NP-MRD: Showing NP-Card for 2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid (NP0217235)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 17:31:08 UTC

Updated at

2022-09-05 17:31:08 UTC

NP-MRD ID

NP0217235

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid

Description

MAPI-ALPHA, also known as mapi-a, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. 2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid is found in Streptomyces nigrescens. MAPI-ALPHA is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251508092D          

 43 44  0  0  0  0            999 V2000
   11.4315   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 34 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END

     RDKit          3D

 84 85  0  0  0  0  0  0  0  0999 V2000
   -1.7624    6.9978   -3.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762    6.3608   -2.9872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169    6.1884   -2.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689    6.8661   -2.6629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    5.3425   -1.1500 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5644    3.8838   -1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    3.3879   -1.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358    1.9413   -2.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734    0.9818   -1.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8183    0.9549   -0.0931 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176   -0.2075    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541   -1.2676   -0.5165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6202   -0.1934    1.1422 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4185   -1.4037    1.3763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0271   -2.0268    2.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069   -3.2390    2.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9571   -3.2747    3.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6666   -4.4352    3.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343   -5.6380    3.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0877   -5.6345    2.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830   -4.4669    2.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8306   -1.0499    1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1937    0.1540    1.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065   -2.0445    1.4700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    1.0273   -0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    1.1229    0.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    0.9601   -1.1069 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0434    1.0180   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3721   -0.3726   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3912   -1.1453    0.1863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327   -0.9456   -0.1285 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592   -2.3536    0.2143 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1761   -3.0851   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2040   -2.4855   -2.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9791   -2.4700    1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577   -1.9389    0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5927   -0.6296    0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8023   -0.1623    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6607   -0.9728   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3199   -2.3059   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1310   -2.7589    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282    1.8040   -1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3222    2.0558   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    1.1703   -2.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    7.8467   -2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    6.3458   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    5.7001   -0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    3.7347   -1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3191    3.4777   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627    3.7753   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964    3.9303   -2.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.7098   -2.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6867   -2.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7904   -0.0546   -1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084    1.8001    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8266    0.6399    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565   -2.1602    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1612   -1.3288    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -2.3191    2.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2955   -2.3239    4.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5686   -4.3994    4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8012   -6.5410    3.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7567   -6.5725    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4816   -4.4448    1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7267   -1.8708    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    0.8685   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    1.5762    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -0.4235   -0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624   -2.8393    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -4.1696   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6932   -1.8315    2.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0962   -3.4936    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9603    0.0746    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0265    0.8953    0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6011   -0.5715   -0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9712   -2.9683   -1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8711   -3.8182   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182    2.7996   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276    1.5304   -1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5383    3.1568   -0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7945    0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627    0.0644   -2.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.6362   -3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610    1.3771   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
 43 42  1  0
 42 44  1  0
 42 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  2  0
 25  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 24  1  0
 22 23  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 32 33  1  0
 33 34  2  0
 21 16  1  0
 41 36  1  0
 43 79  1  0
 43 80  1  0
 43 81  1  0
 42 78  1  0
 44 82  1  0
 44 83  1  0
 44 84  1  0
 28 67  1  1
 27 66  1  0
  9 54  1  6
  8 52  1  0
  8 53  1  0
  7 50  1  0
  7 51  1  0
  6 48  1  0
  6 49  1  0
  5 47  1  0
  4 45  1  0
  4 46  1  0
  2  1  1  0
 10 55  1  0
 13 56  1  0
 14 57  1  6
 15 58  1  0
 15 59  1  0
 17 60  1  0
 18 61  1  0
 19 62  1  0
 20 63  1  0
 21 64  1  0
 24 65  1  0
 31 68  1  0
 32 69  1  1
 35 71  1  0
 35 72  1  0
 37 73  1  0
 38 74  1  0
 39 75  1  0
 40 76  1  0
 41 77  1  0
 33 70  1  0
M  END


  Mrv1533004251508092D          

 43 44  0  0  0  0            999 V2000
   11.4315   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 34 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0217235

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(NC(=O)C(CCCNC(N)=N)NC(=O)NC(CC1=CC=CC=C1)C(O)=O)C(=O)NC(CC1=CC=CC=C1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H41N7O6/c1-19(2)25(27(40)34-22(18-38)16-20-10-5-3-6-11-20)37-26(39)23(14-9-15-33-29(31)32)35-30(43)36-24(28(41)42)17-21-12-7-4-8-13-21/h3-8,10-13,18-19,22-25H,9,14-17H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,31,32,33)(H2,35,36,43)

> <INCHI_KEY>
SABSBIPNNYDZRS-UHFFFAOYSA-N

> <FORMULA>
C30H41N7O6

> <MOLECULAR_WEIGHT>
595.701

> <EXACT_MASS>
595.311832068

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
63.01203774280414

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)carbamoyl]propyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
-0.40974196031838095

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.383713875021567

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4337383671035218

> <JCHEM_PKA_STRONGEST_BASIC>
11.757130581243198

> <JCHEM_POLAR_SURFACE_AREA>
215.59999999999997

> <JCHEM_REFRACTIVITY>
169.42179999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)carbamoyl]propyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      21.339  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.005 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      18.672 -12.320   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.338 -10.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      13.337 -16.940   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      14.670 -19.250   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      12.003 -19.250   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      14.670 -11.550   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      12.003 -11.550   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.336 -14.630   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      21.339 -13.860   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      22.673 -11.550   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      25.340 -11.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.674 -12.320   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.007 -11.550   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.341 -12.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.341 -13.860   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.007 -14.630   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.674 -13.860   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      22.673 -14.630   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    8   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   20   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    4   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   42                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   34   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

View in JSmol

Synonyms

Value	Source
MAPI-a	Generator
MAPI-α	Generator
2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propyl}-C-hydroxycarbonimidoyl)butyl]-C-hydroxycarbonimidoyl}amino)-3-phenylpropanoate	Generator

Chemical Formula

C₃₀H₄₁N₇O₆

Average Mass

595.7010 Da

Monoisotopic Mass

595.31183 Da

IUPAC Name

2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)carbamoyl]propyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid

Traditional Name

2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)carbamoyl]propyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(NC(=O)C(CCCNC(N)=N)NC(=O)NC(CC1=CC=CC=C1)C(O)=O)C(=O)NC(CC1=CC=CC=C1)C=O

InChI Identifier

InChI=1S/C30H41N7O6/c1-19(2)25(27(40)34-22(18-38)16-20-10-5-3-6-11-20)37-26(39)23(14-9-15-33-29(31)32)35-30(43)36-24(28(41)42)17-21-12-7-4-8-13-21/h3-8,10-13,18-19,22-25H,9,14-17H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,31,32,33)(H2,35,36,43)

InChI Key

SABSBIPNNYDZRS-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 nigrescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-carbamoyl-alpha-amino acid
N-carbamoyl-alpha-amino acid or derivatives
N-acyl-alpha amino acid or derivatives
Valine or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
N-substituted-alpha-amino acid
Amphetamine or derivatives
Alpha-amino acid or derivatives
Fatty acyl
Fatty amide
Benzenoid
N-acyl-amine
Monocyclic benzene moiety
Carboxamide group
Guanidine
Urea
Secondary carboxylic acid amide
Carbonic acid derivative
Organic 1,3-dipolar compound
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Organic nitrogen compound
Aldehyde
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.16	ALOGPS
logP	-0.41	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	11.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.6 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	169.42 m³·mol⁻¹	ChemAxon
Polarizability	63.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

435616

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid (NP0217235)

MOL for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

3D MOL for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

3D SDF for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

3D-SDF for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

PDB for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

3D PDB for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

SMILES for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

INCHI for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

Structure for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)

3D Structure for NP0217235 (2-({[4-carbamimidamido-1-({2-methyl-1-[(1-oxo-3-phenylpropan-2-yl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)butyl]-c-hydroxycarbonimidoyl}amino)-3-phenylpropanoic acid)