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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:47:14 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041907

Secondary Accession Numbers

HMDB41907

Metabolite Identification

Common Name

Imidapril

Description

Imidapril, also known as Tanatril (trade name), belongs to a class of long-acting, non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitors (PMID: 12177688 ). It is a prodrug that is widely used in the treatment of mild to moderate essential hypertension (PMID: 17547476 ). A prodrug is a drug that must be metabolized in the body (via the gut or the liver) to become active. Imidapril is also prescribed to treat chronic congestive heart failure (CHF), acute myocardial infarction (AMI), and diabetic nephropathy (PMID: 12177688 , 17094051 ). It functions through preventing angiotensin II formation, via inhibition of the angiotensin-converting enzyme (ACE), that results in reduction of peripheral resistance and a reduction in systemic blood pressure (BP) (PMID: 17547476 ). Imidapril is only found in individuals that have used or taken this drug.

Structure

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


  Mrv0541 09131211472D          

 32 33  0  0  0  0            999 V2000
    3.4767    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235   -2.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    4.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    5.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    3.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    4.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071    2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1428   -1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573    0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    1.9164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1269   -0.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0675    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7848    0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8656   -0.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    1.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3633   -1.2892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375    0.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075    1.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6828    1.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5449   -0.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071    0.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0407   -0.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    1.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.2014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    2.0723    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8691   -0.5546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 13  2  1  6  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 16 18  1  6  0  0  0
 19 15  1  0  0  0  0
 21 13  1  0  0  0  0
 15 21  1  1  0  0  0
 22  3  1  0  0  0  0
 22 12  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 27 19  2  0  0  0  0
 28 20  2  0  0  0  0
 29  4  1  0  0  0  0
 29 19  1  0  0  0  0
 13 30  1  1  0  0  0
 15 31  1  1  0  0  0
 16 32  1  1  0  0  0
M  END

HMDB0041907
     RDKit          3D
Imidapril
 56 57  0  0  0  0  0  0  0  0999 V2000
   -3.7276    4.1794    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041    4.0176   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318    2.7713   -0.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4219   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    3.3278    0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    1.1617   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8366   -0.0085    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -0.1918   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -1.3838    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6100   -1.3077    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221   -2.4349    2.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -3.6387    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -3.7450    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7762   -2.5904   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.2851    0.1072 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    0.2971   -0.4762 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1876    0.5175   -1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.5617    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    1.5789    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5951   -0.2849   -0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -1.5045   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658   -1.9460   -1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -2.1394   -0.6009 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1526   -3.5682   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970   -1.0268   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.0085    0.3031 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3604    1.3762   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219    2.0940   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5551    1.8848    0.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    4.3239    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1719    5.0894    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    3.2689    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112    4.8598   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7252    4.1048   -0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    1.0852   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -0.9460    0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448    0.0925    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -0.3531   -1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8265    0.7145   -0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.3802    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903   -2.3880    2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -4.5520    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585   -4.6812   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117   -2.7085   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    2.2413    0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7152   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    1.4736   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.6205   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7392   -0.3515   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2151   -3.7827   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -4.0842   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8262   -3.9884    0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6722   -1.3021    0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764   -0.6917   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955   -0.1399    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4713    1.4945    0.2178 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
  4  6  1  0
  6  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
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14  9  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  6
 17 47  1  0
 17 48  1  0
 17 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 29 56  1  0
M  END


  Mrv0541 09131211472D          

 32 33  0  0  0  0            999 V2000
    3.4767    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235   -2.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    4.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    5.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    3.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    4.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071    2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1428   -1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573    0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    1.9164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1269   -0.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0675    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7848    0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8656   -0.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    1.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3633   -1.2892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375    0.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075    1.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6828    1.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5449   -0.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071    0.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0407   -0.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    1.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.2014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    2.0723    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8691   -0.5546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 13  2  1  6  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 16 18  1  6  0  0  0
 19 15  1  0  0  0  0
 21 13  1  0  0  0  0
 15 21  1  1  0  0  0
 22  3  1  0  0  0  0
 22 12  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 27 19  2  0  0  0  0
 28 20  2  0  0  0  0
 29  4  1  0  0  0  0
 29 19  1  0  0  0  0
 13 30  1  1  0  0  0
 15 31  1  1  0  0  0
 16 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041907

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1C(=O)N(C)C[C@@]1([H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1

> <INCHI_KEY>
KLZWOWYOHUKJIG-BPUTZDHNSA-N

> <FORMULA>
C20H27N3O6

> <MOLECULAR_WEIGHT>
405.4449

> <EXACT_MASS>
405.189985611

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.28922089448101

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
-0.23491832682730182

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4940400167105743

> <JCHEM_PKA_STRONGEST_BASIC>
5.215013210350458

> <JCHEM_POLAR_SURFACE_AREA>
116.24999999999999

> <JCHEM_REFRACTIVITY>
103.20389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
imidapril

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041907
     RDKit          3D
Imidapril
 56 57  0  0  0  0  0  0  0  0999 V2000
   -3.7276    4.1794    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041    4.0176   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318    2.7713   -0.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4219   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    3.3278    0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    1.1617   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8366   -0.0085    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -0.1918   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -1.3838    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6100   -1.3077    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221   -2.4349    2.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -3.6387    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -3.7450    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7762   -2.5904   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.2851    0.1072 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    0.2971   -0.4762 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1876    0.5175   -1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.5617    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    1.5789    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5951   -0.2849   -0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -1.5045   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658   -1.9460   -1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -2.1394   -0.6009 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1526   -3.5682   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970   -1.0268   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.0085    0.3031 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3604    1.3762   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219    2.0940   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5551    1.8848    0.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    4.3239    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1719    5.0894    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    3.2689    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112    4.8598   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7252    4.1048   -0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    1.0852   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -0.9460    0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448    0.0925    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -0.3531   -1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8265    0.7145   -0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.3802    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903   -2.3880    2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -4.5520    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585   -4.6812   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117   -2.7085   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    2.2413    0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7152   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    1.4736   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.6205   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7392   -0.3515   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2151   -3.7827   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -4.0842   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8262   -3.9884    0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6722   -1.3021    0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764   -0.6917   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955   -0.1399    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4713    1.4945    0.2178 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
  4  6  1  0
  6  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
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14  9  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  6
 17 47  1  0
 17 48  1  0
 17 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 29 56  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       6.490   1.831   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.539   0.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.164  -3.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   9.689   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.994   8.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.514   9.398   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.498   7.070   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.018   7.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.514   5.323   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.027   5.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.067  -1.902   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.547   1.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.010   6.779   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.531   3.577   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.037  -0.363   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.059   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.265   0.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.522   2.413   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.682  -1.178   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      13.043   3.286   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      15.611  -2.407   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      15.563   0.085   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      16.067   2.704   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.075   2.095   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      19.684  -0.033   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.027   0.958   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.143  -1.208   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.010   2.704   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      14.051   0.376   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      10.018   3.868   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      18.422  -1.035   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   13                                                            
CONECT    3   22                                                            
CONECT    4    1   29                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   14                                                       
CONECT   11   10   15                                                       
CONECT   12   16   22                                                       
CONECT   13    2   17   21   30                                             
CONECT   14    8    9   10                                                  
CONECT   15   11   19   21   31                                             
CONECT   16   12   18   23   32                                             
CONECT   17   13   23   24                                                  
CONECT   18   16   25   26                                                  
CONECT   19   15   27   29                                                  
CONECT   20   22   23   28                                                  
CONECT   21   13   15                                                       
CONECT   22    3   12   20                                                  
CONECT   23   16   17   20                                                  
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29    4   19                                                       
CONECT   30   13                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0041907
HETATM    1  C1  UNL     1      -3.728   4.179   1.451  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.704   4.018  -0.068  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.132   2.771  -0.420  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.854   2.422  -0.075  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.223   3.328   0.596  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.156   1.162  -0.388  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.837  -0.009   0.215  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.225  -0.192  -0.270  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.889  -1.384   0.325  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.610  -1.308   1.489  1.00  0.00           C  
HETATM   11  C9  UNL     1      -5.222  -2.435   2.029  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.093  -3.639   1.372  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.372  -3.745   0.197  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.776  -2.590  -0.307  1.00  0.00           C  
HETATM   15  N1  UNL     1       0.208   1.285   0.107  1.00  0.00           N  
HETATM   16  C13 UNL     1       1.104   0.297  -0.476  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.188   0.517  -1.985  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.454   0.562   0.070  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.590   1.579   0.798  1.00  0.00           O  
HETATM   20  N2  UNL     1       3.595  -0.285  -0.194  1.00  0.00           N  
HETATM   21  C16 UNL     1       3.662  -1.504  -0.904  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.766  -1.946  -1.664  1.00  0.00           O  
HETATM   23  N3  UNL     1       4.926  -2.139  -0.601  1.00  0.00           N  
HETATM   24  C17 UNL     1       5.153  -3.568  -0.591  1.00  0.00           C  
HETATM   25  C18 UNL     1       5.797  -1.027  -0.340  1.00  0.00           C  
HETATM   26  C19 UNL     1       4.913  -0.009   0.303  1.00  0.00           C  
HETATM   27  C20 UNL     1       5.360   1.376  -0.006  1.00  0.00           C  
HETATM   28  O5  UNL     1       4.622   2.094  -0.703  1.00  0.00           O  
HETATM   29  O6  UNL     1       6.555   1.885   0.450  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.770   4.324   1.794  1.00  0.00           H  
HETATM   31  H2  UNL     1      -3.172   5.089   1.768  1.00  0.00           H  
HETATM   32  H3  UNL     1      -3.340   3.269   1.928  1.00  0.00           H  
HETATM   33  H4  UNL     1      -3.111   4.860  -0.484  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.725   4.105  -0.483  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.160   1.085  -1.514  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.229  -0.946   0.065  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.845   0.092   1.345  1.00  0.00           H  
HETATM   38  H9  UNL     1      -3.215  -0.353  -1.378  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.826   0.715  -0.105  1.00  0.00           H  
HETATM   40  H11 UNL     1      -4.734  -0.380   2.034  1.00  0.00           H  
HETATM   41  H12 UNL     1      -5.790  -2.388   2.941  1.00  0.00           H  
HETATM   42  H13 UNL     1      -5.563  -4.552   1.768  1.00  0.00           H  
HETATM   43  H14 UNL     1      -4.258  -4.681  -0.335  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.212  -2.709  -1.241  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.566   2.241   0.033  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.775  -0.715  -0.218  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.695   1.474  -2.270  1.00  0.00           H  
HETATM   48  H19 UNL     1       2.231   0.621  -2.327  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.739  -0.352  -2.491  1.00  0.00           H  
HETATM   50  H21 UNL     1       6.215  -3.783  -0.821  1.00  0.00           H  
HETATM   51  H22 UNL     1       4.518  -4.084  -1.371  1.00  0.00           H  
HETATM   52  H23 UNL     1       4.826  -3.988   0.381  1.00  0.00           H  
HETATM   53  H24 UNL     1       6.672  -1.302   0.286  1.00  0.00           H  
HETATM   54  H25 UNL     1       6.176  -0.692  -1.337  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.995  -0.140   1.404  1.00  0.00           H  
HETATM   56  H27 UNL     1       7.471   1.494   0.218  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   10   14
CONECT   10   11   40
CONECT   11   12   12   41
CONECT   12   13   42
CONECT   13   14   14   43
CONECT   14   44
CONECT   15   16   45
CONECT   16   17   18   46
CONECT   17   47   48   49
CONECT   18   19   19   20
CONECT   20   21   26
CONECT   21   22   22   23
CONECT   23   24   25
CONECT   24   50   51   52
CONECT   25   26   53   54
CONECT   26   27   55
CONECT   27   28   28   29
CONECT   29   56
END

HMDB0041907
     RDKit          3D
Imidapril
 56 57  0  0  0  0  0  0  0  0999 V2000
   -3.7276    4.1794    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041    4.0176   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318    2.7713   -0.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4219   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    3.3278    0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    1.1617   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8366   -0.0085    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -0.1918   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -1.3838    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6100   -1.3077    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221   -2.4349    2.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -3.6387    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -3.7450    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7762   -2.5904   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.2851    0.1072 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    0.2971   -0.4762 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1876    0.5175   -1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.5617    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    1.5789    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5951   -0.2849   -0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -1.5045   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658   -1.9460   -1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -2.1394   -0.6009 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1526   -3.5682   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970   -1.0268   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.0085    0.3031 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3604    1.3762   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219    2.0940   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5551    1.8848    0.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    4.3239    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1719    5.0894    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    3.2689    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112    4.8598   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7252    4.1048   -0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    1.0852   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -0.9460    0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448    0.0925    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -0.3531   -1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8265    0.7145   -0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.3802    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903   -2.3880    2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -4.5520    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585   -4.6812   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117   -2.7085   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    2.2413    0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7152   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    1.4736   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.6205   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7392   -0.3515   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2151   -3.7827   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -4.0842   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8262   -3.9884    0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6722   -1.3021    0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764   -0.6917   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955   -0.1399    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4713    1.4945    0.2178 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
  4  6  1  0
  6  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
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14  9  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  6
 17 47  1  0
 17 48  1  0
 17 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 29 56  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(4S)-1-Methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acid	ChEBI
(S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylic acid	ChEBI
Imidaprilum	ChEBI
Tanatril	ChEBI
Hipertene	Kegg
(4S)-1-Methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylate	Generator
(S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylate	Generator
Imidapril hydrochloride	HMDB
1-Methyl-3-(2-(N-(1-ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-2-oxoimidazolidine-4-carboxylic acid	HMDB
Imidapril HCL	HMDB

Chemical Formula

C₂₀H₂₇N₃O₆

Average Molecular Weight

405.4449

Monoisotopic Molecular Weight

405.189985611

IUPAC Name

(4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid

Traditional Name

imidapril

CAS Registry Number

89371-37-9

SMILES

[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1C(=O)N(C)C[C@@]1([H])C(O)=O

InChI Identifier

InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1

InChI Key

KLZWOWYOHUKJIG-BPUTZDHNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Alpha-amino acid ester
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acyl urea
Fatty acid ester
Ureide
Aralkylamine
Imidazolidinone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Imidazolidine
Dicarboximide
Urea
Amino acid or derivatives
Carbonic acid derivative
Carboxylic acid ester
Amino acid
Azacycle
Carboxylic acid
Secondary aliphatic amine
Organoheterocyclic compound
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	0.74	ALOGPS
logP	-0.23	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	5.22	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.25 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	103.2 m³·mol⁻¹	ChemAxon
Polarizability	42.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.443	31661259
DarkChem	[M-H]-	187.114	31661259
DeepCCS	[M+H]+	184.897	30932474
DeepCCS	[M-H]-	182.501	30932474
DeepCCS	[M-2H]-	215.385	30932474
DeepCCS	[M+Na]+	190.81	30932474
AllCCS	[M+H]+	197.2	32859911
AllCCS	[M+H-H2O]+	194.8	32859911
AllCCS	[M+NH4]+	199.5	32859911
AllCCS	[M+Na]+	200.2	32859911
AllCCS	[M-H]-	194.8	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imidapril	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1C(=O)N(C)C[C@@]1([H])C(O)=O	4464.7	Standard polar	33892256
Imidapril	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1C(=O)N(C)C[C@@]1([H])C(O)=O	3061.2	Standard non polar	33892256
Imidapril	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1C(=O)N(C)C[C@@]1([H])C(O)=O	3045.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imidapril,1TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C	2965.9	Semi standard non polar	33892256
Imidapril,1TMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O)[Si](C)(C)C	2954.4	Semi standard non polar	33892256
Imidapril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2942.8	Semi standard non polar	33892256
Imidapril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2899.2	Standard non polar	33892256
Imidapril,1TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3160.8	Semi standard non polar	33892256
Imidapril,1TBDMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	3173.0	Semi standard non polar	33892256
Imidapril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3377.2	Semi standard non polar	33892256
Imidapril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3282.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imidapril GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-9522000000-2d7e7f1a0358d64215dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imidapril GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-7241900000-0ce2e92e32cdaa7af929	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imidapril GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 10V, Positive-QTOF	splash10-0002-1921100000-878a2227f1ea45dfbc0c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 20V, Positive-QTOF	splash10-000w-3941000000-cceed7dc8ced154f2113	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 40V, Positive-QTOF	splash10-0007-9510000000-08814b58975d5d6aee3f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 10V, Negative-QTOF	splash10-0zfr-1209400000-a27bf200103880d38895	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 20V, Negative-QTOF	splash10-0006-9406100000-86bf514aaedd86bd92d9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 40V, Negative-QTOF	splash10-0006-9600000000-86c474c83f5ed25c8bc7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 10V, Negative-QTOF	splash10-0udi-0012900000-b9b325c5937f93151a96	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 20V, Negative-QTOF	splash10-0f7o-8459400000-7958547e61a017dc266d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 40V, Negative-QTOF	splash10-0006-6931000000-153ce8236213e6f390bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 10V, Positive-QTOF	splash10-0a59-0009600000-80e4ad1d81fc56802245	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 20V, Positive-QTOF	splash10-03e9-0926100000-e3d515b76c571ca4b873	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidapril 40V, Positive-QTOF	splash10-02be-4900000000-ac1c34b70720f03a911f	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11783

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4576628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Imidapril

METLIN ID

Not Available

PubChem Compound

5464343

PDB ID

Not Available

ChEBI ID

135654

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

Hosoya K, Ishimitsu T: Protection of the cardiovascular system by imidapril, a versatile angiotensin-converting enzyme inhibitor. Cardiovasc Drug Rev. 2002 Summer;20(2):93-110. doi: 10.1111/j.1527-3466.2002.tb00185.x. [PubMed:12177688 ]
Robinson DM, Curran MP, Lyseng-Williamson KA: Imidapril: a review of its use in essential hypertension, Type 1 diabetic nephropathy and chronic heart failure. Drugs. 2007;67(9):1359-78. doi: 10.2165/00003495-200767090-00008. [PubMed:17547476 ]
Dolezal T: Imidapril in heart failure. J Renin Angiotensin Aldosterone Syst. 2006 Sep;7(3):146-54. doi: 10.3317/jraas.2006.024. [PubMed:17094051 ]

Showing metabocard for Imidapril (HMDB0041907)

MOL for HMDB0041907 (Imidapril)

3D MOL for HMDB0041907 (Imidapril)

3D SDF for HMDB0041907 (Imidapril)

3D-SDF for HMDB0041907 (Imidapril)

PDB for HMDB0041907 (Imidapril)

3D PDB for HMDB0041907 (Imidapril)

SMILES for HMDB0041907 (Imidapril)

INCHI for HMDB0041907 (Imidapril)

Structure for HMDB0041907 (Imidapril)

3D Structure for HMDB0041907 (Imidapril)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra