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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:51:54 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041990

Secondary Accession Numbers

HMDB41990

Metabolite Identification

Common Name

Piritramide

Description

Piritramide (R-3365, trade names Dipidolor, Piridolan, Pirium and others) is a synthetic opioid analgesic with a potency 0.65 to 0.75 times that of morphine. A common starting dose is 15 mg IV, equivalent to 10 mg of morphine hydrochloride. Piritramide is commonly used for the treatment of postoperative pain. Piritramide was discovered at Janssen Pharmaceutica in 1960 and is currently manufactured and distributed within continental Europe and some other places by Janssen-Cilag. Piritramide is a strong opioid and therefore is regulated much the same as morphine in all known jurisdictions. It was never introduced in the United States and is therefore a Schedule I/Narcotic controlled substance. It is listed under international treaties and other laws such as the German Betabungsmittelgesetz, the Austrian Suchtgiftmittelgesetz, the Opium Laws of various other European countries, Canadian controlled substances act, UK Misuse of Drugs Act of 1971, and equivalents elsewhere. Strangely enough, bezitramide, which is not currently marketed in the United States is a Schedule II/Narcotic controlled substance. Piritramide is also known as pirinitramide. Its closest chemical relatives amongst well-known drugs are diphenoxylate (Lomotil) and bezitramide (Burgodin). Piritramide is available in tablets and ampoules of sterile solution for injection by all routes, and is used in Patient Controlled Analgesia units. In addition to PCA, piritramide is most often used in post-operative situations and emergency departments; some of its properties would seem to lend it well to chronic pain control as well. It is one of the longer-lasting opioids and has a plasma half-life of 3 to 12 hours. Piritramide tends to cause less respiratory depression than morphine and can take a while to have full effect especially if taken by mouth.

Structure

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


  Mrv0541 09131211512D          

 32 35  0  0  0  0            999 V2000
    6.7618   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1632    5.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3387    5.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004    4.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9514    4.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2131    3.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140    3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895    3.6447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3886    3.6159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    4.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 23 10  2  0  0  0  0
 23 11  1  0  0  0  0
 24 12  2  0  0  0  0
 24 13  1  0  0  0  0
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 26 22  1  0  0  0  0
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 27 25  1  0  0  0  0
 28 22  3  0  0  0  0
 29 25  2  0  0  0  0
 30 19  1  0  0  0  0
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 31 17  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 32 25  1  0  0  0  0
M  END

HMDB0041990
     RDKit          3D
Piritramide
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.4317    2.3322   -2.0329 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    1.3967   -1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450    0.1853   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0333   -0.2795   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7720    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    0.2590    0.3571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    0.0906   -0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    0.8807   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    0.7795   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954    2.1696    0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5272    2.7807    1.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    2.8118   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2272    0.0125   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.3269   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.2626   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -1.5321    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5855   -0.3751    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4931    0.5913   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4280    0.3093    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0427    0.9702    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.5793    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491    1.5092    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.8447    2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.2780    3.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934    0.3552    3.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    0.0150    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -0.8669   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3886   -2.1277   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336   -3.0535   -1.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1534    2.5237    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760    2.6350   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -1.4574   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7277   -2.7255   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4663   -1.1231    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7623   -2.2506    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3753    0.0922    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0685   -0.8003   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.1427   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4285    1.3338    0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -0.7956    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947    0.5311    2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3727    2.5693    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7323   -0.0838    4.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7457    0.4490   -2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
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  9 10  1  0
 10 11  2  3
 10 12  1  0
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 32 66  1  0
M  END


  Mrv0541 09131211512D          

 32 35  0  0  0  0            999 V2000
    6.7618   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1632    5.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3387    5.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004    4.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9514    4.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2131    3.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140    3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895    3.6447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3886    3.6159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    4.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
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  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
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 17  8  1  0  0  0  0
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 31 17  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 32 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041990

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)

> <INCHI_KEY>
IHEHEFLXQFOQJO-UHFFFAOYSA-N

> <FORMULA>
C27H34N4O

> <MOLECULAR_WEIGHT>
430.5851

> <EXACT_MASS>
430.27326173

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
49.26529355877532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-cyano-3,3-diphenylpropyl)-4-(piperidin-1-yl)piperidine-4-carboximidic acid

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
1.449482821374194

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.712501242635858

> <JCHEM_PKA_STRONGEST_BASIC>
9.442005010954283

> <JCHEM_POLAR_SURFACE_AREA>
74.35000000000001

> <JCHEM_REFRACTIVITY>
150.74259999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
piritramid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041990
     RDKit          3D
Piritramide
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.4317    2.3322   -2.0329 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    1.3967   -1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450    0.1853   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0333   -0.2795   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7720    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    0.2590    0.3571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    0.0906   -0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    0.8807   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    0.7795   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954    2.1696    0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5272    2.7807    1.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    2.8118   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2272    0.0125   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.3269   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.2626   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -1.5321    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5855   -0.3751    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4931    0.5913   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4280    0.3093    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0427    0.9702    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.5793    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491    1.5092    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.8447    2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.2780    3.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934    0.3552    3.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    0.0150    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -0.8669   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3886   -2.1277   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336   -3.0535   -1.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7421   -2.7422   -2.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012   -1.4785   -3.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -0.5624   -2.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122   -0.5578   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.2373    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458    1.1797    1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    1.6430   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.0000   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    0.4611   -1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4613    0.5994   -2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.9512   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534    2.5237    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760    2.6350   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -1.4574   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0984   -1.7153   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7277   -2.7255   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6100   -3.0808    0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4663   -1.1231    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7623   -2.2506    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3753    0.0922    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0685   -0.8003   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.1427   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4285    1.3338    0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -0.7956    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947    0.5311    2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225    0.8131    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1585    2.0243    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3976    1.9400   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3727    2.5693    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5018    1.5257    4.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -0.0838    4.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   -0.7277    1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200   -2.3898    0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2692   -4.0812   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3385   -3.4789   -3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835   -1.2247   -4.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457    0.4490   -2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9 19  1  0
 19 20  1  0
  3 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  3 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 20  6  1  0
 26 21  1  0
 32 27  1  0
 18 13  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      12.622  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.505   9.469   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.852  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.852  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.966   9.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.321   8.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.312  -0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.312  -2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.243   8.056   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.598   6.803   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.462  -1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.542  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.613   6.750   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.922  -1.540   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       7.074   6.803   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      10.059   6.750   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       8.505   8.286   0.000  0.00  0.00           O+0
CONECT    1    4    5                                                       
CONECT    2    6    7                                                       
CONECT    3    8    9                                                       
CONECT    4    1   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    2   13                                                       
CONECT    8    3   17                                                       
CONECT    9    3   18                                                       
CONECT   10    4   23                                                       
CONECT   11    5   23                                                       
CONECT   12    6   24                                                       
CONECT   13    7   24                                                       
CONECT   14   19   26                                                       
CONECT   15   20   27                                                       
CONECT   16   21   27                                                       
CONECT   17    8   31                                                       
CONECT   18    9   31                                                       
CONECT   19   14   30                                                       
CONECT   20   15   30                                                       
CONECT   21   16   30                                                       
CONECT   22   26   28                                                       
CONECT   23   10   11   26                                                  
CONECT   24   12   13   26                                                  
CONECT   25   27   29   32                                                  
CONECT   26   14   22   23   24                                             
CONECT   27   15   16   25   31                                             
CONECT   28   22                                                            
CONECT   29   25                                                            
CONECT   30   19   20   21                                                  
CONECT   31   17   18   27                                                  
CONECT   32   25                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0041990
HETATM    1  N1  UNL     1       3.432   2.332  -2.033  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.439   1.397  -1.353  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.445   0.185  -0.496  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.033  -0.279  -0.365  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.134   0.772   0.262  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.187   0.259   0.357  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.813   0.091  -0.910  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.069   0.881  -1.114  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.093   0.779  -0.032  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.595   2.170   0.228  1.00  0.00           C  
HETATM   11  N3  UNL     1      -3.527   2.781   1.325  1.00  0.00           N  
HETATM   12  O1  UNL     1      -4.186   2.812  -0.870  1.00  0.00           O  
HETATM   13  N4  UNL     1      -4.227   0.012  -0.404  1.00  0.00           N  
HETATM   14  C9  UNL     1      -4.104  -1.327  -0.717  1.00  0.00           C  
HETATM   15  C10 UNL     1      -5.087  -2.263  -0.060  1.00  0.00           C  
HETATM   16  C11 UNL     1      -6.010  -1.532   0.892  1.00  0.00           C  
HETATM   17  C12 UNL     1      -6.586  -0.375   0.132  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.493   0.591  -0.195  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.428   0.309   1.235  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.043   0.970   1.290  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.029   0.579   0.797  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.049   1.509   0.846  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.573   1.845   2.067  1.00  0.00           C  
HETATM   24  C19 UNL     1       5.107   1.278   3.240  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.093   0.355   3.184  1.00  0.00           C  
HETATM   26  C21 UNL     1       3.563   0.015   1.946  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.239  -0.867  -1.188  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.389  -2.128  -0.675  1.00  0.00           C  
HETATM   29  C24 UNL     1       5.134  -3.053  -1.357  1.00  0.00           C  
HETATM   30  C25 UNL     1       5.742  -2.742  -2.558  1.00  0.00           C  
HETATM   31  C26 UNL     1       5.601  -1.478  -3.086  1.00  0.00           C  
HETATM   32  C27 UNL     1       4.848  -0.562  -2.385  1.00  0.00           C  
HETATM   33  H1  UNL     1       1.612  -0.558  -1.376  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.025  -1.237   0.194  1.00  0.00           H  
HETATM   35  H3  UNL     1       1.546   1.180   1.185  1.00  0.00           H  
HETATM   36  H4  UNL     1       1.126   1.643  -0.459  1.00  0.00           H  
HETATM   37  H5  UNL     1      -0.920  -1.000  -1.085  1.00  0.00           H  
HETATM   38  H6  UNL     1      -0.091   0.461  -1.683  1.00  0.00           H  
HETATM   39  H7  UNL     1      -2.461   0.599  -2.115  1.00  0.00           H  
HETATM   40  H8  UNL     1      -1.730   1.951  -1.256  1.00  0.00           H  
HETATM   41  H9  UNL     1      -3.153   2.524   2.233  1.00  0.00           H  
HETATM   42  H10 UNL     1      -3.876   2.635  -1.815  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.168  -1.457  -1.838  1.00  0.00           H  
HETATM   44  H12 UNL     1      -3.098  -1.715  -0.455  1.00  0.00           H  
HETATM   45  H13 UNL     1      -5.728  -2.726  -0.838  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.610  -3.081   0.506  1.00  0.00           H  
HETATM   47  H15 UNL     1      -5.466  -1.123   1.764  1.00  0.00           H  
HETATM   48  H16 UNL     1      -6.762  -2.251   1.254  1.00  0.00           H  
HETATM   49  H17 UNL     1      -7.375   0.092   0.732  1.00  0.00           H  
HETATM   50  H18 UNL     1      -7.069  -0.800  -0.787  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.800   1.143  -1.108  1.00  0.00           H  
HETATM   52  H20 UNL     1      -5.429   1.334   0.631  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.320  -0.796   1.173  1.00  0.00           H  
HETATM   54  H22 UNL     1      -2.995   0.531   2.134  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.623   0.813   2.303  1.00  0.00           H  
HETATM   56  H24 UNL     1      -1.159   2.024   1.025  1.00  0.00           H  
HETATM   57  H25 UNL     1       5.398   1.940  -0.088  1.00  0.00           H  
HETATM   58  H26 UNL     1       6.373   2.569   2.141  1.00  0.00           H  
HETATM   59  H27 UNL     1       5.502   1.526   4.213  1.00  0.00           H  
HETATM   60  H28 UNL     1       3.732  -0.084   4.085  1.00  0.00           H  
HETATM   61  H29 UNL     1       2.761  -0.728   1.999  1.00  0.00           H  
HETATM   62  H30 UNL     1       3.920  -2.390   0.264  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.269  -4.081  -0.963  1.00  0.00           H  
HETATM   64  H32 UNL     1       6.339  -3.479  -3.105  1.00  0.00           H  
HETATM   65  H33 UNL     1       6.083  -1.225  -4.042  1.00  0.00           H  
HETATM   66  H34 UNL     1       4.746   0.449  -2.824  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   21   27
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7   20
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   13   19
CONECT   10   11   11   12
CONECT   11   41
CONECT   12   42
CONECT   13   14   18
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   51   52
CONECT   19   20   53   54
CONECT   20   55   56
CONECT   21   22   22   26
CONECT   22   23   57
CONECT   23   24   24   58
CONECT   24   25   59
CONECT   25   26   26   60
CONECT   26   61
CONECT   27   28   28   32
CONECT   28   29   62
CONECT   29   30   30   63
CONECT   30   31   64
CONECT   31   32   32   65
CONECT   32   66
END

HMDB0041990
     RDKit          3D
Piritramide
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.4317    2.3322   -2.0329 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    1.3967   -1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450    0.1853   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0333   -0.2795   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7720    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    0.2590    0.3571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    0.0906   -0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    0.8807   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    0.7795   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954    2.1696    0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5272    2.7807    1.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    2.8118   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2272    0.0125   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.3269   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.2626   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -1.5321    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5855   -0.3751    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4931    0.5913   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4280    0.3093    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0427    0.9702    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.5793    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491    1.5092    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.8447    2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.2780    3.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934    0.3552    3.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    0.0150    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -0.8669   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3886   -2.1277   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336   -3.0535   -1.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7421   -2.7422   -2.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012   -1.4785   -3.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -0.5624   -2.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122   -0.5578   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.2373    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458    1.1797    1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    1.6430   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.0000   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    0.4611   -1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4613    0.5994   -2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.9512   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534    2.5237    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760    2.6350   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -1.4574   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0984   -1.7153   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7277   -2.7255   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6100   -3.0808    0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4663   -1.1231    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7623   -2.2506    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3753    0.0922    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0685   -0.8003   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.1427   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4285    1.3338    0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -0.7956    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947    0.5311    2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225    0.8131    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1585    2.0243    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3976    1.9400   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3727    2.5693    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5018    1.5257    4.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -0.0838    4.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   -0.7277    1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200   -2.3898    0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2692   -4.0812   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3385   -3.4789   -3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835   -1.2247   -4.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457    0.4490   -2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9 19  1  0
 19 20  1  0
  3 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  3 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 20  6  1  0
 26 21  1  0
 32 27  1  0
 18 13  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dipidolor	Kegg
Pirinitramide	HMDB
Dipydolor	HMDB
Janssen brand OF pirinitramide	HMDB
Piritramid	HMDB

Chemical Formula

C₂₇H₃₄N₄O

Average Molecular Weight

430.5851

Monoisotopic Molecular Weight

430.27326173

IUPAC Name

1-(3-cyano-3,3-diphenylpropyl)-4-(piperidin-1-yl)piperidine-4-carboximidic acid

Traditional Name

piritramid

CAS Registry Number

302-41-0

SMILES

OC(=N)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1

InChI Identifier

InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)

InChI Key

IHEHEFLXQFOQJO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylacetonitriles

Direct Parent

Diphenylacetonitriles

Alternative Parents

Substituents

Diphenylacetonitrile
Diphenylmethane
Alpha-amino acid amide
Alpha-amino acid or derivatives
Piperidinecarboxamide
4-aminopiperidine
Aralkylamine
Piperidine
Amino acid or derivatives
Carboxamide group
Primary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Nitrile
Carbonitrile
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	149.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.91	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	3.58	ALOGPS
logP	1.45	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.35 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.74 m³·mol⁻¹	ChemAxon
Polarizability	49.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.307	31661259
DarkChem	[M-H]-	196.561	31661259
DeepCCS	[M+H]+	205.718	30932474
DeepCCS	[M-H]-	203.36	30932474
DeepCCS	[M-2H]-	237.129	30932474
DeepCCS	[M+Na]+	212.357	30932474
AllCCS	[M+H]+	204.9	32859911
AllCCS	[M+H-H2O]+	202.7	32859911
AllCCS	[M+NH4]+	206.8	32859911
AllCCS	[M+Na]+	207.4	32859911
AllCCS	[M-H]-	201.4	32859911
AllCCS	[M+Na-2H]-	202.3	32859911
AllCCS	[M+HCOO]-	203.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piritramide	OC(=N)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1	2928.2	Standard polar	33892256
Piritramide	OC(=N)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1	3406.3	Standard non polar	33892256
Piritramide	OC(=N)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1	3428.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Piritramide,1TMS,isomer #1	C[Si](C)(C)OC(=N)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3360.1	Semi standard non polar	33892256
Piritramide,1TMS,isomer #2	C[Si](C)(C)N=C(O)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3408.1	Semi standard non polar	33892256
Piritramide,2TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3387.2	Semi standard non polar	33892256
Piritramide,2TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3218.5	Standard non polar	33892256
Piritramide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=N)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3595.1	Semi standard non polar	33892256
Piritramide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(O)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3665.1	Semi standard non polar	33892256
Piritramide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3837.9	Semi standard non polar	33892256
Piritramide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)C1(N2CCCCC2)CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1	3644.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Piritramide GC-MS (Non-derivatized) - 70eV, Positive	splash10-008i-4967000000-98351d91fa44f62e846d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piritramide GC-MS (1 TMS) - 70eV, Positive	splash10-000i-1229100000-92e9b29f615b196ec03c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piritramide 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 - Piritramide 10V, Negative-QTOF	splash10-004i-0001900000-10fa748e1d24c9cc7348	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 20V, Negative-QTOF	splash10-01t9-2554900000-4b8b465687eec62bf59c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 40V, Negative-QTOF	splash10-016u-2910000000-5437b6b34eb661836bf8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 10V, Negative-QTOF	splash10-004i-0000900000-8a3e205880265040e558	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 20V, Negative-QTOF	splash10-004i-1006900000-a773f591f1b76bda84b0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 40V, Negative-QTOF	splash10-014l-2692100000-d2863817839d70606d7d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 10V, Positive-QTOF	splash10-01q9-0013900000-6c90517c14dc6045ba99	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 20V, Positive-QTOF	splash10-00ri-0219100000-558ea112c519bb7157bc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 40V, Positive-QTOF	splash10-00xr-2963000000-aa8c9a18c6dd4520c39e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 10V, Positive-QTOF	splash10-001i-0002900000-9d7a0fb697bb237c7da7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 20V, Positive-QTOF	splash10-00kb-0229000000-35840be2b88cda999fd3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piritramide 40V, Positive-QTOF	splash10-060u-0925100000-3b5332db3dad544feba2	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12492

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8967

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Piritramide

METLIN ID

Not Available

PubChem Compound

9331

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Piritramide (HMDB0041990)

MOL for HMDB0041990 (Piritramide)

3D MOL for HMDB0041990 (Piritramide)

3D SDF for HMDB0041990 (Piritramide)

3D-SDF for HMDB0041990 (Piritramide)

PDB for HMDB0041990 (Piritramide)

3D PDB for HMDB0041990 (Piritramide)

SMILES for HMDB0041990 (Piritramide)

INCHI for HMDB0041990 (Piritramide)

Structure for HMDB0041990 (Piritramide)

3D Structure for HMDB0041990 (Piritramide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra