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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0014323

Secondary Accession Numbers

HMDB14323

Metabolite Identification

Common Name

Valsartan

Description

Valsartan is an angiotensin-receptor blocker (ARB) that may be used to treat a variety of cardiac conditions including hypertension, diabetic nephropathy and heart failure. Valsartan 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. Valsartan 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

177
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.0930    1.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    1.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1909    1.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1109    2.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9359    2.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.2209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220    2.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 12  2  0  0  0  0
  3 16  2  0  0  0  0
  9  4  1  6  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  7  1  0  0  0  0
  5 31  2  0  0  0  0
  6  8  2  0  0  0  0
  6 31  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 17  1  0  0  0  0
 12 15  1  0  0  0  0
 15 18  1  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 25  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  2  0  0  0  0
 27 31  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

HMDB0014323
     RDKit          3D
Valsartan
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.2147   -1.9040   -1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -2.8131   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9909   -2.3573    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -1.0028   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -0.6505    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138   -1.4268    1.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351    0.5486    0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.8211    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7239    0.4141    1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455   -0.8857    1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -1.2208    1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.2537    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.4711    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.1927    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152   -0.3824    1.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6227   -0.8631    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -1.1422   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3580   -0.9504   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4759   -1.2505   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -1.7353   -2.7368 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8199   -1.8913   -3.5132 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481   -1.5156   -2.8517 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1587   -1.1190   -1.6348 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    1.0634    1.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985    1.4189    1.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.4452   -0.4675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8498    1.5300   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    2.3819   -2.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.6902   -1.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    2.7957    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    3.7419   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    2.6400    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6399   -1.6632   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -2.4928   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -1.0185   -1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -3.8044   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399   -2.9895   -1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -3.1270    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626   -2.3597    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.0705   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246   -0.2413   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061    0.3259    2.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706    1.9126    1.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6972    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4013    0.1909    2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7801   -0.1454    2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7020   -1.0122    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111   -1.5263   -1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630   -1.5331   -3.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    1.8855    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883    2.4594    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    1.0165   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.3828   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578    3.2897    0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    4.3173   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    4.5187   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174    3.3023   -1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100    1.7410    1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5060    2.6018    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617    3.5370    1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 12 24  1  0
 24 25  2  0
  7 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 25  9  1  0
 18 13  1  0
 23 19  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 11 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  6
 29 54  1  0
 30 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END

177
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.0930    1.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    1.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1909    1.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1109    2.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9359    2.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.2209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220    2.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 12  2  0  0  0  0
  3 16  2  0  0  0  0
  9  4  1  6  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  7  1  0  0  0  0
  5 31  2  0  0  0  0
  6  8  2  0  0  0  0
  6 31  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 17  1  0  0  0  0
 12 15  1  0  0  0  0
 15 18  1  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 25  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  2  0  0  0  0
 27 31  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>
HMDB0014323

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H29N5O3/c1-4-5-10-21(30)29(22(16(2)3)24(31)32)15-17-11-13-18(14-12-17)19-8-6-7-9-20(19)23-25-27-28-26-23/h6-9,11-14,16,22H,4-5,10,15H2,1-3H3,(H,31,32)(H,25,26,27,28)/t22-/m0/s1

> <INCHI_KEY>
ACWBQPMHZXGDFX-QFIPXVFZSA-N

> <FORMULA>
C24H29N5O3

> <MOLECULAR_WEIGHT>
435.5188

> <EXACT_MASS>
435.227039819

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.27314752925239

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-methyl-2-[N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoic acid

