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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (3) Show 4 proteins XML

enzymes (1)transporters (3) 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

HMDB0014420

Secondary Accession Numbers

HMDB14420

Metabolite Identification

Common Name

Olmesartan

Description

Olmesartan, also known as DE-092, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. In humans, olmesartan is involved in the olmesartan action pathway. Olmesartan is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Olmesartan.

Structure

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


  Mrv0541 04191212112D          

 33 36  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    2.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    2.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    5.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    5.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3 14  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
  4  5  1  0  0  0  0
  5 17  2  0  0  0  0
  5  6  1  0  0  0  0
  6 15  1  0  0  0  0
 18  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 21 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 29  1  0  0  0  0
 29 25  2  0  0  0  0
 25 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 28  1  0  0  0  0
 26 27  2  0  0  0  0
 29 30  1  0  0  0  0
 30 33  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0014420
     RDKit          3D
Olmesartan
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.2732    3.1196   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    3.2761    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8937    2.4170   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143    0.9873   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3404    0.5378    0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -0.8021    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762   -1.6565    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490   -0.7205    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -2.1945   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -2.6426    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -1.1655   -0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587   -2.5412   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -2.8024   -1.8879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -3.5761   -0.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -0.0556   -1.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381   -0.0115   -1.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    0.0170   -1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.0102   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -0.8772    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2363    0.3241    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.4906    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813    1.2671    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    1.4421    2.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7913    0.8402    2.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7884    0.0935    1.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6449   -0.0995    0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678   -0.8482   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -1.6576   -0.9584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -2.2634   -2.1216 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -1.8711   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -1.0158   -1.7871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    1.3565   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.2331   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708    2.7372   -1.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8504    2.4007    0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    4.0884   -0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.9412    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    4.3347    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793    2.5942   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    2.7352   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212   -0.3531    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -1.2134    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846    0.1382    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647   -1.6436   -0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -3.2769   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9811   -1.9864   -1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -3.4154    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4288   -4.4288   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.9644   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.7802   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.9691   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9769   -1.6937    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430    1.7210    2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583    2.0512    3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6737    0.9772    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7123   -0.3800    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -0.5506   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665    2.3119   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0669    2.1052   -1.6495 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 26 21  1  0
 31 27  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 14 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 19 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END


  Mrv0541 04191212112D          

 33 36  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    2.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    2.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    5.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    5.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3 14  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
  4  5  1  0  0  0  0
  5 17  2  0  0  0  0
  5  6  1  0  0  0  0
  6 15  1  0  0  0  0
 18  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 21 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 29  1  0  0  0  0
 29 25  2  0  0  0  0
 25 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 28  1  0  0  0  0
 26 27  2  0  0  0  0
 29 30  1  0  0  0  0
 30 33  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014420

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26N6O3/c1-4-7-19-25-21(24(2,3)33)20(23(31)32)30(19)14-15-10-12-16(13-11-15)17-8-5-6-9-18(17)22-26-28-29-27-22/h5-6,8-13,33H,4,7,14H2,1-3H3,(H,31,32)(H,26,27,28,29)

> <INCHI_KEY>
VTRAEEWXHOVJFV-UHFFFAOYSA-N

> <FORMULA>
C24H26N6O3

> <MOLECULAR_WEIGHT>
446.5016

> <EXACT_MASS>
446.206638728

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
47.46109228955917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-hydroxypropan-2-yl)-2-propyl-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carboxylic acid

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
2.1421836780318553

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.960543714059866

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9103581952252084

> <JCHEM_PKA_STRONGEST_BASIC>
5.5694484713200865

> <JCHEM_POLAR_SURFACE_AREA>
129.81

> <JCHEM_REFRACTIVITY>
137.3237

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
olmesartan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014420
     RDKit          3D
Olmesartan
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.2732    3.1196   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    3.2761    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8937    2.4170   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143    0.9873   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3404    0.5378    0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -0.8021    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762   -1.6565    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490   -0.7205    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -2.1945   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -2.6426    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -1.1655   -0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587   -2.5412   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -2.8024   -1.8879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -3.5761   -0.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -0.0556   -1.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381   -0.0115   -1.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    0.0170   -1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.0102   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -0.8772    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2363    0.3241    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.4906    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813    1.2671    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    1.4421    2.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7913    0.8402    2.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7884    0.0935    1.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6449   -0.0995    0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678   -0.8482   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -1.6576   -0.9584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -2.2634   -2.1216 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -1.8711   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -1.0158   -1.7871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    1.3565   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.2331   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708    2.7372   -1.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8504    2.4007    0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    4.0884   -0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.9412    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    4.3347    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793    2.5942   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    2.7352   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212   -0.3531    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -1.2134    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846    0.1382    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647   -1.6436   -0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -3.2769   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9811   -1.9864   -1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -3.4154    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4288   -4.4288   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.9644   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.7802   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.9691   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9769   -1.6937    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430    1.7210    2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583    2.0512    3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6737    0.9772    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7123   -0.3800    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -0.5506   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665    2.3119   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0669    2.1052   -1.6495 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 26 21  1  0
 31 27  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 14 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 19 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.334   0.770   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -2.798   1.246   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -3.703   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -2.798  -1.246   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.132   5.684   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.037   6.930   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       4.608   4.219   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.114   3.899   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.590   2.435   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.132   8.176   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.608   9.641   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.577  10.785   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.114   9.961   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.084  11.105   0.000  0.00  0.00           O+0
CONECT    1    8    2                                                       
CONECT    2    1    9    3                                                  
CONECT    3    2   14    4                                                  
CONECT    4    3   11    5                                                  
CONECT    5    4   17    6                                                  
CONECT    6    5   15                                                       
CONECT    7   18    8   10                                                  
CONECT    8    1    7                                                       
CONECT    9    2   10                                                       
CONECT   10    7    9                                                       
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    3   13                                                       
CONECT   15    6   16                                                       
CONECT   16   15   17                                                       
CONECT   17    5   16                                                       
CONECT   18    7   21                                                       
CONECT   19   20   21   22                                                  
CONECT   20   19   29                                                       
CONECT   21   18   19   25                                                  
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   29   21   26                                                  
CONECT   26   25   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   20   25   30                                                  
CONECT   30   29   33   31   32                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0014420
HETATM    1  C1  UNL     1      -4.273   3.120  -0.214  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.861   3.276   0.288  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.894   2.417  -0.538  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.314   0.987  -0.410  1.00  0.00           C  
HETATM    5  N1  UNL     1      -3.340   0.538   0.324  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.441  -0.802   0.207  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.476  -1.657   0.858  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.349  -0.721   1.699  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.378  -2.195  -0.218  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.922  -2.643   1.669  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.404  -1.166  -0.654  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.159  -2.541  -1.049  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.228  -2.802  -1.888  1.00  0.00           O  
HETATM   14  O3  UNL     1      -2.915  -3.576  -0.532  1.00  0.00           O  
HETATM   15  N2  UNL     1      -1.711  -0.056  -1.030  1.00  0.00           N  
HETATM   16  C11 UNL     1      -0.538  -0.012  -1.875  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.740   0.017  -1.126  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.310  -1.010  -0.449  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.537  -0.877   0.208  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.236   0.324   0.200  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.491   0.491   0.894  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.481   1.267   2.071  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.608   1.442   2.843  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.791   0.840   2.461  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.788   0.093   1.323  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.645  -0.099   0.512  1.00  0.00           C  
HETATM   27  C22 UNL     1       5.768  -0.848  -0.715  1.00  0.00           C  
HETATM   28  N3  UNL     1       6.853  -1.658  -0.958  1.00  0.00           N  
HETATM   29  N4  UNL     1       6.720  -2.263  -2.122  1.00  0.00           N  
HETATM   30  N5  UNL     1       5.589  -1.871  -2.634  1.00  0.00           N  
HETATM   31  N6  UNL     1       5.012  -1.016  -1.787  1.00  0.00           N  
HETATM   32  C23 UNL     1       2.642   1.357  -0.492  1.00  0.00           C  
HETATM   33  C24 UNL     1       1.442   1.233  -1.137  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.271   2.737  -1.277  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.850   2.401   0.404  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.832   4.088  -0.206  1.00  0.00           H  
HETATM   37  H4  UNL     1      -2.819   2.941   1.330  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.589   4.335   0.232  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.879   2.594  -0.132  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.011   2.735  -1.585  1.00  0.00           H  
HETATM   41  H8  UNL     1      -4.821  -0.353   2.578  1.00  0.00           H  
HETATM   42  H9  UNL     1      -6.325  -1.213   1.948  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.585   0.138   1.038  1.00  0.00           H  
HETATM   44  H11 UNL     1      -6.365  -1.644  -0.224  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.585  -3.277  -0.153  1.00  0.00           H  
HETATM   46  H13 UNL     1      -4.981  -1.986  -1.256  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.574  -3.415   1.646  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.429  -4.429  -0.280  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.635   0.964  -2.442  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.498  -0.780  -2.649  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.787  -1.969  -0.418  1.00  0.00           H  
HETATM   52  H19 UNL     1       2.977  -1.694   0.738  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.543   1.721   2.337  1.00  0.00           H  
HETATM   54  H21 UNL     1       5.558   2.051   3.746  1.00  0.00           H  
HETATM   55  H22 UNL     1       7.674   0.977   3.066  1.00  0.00           H  
HETATM   56  H23 UNL     1       7.712  -0.380   1.019  1.00  0.00           H  
HETATM   57  H24 UNL     1       4.115  -0.551  -1.979  1.00  0.00           H  
HETATM   58  H25 UNL     1       3.167   2.312  -0.517  1.00  0.00           H  
HETATM   59  H26 UNL     1       1.067   2.105  -1.650  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5    5   15
CONECT    5    6
CONECT    6    7   11   11
CONECT    7    8    9   10
CONECT    8   41   42   43
CONECT    9   44   45   46
CONECT   10   47
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   14   48
CONECT   15   16
CONECT   16   17   49   50
CONECT   17   18   18   33
CONECT   18   19   51
CONECT   19   20   20   52
CONECT   20   21   32
CONECT   21   22   22   26
CONECT   22   23   53
CONECT   23   24   24   54
CONECT   24   25   55
CONECT   25   26   26   56
CONECT   26   27
CONECT   27   28   28   31
CONECT   28   29
CONECT   29   30   30
CONECT   30   31
CONECT   31   57
CONECT   32   33   33   58
CONECT   33   59
END

HMDB0014420
     RDKit          3D
Olmesartan
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.2732    3.1196   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    3.2761    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8937    2.4170   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143    0.9873   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3404    0.5378    0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -0.8021    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762   -1.6565    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490   -0.7205    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -2.1945   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -2.6426    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -1.1655   -0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587   -2.5412   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -2.8024   -1.8879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -3.5761   -0.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -0.0556   -1.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381   -0.0115   -1.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    0.0170   -1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.0102   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -0.8772    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2363    0.3241    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.4906    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813    1.2671    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    1.4421    2.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7913    0.8402    2.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7884    0.0935    1.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6449   -0.0995    0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678   -0.8482   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -1.6576   -0.9584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -2.2634   -2.1216 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -1.8711   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -1.0158   -1.7871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    1.3565   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.2331   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708    2.7372   -1.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8504    2.4007    0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    4.0884   -0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.9412    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    4.3347    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793    2.5942   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    2.7352   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212   -0.3531    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -1.2134    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846    0.1382    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647   -1.6436   -0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -3.2769   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9811   -1.9864   -1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -3.4154    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4288   -4.4288   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.9644   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.7802   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.9691   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9769   -1.6937    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430    1.7210    2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583    2.0512    3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6737    0.9772    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7123   -0.3800    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -0.5506   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665    2.3119   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0669    2.1052   -1.6495 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 26 21  1  0
 31 27  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 14 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 19 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(1-Hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylic acid	ChEBI
4-(Hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylic acid	ChEBI
4-(1-Hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate	Generator
4-(Hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate	Generator
DE-092	HMDB
Olmesartan medoximil	HMDB
Olmesartan medoxomil	HMDB
Omesartan	HMDB
4-(Hydroxy-1-methylethyl)-2-propyl-1-((2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylic acid	HMDB

Chemical Formula

C₂₄H₂₆N₆O₃

Average Molecular Weight

446.5016

Monoisotopic Molecular Weight

446.206638728

IUPAC Name

4-(2-hydroxypropan-2-yl)-2-propyl-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carboxylic acid

Traditional Name

olmesartan

CAS Registry Number

144689-63-4

SMILES

CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O

InChI Identifier

InChI=1S/C24H26N6O3/c1-4-7-19-25-21(24(2,3)33)20(23(31)32)30(19)14-15-10-12-16(13-11-15)17-8-5-6-9-18(17)22-26-28-29-27-22/h5-6,8-13,33H,4,7,14H2,1-3H3,(H,31,32)(H,26,27,28,29)

InChI Key

VTRAEEWXHOVJFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Phenyltetrazole
1,2,4,5-tetrasubstituted imidazole
Imidazole-4-carbonyl group
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Tertiary alcohol
Tetrazole
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

biphenylyltetrazole (CHEBI:48416 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014420)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Olmesartan Action Pathway (PathBank: SMP0000163)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	175 - 180 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.01 g/L	Not Available
LogP	5.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	2.98	ALOGPS
logP	2.14	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	0.91	ChemAxon
pKa (Strongest Basic)	5.57	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	137.32 m³·mol⁻¹	ChemAxon
Polarizability	47.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	201.005	31661259
DarkChem	[M-H]-	204.24	31661259
DeepCCS	[M+H]+	206.561	30932474
DeepCCS	[M-H]-	204.166	30932474
DeepCCS	[M-2H]-	237.05	30932474
DeepCCS	[M+Na]+	212.477	30932474
AllCCS	[M+H]+	208.8	32859911
AllCCS	[M+H-H2O]+	206.5	32859911
AllCCS	[M+NH4]+	210.9	32859911
AllCCS	[M+Na]+	211.5	32859911
AllCCS	[M-H]-	207.7	32859911
AllCCS	[M+Na-2H]-	208.2	32859911
AllCCS	[M+HCOO]-	208.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Olmesartan	CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O	4423.8	Standard polar	33892256
Olmesartan	CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O	3746.9	Standard non polar	33892256
Olmesartan	CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O	3807.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Olmesartan,1TMS,isomer #1	CCCC1=NC(C(C)(C)O)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	3708.6	Semi standard non polar	33892256
Olmesartan,1TMS,isomer #2	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	3746.7	Semi standard non polar	33892256
Olmesartan,1TMS,isomer #3	CCCC1=NC(C(C)(C)O)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3862.6	Semi standard non polar	33892256
Olmesartan,2TMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	3684.3	Semi standard non polar	33892256
Olmesartan,2TMS,isomer #2	CCCC1=NC(C(C)(C)O)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3824.4	Semi standard non polar	33892256
Olmesartan,2TMS,isomer #3	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3838.4	Semi standard non polar	33892256
Olmesartan,3TMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3834.5	Semi standard non polar	33892256
Olmesartan,3TMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3701.8	Standard non polar	33892256
Olmesartan,3TMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C)=C(C(=O)O[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	4517.2	Standard polar	33892256
Olmesartan,1TBDMS,isomer #1	CCCC1=NC(C(C)(C)O)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	3912.1	Semi standard non polar	33892256
Olmesartan,1TBDMS,isomer #2	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	3943.2	Semi standard non polar	33892256
Olmesartan,1TBDMS,isomer #3	CCCC1=NC(C(C)(C)O)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4041.1	Semi standard non polar	33892256
Olmesartan,2TBDMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=N[NH]2)C=C1	4012.6	Semi standard non polar	33892256
Olmesartan,2TBDMS,isomer #2	CCCC1=NC(C(C)(C)O)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4154.1	Semi standard non polar	33892256
Olmesartan,2TBDMS,isomer #3	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4193.4	Semi standard non polar	33892256
Olmesartan,3TBDMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4305.5	Semi standard non polar	33892256
Olmesartan,3TBDMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4344.7	Standard non polar	33892256
Olmesartan,3TBDMS,isomer #1	CCCC1=NC(C(C)(C)O[Si](C)(C)C(C)(C)C)=C(C(=O)O[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4588.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Olmesartan GC-MS (Non-derivatized) - 70eV, Positive	splash10-003i-3062900000-66da1fa4f726bf91355c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olmesartan GC-MS (2 TMS) - 70eV, Positive	splash10-004i-1000090000-53c6343e73cdd9538162	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olmesartan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olmesartan LC-ESI-qTof , Positive-QTOF	splash10-0a6r-0692700000-11f020dfbb889ac85e4e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olmesartan , positive-QTOF	splash10-0a6r-0692700000-11f020dfbb889ac85e4e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olmesartan 35V, Negative-QTOF	splash10-0uxs-0401900000-cd5b861ab18adf045ab0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olmesartan 35V, Positive-QTOF	splash10-0a4i-0390100000-54b0de6532b2a6606a52	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 10V, Positive-QTOF	splash10-002b-0010900000-7248e647ec2c980aaf5f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 20V, Positive-QTOF	splash10-000j-0173900000-939a2f46d78608eb934c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 40V, Positive-QTOF	splash10-0079-6290000000-5391e796fbd1525a8962	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 10V, Negative-QTOF	splash10-0udj-0113900000-aad428450b97d41a976f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 20V, Negative-QTOF	splash10-0wml-0739700000-8723aec4a7e22bb975e6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 40V, Negative-QTOF	splash10-0gbd-1911000000-8ea914bbddbfc4679a39	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 10V, Negative-QTOF	splash10-0f6t-0003900000-057ec33d13d54df0c4be	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 20V, Negative-QTOF	splash10-0fsm-1109100000-cd20e1af64ab97cbd41b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 40V, Negative-QTOF	splash10-014i-2930000000-8334f854463cea004b20	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 10V, Positive-QTOF	splash10-0002-0010900000-8fdf38f12572465f1761	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 20V, Positive-QTOF	splash10-0550-0293200000-05222f637eae756fc82d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olmesartan 40V, Positive-QTOF	splash10-000i-0590000000-56c8def2e6618cb2cf2c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Olmesartan Action Pathway		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 DB00275	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00275	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00275

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

139674

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Olmesartan

METLIN ID

Not Available

PubChem Compound

158781

PDB ID

Not Available

ChEBI ID

48416

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. Type-1 angiotensin II receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for angiotensin II. Mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: AGTR1
Uniprot ID:: P30556
Molecular weight:: 41060.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Koike H, Sada T, Mizuno M: In vitro and in vivo pharmacology of olmesartan medoxomil, an angiotensin II type AT1 receptor antagonist. J Hypertens Suppl. 2001 Jun;19(1):S3-14. [PubMed:11451212 ]
Ochiai K, Hu Q, Lee J, Mansoor A, Liu J, Wang X, Gong G, Murakami Y, Ishibashi Y, Shimada T, Zhang J: Functional and bioenergetic consequences of AT1 antagonist olmesartan medoxomil in hearts with postinfarction LV remodeling. J Cardiovasc Pharmacol. 2006 May;47(5):686-94. [PubMed:16775509 ]
Warner GT, Jarvis B: Olmesartan medoxomil. Drugs. 2002;62(9):1345-53; discussion 1354-6. [PubMed:12076183 ]
Mire DE, Silfani TN, Pugsley MK: A review of the structural and functional features of olmesartan medoxomil, an angiotensin receptor blocker. J Cardiovasc Pharmacol. 2005 Nov;46(5):585-93. [PubMed:16220064 ]
Kreutz R, Bolbrinker J, Huber M: Pharmacokinetics of olmesartan medoxomil plus hydrochlorothiazide combination in healthy subjects. Clin Drug Investig. 2006;26(1):29-34. [PubMed:17163232 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

References

Nakagomi-Hagihara R, Nakai D, Kawai K, Yoshigae Y, Tokui T, Abe T, Ikeda T: OATP1B1, OATP1B3, and mrp2 are involved in hepatobiliary transport of olmesartan, a novel angiotensin II blocker. Drug Metab Dispos. 2006 May;34(5):862-9. Epub 2006 Feb 24. [PubMed:16501004 ]

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Nakagomi-Hagihara R, Nakai D, Kawai K, Yoshigae Y, Tokui T, Abe T, Ikeda T: OATP1B1, OATP1B3, and mrp2 are involved in hepatobiliary transport of olmesartan, a novel angiotensin II blocker. Drug Metab Dispos. 2006 May;34(5):862-9. Epub 2006 Feb 24. [PubMed:16501004 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Weiss J, Sauer A, Divac N, Herzog M, Schwedhelm E, Boger RH, Haefeli WE, Benndorf RA: Interaction of angiotensin receptor type 1 blockers with ATP-binding cassette transporters. Biopharm Drug Dispos. 2010 Mar;31(2-3):150-61. doi: 10.1002/bdd.699. [PubMed:20222053 ]
Nakagomi-Hagihara R, Nakai D, Kawai K, Yoshigae Y, Tokui T, Abe T, Ikeda T: OATP1B1, OATP1B3, and mrp2 are involved in hepatobiliary transport of olmesartan, a novel angiotensin II blocker. Drug Metab Dispos. 2006 May;34(5):862-9. Epub 2006 Feb 24. [PubMed:16501004 ]

Showing metabocard for Olmesartan (HMDB0014420)

MOL for HMDB0014420 (Olmesartan)

3D MOL for HMDB0014420 (Olmesartan)

3D SDF for HMDB0014420 (Olmesartan)

3D-SDF for HMDB0014420 (Olmesartan)

PDB for HMDB0014420 (Olmesartan)

3D PDB for HMDB0014420 (Olmesartan)

SMILES for HMDB0014420 (Olmesartan)

INCHI for HMDB0014420 (Olmesartan)

Structure for HMDB0014420 (Olmesartan)

3D Structure for HMDB0014420 (Olmesartan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References

References