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enzymes (4) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014388

Secondary Accession Numbers

HMDB14388

Metabolite Identification

Common Name

Ranolazine

Description

Ranolazine is only found in individuals that have used or taken this drug. It is an antianginal medication. On January 31, 2006, ranolazine was approved for use in the United States by the FDA for the treatment of chronic angina. [Wikipedia ]The mechanism of action of ranolazine is unknown. It does not increase the rate-pressure product, a measure of myocardial work, at maximal exercise. In vitro studies suggest that ranolazine is a P-gp inhibitor. Ranolazine is believed to have its effects via altering the trans-cellular late sodium current. It is by altering the intracellular sodium level that ranolazine affects the sodium-dependent calcium channels during myocardial ischemia. Thus, ranolazine indirectly prevents the calcium overload that causes cardiac ischemia.

Structure

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

243
  Mrv0541 02231214322D          

 31 33  0  0  1  0            999 V2000
    5.9370    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 15  1  0  0  0  0
  2 18  1  0  0  0  0
  3 16  2  0  0  0  0
  4 23  1  0  0  0  0
  4 31  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  7 16  1  0  0  0  0
  7 17  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 18 26  2  0  0  0  0
 19 21  1  0  0  0  0
 19 24  1  0  0  0  0
 20 22  2  0  0  0  0
 20 25  1  0  0  0  0
 21 27  2  0  0  0  0
 22 27  1  0  0  0  0
 23 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

HMDB0014388
     RDKit          3D
Ranolazine
 64 66  0  0  0  0  0  0  0  0999 V2000
    6.2152   -2.1419    2.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8131   -1.3799    1.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6180   -0.7344    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9981   -0.7478    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7489   -0.0642   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    0.6350   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735    0.6453   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0061   -0.0257   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -0.0157   -0.1789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.7047   -1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    0.5868   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2980   -2.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.2528    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    1.3971    0.5589 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2385    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303    0.4261    0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.0793   -0.4869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466    0.2537   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3225   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1563   -1.0855   -2.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521   -0.1108   -0.0872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7227   -0.6915    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8909   -1.9066    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -2.6308    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1357   -2.4799    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2498   -1.8187    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771   -0.6022   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8442   -0.0236   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6624    1.2841   -1.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    2.1733   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.4801   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.9914    3.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0226   -3.2260    2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420   -1.8035    3.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886   -1.2840    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8353   -0.0978    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    1.1467   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.1794   -1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    0.3986   -2.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250    1.7934   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947   -0.4586   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663    1.0734   -2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.6359    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656    2.2704    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232   -0.1390    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -0.5616    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.5790    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    0.9978    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -0.6005   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015    0.8368   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576    0.5133    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -3.1494    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0112   -1.8379    1.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420   -3.2794    2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2278   -3.4348    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459   -2.2465    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.0887   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203    1.8731   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6302    1.1725   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5848    1.8776   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.9536   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    3.1291   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425    3.2108    0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    3.0426   -0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 17 30  1  0
 30 31  1  0
  8  3  1  0
 31 14  1  0
 28 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
M  END

243
  Mrv0541 02231214322D          

 31 33  0  0  1  0            999 V2000
    5.9370    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 15  1  0  0  0  0
  2 18  1  0  0  0  0
  3 16  2  0  0  0  0
  4 23  1  0  0  0  0
  4 31  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  7 16  1  0  0  0  0
  7 17  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 18 26  2  0  0  0  0
 19 21  1  0  0  0  0
 19 24  1  0  0  0  0
 20 22  2  0  0  0  0
 20 25  1  0  0  0  0
 21 27  2  0  0  0  0
 22 27  1  0  0  0  0
 23 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014388

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C24H33N3O4/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3/h4-10,20,28H,11-17H2,1-3H3,(H,25,29)

> <INCHI_KEY>
XKLMZUWKNUAPSZ-UHFFFAOYSA-N

> <FORMULA>
C24H33N3O4

> <MOLECULAR_WEIGHT>
427.5365

> <EXACT_MASS>
427.247106559

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.21813650301277

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
2.832460428666666

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.254038357245086

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.600030535011875

> <JCHEM_PKA_STRONGEST_BASIC>
7.165346303523951

> <JCHEM_POLAR_SURFACE_AREA>
74.27000000000001

> <JCHEM_REFRACTIVITY>
123.46040000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ranolazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014388
     RDKit          3D
Ranolazine
 64 66  0  0  0  0  0  0  0  0999 V2000
    6.2152   -2.1419    2.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8131   -1.3799    1.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6180   -0.7344    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9981   -0.7478    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7489   -0.0642   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    0.6350   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735    0.6453   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0061   -0.0257   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -0.0157   -0.1789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.7047   -1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    0.5868   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2980   -2.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.2528    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    1.3971    0.5589 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2385    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303    0.4261    0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.0793   -0.4869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466    0.2537   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3225   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1563   -1.0855   -2.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521   -0.1108   -0.0872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7227   -0.6915    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8909   -1.9066    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -2.6308    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1357   -2.4799    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2498   -1.8187    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771   -0.6022   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8442   -0.0236   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6624    1.2841   -1.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    2.1733   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.4801   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.9914    3.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0226   -3.2260    2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420   -1.8035    3.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886   -1.2840    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8353   -0.0978    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    1.1467   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.1794   -1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    0.3986   -2.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250    1.7934   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947   -0.4586   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663    1.0734   -2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.6359    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656    2.2704    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232   -0.1390    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -0.5616    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.5790    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    0.9978    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -0.6005   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015    0.8368   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576    0.5133    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -3.1494    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0112   -1.8379    1.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420   -3.2794    2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2278   -3.4348    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459   -2.2465    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.0887   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203    1.8731   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6302    1.1725   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5848    1.8776   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.9536   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    3.1291   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425    3.2108    0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    3.0426   -0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 17 30  1  0
 30 31  1  0
  8  3  1  0
 31 14  1  0
 28 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 243                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.082   3.850   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.750   5.390   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.415  -3.850   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.417   3.850   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      11.082   0.770   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.415  -0.770   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.748  -3.850   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      11.082  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.416   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.416   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.750   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.748  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.083   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.417   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.415  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.083   7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.748  -8.470   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.751   6.160   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.417   8.470   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.751   7.700   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.751   3.080   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   15   18                                                       
CONECT    3   16                                                            
CONECT    4   23   31                                                       
CONECT    5    8    9   12                                                  
CONECT    6   10   11   13                                                  
CONECT    7   16   17                                                       
CONECT    8    5   10                                                       
CONECT    9    5   11                                                       
CONECT   10    6    8                                                       
CONECT   11    6    9                                                       
CONECT   12    5   14                                                       
CONECT   13    6   16                                                       
CONECT   14    1   12   15                                                  
CONECT   15    2   14                                                       
CONECT   16    3    7   13                                                  
CONECT   17    7   19   20                                                  
CONECT   18    2   23   26                                                  
CONECT   19   17   21   24                                                  
CONECT   20   17   22   25                                                  
CONECT   21   19   27                                                       
CONECT   22   20   27                                                       
CONECT   23    4   18   28                                                  
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   18   29                                                       
CONECT   27   21   22                                                       
CONECT   28   23   30                                                       
CONECT   29   26   30                                                       
CONECT   30   28   29                                                       
CONECT   31    4                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0014388
HETATM    1  C1  UNL     1       6.215  -2.142   2.888  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.813  -1.380   1.793  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.618  -0.734   0.885  1.00  0.00           C  
HETATM    4  C3  UNL     1       7.998  -0.748   0.928  1.00  0.00           C  
HETATM    5  C4  UNL     1       8.749  -0.064  -0.036  1.00  0.00           C  
HETATM    6  C5  UNL     1       8.143   0.635  -1.047  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.774   0.645  -1.087  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.006  -0.026  -0.141  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.622  -0.016  -0.179  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.011   0.705  -1.231  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.496   0.587  -1.048  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.945   1.298  -2.115  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.188   1.253   0.259  1.00  0.00           C  
HETATM   14  N1  UNL     1       0.819   1.397   0.559  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.058   0.239   0.837  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.430   0.426   0.710  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.808   1.079  -0.487  1.00  0.00           N  
HETATM   18  C13 UNL     1      -2.347   0.254  -1.498  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.663  -0.323  -1.245  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.156  -1.086  -2.140  1.00  0.00           O  
HETATM   21  N3  UNL     1      -4.452  -0.111  -0.087  1.00  0.00           N  
HETATM   22  C15 UNL     1      -5.723  -0.692   0.114  1.00  0.00           C  
HETATM   23  C16 UNL     1      -5.891  -1.907   0.758  1.00  0.00           C  
HETATM   24  C17 UNL     1      -4.681  -2.631   1.266  1.00  0.00           C  
HETATM   25  C18 UNL     1      -7.136  -2.480   0.954  1.00  0.00           C  
HETATM   26  C19 UNL     1      -8.250  -1.819   0.492  1.00  0.00           C  
HETATM   27  C20 UNL     1      -8.077  -0.602  -0.153  1.00  0.00           C  
HETATM   28  C21 UNL     1      -6.844  -0.024  -0.352  1.00  0.00           C  
HETATM   29  C22 UNL     1      -6.662   1.284  -1.046  1.00  0.00           C  
HETATM   30  C23 UNL     1      -1.021   2.173  -0.916  1.00  0.00           C  
HETATM   31  C24 UNL     1       0.146   2.480  -0.061  1.00  0.00           C  
HETATM   32  H1  UNL     1       7.283  -1.991   3.168  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.023  -3.226   2.800  1.00  0.00           H  
HETATM   34  H3  UNL     1       5.642  -1.804   3.788  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.489  -1.284   1.703  1.00  0.00           H  
HETATM   36  H5  UNL     1       9.835  -0.098   0.033  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.760   1.147  -1.767  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.236   1.179  -1.862  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.316   0.399  -2.232  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.225   1.793  -1.024  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.195  -0.459  -1.013  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.366   1.073  -2.979  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.667   0.636   1.058  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.666   2.270   0.314  1.00  0.00           H  
HETATM   45  H14 UNL     1       0.323  -0.139   1.846  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.343  -0.562   0.125  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.942  -0.579   0.729  1.00  0.00           H  
HETATM   48  H17 UNL     1      -1.791   0.998   1.587  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.629  -0.600  -1.682  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.301   0.837  -2.466  1.00  0.00           H  
HETATM   51  H20 UNL     1      -4.058   0.513   0.643  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.131  -3.149   0.481  1.00  0.00           H  
HETATM   53  H22 UNL     1      -4.011  -1.838   1.679  1.00  0.00           H  
HETATM   54  H23 UNL     1      -4.942  -3.279   2.129  1.00  0.00           H  
HETATM   55  H24 UNL     1      -7.228  -3.435   1.466  1.00  0.00           H  
HETATM   56  H25 UNL     1      -9.246  -2.246   0.633  1.00  0.00           H  
HETATM   57  H26 UNL     1      -8.958  -0.089  -0.514  1.00  0.00           H  
HETATM   58  H27 UNL     1      -5.820   1.873  -0.633  1.00  0.00           H  
HETATM   59  H28 UNL     1      -6.630   1.172  -2.152  1.00  0.00           H  
HETATM   60  H29 UNL     1      -7.585   1.878  -0.831  1.00  0.00           H  
HETATM   61  H30 UNL     1      -0.709   1.954  -1.982  1.00  0.00           H  
HETATM   62  H31 UNL     1      -1.607   3.129  -1.032  1.00  0.00           H  
HETATM   63  H32 UNL     1      -0.142   3.211   0.745  1.00  0.00           H  
HETATM   64  H33 UNL     1       0.903   3.043  -0.675  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   35
CONECT    5    6    6   36
CONECT    6    7   37
CONECT    7    8    8   38
CONECT    8    9
CONECT    9   10
CONECT   10   11   39   40
CONECT   11   12   13   41
CONECT   12   42
CONECT   13   14   43   44
CONECT   14   15   31
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   30
CONECT   18   19   49   50
CONECT   19   20   20   21
CONECT   21   22   51
CONECT   22   23   23   28
CONECT   23   24   25
CONECT   24   52   53   54
CONECT   25   26   26   55
CONECT   26   27   56
CONECT   27   28   28   57
CONECT   28   29
CONECT   29   58   59   60
CONECT   30   31   61   62
CONECT   31   63   64
END

HMDB0014388
     RDKit          3D
Ranolazine
 64 66  0  0  0  0  0  0  0  0999 V2000
    6.2152   -2.1419    2.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8131   -1.3799    1.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6180   -0.7344    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9981   -0.7478    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7489   -0.0642   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    0.6350   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735    0.6453   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0061   -0.0257   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -0.0157   -0.1789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.7047   -1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    0.5868   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2980   -2.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.2528    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    1.3971    0.5589 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2385    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303    0.4261    0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.0793   -0.4869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466    0.2537   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3225   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1563   -1.0855   -2.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521   -0.1108   -0.0872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7227   -0.6915    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8909   -1.9066    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -2.6308    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1357   -2.4799    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2498   -1.8187    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771   -0.6022   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8442   -0.0236   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6624    1.2841   -1.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    2.1733   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.4801   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.9914    3.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0226   -3.2260    2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420   -1.8035    3.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886   -1.2840    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8353   -0.0978    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    1.1467   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.1794   -1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    0.3986   -2.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250    1.7934   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947   -0.4586   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663    1.0734   -2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.6359    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656    2.2704    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232   -0.1390    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -0.5616    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.5790    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    0.9978    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -0.6005   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015    0.8368   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576    0.5133    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -3.1494    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0112   -1.8379    1.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420   -3.2794    2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2278   -3.4348    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459   -2.2465    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.0887   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203    1.8731   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6302    1.1725   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5848    1.8776   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.9536   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    3.1291   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425    3.2108    0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    3.0426   -0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 17 30  1  0
 30 31  1  0
  8  3  1  0
 31 14  1  0
 28 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ranexa	Kegg
(-)-Ranolazine	HMDB
Ranolazine 2HCL	HMDB
HCL, Ranolazine	MeSH, HMDB
Hydrochloride, ranolazine	MeSH, HMDB
Ranolazine hydrochloride	MeSH, HMDB
Renolazine	MeSH, HMDB
Dihydrochloride, ranolazine	MeSH, HMDB
Ranolazine dihydrochloride	MeSH, HMDB
Ranolazine HCL	MeSH, HMDB
N-(2,6-Dimethylphenyl)-4-(2-hydroxy-3-(2-methoxyphenoxy)propyl)-1-piperazineacetamide	MeSH, HMDB
Ranolazine	MeSH

Chemical Formula

C₂₄H₃₃N₃O₄

Average Molecular Weight

427.5365

Monoisotopic Molecular Weight

427.247106559

IUPAC Name

N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide

Traditional Name

ranolazine

CAS Registry Number

142387-99-3

SMILES

COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1

InChI Identifier

InChI=1S/C24H33N3O4/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3/h4-10,20,28H,11-17H2,1-3H3,(H,25,29)

InChI Key

XKLMZUWKNUAPSZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
M-xylene
Xylene
Methoxybenzene
Alkyl aryl ether
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Azacycle
Ether
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Amine
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:87690 )
secondary alcohol (CHEBI:87690 )
aromatic amide (CHEBI:87690 )
N-alkylpiperazine (CHEBI:87690 )
monomethoxybenzene (CHEBI:87690 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014388)

Process

Not Available

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	0.11 g/L	Not Available
LogP	1.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	205.153	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000762

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.08	ALOGPS
logP	2.83	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	7.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.27 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	123.46 m³·mol⁻¹	ChemAxon
Polarizability	47.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.024	31661259
DarkChem	[M-H]-	200.902	31661259
DeepCCS	[M+H]+	196.729	30932474
DeepCCS	[M-H]-	194.37	30932474
DeepCCS	[M-2H]-	228.587	30932474
DeepCCS	[M+Na]+	203.815	30932474
AllCCS	[M+H]+	206.3	32859911
AllCCS	[M+H-H2O]+	204.0	32859911
AllCCS	[M+NH4]+	208.4	32859911
AllCCS	[M+Na]+	209.0	32859911
AllCCS	[M-H]-	204.0	32859911
AllCCS	[M+Na-2H]-	204.7	32859911
AllCCS	[M+HCOO]-	205.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ranolazine	COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1	3927.1	Standard polar	33892256
Ranolazine	COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1	3445.6	Standard non polar	33892256
Ranolazine	COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1	3551.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ranolazine,1TMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1)O[Si](C)(C)C	3469.8	Semi standard non polar	33892256
Ranolazine,1TMS,isomer #2	COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C)CC1	3294.0	Semi standard non polar	33892256
Ranolazine,2TMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C)CC1)O[Si](C)(C)C	3289.2	Semi standard non polar	33892256
Ranolazine,2TMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C)CC1)O[Si](C)(C)C	3148.9	Standard non polar	33892256
Ranolazine,2TMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C)CC1)O[Si](C)(C)C	4361.4	Standard polar	33892256
Ranolazine,1TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1)O[Si](C)(C)C(C)(C)C	3691.9	Semi standard non polar	33892256
Ranolazine,1TBDMS,isomer #2	COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C(C)(C)C)CC1	3500.2	Semi standard non polar	33892256
Ranolazine,2TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	3670.5	Semi standard non polar	33892256
Ranolazine,2TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	3520.6	Standard non polar	33892256
Ranolazine,2TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN1CCN(CC(=O)N(C2=C(C)C=CC=C2C)[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	4426.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0960000000-fec44fb0c944059ff910	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-3955300000-205c596ad90919eac144	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranolazine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine LC-ESI-qTof , Positive-QTOF	splash10-0udi-0010900000-41c6c10d624710416f8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine , positive-QTOF	splash10-0udi-0010900000-41c6c10d624710416f8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine , positive-QTOF	splash10-004i-1321900000-58e490b47155b2267ecc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine , positive-QTOF	splash10-004i-1320900000-9a6cdfcd606e98d38452	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine , positive-QTOF	splash10-004i-0320900000-ab04122e7d0d6e7c3690	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine , positive-QTOF	splash10-004i-5951300000-885e790d3cd4d8746c02	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine 35V, Negative-QTOF	splash10-001i-0190000000-6319b1c775f27bd8c8ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranolazine 35V, Positive-QTOF	splash10-004i-1240900000-d3069ce6b5d688a4783b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 10V, Positive-QTOF	splash10-004i-0590200000-2f0530ce2db07c01dbb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 20V, Positive-QTOF	splash10-0200-1950000000-1147b10f00f99b50c828	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 40V, Positive-QTOF	splash10-03di-1900000000-74fa7798b15582c216e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 10V, Negative-QTOF	splash10-00b9-0710900000-09291e56b9aef129f871	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 20V, Negative-QTOF	splash10-05fr-1900000000-9ca0fb6599e918e85e84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 40V, Negative-QTOF	splash10-0ab9-3900000000-b5af33130090f877b66a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 10V, Negative-QTOF	splash10-00b9-0884900000-f03ddc85c7181df22475	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 20V, Negative-QTOF	splash10-001r-0952100000-7af7dd6f35711dc59695	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 40V, Negative-QTOF	splash10-059g-1941200000-b2780a3ccbe1bf73d1a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 10V, Positive-QTOF	splash10-004i-0005900000-1f0abdb439637a86f826	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 20V, Positive-QTOF	splash10-0fk9-0539100000-5f686a8e215943300bbf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranolazine 40V, Positive-QTOF	splash10-06xy-2920100000-25b7bdd69da447f08293	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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 DB00243	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00243	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00243

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

51354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ranolazine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

87690

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

Hale SL, Kloner RA: Ranolazine, an inhibitor of the late sodium channel current, reduces postischemic myocardial dysfunction in the rabbit. J Cardiovasc Pharmacol Ther. 2006 Dec;11(4):249-55. [PubMed:17220471 ]
Chaitman BR, Pepine CJ, Parker JO, Skopal J, Chumakova G, Kuch J, Wang W, Skettino SL, Wolff AA: Effects of ranolazine with atenolol, amlodipine, or diltiazem on exercise tolerance and angina frequency in patients with severe chronic angina: a randomized controlled trial. JAMA. 2004 Jan 21;291(3):309-16. [PubMed:14734593 ]
Stone PH, Gratsiansky NA, Blokhin A, Huang IZ, Meng L: Antianginal efficacy of ranolazine when added to treatment with amlodipine: the ERICA (Efficacy of Ranolazine in Chronic Angina) trial. J Am Coll Cardiol. 2006 Aug 1;48(3):566-75. Epub 2006 Jun 15. [PubMed:16875985 ]
Fraser H, Belardinelli L, Wang L, Light PE, McVeigh JJ, Clanachan AS: Ranolazine decreases diastolic calcium accumulation caused by ATX-II or ischemia in rat hearts. J Mol Cell Cardiol. 2006 Dec;41(6):1031-8. Epub 2006 Oct 5. [PubMed:17027025 ]
Morrow DA, Scirica BM, Karwatowska-Prokopczuk E, Murphy SA, Budaj A, Varshavsky S, Wolff AA, Skene A, McCabe CH, Braunwald E: Effects of ranolazine on recurrent cardiovascular events in patients with non-ST-elevation acute coronary syndromes: the MERLIN-TIMI 36 randomized trial. JAMA. 2007 Apr 25;297(16):1775-83. [PubMed:17456819 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

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

Enzyme Details

3. Sodium channel protein type 5 subunit alpha

General function:: Involved in ion channel activity
Specific function:: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-resistant Na(+) channel isoform. This channel is responsible for the initial upstroke of the action potential in the electrocardiogram
Gene Name:: SCN5A
Uniprot ID:: Q14524
Molecular weight:: 226937.5

References

Hale SL, Kloner RA: Ranolazine, an inhibitor of the late sodium channel current, reduces postischemic myocardial dysfunction in the rabbit. J Cardiovasc Pharmacol Ther. 2006 Dec;11(4):249-55. [PubMed:17220471 ]
Rajamani S, Shryock JC, Belardinelli L: Block of tetrodotoxin-sensitive, Na(V)1.7 and tetrodotoxin-resistant, Na(V)1.8, Na+ channels by ranolazine. Channels (Austin). 2008 Nov-Dec;2(6):449-60. Epub 2008 Nov 7. [PubMed:19077543 ]

Enzyme Details

4. Sodium channel protein type 9 subunit alpha

General function:: Involved in ion channel activity
Specific function:: Mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-sensitive Na(+) channel isoform. Plays a role in pain mechanisms, especially in the development of inflammatory pain
Gene Name:: SCN9A
Uniprot ID:: Q15858
Molecular weight:: 226340.1

References

Rajamani S, Shryock JC, Belardinelli L: Block of tetrodotoxin-sensitive, Na(V)1.7 and tetrodotoxin-resistant, Na(V)1.8, Na+ channels by ranolazine. Channels (Austin). 2008 Nov-Dec;2(6):449-60. Epub 2008 Nov 7. [PubMed:19077543 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Ranolazine (HMDB0014388)

MOL for HMDB0014388 (Ranolazine)

3D MOL for HMDB0014388 (Ranolazine)

3D SDF for HMDB0014388 (Ranolazine)

3D-SDF for HMDB0014388 (Ranolazine)

PDB for HMDB0014388 (Ranolazine)

3D PDB for HMDB0014388 (Ranolazine)

SMILES for HMDB0014388 (Ranolazine)

INCHI for HMDB0014388 (Ranolazine)

Structure for HMDB0014388 (Ranolazine)

3D Structure for HMDB0014388 (Ranolazine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References