> <ALOGPS_LOGP>
3.68

> <JCHEM_LOGP>
5.2693789780000015

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.399818067465363

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.366355827724827

> <JCHEM_PKA_STRONGEST_BASIC>
-0.11251135131002898

> <JCHEM_POLAR_SURFACE_AREA>
112.07000000000001

> <JCHEM_REFRACTIVITY>
134.7733

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valsartan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014323
     RDKit          3D
Valsartan
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.2147   -1.9040   -1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -2.8131   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9909   -2.3573    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -1.0028   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -0.6505    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138   -1.4268    1.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351    0.5486    0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.8211    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7239    0.4141    1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455   -0.8857    1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -1.2208    1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.2537    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.4711    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.1927    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152   -0.3824    1.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6227   -0.8631    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -1.1422   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3580   -0.9504   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4759   -1.2505   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -1.7353   -2.7368 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8199   -1.8913   -3.5132 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481   -1.5156   -2.8517 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1587   -1.1190   -1.6348 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    1.0634    1.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985    1.4189    1.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.4452   -0.4675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8498    1.5300   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    2.3819   -2.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.6902   -1.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    2.7957    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    3.7419   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    2.6400    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6399   -1.6632   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -2.4928   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -1.0185   -1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -3.8044   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399   -2.9895   -1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -3.1270    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626   -2.3597    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.0705   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246   -0.2413   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061    0.3259    2.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706    1.9126    1.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6972    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -2.2629    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4013    0.1909    2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7801   -0.1454    2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7020   -1.0122    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111   -1.5263   -1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630   -1.5331   -3.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    1.8855    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883    2.4594    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    1.0165   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.3828   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578    3.2897    0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    4.3173   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    4.5187   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174    3.3023   -1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100    1.7410    1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5060    2.6018    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617    3.5370    1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 12 24  1  0
 24 25  2  0
  7 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 25  9  1  0
 18 13  1  0
 23 19  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 11 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  6
 29 54  1  0
 30 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 177                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.907   2.279   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.242  -0.801   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.241  -0.031   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.908   1.509   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      14.664   2.414   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      17.156   2.414   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      15.140   3.879   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      16.680   3.879   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.574   2.279   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.574   3.819   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242   2.279   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908  -0.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.241   4.589   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908   4.589   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574  -0.801   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.241   1.509   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.576   1.509   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574  -2.341   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.241  -3.111   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.909   2.279   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.576  -0.031   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.243  -0.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.243   1.509   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.909  -0.801   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.241  -4.651   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.577  -0.801   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.910  -0.031   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.577  -2.341   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.244  -0.801   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.910  -3.111   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.910   1.509   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.244  -2.341   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   12                                                            
CONECT    3   16                                                            
CONECT    4    9   11   12                                                  
CONECT    5    7   31                                                       
CONECT    6    8   31                                                       
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9    4   10   16                                                  
CONECT   10    9   13   14                                                  
CONECT   11    4   17                                                       
CONECT   12    2    4   15                                                  
CONECT   13   10                                                            
CONECT   14   10                                                            
CONECT   15   12   18                                                       
CONECT   16    1    3    9                                                  
CONECT   17   11   20   21                                                  
CONECT   18   15   19                                                       
CONECT   19   18   25                                                       
CONECT   20   17   23                                                       
CONECT   21   17   24                                                       
CONECT   22   23   24   26                                                  
CONECT   23   20   22                                                       
CONECT   24   21   22                                                       
CONECT   25   19                                                            
CONECT   26   22   27   28                                                  
CONECT   27   26   29   31                                                  
CONECT   28   26   30                                                       
CONECT   29   27   32                                                       
CONECT   30   28   32                                                       
CONECT   31    5    6   27                                                  
CONECT   32   29   30                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0014323
HETATM    1  C1  UNL     1      -6.215  -1.904  -1.052  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.036  -2.813  -0.946  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.991  -2.357   0.036  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.423  -1.003  -0.317  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.406  -0.651   0.710  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.214  -1.427   1.680  1.00  0.00           O  
HETATM    7  N1  UNL     1      -1.635   0.549   0.630  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.668   0.821   1.632  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.724   0.414   1.380  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.145  -0.886   1.241  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.489  -1.221   1.023  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.436  -0.254   0.938  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.859  -0.471   0.725  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.776  -0.193   1.755  1.00  0.00           C  
HETATM   15  C13 UNL     1       7.115  -0.382   1.622  1.00  0.00           C  
HETATM   16  C14 UNL     1       7.623  -0.863   0.448  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.748  -1.142  -0.573  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.358  -0.950  -0.449  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.476  -1.250  -1.549  1.00  0.00           C  
HETATM   20  N2  UNL     1       4.867  -1.735  -2.737  1.00  0.00           N  
HETATM   21  N3  UNL     1       3.820  -1.891  -3.513  1.00  0.00           N  
HETATM   22  N4  UNL     1       2.748  -1.516  -2.852  1.00  0.00           N  
HETATM   23  N5  UNL     1       3.159  -1.119  -1.635  1.00  0.00           N  
HETATM   24  C18 UNL     1       3.010   1.063   1.078  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.699   1.419   1.293  1.00  0.00           C  
HETATM   26  C20 UNL     1      -1.922   1.445  -0.467  1.00  0.00           C  
HETATM   27  C21 UNL     1      -0.850   1.530  -1.479  1.00  0.00           C  
HETATM   28  O2  UNL     1      -0.941   2.382  -2.382  1.00  0.00           O  
HETATM   29  O3  UNL     1       0.227   0.690  -1.434  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.392   2.796   0.005  1.00  0.00           C  
HETATM   31  C23 UNL     1      -2.694   3.742  -1.108  1.00  0.00           C  
HETATM   32  C24 UNL     1      -3.665   2.640   0.826  1.00  0.00           C  
HETATM   33  H1  UNL     1      -6.640  -1.663  -0.039  1.00  0.00           H  
HETATM   34  H2  UNL     1      -7.034  -2.493  -1.559  1.00  0.00           H  
HETATM   35  H3  UNL     1      -6.059  -1.018  -1.670  1.00  0.00           H  
HETATM   36  H4  UNL     1      -5.406  -3.804  -0.581  1.00  0.00           H  
HETATM   37  H5  UNL     1      -4.640  -2.990  -1.965  1.00  0.00           H  
HETATM   38  H6  UNL     1      -3.207  -3.127   0.060  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.463  -2.360   1.041  1.00  0.00           H  
HETATM   40  H8  UNL     1      -2.925  -1.070  -1.300  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.225  -0.241  -0.407  1.00  0.00           H  
HETATM   42  H10 UNL     1      -1.006   0.326   2.604  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.671   1.913   1.946  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.435  -1.697   1.300  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.781  -2.263   0.918  1.00  0.00           H  
HETATM   46  H14 UNL     1       5.401   0.191   2.701  1.00  0.00           H  
HETATM   47  H15 UNL     1       7.780  -0.145   2.466  1.00  0.00           H  
HETATM   48  H16 UNL     1       8.702  -1.012   0.352  1.00  0.00           H  
HETATM   49  H17 UNL     1       7.111  -1.526  -1.522  1.00  0.00           H  
HETATM   50  H18 UNL     1       1.763  -1.533  -3.229  1.00  0.00           H  
HETATM   51  H19 UNL     1       3.736   1.885   1.018  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.388   2.459   1.400  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.790   1.017  -1.074  1.00  0.00           H  
HETATM   54  H22 UNL     1       0.678   0.383  -2.296  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.658   3.290   0.676  1.00  0.00           H  
HETATM   56  H24 UNL     1      -1.784   4.317  -1.380  1.00  0.00           H  
HETATM   57  H25 UNL     1      -3.403   4.519  -0.694  1.00  0.00           H  
HETATM   58  H26 UNL     1      -3.217   3.302  -1.969  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.610   1.741   1.493  1.00  0.00           H  
HETATM   60  H28 UNL     1      -4.506   2.602   0.127  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.762   3.537   1.484  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    6    7
CONECT    7    8   26
CONECT    8    9   42   43
CONECT    9   10   10   25
CONECT   10   11   44
CONECT   11   12   12   45
CONECT   12   13   24
CONECT   13   14   14   18
CONECT   14   15   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   18   49
CONECT   18   19
CONECT   19   20   23   23
CONECT   20   21   21
CONECT   21   22
CONECT   22   23   50
CONECT   24   25   25   51
CONECT   25   52
CONECT   26   27   30   53
CONECT   27   28   28   29
CONECT   29   54
CONECT   30   31   32   55
CONECT   31   56   57   58
CONECT   32   59   60   61
END

HMDB0014323
     RDKit          3D
Valsartan
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.2147   -1.9040   -1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -2.8131   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9909   -2.3573    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -1.0028   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -0.6505    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138   -1.4268    1.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351    0.5486    0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.8211    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7239    0.4141    1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455   -0.8857    1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -1.2208    1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.2537    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.4711    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.1927    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152   -0.3824    1.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6227   -0.8631    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -1.1422   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3580   -0.9504   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4759   -1.2505   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -1.7353   -2.7368 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8199   -1.8913   -3.5132 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481   -1.5156   -2.8517 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1587   -1.1190   -1.6348 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    1.0634    1.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985    1.4189    1.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.4452   -0.4675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8498    1.5300   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    2.3819   -2.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.6902   -1.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    2.7957    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    3.7419   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    2.6400    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6399   -1.6632   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -2.4928   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -1.0185   -1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -3.8044   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399   -2.9895   -1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -3.1270    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626   -2.3597    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.0705   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246   -0.2413   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061    0.3259    2.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706    1.9126    1.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6972    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -2.2629    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4013    0.1909    2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7801   -0.1454    2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7020   -1.0122    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111   -1.5263   -1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630   -1.5331   -3.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    1.8855    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883    2.4594    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    1.0165   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.3828   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578    3.2897    0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    4.3173   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    4.5187   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174    3.3023   -1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100    1.7410    1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5060    2.6018    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617    3.5370    1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 12 24  1  0
 24 25  2  0
  7 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 25  9  1  0
 18 13  1  0
 23 19  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 11 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  6
 29 54  1  0
 30 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-N-Valeryl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]-methyl}-valine	ChEBI
Diovan	ChEBI
N-(p-(O-1H-Tetrazol-5-ylphenyl)benzyl)-N-valeryl-L-valine	ChEBI
N-Pentanoyl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-L-valine	ChEBI
Vals	HMDB
N-Valeryl-N-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)valine	HMDB
Tareg	HMDB
Kalpress	HMDB
Miten	HMDB
Provas	HMDB
Nisis	HMDB

Chemical Formula

C₂₄H₂₉N₅O₃

Average Molecular Weight

435.5188

Monoisotopic Molecular Weight

435.227039819

IUPAC Name

(2S)-3-methyl-2-[N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoic acid

Traditional Name

valsartan

CAS Registry Number

137862-53-4

SMILES

CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O

InChI Identifier

InChI=1S/C24H29N5O3/c1-4-5-10-21(30)29(22(16(2)3)24(31)32)15-17-11-13-18(14-12-17)19-8-6-7-9-20(19)23-25-27-28-26-23/h6-9,11-14,16,22H,4-5,10,15H2,1-3H3,(H,31,32)(H,25,26,27,28)/t22-/m0/s1

InChI Key

ACWBQPMHZXGDFX-QFIPXVFZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Valine and derivatives

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Valine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Biphenyl
Phenyltetrazole
Monocyclic benzene moiety
N-acyl-amine
Benzenoid
Azole
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrazole
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:9927 )
monocarboxylic acid amide (CHEBI:9927 )
biphenylyltetrazole (CHEBI:9927 )

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

Extracellular (HMDB: HMDB0014323)
Membrane (HMDB: HMDB0014323)

Source

Exogenous

Exogenous (HMDB: HMDB0014323)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Valsartan Action Pathway (PathBank: SMP0000165)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.023 g/L	Not Available
LogP	5.8	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	202.007	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001280

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.68	ALOGPS
logP	5.27	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.37	ChemAxon
pKa (Strongest Basic)	-0.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.07 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	134.77 m³·mol⁻¹	ChemAxon
Polarizability	47.27 Å³	ChemAxon
Number of Rings	3	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]+	202.54	31661259
DarkChem	[M-H]-	202.042	31661259
DeepCCS	[M+H]+	204.742	30932474
DeepCCS	[M-H]-	202.346	30932474
DeepCCS	[M-2H]-	235.229	30932474
DeepCCS	[M+Na]+	211.32	30932474
AllCCS	[M+H]+	207.8	32859911
AllCCS	[M+H-H2O]+	205.6	32859911
AllCCS	[M+NH4]+	209.8	32859911
AllCCS	[M+Na]+	210.4	32859911
AllCCS	[M-H]-	203.9	32859911
AllCCS	[M+Na-2H]-	204.8	32859911
AllCCS	[M+HCOO]-	206.0	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.	7.3 minutes	32390414
Predicted by Siyang on May 30, 2022	15.7103 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	50.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2757.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	293.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	217.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	214.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	615.9 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	634.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1365.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	595.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1528.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	200.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	85.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valsartan	CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O	4361.3	Standard polar	33892256
Valsartan	CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O	3237.6	Standard non polar	33892256
Valsartan	CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O	3559.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valsartan,1TMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C)C(C)C	3416.4	Semi standard non polar	33892256
Valsartan,1TMS,isomer #2	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1)[C@H](C(=O)O)C(C)C	3626.8	Semi standard non polar	33892256
Valsartan,2TMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C)C(C)C	3585.9	Semi standard non polar	33892256
Valsartan,2TMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C)C(C)C	3530.6	Standard non polar	33892256
Valsartan,2TMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C)C(C)C	4470.1	Standard polar	33892256
Valsartan,1TBDMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	3613.3	Semi standard non polar	33892256
Valsartan,1TBDMS,isomer #2	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1)[C@H](C(=O)O)C(C)C	3743.1	Semi standard non polar	33892256
Valsartan,2TBDMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	3890.1	Semi standard non polar	33892256
Valsartan,2TBDMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	3989.9	Standard non polar	33892256
Valsartan,2TBDMS,isomer #1	CCCCC(=O)N(CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	4493.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Valsartan GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3094000000-1a2b93c2e5e760118ffd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valsartan GC-MS (1 TMS) - 70eV, Positive	splash10-052u-9236700000-2f92b4642db0f6e1db76	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valsartan 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 - Valsartan LC-ESI-qTof , Positive-QTOF	splash10-0a4i-0122900000-e2d5ae1b4433254a8ebe	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-qTof , Positive-QTOF	splash10-0a4u-1492000000-bc19c44b1bd382b3180f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-QTOF , negative-QTOF	splash10-001i-0000900000-45397dbc5403f1111d85	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-QTOF , negative-QTOF	splash10-003r-0303900000-1056988fef13dc9becc8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-QTOF , negative-QTOF	splash10-004i-0900000000-65d8dfbf9280fcea77fb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-QTOF , negative-QTOF	splash10-004i-0900000000-77a9588a3e936c9d2e28	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-0udi-0009000000-160f82ad0952fc9b3350	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0000900000-d7bf9d8976f47e44ab4a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-0fb9-0915000000-1f5a4e134cd8450810e7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-19095db3835430e9fe16	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-00e9b9924b37c4db7a8d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-fb8741bb91ee87d8245e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-001i-0000900000-be5ab1c8cde8851235e3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-0fb9-0915000000-08501c181e1066f2aa0a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-6cabcfa5948837eddb2e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-d0aedd0bab06b374571a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-004i-0901000000-a4572421f0a393f299a1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-ITFT , negative-QTOF	splash10-0udi-0009000000-0f743f9e78dce83f2414	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Valsartan LC-ESI-QFT , negative-QTOF	splash10-003r-0912600000-feeef5a05d8ef569460d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 10V, Positive-QTOF	splash10-000i-1055900000-71633e9ccff4a2e3fddf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 20V, Positive-QTOF	splash10-000i-3089200000-21a5c13b314fa930073e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 40V, Positive-QTOF	splash10-052r-4293000000-5b414a2cac94b4c0bad5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 10V, Negative-QTOF	splash10-000x-0009600000-4157b99813121a9c94ea	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 20V, Negative-QTOF	splash10-0f8c-1119200000-f3f0fc40c02029f25882	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valsartan 40V, Negative-QTOF	splash10-00xu-5906000000-9ea0192d8fb20dac6ee7	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Valsartan 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 DB00177	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00177	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00177

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54833

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valsartan

METLIN ID

Not Available

PubChem Compound

60846

PDB ID

Not Available

ChEBI ID

9927

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

(). Bader, M. (2004). Renin-angiotensin-aldosterone system. In S. Offermanns, & W. Rosenthal (Eds.). Encyclopedic reference of molecular pharmacology_ (pp. 810-814). Berlin, Germany: Springer. . .
(). Diovan. (2009). [Electronic version]. e-CPS. Retrieved December 28, 2009.. .
(). Stanfield, C.L., & Germann, W.J. (2008). Principles of human physiology (3rd ed.). San Francisco, CA: Pearson Education, Inc.. .

Showing metabocard for Valsartan (HMDB0014323)

MOL for HMDB0014323 (Valsartan)

3D MOL for HMDB0014323 (Valsartan)

3D SDF for HMDB0014323 (Valsartan)

3D-SDF for HMDB0014323 (Valsartan)

PDB for HMDB0014323 (Valsartan)

3D PDB for HMDB0014323 (Valsartan)

SMILES for HMDB0014323 (Valsartan)

INCHI for HMDB0014323 (Valsartan)

Structure for HMDB0014323 (Valsartan)

3D Structure for HMDB0014323 (Valsartan)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra