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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (2) Show 4 proteins XML

enzymes (2)transporters (2) Show 4 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0014324

Secondary Accession Numbers

HMDB14324

Metabolite Identification

Common Name

Ramipril

Description

Ramipril is a prodrug belonging to the angiotensin-converting enzyme (ACE) inhibitor class of medications. It is metabolized to ramiprilat in the liver and, to a lesser extent, kidneys. Ramiprilat is a potent, competitive inhibitor of ACE, the enzyme responsible for the conversion of angiotensin I (ATI) to angiotensin II (ATII). ATII regulates blood pressure and is a key component of the renin-angiotensin-aldosterone system (RAAS). Ramipril may be used in the treatment of hypertension, congestive heart failure, nephropathy, and to reduce the rate of death, myocardial infarction and stroke in individuals at high risk of cardiovascular events.

Structure

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

178
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.8221   -1.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.0576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754    2.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163    1.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    0.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -3.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6688   -2.3595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8841   -3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3992   -2.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9310   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5741   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812   -0.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2854    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2234    1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8374    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8994    0.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965    1.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064    0.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035    1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725    3.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -3.8446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -1.6995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 16  1  0  0  0  0
  3 16  2  0  0  0  0
  4 21  1  0  0  0  0
  4 26  1  0  0  0  0
  5 21  2  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
 17  7  1  1  0  0  0
 19  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 31  1  6  0  0  0
  9 12  1  0  0  0  0
  9 32  1  6  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 27 30  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0014324
     RDKit          3D
Ramipril
 62 64  0  0  0  0  0  0  0  0999 V2000
    3.3744   -2.3485   -4.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.9721   -3.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583   -0.9695   -2.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601    0.1575   -1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.2521   -2.3627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1180   -0.4918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1911   -0.1920    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3551    0.7851    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    1.0531    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5712    0.1912    2.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4789    0.5014    3.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    1.8073    3.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3823    2.7807    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    2.3998    1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.6647   -0.4621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -0.2575   -1.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8182   -0.3285   -2.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -1.1147   -0.8324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190   -2.3672   -0.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.6526   -0.4137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    0.4108   -0.8222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8373    1.2502   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334    2.3744   -1.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    0.8272   -3.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    1.1416    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366    0.0413    1.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2309    0.3636    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957   -0.7063    2.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -1.7925    1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1773    0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4222   -2.9502   -4.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894   -2.8353   -3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -2.2315   -5.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.4038   -3.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.5078   -4.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    1.1536   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.1315    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223   -1.2570    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1967    0.1602   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    1.6175   -0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.8997    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -0.2458    4.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034    2.0171    4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843    3.7482    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    3.1705    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423   -0.8573    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639    0.8258   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.2076   -2.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.5920   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454   -0.6138   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2845   -0.1628   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.0302   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.9156    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7905    1.6696    0.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.1121    1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3117    3.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217    1.3873    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1852   -0.2586    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.1430    3.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -2.1989    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890   -2.6516    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0962   -1.8427    0.4153 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  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 14  9  1  0
 30 20  1  0
 30 26  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 17 50  1  0
 21 51  1  6
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
M  END

178
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.8221   -1.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.0576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754    2.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163    1.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    0.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -3.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6688   -2.3595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8841   -3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3992   -2.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9310   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5741   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812   -0.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2854    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2234    1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8374    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8994    0.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965    1.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064    0.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035    1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725    3.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -3.8446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -1.6995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 16  1  0  0  0  0
  3 16  2  0  0  0  0
  4 21  1  0  0  0  0
  4 26  1  0  0  0  0
  5 21  2  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
 17  7  1  1  0  0  0
 19  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 31  1  6  0  0  0
  9 12  1  0  0  0  0
  9 32  1  6  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 27 30  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014324

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1

> <INCHI_KEY>
HDACQVRGBOVJII-JBDAPHQKSA-N

> <FORMULA>
C23H32N2O5

> <MOLECULAR_WEIGHT>
416.5106

> <EXACT_MASS>
416.231122144

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.77822453247945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.4738114378387788

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7489298896886947

> <JCHEM_PKA_STRONGEST_BASIC>
5.203591906368742

> <JCHEM_POLAR_SURFACE_AREA>
95.93999999999998

> <JCHEM_REFRACTIVITY>
111.18680000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ramipril

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014324
     RDKit          3D
Ramipril
 62 64  0  0  0  0  0  0  0  0999 V2000
    3.3744   -2.3485   -4.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.9721   -3.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583   -0.9695   -2.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601    0.1575   -1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.2521   -2.3627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1180   -0.4918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1911   -0.1920    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3551    0.7851    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    1.0531    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5712    0.1912    2.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4789    0.5014    3.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    1.8073    3.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3823    2.7807    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    2.3998    1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.6647   -0.4621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -0.2575   -1.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8182   -0.3285   -2.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -1.1147   -0.8324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190   -2.3672   -0.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.6526   -0.4137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    0.4108   -0.8222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8373    1.2502   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334    2.3744   -1.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    0.8272   -3.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    1.1416    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366    0.0413    1.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2309    0.3636    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957   -0.7063    2.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -1.7925    1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1773    0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4222   -2.9502   -4.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894   -2.8353   -3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -2.2315   -5.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.4038   -3.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.5078   -4.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    1.1536   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.1315    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223   -1.2570    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1967    0.1602   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    1.6175   -0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.8997    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -0.2458    4.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034    2.0171    4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843    3.7482    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    3.1705    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423   -0.8573    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639    0.8258   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.2076   -2.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.5920   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454   -0.6138   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2845   -0.1628   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.0302   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.9156    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7905    1.6696    0.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.1121    1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3117    3.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217    1.3873    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1852   -0.2586    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.1430    3.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -2.1989    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890   -2.6516    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0962   -1.8427    0.4153 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  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 14  9  1  0
 30 20  1  0
 30 26  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 17 50  1  0
 21 51  1  6
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 178                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.268  -2.144   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.035  -6.508   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.035  -3.841   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.914   3.899   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.377   3.075   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.250  -3.929   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.329   0.145   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.715  -5.945   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.715  -4.404   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.250  -6.420   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.172  -6.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.172  -3.935   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.345  -5.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.071  -5.175   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.775  -2.464   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.805  -5.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.805  -1.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.311  -1.639   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.359   1.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.866   0.970   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.884   2.755   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.896   2.114   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.403   1.794   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.879   0.329   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.433   2.939   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.438   5.364   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.385   0.009   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.940   2.618   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.469   6.508   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.416   1.154   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       8.717  -7.177   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       8.717  -3.172   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   21   26                                                       
CONECT    5   21                                                            
CONECT    6    9   13   15                                                  
CONECT    7   17   19                                                       
CONECT    8    9   10   11   31                                             
CONECT    9    6    8   12   32                                             
CONECT   10    8   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   14                                                       
CONECT   13    6   10   16                                                  
CONECT   14   11   12                                                       
CONECT   15    1    6   17                                                  
CONECT   16    2    3   13                                                  
CONECT   17    7   15   18                                                  
CONECT   18   17                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21    4    5   19                                                  
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   27                                                       
CONECT   25   23   28                                                       
CONECT   26    4   29                                                       
CONECT   27   24   30                                                       
CONECT   28   25   30                                                       
CONECT   29   26                                                            
CONECT   30   27   28                                                       
CONECT   31    8                                                            
CONECT   32    9                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0014324
HETATM    1  C1  UNL     1       3.374  -2.349  -4.079  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.085  -0.972  -3.558  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.458  -0.970  -2.336  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.960   0.158  -1.841  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.060   1.252  -2.363  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.261   0.118  -0.492  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.191  -0.192   0.594  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.355   0.785   0.505  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.040   1.053   1.692  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.571   0.191   2.524  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.479   0.501   3.560  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.903   1.807   3.724  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.382   2.781   2.859  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.481   2.400   1.874  1.00  0.00           C  
HETATM   15  N1  UNL     1       0.079  -0.665  -0.462  1.00  0.00           N  
HETATM   16  C13 UNL     1      -1.100  -0.258  -1.164  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.818  -0.329  -2.660  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.279  -1.115  -0.832  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.119  -2.367  -0.906  1.00  0.00           O  
HETATM   20  N2  UNL     1      -3.550  -0.653  -0.414  1.00  0.00           N  
HETATM   21  C16 UNL     1      -4.349   0.411  -0.822  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.837   1.250  -1.910  1.00  0.00           C  
HETATM   23  O4  UNL     1      -3.333   2.374  -1.645  1.00  0.00           O  
HETATM   24  O5  UNL     1      -3.834   0.827  -3.212  1.00  0.00           O  
HETATM   25  C18 UNL     1      -4.802   1.142   0.362  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.937   0.041   1.372  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.231   0.364   2.669  1.00  0.00           C  
HETATM   28  C21 UNL     1      -3.196  -0.706   2.888  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.447  -1.793   1.873  1.00  0.00           C  
HETATM   30  C23 UNL     1      -4.277  -1.177   0.785  1.00  0.00           C  
HETATM   31  H1  UNL     1       2.422  -2.950  -4.081  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.189  -2.835  -3.574  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.629  -2.231  -5.169  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.027  -0.404  -3.590  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.309  -0.508  -4.250  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.807   1.154  -0.308  1.00  0.00           H  
HETATM   37  H7  UNL     1       1.711  -0.132   1.556  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.522  -1.257   0.411  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.197   0.160  -0.132  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.222   1.618  -0.190  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.338  -0.900   2.397  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.693  -0.246   4.329  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.703   2.017   4.410  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.684   3.748   3.017  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.107   3.171   1.239  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.142  -0.857   0.571  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.264   0.826  -0.892  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.152  -1.208  -2.827  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.383   0.592  -3.009  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.745  -0.614  -3.211  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.285  -0.163  -1.230  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.412   0.030  -3.525  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.034   1.916   0.644  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.790   1.670   0.170  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.047  -0.112   1.529  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.000   0.312   3.480  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.822   1.387   2.710  1.00  0.00           H  
HETATM   58  H28 UNL     1      -2.185  -0.259   2.807  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.300  -1.143   3.898  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.488  -2.199   1.466  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.989  -2.652   2.353  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.096  -1.843   0.415  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   10   14
CONECT   10   11   41
CONECT   11   12   12   42
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   45
CONECT   15   16   46
CONECT   16   17   18   47
CONECT   17   48   49   50
CONECT   18   19   19   20
CONECT   20   21   30
CONECT   21   22   25   51
CONECT   22   23   23   24
CONECT   24   52
CONECT   25   26   53   54
CONECT   26   27   30   55
CONECT   27   28   56   57
CONECT   28   29   58   59
CONECT   29   30   60   61
CONECT   30   62
END

HMDB0014324
     RDKit          3D
Ramipril
 62 64  0  0  0  0  0  0  0  0999 V2000
    3.3744   -2.3485   -4.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.9721   -3.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583   -0.9695   -2.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601    0.1575   -1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.2521   -2.3627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1180   -0.4918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1911   -0.1920    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3551    0.7851    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    1.0531    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5712    0.1912    2.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4789    0.5014    3.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    1.8073    3.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3823    2.7807    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    2.3998    1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.6647   -0.4621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -0.2575   -1.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8182   -0.3285   -2.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -1.1147   -0.8324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190   -2.3672   -0.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.6526   -0.4137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    0.4108   -0.8222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8373    1.2502   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334    2.3744   -1.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    0.8272   -3.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    1.1416    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366    0.0413    1.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2309    0.3636    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957   -0.7063    2.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -1.7925    1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1773    0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4222   -2.9502   -4.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894   -2.8353   -3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -2.2315   -5.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.4038   -3.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.5078   -4.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    1.1536   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.1315    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223   -1.2570    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1967    0.1602   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    1.6175   -0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.8997    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -0.2458    4.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034    2.0171    4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843    3.7482    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    3.1705    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423   -0.8573    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639    0.8258   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.2076   -2.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.5920   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454   -0.6138   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2845   -0.1628   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.0302   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.9156    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7905    1.6696    0.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.1121    1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3117    3.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217    1.3873    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1852   -0.2586    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.1430    3.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -2.1989    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890   -2.6516    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0962   -1.8427    0.4153 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  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 14  9  1  0
 30 20  1  0
 30 26  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 17 50  1  0
 21 51  1  6
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 25 53  1  0
 25 54  1  0
 26 55  1  1
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S-(1(R(r)),2alpha,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	ChEBI
Altace	ChEBI
Ramiprilum	ChEBI
Tritace	ChEBI
(2S-(1(R(r)),2a,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2a,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	Generator
(2S-(1(R(r)),2alpha,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2α,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2α,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	Generator
Almirall brand OF ramipril	HMDB
Delix	HMDB
Hoechst brand OF ramipril	HMDB
Monarch brand OF ramipril	HMDB
Zabien	HMDB
Aventis brand OF ramipril	HMDB
Carasel	HMDB
HOE 498	HMDB
HOE-498	HMDB
Triatec	HMDB
Vesdil	HMDB
Astra brand OF ramipril	HMDB
Promed brand OF ramipril	HMDB
Acovil	HMDB
AstraZeneca brand OF ramipril	HMDB
Aventis pharma brand OF ramipril	HMDB
Ramace	HMDB

Chemical Formula

C₂₃H₃₂N₂O₅

Average Molecular Weight

416.5106

Monoisotopic Molecular Weight

416.231122144

IUPAC Name

(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

Traditional Name

ramipril

CAS Registry Number

87333-19-5

SMILES

[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

InChI Identifier

InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid monoester (CHEBI:8774 )
ethyl ester (CHEBI:8774 )
azabicycloalkane (CHEBI:8774 )
dipeptide (CHEBI:8774 )
cyclopentapyrrole (CHEBI:8774 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014324)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Ramipril Action Pathway (PathBank: SMP0000154)

Metabolic pathway

Ramipril Metabolism Pathway (PathBank: SMP0000597)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	109 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.039 g/L	Not Available
LogP	2.9	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	197.0	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.039 g/L	ALOGPS
logP	0.92	ALOGPS
logP	1.47	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.94 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	111.19 m³·mol⁻¹	ChemAxon
Polarizability	44.78 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]+	196.522	31661259
DarkChem	[M-H]-	192.641	31661259
DeepCCS	[M-2H]-	226.084	30932474
DeepCCS	[M+Na]+	200.491	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.2	32859911
AllCCS	[M+NH4]+	204.5	32859911
AllCCS	[M+Na]+	205.0	32859911
AllCCS	[M-H]-	196.2	32859911
AllCCS	[M+Na-2H]-	197.1	32859911
AllCCS	[M+HCOO]-	198.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ramipril	[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC	4379.5	Standard polar	33892256
Ramipril	[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC	2973.1	Standard non polar	33892256
Ramipril	[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC	3143.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ramipril,1TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21	3101.4	Semi standard non polar	33892256
Ramipril,1TMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C	3074.8	Semi standard non polar	33892256
Ramipril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C	3082.8	Semi standard non polar	33892256
Ramipril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C	2998.8	Standard non polar	33892256
Ramipril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C	4011.6	Standard polar	33892256
Ramipril,1TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21	3333.0	Semi standard non polar	33892256
Ramipril,1TBDMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C(C)(C)C	3326.3	Semi standard non polar	33892256
Ramipril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C(C)(C)C	3541.9	Semi standard non polar	33892256
Ramipril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C(C)(C)C	3387.6	Standard non polar	33892256
Ramipril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@@H](C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]2CCC[C@@H]21)[Si](C)(C)C(C)(C)C	4157.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ramipril GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9154000000-0fd268c0fd4553ce3ab0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ramipril GC-MS (1 TMS) - 70eV, Positive	splash10-014i-5111900000-7df272465d895b3cfd2b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ramipril GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ramipril LC-ESI-qTof , Positive-QTOF	splash10-0002-1897100000-b1c2f0fcf086f6260572	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ramipril LC-ESI-qTof , Positive-QTOF	splash10-02ai-3951000000-05bdaffd016f2d5b5d42	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ramipril , positive-QTOF	splash10-00lr-3930000000-ea57777ac9a14b1e9083	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ramipril 35V, Negative-QTOF	splash10-014i-0300900000-971088f84d244b7183fe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ramipril 35V, Positive-QTOF	splash10-001i-0792400000-eb2eba23ddd5b9b9b1ce	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 10V, Positive-QTOF	splash10-014i-0568900000-ddc98c0a9a0a339f0dd2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 20V, Positive-QTOF	splash10-053u-3982000000-245405250f246de18bfa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 40V, Positive-QTOF	splash10-06r6-3910000000-a34aa1853535d9227376	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 10V, Negative-QTOF	splash10-014i-1019400000-6df2aca7d66607a7a4e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 20V, Negative-QTOF	splash10-0i91-2529100000-4d27b82aeecd981101c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 40V, Negative-QTOF	splash10-0udj-3911000000-0756695a4b95e60fd11c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 10V, Positive-QTOF	splash10-014l-0339700000-452e8e2b82c270cd994f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 20V, Positive-QTOF	splash10-0007-1978200000-050e9a36f1e4e960836a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 40V, Positive-QTOF	splash10-066u-5911000000-74a534a7b59ef1f2a03c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 10V, Negative-QTOF	splash10-014i-0009700000-a71f2ed8451e5e6d162a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 20V, Negative-QTOF	splash10-016r-1889000000-8f9e12a4e55869c7da6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ramipril 40V, Negative-QTOF	splash10-03di-2931000000-820a55e837269565502b	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00178	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00178	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00178

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009079

KNApSAcK ID

Not Available

Chemspider ID

4514937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ramipril

METLIN ID

Not Available

PubChem Compound

5362129

PDB ID

Not Available

ChEBI ID

8774

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

Cacciapuoti F, Capasso A, Mirra G, De Nicola A, Minicucci F, Gentile S: Prevention of left ventricular hypertrophy by ACE-inhibitor, ramipril in comparison with calcium-channel antagonist, felodipine. Int J Cardiol. 1998 Jan 31;63(2):175-8. [PubMed:9510492 ]
Kleinert S: HOPE for cardiovascular disease prevention with ACE-inhibitor ramipril. Heart Outcomes Prevention Evaluation. Lancet. 1999 Sep 4;354(9181):841. [PubMed:10485736 ]

Enzymes

Enzyme Details

1. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

References

Shah GB, Sharma S, Mehta AA, Goyal RK: Oculohypotensive effect of angiotensin-converting enzyme inhibitors in acute and chronic models of glaucoma. J Cardiovasc Pharmacol. 2000 Aug;36(2):169-75. [PubMed:10942157 ]

Enzyme Details

2. Angiotensin-converting enzyme

General function:: Involved in metallopeptidase activity
Specific function:: Converts angiotensin I to angiotensin II by release of the terminal His-Leu, this results in an increase of the vasoconstrictor activity of angiotensin. Also able to inactivate bradykinin, a potent vasodilator. Has also a glycosidase activity which releases GPI-anchored proteins from the membrane by cleaving the mannose linkage in the GPI moiety
Gene Name:: ACE
Uniprot ID:: P12821
Molecular weight:: 149713.7

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Levitt DG, Schoemaker RC: Human physiologically based pharmacokinetic model for ACE inhibitors: ramipril and ramiprilat. BMC Clin Pharmacol. 2006 Jan 6;6:1. [PubMed:16398929 ]
Piepho RW: Overview of the angiotensin-converting-enzyme inhibitors. Am J Health Syst Pharm. 2000 Oct 1;57 Suppl 1:S3-7. [PubMed:11030016 ]
Song JC, White CM: Clinical pharmacokinetics and selective pharmacodynamics of new angiotensin converting enzyme inhibitors: an update. Clin Pharmacokinet. 2002;41(3):207-24. [PubMed:11929321 ]

Transporters

Enzyme Details

1. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Knutter I, Wollesky C, Kottra G, Hahn MG, Fischer W, Zebisch K, Neubert RH, Daniel H, Brandsch M: Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41. doi: 10.1124/jpet.108.143339. Epub 2008 Aug 19. [PubMed:18713951 ]

Enzyme Details

2. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Knutter I, Wollesky C, Kottra G, Hahn MG, Fischer W, Zebisch K, Neubert RH, Daniel H, Brandsch M: Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41. doi: 10.1124/jpet.108.143339. Epub 2008 Aug 19. [PubMed:18713951 ]

Showing metabocard for Ramipril (HMDB0014324)

MOL for HMDB0014324 (Ramipril)

3D MOL for HMDB0014324 (Ramipril)

3D SDF for HMDB0014324 (Ramipril)

3D-SDF for HMDB0014324 (Ramipril)

PDB for HMDB0014324 (Ramipril)

3D PDB for HMDB0014324 (Ramipril)

SMILES for HMDB0014324 (Ramipril)

INCHI for HMDB0014324 (Ramipril)

Structure for HMDB0014324 (Ramipril)

3D Structure for HMDB0014324 (Ramipril)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References