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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:03:38 UTC

Update Date

2021-09-14 15:40:14 UTC

HMDB ID

HMDB0060579

Secondary Accession Numbers

HMDB60579

Metabolite Identification

Common Name

Ramiprilat

Description

Ramiprilat, also known as ramiprilic acid, 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. Ramiprilat is a very strong basic compound (based on its pKa). In humans, ramiprilat is involved in ramipril metabolism pathway. Ramiprilat is a metabolite of ramipril.

Structure

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


  Mrv0541 06151310012D          

 28 30  0  0  0  0            999 V2000
    5.9010   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8681    3.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3286    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5355    3.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1230    2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0280    3.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010    0.5689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3286    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2030    3.0760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4720    0.5689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9480    2.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2829    2.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6155    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.9814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.8064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299    0.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -0.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576   -0.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6806    2.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2390    1.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 13  1  1  6  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  1  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 16  1  0  0  0  0
 18 21  1  1  0  0  0
 22 13  1  0  0  0  0
 16 22  1  6  0  0  0
 17 23  1  1  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0060579
     RDKit          3D
Ramiprilat
 56 58  0  0  0  0  0  0  0  0999 V2000
   -0.1263   -1.0848    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.9338   -1.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7685   -0.9124   -2.0755 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262    0.0971   -1.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5717    0.1759   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.0150   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448   -0.8368    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.2577    1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -1.0931    3.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -0.4832    3.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0578    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -0.2250    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7024   -0.0909   -3.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.0108   -3.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703    0.7812   -3.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085    0.1974   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    1.0621   -2.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625    0.4021   -0.9423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264    1.5335   -1.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8553    2.8084   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808    3.8735   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6229    2.8571   -0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548    1.2731   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7277   -0.1984   -0.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4122   -0.4556    1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414    0.1527    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0688   -0.0078    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393   -0.4069    0.0202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2505   -0.1293    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.7790    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -1.5738    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -1.8575   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335   -1.8462   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    1.1311   -2.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860    1.0387   -0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0350    0.4745    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -1.9636   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1873   -1.1204   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.7394    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -1.4449    4.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3124   -0.3610    4.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000    0.4273    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8614    0.1077   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6684    0.4443   -3.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6277    1.6127   -2.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379    3.0309    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8613    1.8725    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    1.4391   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572   -0.8530   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012    0.0155    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5095   -1.5622    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193    1.1902    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5295   -0.3941    3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423   -0.7531    2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094    0.9437    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.4948   -0.1056 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 12  7  1  0
 28 18  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 19 45  1  6
 22 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  1
M  END


  Mrv0541 06151310012D          

 28 30  0  0  0  0            999 V2000
    5.9010   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8681    3.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3286    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5355    3.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1230    2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0280    3.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010    0.5689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3286    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2030    3.0760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4720    0.5689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9480    2.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2829    2.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6155    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.9814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.8064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299    0.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -0.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576   -0.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6806    2.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2390    1.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 13  1  1  6  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  1  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 16  1  0  0  0  0
 18 21  1  1  0  0  0
 22 13  1  0  0  0  0
 16 22  1  6  0  0  0
 17 23  1  1  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060579

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1

> <INCHI_KEY>
KEDYTOTWMPBSLG-HILJTLORSA-N

> <FORMULA>
C21H28N2O5

> <MOLECULAR_WEIGHT>
388.4574

> <EXACT_MASS>
388.199822016

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.37278193314353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

> <ALOGPS_LOGP>
0.54

> <JCHEM_LOGP>
-0.18361666376072328

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8464509897557897

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.13119123602434

> <JCHEM_PKA_STRONGEST_BASIC>
8.05421780911174

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
101.66909999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060579
     RDKit          3D
Ramiprilat
 56 58  0  0  0  0  0  0  0  0999 V2000
   -0.1263   -1.0848    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.9338   -1.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7685   -0.9124   -2.0755 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262    0.0971   -1.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5717    0.1759   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.0150   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448   -0.8368    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.2577    1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -1.0931    3.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -0.4832    3.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0578    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -0.2250    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7024   -0.0909   -3.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.0108   -3.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703    0.7812   -3.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085    0.1974   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    1.0621   -2.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625    0.4021   -0.9423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264    1.5335   -1.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8553    2.8084   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808    3.8735   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6229    2.8571   -0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548    1.2731   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7277   -0.1984   -0.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4122   -0.4556    1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414    0.1527    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0688   -0.0078    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393   -0.4069    0.0202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2505   -0.1293    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.7790    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -1.5738    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -1.8575   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335   -1.8462   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    1.1311   -2.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860    1.0387   -0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0350    0.4745    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -1.9636   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1873   -1.1204   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.7394    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -1.4449    4.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3124   -0.3610    4.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000    0.4273    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8614    0.1077   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6684    0.4443   -3.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6277    1.6127   -2.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379    3.0309    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8613    1.8725    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    1.4391   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572   -0.8530   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012    0.0155    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5095   -1.5622    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193    1.1902    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5295   -0.3941    3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423   -0.7531    2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094    0.9437    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.4948   -0.1056 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 12  7  1  0
 28 18  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 19 45  1  6
 22 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  1
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      11.015  -0.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.679   3.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.679   1.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.013   4.142   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.087   5.742   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.013   1.062   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.347   3.372   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.333   6.647   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.563   4.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.680   1.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.014   1.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.119   5.742   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.015   1.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.347   1.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.579   5.742   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.348   1.062   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.103   4.277   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.595   4.277   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.349   1.832   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.348  -0.478   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.059   3.801   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       9.681   1.832   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      12.349   3.372   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      13.682   1.062   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.681  -1.248   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.014  -1.248   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      16.204   4.832   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      15.379   2.295   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3   14                                                       
CONECT    7    4   14                                                       
CONECT    8    5   15                                                       
CONECT    9    5   17                                                       
CONECT   10   11   14                                                       
CONECT   11   10   16                                                       
CONECT   12   15   18                                                       
CONECT   13    1   19   22                                                  
CONECT   14    6    7   10                                                  
CONECT   15    8   12   17                                                  
CONECT   16   11   20   22                                                  
CONECT   17    9   15   23                                                  
CONECT   18   12   21   23                                                  
CONECT   19   13   23   24                                                  
CONECT   20   16   25   26                                                  
CONECT   21   18   27   28                                                  
CONECT   22   13   16                                                       
CONECT   23   17   18   19                                                  
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   21                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0060579
HETATM    1  C1  UNL     1      -0.126  -1.085   0.238  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.376  -0.934  -1.236  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.768  -0.912  -2.076  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.726   0.097  -1.957  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.572   0.176  -0.736  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.463  -1.015  -0.499  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.245  -0.837   0.752  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.787  -1.258   1.982  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.512  -1.093   3.139  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.756  -0.483   3.100  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.223  -0.058   1.872  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.499  -0.225   0.733  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.702  -0.091  -3.104  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.568  -1.011  -3.936  1.00  0.00           O  
HETATM   15  O2  UNL     1       3.770   0.781  -3.230  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.308   0.197  -1.545  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.955   1.062  -2.429  1.00  0.00           O  
HETATM   18  N2  UNL     1      -2.563   0.402  -0.942  1.00  0.00           N  
HETATM   19  C14 UNL     1      -3.426   1.533  -1.243  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.855   2.808  -0.807  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.481   3.874  -0.992  1.00  0.00           O  
HETATM   22  O5  UNL     1      -1.623   2.857  -0.186  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.755   1.273  -0.583  1.00  0.00           C  
HETATM   24  C17 UNL     1      -4.728  -0.198  -0.226  1.00  0.00           C  
HETATM   25  C18 UNL     1      -5.412  -0.456   1.091  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.441   0.153   2.066  1.00  0.00           C  
HETATM   27  C20 UNL     1      -3.069  -0.008   1.445  1.00  0.00           C  
HETATM   28  C21 UNL     1      -3.239  -0.407   0.020  1.00  0.00           C  
HETATM   29  H1  UNL     1      -0.251  -0.129   0.792  1.00  0.00           H  
HETATM   30  H2  UNL     1      -0.881  -1.779   0.726  1.00  0.00           H  
HETATM   31  H3  UNL     1       0.828  -1.574   0.420  1.00  0.00           H  
HETATM   32  H4  UNL     1      -0.961  -1.858  -1.534  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.233  -1.846  -2.035  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.340   1.131  -2.147  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.286   1.039  -0.911  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.035   0.474   0.189  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.923  -1.964  -0.436  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.187  -1.120  -1.347  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.820  -1.739   2.058  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.107  -1.445   4.099  1.00  0.00           H  
HETATM   41  H13 UNL     1       6.312  -0.361   4.016  1.00  0.00           H  
HETATM   42  H14 UNL     1       7.200   0.427   1.800  1.00  0.00           H  
HETATM   43  H15 UNL     1       5.861   0.108  -0.237  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.668   0.444  -3.607  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.628   1.613  -2.333  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.538   3.031   0.810  1.00  0.00           H  
HETATM   47  H19 UNL     1      -4.861   1.873   0.346  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.623   1.439  -1.234  1.00  0.00           H  
HETATM   49  H21 UNL     1      -5.057  -0.853  -1.038  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.401   0.015   1.152  1.00  0.00           H  
HETATM   51  H23 UNL     1      -5.510  -1.562   1.210  1.00  0.00           H  
HETATM   52  H24 UNL     1      -4.719   1.190   2.257  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.529  -0.394   3.047  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.542  -0.753   2.074  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.509   0.944   1.577  1.00  0.00           H  
HETATM   56  H28 UNL     1      -3.027  -1.495  -0.106  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   16   32
CONECT    3    4   33
CONECT    4    5   13   34
CONECT    5    6   35   36
CONECT    6    7   37   38
CONECT    7    8    8   12
CONECT    8    9   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   12   42
CONECT   12   43
CONECT   13   14   14   15
CONECT   15   44
CONECT   16   17   17   18
CONECT   18   19   28
CONECT   19   20   23   45
CONECT   20   21   21   22
CONECT   22   46
CONECT   23   24   47   48
CONECT   24   25   28   49
CONECT   25   26   50   51
CONECT   26   27   52   53
CONECT   27   28   54   55
CONECT   28   56
END

HMDB0060579
     RDKit          3D
Ramiprilat
 56 58  0  0  0  0  0  0  0  0999 V2000
   -0.1263   -1.0848    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.9338   -1.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7685   -0.9124   -2.0755 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262    0.0971   -1.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5717    0.1759   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.0150   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448   -0.8368    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.2577    1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -1.0931    3.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -0.4832    3.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0578    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -0.2250    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7024   -0.0909   -3.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.0108   -3.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703    0.7812   -3.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085    0.1974   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    1.0621   -2.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625    0.4021   -0.9423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264    1.5335   -1.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8553    2.8084   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808    3.8735   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6229    2.8571   -0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548    1.2731   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7277   -0.1984   -0.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4122   -0.4556    1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414    0.1527    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0688   -0.0078    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393   -0.4069    0.0202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2505   -0.1293    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.7790    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -1.5738    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -1.8575   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335   -1.8462   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    1.1311   -2.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860    1.0387   -0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0350    0.4745    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -1.9636   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1873   -1.1204   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.7394    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -1.4449    4.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3124   -0.3610    4.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000    0.4273    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8614    0.1077   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6684    0.4443   -3.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6277    1.6127   -2.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379    3.0309    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8613    1.8725    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    1.4391   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572   -0.8530   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012    0.0155    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5095   -1.5622    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193    1.1902    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5295   -0.3941    3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423   -0.7531    2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094    0.9437    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.4948   -0.1056 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 12  7  1  0
 28 18  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 19 45  1  6
 22 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ramiprilate	ChEBI
Ramiprilatum	ChEBI
Ramiprilic acid	Generator

Chemical Formula

C₂₁H₂₈N₂O₅

Average Molecular Weight

388.4574

Monoisotopic Molecular Weight

388.199822016

IUPAC Name

(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

Traditional Name

(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O

InChI Identifier

InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1

InChI Key

KEDYTOTWMPBSLG-HILJTLORSA-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
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
N-acylpyrrolidine
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Azacycle
Secondary aliphatic amine
Carboxylic acid
Secondary amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

azabicycloalkane (CHEBI:77363 )
dipeptide (CHEBI:77363 )
dicarboxylic acid (CHEBI:77363 )
cyclopentapyrrole (CHEBI:77363 )

Ontology

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	0.21 g/L	ALOGPS
logP	0.54	ALOGPS
logP	-0.18	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	8.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.94 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.67 m³·mol⁻¹	ChemAxon
Polarizability	40.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.039	31661259
DarkChem	[M-H]-	183.762	31661259
DeepCCS	[M+H]+	187.201	30932474
DeepCCS	[M-H]-	184.806	30932474
DeepCCS	[M-2H]-	217.689	30932474
DeepCCS	[M+Na]+	193.114	30932474
AllCCS	[M+H]+	194.7	32859911
AllCCS	[M+H-H2O]+	192.2	32859911
AllCCS	[M+NH4]+	197.0	32859911
AllCCS	[M+Na]+	197.6	32859911
AllCCS	[M-H]-	190.9	32859911
AllCCS	[M+Na-2H]-	191.4	32859911
AllCCS	[M+HCOO]-	192.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.51 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8454 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1831.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	196.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	138.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	403.0 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	428.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	385.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	925.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	461.6 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	1295.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	302.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	306.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	199.5 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	116.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ramiprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O	4654.5	Standard polar	33892256
Ramiprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O	2962.9	Standard non polar	33892256
Ramiprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O	3199.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ramiprilat,1TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21	3046.2	Semi standard non polar	33892256
Ramiprilat,1TMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21	3073.5	Semi standard non polar	33892256
Ramiprilat,1TMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3050.3	Semi standard non polar	33892256
Ramiprilat,2TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21	3035.6	Semi standard non polar	33892256
Ramiprilat,2TMS,isomer #2	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3020.2	Semi standard non polar	33892256
Ramiprilat,2TMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3023.7	Semi standard non polar	33892256
Ramiprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3038.0	Semi standard non polar	33892256
Ramiprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3015.3	Standard non polar	33892256
Ramiprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3781.8	Standard polar	33892256
Ramiprilat,1TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21	3294.4	Semi standard non polar	33892256
Ramiprilat,1TBDMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21	3320.8	Semi standard non polar	33892256
Ramiprilat,1TBDMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3309.7	Semi standard non polar	33892256
Ramiprilat,2TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21	3505.8	Semi standard non polar	33892256
Ramiprilat,2TBDMS,isomer #2	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3527.6	Semi standard non polar	33892256
Ramiprilat,2TBDMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3540.5	Semi standard non polar	33892256
Ramiprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3732.7	Semi standard non polar	33892256
Ramiprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3608.3	Standard non polar	33892256
Ramiprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3996.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ramiprilat GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lu-9323000000-940b006da9cc06b5fc6f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ramiprilat GC-MS (2 TMS) - 70eV, Positive	splash10-01bc-9141420000-7b066a10b282ca037203	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ramiprilat 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 - Ramiprilat 10V, Positive-QTOF	splash10-05g3-0129000000-f89fdd99fb3669abd143	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 20V, Positive-QTOF	splash10-0btc-1953000000-dfe1ab2c8f9ea43b55d9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 40V, Positive-QTOF	splash10-08fu-3910000000-087ef0850acdcd1f8f50	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 10V, Negative-QTOF	splash10-000l-0009000000-b5af622fa6177501b3e1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 20V, Negative-QTOF	splash10-0frg-0649000000-fd1f4001ead8c583d80b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 40V, Negative-QTOF	splash10-11p0-1900000000-0b5f7e804738b6a5e86d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 10V, Negative-QTOF	splash10-000i-0009000000-e43abe228ffb93ba9251	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 20V, Negative-QTOF	splash10-01q3-1946000000-d8f9fa67c21f69549090	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 40V, Negative-QTOF	splash10-0udi-3910000000-7248ba42f7d521ea892f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 10V, Positive-QTOF	splash10-000i-0009000000-8ffcb38a7676a96d10df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 20V, Positive-QTOF	splash10-01p6-1935000000-2b66e2a4796a046c7eff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramiprilat 40V, Positive-QTOF	splash10-066r-1900000000-13f50f12fb869bbe2aaa	2021-10-12	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

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Ramipril Action Pathway		Not Available
Ramipril Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5464096

PDB ID

Not Available

ChEBI ID

77363

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

Gupta VK, Jain R, Lukram O, Agarwal S, Dwivedi A: Simultaneous determination of ramipril, ramiprilat and telmisartan in human plasma using liquid chromatography tandem mass spectrometry. Talanta. 2011 Jan 15;83(3):709-16. doi: 10.1016/j.talanta.2010.10.011. Epub 2010 Nov 18. [PubMed:21147310 ]
Efsen E, Saermark T, Hansen A, Bruun E, Brynskov J: Ramiprilate inhibits functional matrix metalloproteinase activity in Crohn's disease fistulas. Basic Clin Pharmacol Toxicol. 2011 Sep;109(3):208-16. doi: 10.1111/j.1742-7843.2011.00713.x. Epub 2011 Jun 3. [PubMed:21535409 ]
Potier L, Waeckel L, Vincent MP, Chollet C, Gobeil F Jr, Marre M, Bruneval P, Richer C, Roussel R, Alhenc-Gelas F, Bouby N: Selective kinin receptor agonists as cardioprotective agents in myocardial ischemia and diabetes. J Pharmacol Exp Ther. 2013 Jul;346(1):23-30. doi: 10.1124/jpet.113.203927. Epub 2013 Apr 16. [PubMed:23591995 ]
van Griensven JM, Schoemaker RC, Cohen AF, Luus HG, Seibert-Grafe M, Rothig HJ: Pharmacokinetics, pharmacodynamics and bioavailability of the ACE inhibitor ramipril. Eur J Clin Pharmacol. 1995;47(6):513-8. [PubMed:7768254 ]

Showing metabocard for Ramiprilat (HMDB0060579)

MOL for HMDB0060579 (Ramiprilat)

3D MOL for HMDB0060579 (Ramiprilat)

3D SDF for HMDB0060579 (Ramiprilat)

3D-SDF for HMDB0060579 (Ramiprilat)

PDB for HMDB0060579 (Ramiprilat)

3D PDB for HMDB0060579 (Ramiprilat)

SMILES for HMDB0060579 (Ramiprilat)

INCHI for HMDB0060579 (Ramiprilat)

Structure for HMDB0060579 (Ramiprilat)

3D Structure for HMDB0060579 (Ramiprilat)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra