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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:47 UTC

HMDB ID

HMDB0014934

Secondary Accession Numbers

HMDB14934

Metabolite Identification

Common Name

Candesartan

Description

Candesartan is an angiotensin-receptor blocker (ARB) that may be used alone or with other agents to treat hypertension. It is administered orally as the prodrug, candesartan cilexetil, which is rapidly converted to its active metabolite, candesartan, during absorption in the gastrointestinal tract. Candesartan lowers blood pressure by antagonizing the renin-angiotensin-aldosterone system (RAAS); it competes with angiotensin II for binding to the type-1 angiotensin II receptor (AT1) subtype and prevents the blood pressure increasing effects of angiotensin II. Unlike angiotensin-converting enzyme (ACE) inhibitors, ARBs do not have the adverse effect of dry cough. Candesartan may be used to treat hypertension, isolated systolic hypertension, left ventricular hypertrophy and diabetic nephropathy. It may also be used as an alternative agent for the treatment of heart failure, systolic dysfunction, myocardial infarction and coronary artery disease.

Structure

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

796
  Mrv0541 02231215002D          

 33 37  0  0  0  0            999 V2000
    5.1661   -1.9611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -1.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -2.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2297    1.4809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2233    2.3724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8954    2.2352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5095    2.7861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -0.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -0.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742   -0.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5378   -0.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    0.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814   -0.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3450    0.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    0.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786   -2.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8960   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086    1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7033   -0.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0504    1.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9596    0.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4036   -2.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 27  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  2  0  0  0  0
  6  8  1  0  0  0  0
  6 31  2  0  0  0  0
  7  9  2  0  0  0  0
  7 31  1  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
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 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 19  2  0  0  0  0
 15 22  1  0  0  0  0
 15 26  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 28  2  0  0  0  0
 25 29  2  0  0  0  0
 25 31  1  0  0  0  0
 27 33  1  0  0  0  0
 28 30  1  0  0  0  0
 29 32  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

HMDB0014934
     RDKit          3D
Candesartan
 53 57  0  0  0  0  0  0  0  0999 V2000
   -3.5051    4.2044    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    3.7017    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143    2.3459    1.1467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020    1.3412    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    1.5400   -0.8007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4762    0.3389   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122    0.0112   -2.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3447   -1.3068   -2.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423   -2.2808   -1.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2942   -1.9107   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -2.9946    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3516   -3.9802   -0.2229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393   -3.0524    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401   -0.6073   -0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0008    0.6246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -0.5013    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651   -0.5562    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3384   -1.5825    0.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -1.6205    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5100   -0.5978    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9465   -0.5994    0.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.9506    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2204   -0.9485    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733   -0.6006    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7636   -0.2493   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -0.2518   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300    0.1308   -1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1107    0.2252   -1.4506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648    0.6247   -2.6263 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    0.7971   -3.4354 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.4981   -2.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9071    0.4338    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504    0.4547    1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5655    5.2957    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    4.1027   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    3.6854    1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    4.2584    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    3.9018   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.8203   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -1.5879   -3.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315   -3.3329   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.7882    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444    0.2393    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -1.4390    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.4009    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497   -2.4425    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -1.2236    2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.2170    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7309   -0.6040   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001    0.0310   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.1131   -4.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5231    1.2512    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761    1.2811    2.4924 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 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  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 14  6  1  0
 26 21  1  0
 31 27  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  1  0
M  END

796
  Mrv0541 02231215002D          

 33 37  0  0  0  0            999 V2000
    5.1661   -1.9611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -1.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -2.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2297    1.4809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2233    2.3724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8954    2.2352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5095    2.7861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -0.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -0.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742   -0.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5378   -0.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    0.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814   -0.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3450    0.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    0.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4086    1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7033   -0.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0504    1.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9596    0.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4036   -2.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 27  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  2  0  0  0  0
  6  8  1  0  0  0  0
  6 31  2  0  0  0  0
  7  9  2  0  0  0  0
  7 31  1  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 19  2  0  0  0  0
 15 22  1  0  0  0  0
 15 26  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 28  2  0  0  0  0
 25 29  2  0  0  0  0
 25 31  1  0  0  0  0
 27 33  1  0  0  0  0
 28 30  1  0  0  0  0
 29 32  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014934

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

> <INCHI_IDENTIFIER>
InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H,31,32)(H,26,27,28,29)

> <INCHI_KEY>
HTQMVQVXFRQIKW-UHFFFAOYSA-N

> <FORMULA>
C24H20N6O3

> <MOLECULAR_WEIGHT>
440.454

> <EXACT_MASS>
440.159688536

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
45.351416378013994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-ethoxy-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
5.046159158945272

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.399715734189445

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.972657834594081

> <JCHEM_PKA_STRONGEST_BASIC>
1.7056006937378279

> <JCHEM_POLAR_SURFACE_AREA>
118.80999999999999

> <JCHEM_REFRACTIVITY>
134.91750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
candesartan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014934
     RDKit          3D
Candesartan
 53 57  0  0  0  0  0  0  0  0999 V2000
   -3.5051    4.2044    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    3.7017    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143    2.3459    1.1467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020    1.3412    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    1.5400   -0.8007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4762    0.3389   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122    0.0112   -2.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3447   -1.3068   -2.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423   -2.2808   -1.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2942   -1.9107   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -2.9946    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3516   -3.9802   -0.2229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393   -3.0524    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401   -0.6073   -0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0008    0.6246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -0.5013    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651   -0.5562    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3384   -1.5825    0.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -1.6205    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5100   -0.5978    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9465   -0.5994    0.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.9506    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2204   -0.9485    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733   -0.6006    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7636   -0.2493   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -0.2518   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300    0.1308   -1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1107    0.2252   -1.4506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648    0.6247   -2.6263 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    0.7971   -3.4354 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.4981   -2.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9071    0.4338    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504    0.4547    1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5655    5.2957    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    4.1027   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    3.6854    1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    4.2584    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    3.9018   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.8203   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -1.5879   -3.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315   -3.3329   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.7882    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444    0.2393    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -1.4390    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.4009    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497   -2.4425    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -1.2236    2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.2170    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7309   -0.6040   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001    0.0310   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.1131   -4.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5231    1.2512    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761    1.2811    2.4924 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 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  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 14  6  1  0
 26 21  1  0
 31 27  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 796                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.643  -3.661   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080   0.189   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.747   0.189   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.205  -2.421   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.205  -4.900   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      11.629   2.764   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      13.483   4.428   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      11.005   4.172   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      12.151   5.201   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.683  -0.958   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.747  -2.891   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.190  -0.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -4.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.103  -3.661   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -2.121   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.668   0.824   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.219  -1.786   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.204  -0.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -5.201   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.175   1.141   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.725  -1.469   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -2.891   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.711   0.313   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -4.431   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.189   1.776   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414  -0.581   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.413  -4.994   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.739  -0.834   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.696   2.094   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.246  -0.516   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.161   2.923   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.725   0.948   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.953  -4.994   0.000  0.00  0.00           C+0
CONECT    1   14   27                                                       
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4   10   11   14                                                  
CONECT    5   13   14                                                       
CONECT    6    8   31                                                       
CONECT    7    9   31                                                       
CONECT    8    6    9                                                       
CONECT    9    7    8                                                       
CONECT   10    4   12                                                       
CONECT   11    4   13   15                                                  
CONECT   12   10   16   17                                                  
CONECT   13    5   11   19                                                  
CONECT   14    1    4    5                                                  
CONECT   15   11   22   26                                                  
CONECT   16   12   20                                                       
CONECT   17   12   21                                                       
CONECT   18   20   21   23                                                  
CONECT   19   13   24                                                       
CONECT   20   16   18                                                       
CONECT   21   17   18                                                       
CONECT   22   15   24                                                       
CONECT   23   18   25   28                                                  
CONECT   24   19   22                                                       
CONECT   25   23   29   31                                                  
CONECT   26    2    3   15                                                  
CONECT   27    1   33                                                       
CONECT   28   23   30                                                       
CONECT   29   25   32                                                       
CONECT   30   28   32                                                       
CONECT   31    6    7   25                                                  
CONECT   32   29   30                                                       
CONECT   33   27                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0014934
HETATM    1  C1  UNL     1      -3.505   4.204   0.679  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.090   3.702   0.840  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.014   2.346   1.147  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.502   1.341   0.365  1.00  0.00           C  
HETATM    5  N1  UNL     1      -3.119   1.540  -0.801  1.00  0.00           N  
HETATM    6  C4  UNL     1      -3.476   0.339  -1.313  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.112   0.011  -2.484  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.345  -1.307  -2.781  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.942  -2.281  -1.904  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.294  -1.911  -0.712  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.052  -2.995   0.180  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.352  -3.980  -0.223  1.00  0.00           O  
HETATM   13  O3  UNL     1      -3.539  -3.052   1.454  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.040  -0.607  -0.386  1.00  0.00           C  
HETATM   15  N2  UNL     1      -2.449  -0.001   0.625  1.00  0.00           N  
HETATM   16  C11 UNL     1      -1.760  -0.501   1.748  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.265  -0.556   1.485  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.338  -1.583   0.804  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.707  -1.621   0.568  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.510  -0.598   1.027  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.947  -0.599   0.786  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.856  -0.951   1.760  1.00  0.00           C  
HETATM   23  C18 UNL     1       6.220  -0.949   1.463  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.673  -0.601   0.209  1.00  0.00           C  
HETATM   25  C20 UNL     1       5.764  -0.249  -0.765  1.00  0.00           C  
HETATM   26  C21 UNL     1       4.401  -0.252  -0.464  1.00  0.00           C  
HETATM   27  C22 UNL     1       3.430   0.131  -1.471  1.00  0.00           C  
HETATM   28  N3  UNL     1       2.111   0.225  -1.451  1.00  0.00           N  
HETATM   29  N4  UNL     1       1.665   0.625  -2.626  1.00  0.00           N  
HETATM   30  N5  UNL     1       2.706   0.797  -3.435  1.00  0.00           N  
HETATM   31  N6  UNL     1       3.778   0.498  -2.737  1.00  0.00           N  
HETATM   32  C23 UNL     1       1.907   0.434   1.713  1.00  0.00           C  
HETATM   33  C24 UNL     1       0.550   0.455   1.937  1.00  0.00           C  
HETATM   34  H1  UNL     1      -3.565   5.296   0.930  1.00  0.00           H  
HETATM   35  H2  UNL     1      -3.790   4.103  -0.389  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.225   3.685   1.308  1.00  0.00           H  
HETATM   37  H4  UNL     1      -1.663   4.258   1.720  1.00  0.00           H  
HETATM   38  H5  UNL     1      -1.459   3.902  -0.039  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.425   0.820  -3.169  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.845  -1.588  -3.704  1.00  0.00           H  
HETATM   41  H8  UNL     1      -4.131  -3.333  -2.145  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.216  -3.788   1.673  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.844   0.239   2.623  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.984  -1.439   2.191  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.252  -2.401   0.430  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.150  -2.442   0.029  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.486  -1.224   2.746  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.948  -1.217   2.202  1.00  0.00           H  
HETATM   49  H16 UNL     1       7.731  -0.604  -0.007  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.100   0.031  -1.768  1.00  0.00           H  
HETATM   51  H18 UNL     1       2.679   1.113  -4.443  1.00  0.00           H  
HETATM   52  H19 UNL     1       2.523   1.251   2.085  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.076   1.281   2.492  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4
CONECT    4    5    5   15
CONECT    5    6
CONECT    6    7    7   14
CONECT    7    8   39
CONECT    8    9    9   40
CONECT    9   10   41
CONECT   10   11   14   14
CONECT   11   12   12   13
CONECT   13   42
CONECT   14   15
CONECT   15   16
CONECT   16   17   43   44
CONECT   17   18   18   33
CONECT   18   19   45
CONECT   19   20   20   46
CONECT   20   21   32
CONECT   21   22   22   26
CONECT   22   23   47
CONECT   23   24   24   48
CONECT   24   25   49
CONECT   25   26   26   50
CONECT   26   27
CONECT   27   28   31   31
CONECT   28   29   29
CONECT   29   30
CONECT   30   31   51
CONECT   32   33   33   52
CONECT   33   53
END

HMDB0014934
     RDKit          3D
Candesartan
 53 57  0  0  0  0  0  0  0  0999 V2000
   -3.5051    4.2044    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    3.7017    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143    2.3459    1.1467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020    1.3412    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    1.5400   -0.8007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4762    0.3389   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122    0.0112   -2.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3447   -1.3068   -2.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423   -2.2808   -1.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2942   -1.9107   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -2.9946    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3516   -3.9802   -0.2229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393   -3.0524    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401   -0.6073   -0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0008    0.6246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -0.5013    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651   -0.5562    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3384   -1.5825    0.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -1.6205    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5100   -0.5978    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9465   -0.5994    0.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.9506    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2204   -0.9485    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733   -0.6006    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7636   -0.2493   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -0.2518   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300    0.1308   -1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1107    0.2252   -1.4506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648    0.6247   -2.6263 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    0.7971   -3.4354 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.4981   -2.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9071    0.4338    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504    0.4547    1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5655    5.2957    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    4.1027   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    3.6854    1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    4.2584    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    3.9018   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.8203   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -1.5879   -3.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315   -3.3329   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.7882    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444    0.2393    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -1.4390    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.4009    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497   -2.4425    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -1.2236    2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.2170    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7309   -0.6040   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001    0.0310   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.1131   -4.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5231    1.2512    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761    1.2811    2.4924 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 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  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  2  0
 15  4  1  0
 33 17  1  0
 14  6  1  0
 26 21  1  0
 31 27  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Ethoxy-1-(p-(O-1H-tetrazol-5-ylphenyl)benzyl)-7-benzimidazolecarboxylic acid	ChEBI
2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid	ChEBI
2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4Ethyl]}-1H-benzimidazole-7-carboxylic acid	ChEBI
Blopress	ChEBI
CV-11974	ChEBI
2-Ethoxy-1-(p-(O-1H-tetrazol-5-ylphenyl)benzyl)-7-benzimidazolecarboxylate	Generator
2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate	Generator
2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4Ethyl]}-1H-benzimidazole-7-carboxylate	Generator
Candesartan cilexetil	HMDB
2-Ethoxy-7-carboxy-1-(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methylbenzimidazole	HMDB

Chemical Formula

C₂₄H₂₀N₆O₃

Average Molecular Weight

440.454

Monoisotopic Molecular Weight

440.159688536

IUPAC Name

2-ethoxy-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid

Traditional Name

candesartan

CAS Registry Number

139481-59-7

SMILES

CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

InChI Identifier

InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H,31,32)(H,26,27,28,29)

InChI Key

HTQMVQVXFRQIKW-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
Benzimidazole
Alkyl aryl ether
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Tetrazole
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

biphenylyltetrazole (CHEBI:3347 )
benzimidazolecarboxylic acid (CHEBI:3347 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014934)
Membrane (HMDB: HMDB0014934)

Source

Exogenous

Exogenous (HMDB: HMDB0014934)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Candesartan Action Pathway (PathBank: SMP0000158)

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	0.0077 g/L	Not Available
LogP	6.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0077 g/L	ALOGPS
logP	4.02	ALOGPS
logP	5.05	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	1.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	118.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	134.92 m³·mol⁻¹	ChemAxon
Polarizability	45.35 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	201.321	31661259
DarkChem	[M-H]-	201.953	31661259
DeepCCS	[M+H]+	191.19	30932474
DeepCCS	[M-H]-	188.795	30932474
DeepCCS	[M-2H]-	221.792	30932474
DeepCCS	[M+Na]+	197.21	30932474
AllCCS	[M+H]+	207.1	32859911
AllCCS	[M+H-H2O]+	204.6	32859911
AllCCS	[M+NH4]+	209.3	32859911
AllCCS	[M+Na]+	210.0	32859911
AllCCS	[M-H]-	202.2	32859911
AllCCS	[M+Na-2H]-	201.7	32859911
AllCCS	[M+HCOO]-	201.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.47 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4841 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	45.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3009.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	309.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	196.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	555.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	601.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1265.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	588.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1477.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	376.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	228.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	121.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Candesartan	CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	5219.0	Standard polar	33892256
Candesartan	CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	3660.8	Standard non polar	33892256
Candesartan	CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	4308.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Candesartan,1TMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1	3915.3	Semi standard non polar	33892256
Candesartan,1TMS,isomer #2	CCOC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1	4174.2	Semi standard non polar	33892256
Candesartan,2TMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1	4070.0	Semi standard non polar	33892256
Candesartan,2TMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1	3948.4	Standard non polar	33892256
Candesartan,2TMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1	5229.6	Standard polar	33892256
Candesartan,1TBDMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1	4114.7	Semi standard non polar	33892256
Candesartan,1TBDMS,isomer #2	CCOC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1	4298.7	Semi standard non polar	33892256
Candesartan,2TBDMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1	4367.9	Semi standard non polar	33892256
Candesartan,2TBDMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1	4311.2	Standard non polar	33892256
Candesartan,2TBDMS,isomer #1	CCOC1=NC2=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1	5185.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Candesartan GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-1379500000-3bae4ca1aa6a86854b96	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Candesartan GC-MS (1 TMS) - 70eV, Positive	splash10-000i-2090600000-cf7635060443e14480cc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Candesartan 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 - Candesartan LC-ESI-QTOF , negative-QTOF	splash10-000i-0000900000-09252e3705ec18f28191	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-QTOF , negative-QTOF	splash10-0a4r-0319500000-3993447974e9c0f96e19	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-QTOF , negative-QTOF	splash10-0bu0-0916000000-066da93a95b0b10a64f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-QTOF , negative-QTOF	splash10-001i-0901000000-e42def94ea7acc3e984c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-QTOF , negative-QTOF	splash10-001i-0902000000-9d8d5d747fc07188bcd6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0009000000-3f09ac2e45a45cf51567	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-000i-0000900000-c0732b3f672bdb0c5cd9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0429000000-e6666ddaea6b2fec4796	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-053r-0925000000-b2853a4d3ef881471918	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0901000000-e8293134d3b6edc1cc44	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-aad7b334b76f7066ae1e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-e9298a423fa741683f4d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-000i-0000900000-4332e0602a564f2c4578	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0329000000-5bab9c66bf500046dd03	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-053r-0934000000-07766836cd4310e3c144	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0911000000-b335b08ddf551145ef5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-7cd909aa2c285aa2e22b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-bf38bb169df6697bd345	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Candesartan LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0009000000-dffef5ed5958e9c3aa46	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 10V, Positive-QTOF	splash10-0006-0033900000-ef0f58fc5acd71bde733	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 20V, Positive-QTOF	splash10-01p2-0149500000-79b1615f1bd726ee7e68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 40V, Positive-QTOF	splash10-000i-1494000000-a1d1f564d6511df7d18e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 10V, Negative-QTOF	splash10-000b-1129700000-4fa25e76b08cfd8f17f7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 20V, Negative-QTOF	splash10-0002-0419100000-c08be01eacdc406a9ec8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Candesartan 40V, Negative-QTOF	splash10-0bvj-4901000000-e2848511241bc912e43c	2016-08-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Candesartan 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 DB00796	21059682	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00796	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00796

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2445

KEGG Compound ID

C07468

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Candesartan

METLIN ID

Not Available

PubChem Compound

2541

PDB ID

Not Available

ChEBI ID

3347

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

Mendis B, Page SR: Candesartan: widening indications for this angiotensin II receptor blocker? Expert Opin Pharmacother. 2009 Aug;10(12):1995-2007. doi: 10.1517/14656560903092197. [PubMed:19563275 ]
Baguet JP, Barone-Rochette G, Neuder Y: Candesartan cilexetil in the treatment of chronic heart failure. Vasc Health Risk Manag. 2009;5(1):257-64. Epub 2009 Apr 8. [PubMed:19436650 ]
Pfeffer MA, Swedberg K, Granger CB, Held P, McMurray JJ, Michelson EL, Olofsson B, Ostergren J, Yusuf S, Pocock S: Effects of candesartan on mortality and morbidity in patients with chronic heart failure: the CHARM-Overall programme. Lancet. 2003 Sep 6;362(9386):759-66. [PubMed:13678868 ]
(). Bader, M. (2004). Renin-angiotensin-aldosterone system. In S. Offermanns, & W. Rosenthal (Eds.). Encyclopedic reference of molecular pharmacology_ (pp. 810-814). Berlin, Germany: Springer. . .
(). Stanfield, C.L., & Germann, W.J. (2008). Principles of human physiology (3rd ed.). San Francisco, CA: Pearson Education, Inc.. .

Showing metabocard for Candesartan (HMDB0014934)

MOL for HMDB0014934 (Candesartan)

3D MOL for HMDB0014934 (Candesartan)

3D SDF for HMDB0014934 (Candesartan)

3D-SDF for HMDB0014934 (Candesartan)

PDB for HMDB0014934 (Candesartan)

3D PDB for HMDB0014934 (Candesartan)

SMILES for HMDB0014934 (Candesartan)

INCHI for HMDB0014934 (Candesartan)

Structure for HMDB0014934 (Candesartan)

3D Structure for HMDB0014934 (Candesartan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra