NP-MRD: Showing NP-Card for Argvalin (NP0021464)

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Record Information

Version

2.0

Created at

2021-01-06 06:43:31 UTC

Updated at

2021-07-15 17:36:25 UTC

NP-MRD ID

NP0021464

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Argvalin

Provided By

NPAtlas

Description

Argvalin is found in Streptomyces. Argvalin was first documented in 1973 (PMID: 4792107). Based on a literature review very few articles have been published on N-{3-[6-oxo-5-(propan-2-yl)-1,6-dihydropyrazin-2-yl]propyl}guanidine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105153D          

 36 36  0  0  0  0            999 V2000
   -5.0905   -1.4672    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.1854    0.6575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1003    0.9166   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9715   -0.2566    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.2256   -0.8981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1941   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -0.2042   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -0.1471   -0.5264 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9038    1.0606   -0.0923 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2111    1.1634   -0.8349 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1361    0.1475   -0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.1182   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -1.2846   -0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.6947    1.0172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.2362    1.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2582    1.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -0.2867    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -1.9826   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.2802   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2821   -2.1453    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804   -0.0911    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    1.9109    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    0.6854   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    0.6496   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -0.1495   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.0245   -0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003   -0.3441   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.8850    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9425   -0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    1.3749   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.1344   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -1.3466   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956   -2.1218   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589    0.5785    1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    1.4492    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.2432    1.9129 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  3  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16  4  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  1  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0905   -1.4672    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.1854    0.6575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1003    0.9166   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9715   -0.2566    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.2256   -0.8981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1941   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -0.2042   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -0.1471   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.0606   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    1.1634   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1361    0.1475   -0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.1182   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -1.2846   -0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.6947    1.0172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.2362    1.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2582    1.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -0.2867    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -1.9826   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.2802   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2821   -2.1453    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804   -0.0911    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    1.9109    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    0.6854   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    0.6496   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -0.1495   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.0245   -0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003   -0.3441   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.8850    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9425   -0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    1.3749   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.1344   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -1.3466   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956   -2.1218   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589    0.5785    1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    1.4492    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.2432    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END


  Mrv1652306242105153D          

 36 36  0  0  0  0            999 V2000
   -5.0905   -1.4672    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.1854    0.6575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1003    0.9166   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9715   -0.2566    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.2256   -0.8981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1941   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -0.2042   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -0.1471   -0.5264 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9038    1.0606   -0.0923 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2111    1.1634   -0.8349 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1361    0.1475   -0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.1182   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -1.2846   -0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.6947    1.0172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.2362    1.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2582    1.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -0.2867    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -1.9826   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.2802   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2821   -2.1453    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804   -0.0911    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    1.9109    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    0.6854   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    0.6496   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -0.1495   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.0245   -0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003   -0.3441   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.8850    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9425   -0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    1.3749   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.1344   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -1.3466   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956   -2.1218   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589    0.5785    1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    1.4492    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.2432    1.9129 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  3  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16  4  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  1  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021464

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=NC([H])([H])C([H])([H])C([H])([H])C1=C([H])N=C(C(=O)N1[H])C([H])(C([H])([H])[H])C([H])([H])[H])N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N5O/c1-7(2)9-10(17)16-8(6-15-9)4-3-5-14-11(12)13/h6-7H,3-5H2,1-2H3,(H,16,17)(H4,12,13,14)

> <INCHI_KEY>
JFWUBUQYKZHEIA-UHFFFAOYSA-N

> <FORMULA>
C11H19N5O

> <MOLECULAR_WEIGHT>
237.307

> <EXACT_MASS>
237.158960252

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.30490308037696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N''-{3-[6-oxo-5-(propan-2-yl)-1,6-dihydropyrazin-2-yl]propyl}guanidine

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
-0.3539841516728334

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.993341559442745

> <JCHEM_PKA_STRONGEST_BASIC>
11.768105447322942

> <JCHEM_POLAR_SURFACE_AREA>
105.85999999999999

> <JCHEM_REFRACTIVITY>
67.22449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N''-[3-(5-isopropyl-6-oxo-1H-pyrazin-2-yl)propyl]guanidine

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0905   -1.4672    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.1854    0.6575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1003    0.9166   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9715   -0.2566    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.2256   -0.8981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1941   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -0.2042   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -0.1471   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.0606   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    1.1634   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1361    0.1475   -0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.1182   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -1.2846   -0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.6947    1.0172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.2362    1.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2582    1.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -0.2867    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -1.9826   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.2802   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2821   -2.1453    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804   -0.0911    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    1.9109    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    0.6854   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    0.6496   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -0.1495   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.0245   -0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003   -0.3441   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.8850    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9425   -0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    1.3749   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.1344   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -1.3466   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956   -2.1218   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589    0.5785    1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    1.4492    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.2432    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.090  -1.467   0.037  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.440  -0.185   0.658  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.100   0.917  -0.214  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.971  -0.257   0.375  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.547  -0.226  -0.898  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.243  -0.194  -1.210  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.300  -0.204  -0.156  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.137  -0.147  -0.526  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.904   1.061  -0.092  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.211   1.163  -0.835  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.136   0.148  -0.803  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.126  -0.118  -0.065  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.860  -1.285  -0.347  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.538   0.695   1.017  0.00  0.00           N+0
HETATM   15  N   UNK     0      -0.698  -0.236   1.098  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.053  -0.258   1.367  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.419  -0.287   2.579  0.00  0.00           O+0
HETATM   18  H   UNK     0      -4.296  -1.983  -0.509  0.00  0.00           H+0
HETATM   19  H   UNK     0      -5.995  -1.280  -0.509  0.00  0.00           H+0
HETATM   20  H   UNK     0      -5.282  -2.145   0.932  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.680  -0.091   1.687  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.778   1.911   0.028  0.00  0.00           H+0
HETATM   23  H   UNK     0      -6.171   0.685  -0.146  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.766   0.650  -1.264  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.846  -0.150  -2.204  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.626  -1.024  -0.003  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.300  -0.344  -1.618  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.200   0.885   1.018  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.275   1.942  -0.049  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.977   1.375  -1.938  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.698   2.134  -0.502  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.889  -1.347  -0.148  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.396  -2.122  -0.742  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.159   0.579   1.972  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.277   1.449   0.885  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.033  -0.243   1.913  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3    4   21                                             
CONECT    3    2   22   23   24                                             
CONECT    4    2    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9   26   27                                             
CONECT    9    8   10   28   29                                             
CONECT   10    9   11   30   31                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   32   33                                                  
CONECT   14   12   34   35                                                  
CONECT   15    7   16   36                                                  
CONECT   16   15   17    4                                                  
CONECT   17   16                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

RDKit          3D

36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0905   -1.4672    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.1854    0.6575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1003    0.9166   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9715   -0.2566    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.2256   -0.8981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1941   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -0.2042   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -0.1471   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.0606   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    1.1634   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1361    0.1475   -0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.1182   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -1.2846   -0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.6947    1.0172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.2362    1.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2582    1.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -0.2867    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -1.9826   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.2802   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2821   -2.1453    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804   -0.0911    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    1.9109    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713    0.6854   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    0.6496   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -0.1495   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.0245   -0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003   -0.3441   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.8850    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9425   -0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    1.3749   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.1344   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -1.3466   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956   -2.1218   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589    0.5785    1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    1.4492    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.2432    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₁H₁₉N₅O

Average Mass

237.3070 Da

Monoisotopic Mass

237.15896 Da

IUPAC Name

N''-{3-[6-oxo-5-(propan-2-yl)-1,6-dihydropyrazin-2-yl]propyl}guanidine

Traditional Name

N''-[3-(5-isopropyl-6-oxo-1H-pyrazin-2-yl)propyl]guanidine

CAS Registry Number

Not Available

SMILES

CC(C)C1=NC=C(CCCN=C(N)N)NC1=O

InChI Identifier

InChI=1S/C11H19N5O/c1-7(2)9-10(17)16-8(6-15-9)4-3-5-14-11(12)13/h6-7H,3-5H2,1-2H3,(H,16,17)(H4,12,13,14)

InChI Key

JFWUBUQYKZHEIA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	4792107

Species Where Detected

Species Name	Source	Reference
Streptomyces KG 62-AG1	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrazines. These are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Pyrazines

Alternative Parents

Substituents

Pyrazine
Heteroaromatic compound
Guanidine
Lactam
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organic 1,3-dipolar compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.35	ALOGPS
logP	-0.35	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.99	ChemAxon
pKa (Strongest Basic)	11.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.86 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	67.22 m³·mol⁻¹	ChemAxon
Polarizability	26.3 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA006735

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017970

Chemspider ID

89763

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99359

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tatsuta K, Fujimoto K, Yamashita M, Tsuchiya T, Umezawa S: Letter: Argvalin, a new microbial metabolite: isolation and structure. J Antibiot (Tokyo). 1973 Oct;26(10):606-8. doi: 10.7164/antibiotics.26.606. [PubMed:4792107 ]

Showing NP-Card for Argvalin (NP0021464)

MOL for NP0021464 (Argvalin)

3D MOL for NP0021464 (Argvalin)

3D SDF for NP0021464 (Argvalin)

3D-SDF for NP0021464 (Argvalin)

PDB for NP0021464 (Argvalin)

3D PDB for NP0021464 (Argvalin)

SMILES for NP0021464 (Argvalin)

INCHI for NP0021464 (Argvalin)

Structure for NP0021464 (Argvalin)

3D Structure for NP0021464 (Argvalin)