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3486    1.6286   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    0.6771   -1.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -0.3457   -1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.9407   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -1.2389    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.8222    1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -0.1161    0.1622 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0915   -1.1230   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.2873   -0.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738   -0.7791   -2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350    0.3949    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917    1.7200    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    2.1720    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    1.2865    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9072   -0.0551    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884   -0.4701    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    1.3592    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.7919    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737    1.6959    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    1.6477   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -0.2562   -1.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.9574   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.2759    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005   -1.7957    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384   -2.7389    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3526    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -2.0386    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660   -0.2177    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7236    1.5018    2.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7374    2.1372   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    0.4699   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.4767   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6668    0.7627   -1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941   -2.0577   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.5352   -1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7293   -0.9458    2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -2.3689    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350   -0.1919    2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -1.7148    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233   -1.1633   -3.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    2.4772    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    3.2178    0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1841    1.6476    0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7579   -0.6993   -0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -1.5212   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 22  2  1  0
 31 26  1  0
 19  5  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
M  END

1106
  Mrv0541 02231215152D          

 31 34  0  0  1  0            999 V2000
    1.6500   -4.4280    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0308    4.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.9991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    2.5550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5856    2.1425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5856    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856   -0.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -1.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9320    3.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    3.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073    2.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888    3.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3394    3.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    4.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1960    4.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -3.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 31  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 21  3  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 17  1  0  0  0  0
  7 19  1  6  0  0  0
  8  9  1  0  0  0  0
  8 18  1  1  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 17 22  2  0  0  0  0
 17 23  1  0  0  0  0
 20 24  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  2  0  0  0  0
 24 29  1  0  0  0  0
 25 30  2  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
 29 31  2  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015238

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)C1CCC(CC1)(C#N)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H29FN2O2/c1-19-17-29(16-15-26(19,24(30)31)21-5-3-2-4-6-21)23-11-13-25(18-28,14-12-23)20-7-9-22(27)10-8-20/h2-10,19,23H,11-17H2,1H3,(H,30,31)/t19-,23?,25?,26-/m1/s1

> <INCHI_KEY>
ZCGOMHNNNFPNMX-YHYDXASRSA-N

> <FORMULA>
C26H29FN2O2

> <MOLECULAR_WEIGHT>
420.5191

> <EXACT_MASS>
420.221306387

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
45.72294695062705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R)-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenylpiperidine-4-carboxylic acid

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
2.499403490942876

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7128965649869827

> <JCHEM_PKA_STRONGEST_BASIC>
10.322655960647666

> <JCHEM_POLAR_SURFACE_AREA>
64.33

> <JCHEM_REFRACTIVITY>
118.48340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
livostin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015238
     RDKit          3D
Levocabastine
 60 63  0  0  0  0  0  0  0  0999 V2000
    1.6641    1.7180    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    0.9595   -0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9838    0.2010   -0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.8323    0.1127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036   -0.7475    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -1.7404    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.2358    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7019   -0.9734   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -2.1663   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -3.1108   -1.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8348   -0.0015   -0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.3033    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    1.2476    1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    1.9188    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7921    2.8911    0.4776 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3486    1.6286   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    0.6771   -1.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -0.3457   -1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.9407   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -1.2389    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.8222    1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -0.1161    0.1622 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0915   -1.1230   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.2873   -0.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738   -0.7791   -2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350    0.3949    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917    1.7200    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    2.1720    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    1.2865    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9072   -0.0551    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884   -0.4701    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    1.3592    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.7919    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737    1.6959    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    1.6477   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -0.2562   -1.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.9574   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.2759    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005   -1.7957    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384   -2.7389    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3526    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -2.0386    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660   -0.2177    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7236    1.5018    2.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7374    2.1372   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    0.4699   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.4767   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6668    0.7627   -1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941   -2.0577   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.5352   -1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7293   -0.9458    2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -2.3689    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350   -0.1919    2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -1.7148    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233   -1.1633   -3.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    2.4772    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    3.2178    0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1841    1.6476    0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7579   -0.6993   -0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -1.5212   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 22  2  1  0
 31 26  1  0
 19  5  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1106                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080  -8.266   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       3.850   6.103   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.657   7.620   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       6.160   1.689   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.700  -5.598   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.160   0.149   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   4.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.826   3.999   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.826   2.459   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.494   3.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.494   2.459   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.826  -0.621   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494  -0.621   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.160  -2.931   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.826  -2.161   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494  -2.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.340   5.759   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.493   4.769   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.390   6.103   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.390  -4.265   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.930  -4.265   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.787   5.232   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.072   7.276   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.160  -5.598   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.850  -4.265   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.967   6.222   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.252   8.266   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.699   7.739   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.390  -6.932   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.080  -5.598   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.850  -6.932   0.000  0.00  0.00           C+0
CONECT    1   31                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4    6    9   11                                                  
CONECT    5   21                                                            
CONECT    6    4   12   13                                                  
CONECT    7    8   10   17   19                                             
CONECT    8    7    9   18                                                  
CONECT    9    4    8                                                       
CONECT   10    7   11                                                       
CONECT   11    4   10                                                       
CONECT   12    6   15                                                       
CONECT   13    6   16                                                       
CONECT   14   15   16   20   21                                             
CONECT   15   12   14                                                       
CONECT   16   13   14                                                       
CONECT   17    7   22   23                                                  
CONECT   18    8                                                            
CONECT   19    2    3    7                                                  
CONECT   20   14   24   25                                                  
CONECT   21    5   14                                                       
CONECT   22   17   26                                                       
CONECT   23   17   27                                                       
CONECT   24   20   29                                                       
CONECT   25   20   30                                                       
CONECT   26   22   28                                                       
CONECT   27   23   28                                                       
CONECT   28   26   27                                                       
CONECT   29   24   31                                                       
CONECT   30   25   31                                                       
CONECT   31    1   29   30                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0015238
HETATM    1  C1  UNL     1       1.664   1.718   1.036  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.157   0.959  -0.161  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.984   0.201  -0.727  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.497  -0.832   0.113  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.904  -0.747   0.189  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.649  -1.740   1.006  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.088  -1.236   1.083  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.702  -0.973  -0.248  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.303  -2.166  -0.821  1.00  0.00           C  
HETATM   10  N2  UNL     1      -4.811  -3.111  -1.284  1.00  0.00           N  
HETATM   11  C9  UNL     1      -4.835  -0.001  -0.018  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.335   0.303   1.210  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.320   1.248   1.397  1.00  0.00           C  
HETATM   14  C12 UNL     1      -6.829   1.919   0.313  1.00  0.00           C  
HETATM   15  F1  UNL     1      -7.792   2.891   0.478  1.00  0.00           F  
HETATM   16  C13 UNL     1      -6.349   1.629  -0.940  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.359   0.677  -1.098  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.794  -0.346  -1.267  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.427  -0.941  -1.244  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.232  -1.239   1.238  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.658  -0.822   1.363  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.179  -0.116   0.162  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.092  -1.123  -0.974  1.00  0.00           C  
HETATM   24  O1  UNL     1       2.678  -2.287  -0.784  1.00  0.00           O  
HETATM   25  O2  UNL     1       3.474  -0.779  -2.256  1.00  0.00           O  
HETATM   26  C21 UNL     1       4.535   0.395   0.249  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.792   1.720   0.451  1.00  0.00           C  
HETATM   28  C23 UNL     1       6.106   2.172   0.465  1.00  0.00           C  
HETATM   29  C24 UNL     1       7.165   1.286   0.279  1.00  0.00           C  
HETATM   30  C25 UNL     1       6.907  -0.055   0.083  1.00  0.00           C  
HETATM   31  C26 UNL     1       5.588  -0.470   0.070  1.00  0.00           C  
HETATM   32  H1  UNL     1       0.645   1.359   1.342  1.00  0.00           H  
HETATM   33  H2  UNL     1       1.460   2.792   0.734  1.00  0.00           H  
HETATM   34  H3  UNL     1       2.274   1.696   1.926  1.00  0.00           H  
HETATM   35  H4  UNL     1       2.513   1.648  -0.951  1.00  0.00           H  
HETATM   36  H5  UNL     1       1.298  -0.256  -1.681  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.215   0.957  -0.972  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.294   0.276   0.473  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.300  -1.796   2.062  1.00  0.00           H  
HETATM   40  H9  UNL     1      -1.638  -2.739   0.535  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.052  -0.353   1.745  1.00  0.00           H  
HETATM   42  H11 UNL     1      -3.646  -2.039   1.598  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.966  -0.218   2.064  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.724   1.502   2.356  1.00  0.00           H  
HETATM   45  H14 UNL     1      -6.737   2.137  -1.793  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.021   0.470  -2.097  1.00  0.00           H  
HETATM   47  H16 UNL     1      -3.284  -0.477  -2.276  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.667   0.763  -1.127  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.494  -2.058  -1.380  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.748  -0.535  -1.986  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.729  -0.946   2.200  1.00  0.00           H  
HETATM   52  H21 UNL     1       1.228  -2.369   1.275  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.835  -0.192   2.251  1.00  0.00           H  
HETATM   54  H23 UNL     1       3.328  -1.715   1.508  1.00  0.00           H  
HETATM   55  H24 UNL     1       3.123  -1.163  -3.105  1.00  0.00           H  
HETATM   56  H25 UNL     1       4.032   2.477   0.608  1.00  0.00           H  
HETATM   57  H26 UNL     1       6.297   3.218   0.618  1.00  0.00           H  
HETATM   58  H27 UNL     1       8.184   1.648   0.283  1.00  0.00           H  
HETATM   59  H28 UNL     1       7.758  -0.699  -0.037  1.00  0.00           H  
HETATM   60  H29 UNL     1       5.441  -1.521  -0.120  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   22   35
CONECT    3    4   36   37
CONECT    4    5   20
CONECT    5    6   19   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   11   18
CONECT    9   10   10   10
CONECT   11   12   12   17
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   16
CONECT   16   17   17   45
CONECT   17   46
CONECT   18   19   47   48
CONECT   19   49   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   26
CONECT   23   24   24   25
CONECT   25   55
CONECT   26   27   27   31
CONECT   27   28   56
CONECT   28   29   29   57
CONECT   29   30   58
CONECT   30   31   31   59
CONECT   31   60
END

HMDB0015238
     RDKit          3D
Levocabastine
 60 63  0  0  0  0  0  0  0  0999 V2000
    1.6641    1.7180    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    0.9595   -0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9838    0.2010   -0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.8323    0.1127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036   -0.7475    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -1.7404    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.2358    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7019   -0.9734   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -2.1663   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -3.1108   -1.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8348   -0.0015   -0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.3033    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    1.2476    1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    1.9188    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7921    2.8911    0.4776 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3486    1.6286   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    0.6771   -1.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -0.3457   -1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.9407   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -1.2389    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.8222    1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -0.1161    0.1622 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0915   -1.1230   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.2873   -0.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738   -0.7791   -2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350    0.3949    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917    1.7200    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    2.1720    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    1.2865    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9072   -0.0551    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884   -0.4701    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    1.3592    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.7919    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737    1.6959    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    1.6477   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -0.2562   -1.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.9574   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.2759    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005   -1.7957    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384   -2.7389    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3526    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -2.0386    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660   -0.2177    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7236    1.5018    2.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7374    2.1372   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    0.4699   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.4767   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6668    0.7627   -1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941   -2.0577   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.5352   -1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7293   -0.9458    2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -2.3689    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350   -0.1919    2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -1.7148    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233   -1.1633   -3.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    2.4772    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    3.2178    0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1841    1.6476    0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7579   -0.6993   -0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -1.5212   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 22  2  1  0
 31 26  1  0
 19  5  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Levocabastin	HMDB
Janssen brand OF levocabastine hydrochloride	HMDB
Levophta	HMDB
Livostin	HMDB
Chauvin brand OF levocabastine hydrochloride	HMDB
Iolab brand OF levocabastine hydrochloride	HMDB
Taxandria brand OF levocabastine hydrochloride	HMDB
Ciba vision brand OF levocabastine hydrochloride	HMDB
Winzer brand OF levocabastine hydrochloride	HMDB
Lévophta	HMDB
1-(4-Cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-4-phenyl-4-piperidinecarboxylic acid	HMDB
Bilina	HMDB
Esteve brand OF levocabastine hydrochloride	HMDB
Levocabastine hydrochloride	HMDB
Livocab	HMDB

Chemical Formula

C₂₆H₂₉FN₂O₂

Average Molecular Weight

420.5191

Monoisotopic Molecular Weight

420.221306387

IUPAC Name

(3S,4R)-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenylpiperidine-4-carboxylic acid

Traditional Name

livostin

CAS Registry Number

79516-68-0

SMILES

C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)C1CCC(CC1)(C#N)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C26H29FN2O2/c1-19-17-29(16-15-26(19,24(30)31)21-5-3-2-4-6-21)23-11-13-25(18-28,14-12-23)20-7-9-22(27)10-8-20/h2-10,19,23H,11-17H2,1H3,(H,30,31)/t19-,23?,25?,26-/m1/s1

InChI Key

ZCGOMHNNNFPNMX-YHYDXASRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
Piperidinecarboxylic acid
Cyclohexylamine
Fluorobenzene
Aralkylamine
Halobenzene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organohalogen compound
Organofluoride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015238)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Levocabastine H1-Antihistamine Action (PathBank: SMP0060224)

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	0.0035 g/L	Not Available
LogP	5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	4.56	ALOGPS
logP	2.5	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	10.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.48 m³·mol⁻¹	ChemAxon
Polarizability	45.72 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	200.166	30932474
DeepCCS	[M-H]-	197.77	30932474
DeepCCS	[M-2H]-	230.73	30932474
DeepCCS	[M+Na]+	206.078	30932474
AllCCS	[M+H]+	203.1	32859911
AllCCS	[M+H-H2O]+	200.9	32859911
AllCCS	[M+NH4]+	205.1	32859911
AllCCS	[M+Na]+	205.7	32859911
AllCCS	[M-H]-	199.6	32859911
AllCCS	[M+Na-2H]-	200.1	32859911
AllCCS	[M+HCOO]-	200.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Levocabastine	C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)C1CCC(CC1)(C#N)C1=CC=C(F)C=C1	3380.0	Standard polar	33892256
Levocabastine	C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)C1CCC(CC1)(C#N)C1=CC=C(F)C=C1	3138.6	Standard non polar	33892256
Levocabastine	C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)C1CCC(CC1)(C#N)C1=CC=C(F)C=C1	3297.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levocabastine,1TMS,isomer #1	C[C@@H]1CN(C2CCC(C#N)(C3=CC=C(F)C=C3)CC2)CC[C@]1(C(=O)O[Si](C)(C)C)C1=CC=CC=C1	3216.0	Semi standard non polar	33892256
Levocabastine,1TBDMS,isomer #1	C[C@@H]1CN(C2CCC(C#N)(C3=CC=C(F)C=C3)CC2)CC[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3447.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levocabastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0nor-0393000000-00c0fb780847eb3dd8bb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levocabastine GC-MS (1 TMS) - 70eV, Positive	splash10-0h7r-6589500000-f3a6f8f938cff8f4e96a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levocabastine 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 - Levocabastine 10V, Positive-QTOF	splash10-0fk9-0003900000-0b79559bda24ac73ec41	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 20V, Positive-QTOF	splash10-0udi-0039400000-c04e7d9229e151fac6d5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 40V, Positive-QTOF	splash10-0f79-1953000000-aef9dee6d7cd7c634db7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 10V, Negative-QTOF	splash10-014i-0004900000-2448e658dba387fcbf77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 20V, Negative-QTOF	splash10-00or-1149500000-882dcea81bf463506602	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 40V, Negative-QTOF	splash10-004i-9464000000-dd3fdc0b25017c377003	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 10V, Positive-QTOF	splash10-00di-0002900000-2fc0d26716f97a2daa0e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 20V, Positive-QTOF	splash10-0092-0019200000-472a4f86426c934fdf22	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 40V, Positive-QTOF	splash10-0mu9-0953100000-c679beefcfb651fb43c7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 10V, Negative-QTOF	splash10-004j-0009100000-571b332aac09e90c394b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 20V, Negative-QTOF	splash10-004i-0009000000-35c1e4dbaf1a28145c98	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocabastine 40V, Negative-QTOF	splash10-00dj-0529100000-82b5b48558f6f4ea7701	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
Levocabastine 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 DB01106	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01106	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

49123

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levocabastine

METLIN ID

Not Available

PubChem Compound

54385

PDB ID

Not Available

ChEBI ID

654467

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

Enzymes

Enzyme Details

1. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Sugimoto Y, Iba Y, Ishizawa K, Suzuki G, Kamei C: Effects of levocabastine on lipid mediator release from guinea pig lung fragments. Acta Med Okayama. 1999 Dec;53(6):271-4. [PubMed:10631382 ]
Chalon P, Vita N, Kaghad M, Guillemot M, Bonnin J, Delpech B, Le Fur G, Ferrara P, Caput D: Molecular cloning of a levocabastine-sensitive neurotensin binding site. FEBS Lett. 1996 May 20;386(2-3):91-4. [PubMed:8647296 ]
Yamada M, Yamada M, Lombet A, Forgez P, Rostene W: Distinct functional characteristics of levocabastine sensitive rat neurotensin NT2 receptor expressed in Chinese hamster ovary cells. Life Sci. 1998;62(23):PL 375-80. [PubMed:9627096 ]
Betancur C, Canton M, Burgos A, Labeeuw B, Gully D, Rostene W, Pelaprat D: Characterization of binding sites of a new neurotensin receptor antagonist, [3H]SR 142948A, in the rat brain. Eur J Pharmacol. 1998 Feb 5;343(1):67-77. [PubMed:9551716 ]
Akiyoshi M, Shigeoka T, Torii S, Maki E, Enomoto S, Takahashi H, Hirano F: [Pharmacological and clinical properties of levocabastine hydrochloride (eye drop and nasal spray), a selective H1 antagonist]. Nihon Yakurigaku Zasshi. 2002 Mar;119(3):175-84. [PubMed:11915520 ]

Enzyme Details

2. Neurotensin receptor type 2

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for the tridecapeptide neurotensin. It is associated with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: NTSR2
Uniprot ID:: O95665
Molecular weight:: 45412.7

References

Richard F, Barroso S, Martinez J, Labbe-Jullie C, Kitabgi P: Agonism, inverse agonism, and neutral antagonism at the constitutively active human neurotensin receptor 2. Mol Pharmacol. 2001 Dec;60(6):1392-8. [PubMed:11723247 ]
Chalon P, Vita N, Kaghad M, Guillemot M, Bonnin J, Delpech B, Le Fur G, Ferrara P, Caput D: Molecular cloning of a levocabastine-sensitive neurotensin binding site. FEBS Lett. 1996 May 20;386(2-3):91-4. [PubMed:8647296 ]
Botto JM, Guillemare E, Vincent JP, Mazella J: Effects of SR 48692 on neurotensin-induced calcium-activated chloride currents in the Xenopus oocyte expression system: agonist-like activity on the levocabastine-sensitive neurotensin receptor and absence of antagonist effect on the levocabastine insensitive neurotensin receptor. Neurosci Lett. 1997 Feb 28;223(3):193-6. [PubMed:9080465 ]

Showing metabocard for Levocabastine (HMDB0015238)

MOL for HMDB0015238 (Levocabastine)

3D MOL for HMDB0015238 (Levocabastine)

3D SDF for HMDB0015238 (Levocabastine)

3D-SDF for HMDB0015238 (Levocabastine)

PDB for HMDB0015238 (Levocabastine)

3D PDB for HMDB0015238 (Levocabastine)

SMILES for HMDB0015238 (Levocabastine)

INCHI for HMDB0015238 (Levocabastine)

Structure for HMDB0015238 (Levocabastine)

3D Structure for HMDB0015238 (Levocabastine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References