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Showing metabocard for Pirsidomine (HMDB0256615)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:08:23 UTC
Update Date2021-09-26 23:12:25 UTC
HMDB IDHMDB0256615
Secondary Accession NumbersNone
Metabolite Identification
Common NamePirsidomine
DescriptionN-[3-(2,6-dimethylpiperidin-1-yl)-5H-1,2,3λ⁵-oxadiazol-5-ylidene]-4-methoxybenzamide belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Based on a literature review very few articles have been published on N-[3-(2,6-dimethylpiperidin-1-yl)-5H-1,2,3λ⁵-oxadiazol-5-ylidene]-4-methoxybenzamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirsidomine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirsidomine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256615 (Pirsidomine)


  Mrv1652309112119082D          

 24 26  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315   -4.4120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -5.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3822   -5.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -6.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2328   -7.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5877   -7.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -6.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -5.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -7.8354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -8.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876   -5.2519    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
  6 24  1  0  0  0  0
M  CHG  2   8   1  23  -1
M  END
Download

3D MOL for HMDB0256615 (Pirsidomine)

HMDB0256615
     RDKit          3D
Pirsidomine
 46 48  0  0  0  0  0  0  0  0999 V2000
    8.5151   -0.6129    0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7629   -0.4555   -0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4030   -0.2407   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6685   -0.0862   -1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    0.1295   -1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7017    0.1871   -0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725    0.4129   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    0.5677   -1.2507 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.7205    0.4647    1.0666 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022    0.6891    1.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828    0.1376    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858    0.6079    0.7567 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1505    0.2907    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1894   -0.6333   -0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -0.0360   -2.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5464   -1.1636   -1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5261   -1.0277   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026    0.4638    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2946    0.9158    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349    0.7279    2.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    1.4214    1.7667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322    1.4652    1.9896 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490    0.0310    0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.1832    0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5948   -0.6896    0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1996   -1.5567    1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3826    0.2221    1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -0.1336   -2.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448    0.2488   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305   -0.5569   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5029   -1.4858   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550   -0.7197   -2.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    0.9678   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    0.1547   -2.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385   -2.2486   -1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6643   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1763   -1.5956    0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5183   -1.3416   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8735    0.9881   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3840    0.5746    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    2.0315    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2246    0.1154    2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542    1.6742    2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4490    0.1555    2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175    0.0855    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3368   -0.2988    1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 22 10  1  0
 19 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 23 45  1  0
 24 46  1  0
M  CHG  2   8  -1  12   1
M  END
Download

3D SDF for HMDB0256615 (Pirsidomine)


  Mrv1652309112119082D          

 24 26  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315   -4.4120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -5.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3822   -5.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -6.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2328   -7.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5877   -7.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -6.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -5.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -7.8354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -8.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876   -5.2519    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
  6 24  1  0  0  0  0
M  CHG  2   8   1  23  -1
M  END
> <DATABASE_ID>
HMDB0256615

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22N4O3/c1-12-5-4-6-13(2)21(12)20-11-16(24-19-20)18-17(22)14-7-9-15(23-3)10-8-14/h7-13H,4-6H2,1-3H3

> <INCHI_KEY>
TXPUBJSOHAMNEI-UHFFFAOYSA-N

> <FORMULA>
C17H22N4O3

> <MOLECULAR_WEIGHT>
330.388

> <EXACT_MASS>
330.169190584

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.05857164053238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,6-dimethylpiperidin-1-yl)-5-{[(4-methoxyphenyl)(oxido)methylidene]amino}-1,2,3lambda5-oxadiazol-3-ylium

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
2.332986044861587

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.776457619885623

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5214560668956105

> <JCHEM_PKA_STRONGEST_BASIC>
-3.237471843441632

> <JCHEM_POLAR_SURFACE_AREA>
77.80000000000001

> <JCHEM_REFRACTIVITY>
123.5436

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,6-dimethylpiperidin-1-yl)-5-{[(4-methoxyphenyl)(oxido)methylidene]amino}-1,2,3lambda5-oxadiazol-3-ylium

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0256615 (Pirsidomine)

HMDB0256615
     RDKit          3D
Pirsidomine
 46 48  0  0  0  0  0  0  0  0999 V2000
    8.5151   -0.6129    0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7629   -0.4555   -0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4030   -0.2407   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6685   -0.0862   -1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    0.1295   -1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7017    0.1871   -0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725    0.4129   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    0.5677   -1.2507 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.7205    0.4647    1.0666 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022    0.6891    1.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828    0.1376    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858    0.6079    0.7567 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1505    0.2907    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1894   -0.6333   -0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -0.0360   -2.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5464   -1.1636   -1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5261   -1.0277   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026    0.4638    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2946    0.9158    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349    0.7279    2.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    1.4214    1.7667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322    1.4652    1.9896 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490    0.0310    0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.1832    0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5948   -0.6896    0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1996   -1.5567    1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3826    0.2221    1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -0.1336   -2.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448    0.2488   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305   -0.5569   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5029   -1.4858   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550   -0.7197   -2.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    0.9678   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    0.1547   -2.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385   -2.2486   -1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6643   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1763   -1.5956    0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5183   -1.3416   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8735    0.9881   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3840    0.5746    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    2.0315    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2246    0.1154    2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542    1.6742    2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4490    0.1555    2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175    0.0855    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3368   -0.2988    1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 22 10  1  0
 19 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 23 45  1  0
 24 46  1  0
M  CHG  2   8  -1  12   1
M  END
Download

PDB for HMDB0256615 (Pirsidomine)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+1
HETATM    9  N   UNK     0       3.913  -5.525   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       3.437  -6.990   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.897  -6.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.421  -5.525   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.992  -8.236   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.619  -9.643   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.713 -10.888   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.340 -12.295   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.435 -13.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.097 -13.380   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.723 -11.973   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.818 -10.727   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.002 -14.626   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.376 -16.033   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.150  -9.804   0.000  0.00  0.00           O-1
HETATM   24  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    8                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
CONECT   23   14                                                            
CONECT   24    6                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END
Download

3D PDB for HMDB0256615 (Pirsidomine)

COMPND    HMDB0256615
HETATM    1  C1  UNL     1       8.515  -0.613   0.783  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.763  -0.456  -0.391  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.403  -0.241  -0.310  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.668  -0.086  -1.478  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.308   0.130  -1.421  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.702   0.187  -0.182  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.273   0.413  -0.094  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.533   0.568  -1.251  1.00  0.00           O1-
HETATM    9  N1  UNL     1       1.721   0.465   1.067  1.00  0.00           N  
HETATM   10  C7  UNL     1       0.302   0.689   1.146  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.683   0.138   0.355  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.886   0.608   0.757  1.00  0.00           N1+
HETATM   13  N3  UNL     1      -3.150   0.291   0.208  1.00  0.00           N  
HETATM   14  C9  UNL     1      -3.189  -0.633  -0.903  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.606  -0.036  -2.170  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.546  -1.164  -1.208  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.526  -1.028  -0.066  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.603   0.464   0.249  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.295   0.916   0.805  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.335   0.728   2.311  1.00  0.00           C  
HETATM   21  N4  UNL     1      -1.611   1.421   1.767  1.00  0.00           N  
HETATM   22  O3  UNL     1      -0.332   1.465   1.990  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.449   0.031   0.973  1.00  0.00           C  
HETATM   24  C17 UNL     1       5.800  -0.183   0.918  1.00  0.00           C  
HETATM   25  H1  UNL     1       9.595  -0.690   0.466  1.00  0.00           H  
HETATM   26  H2  UNL     1       8.200  -1.557   1.267  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.383   0.222   1.495  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.154  -0.134  -2.437  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.745   0.249  -2.345  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.531  -0.557  -0.456  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.503  -1.486  -0.622  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.855  -0.720  -2.643  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.146   0.968  -1.952  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.377   0.155  -2.945  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.439  -2.249  -1.485  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.938  -0.664  -2.111  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.176  -1.596   0.797  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.518  -1.342  -0.453  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.874   0.988  -0.698  1.00  0.00           H  
HETATM   40  H16 UNL     1      -6.384   0.575   1.027  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.238   2.032   0.638  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.225   0.115   2.612  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.354   1.674   2.862  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.449   0.155   2.589  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.917   0.085   1.936  1.00  0.00           H  
HETATM   46  H22 UNL     1       6.337  -0.299   1.854  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   23
CONECT    7    8    9    9
CONECT    9   10
CONECT   10   11   11   22
CONECT   11   12   30
CONECT   12   13   21   21
CONECT   13   14   19
CONECT   14   15   16   31
CONECT   15   32   33   34
CONECT   16   17   35   36
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   20   41
CONECT   20   42   43   44
CONECT   21   22
CONECT   23   24   24   45
CONECT   24   46
END
Download

SMILES for HMDB0256615 (Pirsidomine)

COC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C
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INCHI for HMDB0256615 (Pirsidomine)

InChI=1S/C17H22N4O3/c1-12-5-4-6-13(2)21(12)20-11-16(24-19-20)18-17(22)14-7-9-15(23-3)10-8-14/h7-13H,4-6H2,1-3H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC17H22N4O3
Average Molecular Weight330.388
Monoisotopic Molecular Weight330.169190584
IUPAC Name3-(2,6-dimethylpiperidin-1-yl)-5-{[(4-methoxyphenyl)(oxido)methylidene]amino}-1,2,3lambda5-oxadiazol-3-ylium
Traditional Name3-(2,6-dimethylpiperidin-1-yl)-5-{[(4-methoxyphenyl)(oxido)methylidene]amino}-1,2,3lambda5-oxadiazol-3-ylium
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C
InChI Identifier
InChI=1S/C17H22N4O3/c1-12-5-4-6-13(2)21(12)20-11-16(24-19-20)18-17(22)14-7-9-15(23-3)10-8-14/h7-13H,4-6H2,1-3H3
InChI KeyTXPUBJSOHAMNEI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Piperidine
  • Azole
  • Heteroaromatic compound
  • Oxadiazole
  • 1,2,3-oxadiazole
  • Carboximidic acid
  • Carboximidic acid derivative
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic zwitterion
  • Organic oxygen compound
  • Organic salt
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.08ALOGPS
logP2.33ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.52ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area77.8 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity123.54 m³·mol⁻¹ChemAxon
Polarizability36.06 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+164.28530932474
DeepCCS[M-H]-161.76730932474
DeepCCS[M-2H]-196.28730932474
DeepCCS[M+Na]+171.40930932474
AllCCS[M+H]+182.032859911
AllCCS[M+H-H2O]+178.932859911
AllCCS[M+NH4]+184.932859911
AllCCS[M+Na]+185.732859911
AllCCS[M-H]-181.332859911
AllCCS[M+Na-2H]-181.432859911
AllCCS[M+HCOO]-181.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PirsidomineCOC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C3185.7Standard polar33892256
PirsidomineCOC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C2738.7Standard non polar33892256
PirsidomineCOC1=CC=C(C=C1)C([O-])=NC1=C[N+](=NO1)N1C(C)CCCC1C2875.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pirsidomine GC-MS (Non-derivatized) - 70eV, Positivesplash10-02a9-3913000000-d9ec7c5d172976287dad2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pirsidomine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8081218
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23376546
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]