NP-MRD: Showing NP-Card for (2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid (NP0148836)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 04:38:45 UTC

Updated at

2022-09-02 04:38:45 UTC

NP-MRD ID

NP0148836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid

Description

Kahalalide V belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. (2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid is found in Elysia rufescens. Based on a literature review very few articles have been published on Kahalalide V.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022206382D          

 44 46  0  0  1  0            999 V2000
    4.2227    1.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827    2.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0848    2.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007    1.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0586    1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8186    1.7938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9207    2.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4766    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3745    0.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6145    0.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0325   -0.0204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7925    0.3006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4504   -0.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -1.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9507   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6006   -2.3266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7820   -2.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1583   -2.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3788   -2.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2229   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8465   -1.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6261   -1.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8946    1.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2366    1.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6546    1.4402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3609    1.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9846    1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6636    2.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8416    2.2437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3016    2.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4914    2.7114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5716    3.6469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0315    4.2705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2214    4.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813    4.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8712    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3311    5.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5209    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9808    5.6737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2509    4.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3016    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1117    5.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7615    5.6737    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  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  4  0  0  0
 10 12  2  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  4  0  0  0
 31 33  2  0  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 34 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END

     RDKit          3D

 91 93  0  0  0  0  0  0  0  0999 V2000
    7.4077    3.7606   -2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3672    3.4847   -1.4067 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4313    3.2984   -0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6862    3.4767   -1.3140 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3323    2.9192    0.6642 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3048    1.5159    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9886    0.9494    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9025   -0.5267    0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5679   -1.0550    0.2975 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4638   -0.3912    0.8727 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2354   -0.3881    0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4436    0.4336    1.4584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5404   -1.1409   -0.4651 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2387   -1.0431   -1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447   -0.9325   -2.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879    0.0206   -1.9571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -0.6201   -0.6752 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143   -0.7389    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3149   -1.3203    1.3448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578   -0.2552    0.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0909   -1.1803   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3183   -2.4967   -0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4734   -2.8534    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3850   -4.1161    0.8174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1756   -4.5795    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049   -5.8022    0.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486   -6.0704    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3336   -5.1081   -0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2492   -3.8744   -0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008   -3.5803   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -0.1330    1.2360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    0.8765    1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    0.6927    2.9457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813    2.2323    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1870    2.5610    1.0669 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3881    3.8637    0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8498    1.5348    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3293    1.5931    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8093    2.8997   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3380    2.8820   -0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7971    1.7608   -1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9319    2.6844    0.8706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5364   -2.5150    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6385   -3.0037    1.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5325   -3.3319    0.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854    3.8054   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5525    3.2782   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.6567    1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1581    0.9905    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3932    1.3733    2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529    1.4859    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9938    1.0818   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7224   -1.0662    0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0293   -0.7129    1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6128   -0.8982   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    0.4579    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5243   -2.2091   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7385   -0.0360   -1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714   -1.8899   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -0.4870   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6340   -1.9412   -2.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    0.9709   -1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950    0.1771   -2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    0.7213   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608   -0.6358   -1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -1.2395   -1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -2.2400    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0851   -4.6618    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -6.5980    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0916   -7.0454    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3340   -5.3252   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727   -3.1306   -1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8169   -0.1439    3.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1382    2.9994    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270    2.2804    0.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575    2.4422    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517    4.4943    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5213    0.5326    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4007    1.5799   -0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7832    1.4435    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7014    0.7557   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5721    3.7244    0.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4047    3.0945   -1.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6897    3.8482   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0544    1.6353   -2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7970    2.0190   -1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8510    0.8011   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3570    3.2778    1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9861    3.0306    0.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8470    1.6001    1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4987   -3.6803   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
 41 40  1  0
 40 42  1  0
 40 39  1  0
 39 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  1  0
 35 34  1  0
 34 32  1  0
 32 33  1  0
 32 31  2  0
 31 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11 10  2  0
 10  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 43  1  0
 43 45  1  0
 43 44  2  0
 30 22  1  0
 13 17  1  0
 30 25  1  0
 41 85  1  0
 41 86  1  0
 41 87  1  0
 40 84  1  0
 42 88  1  0
 42 89  1  0
 42 90  1  0
 39 82  1  0
 39 83  1  0
 38 80  1  0
 38 81  1  0
 37 78  1  0
 37 79  1  0
 35 76  1  1
 36 77  1  0
 34 74  1  0
 34 75  1  0
 33 73  1  0
 20 64  1  6
 21 65  1  0
 21 66  1  0
 23 67  1  0
 24 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 29 72  1  0
 16 62  1  0
 16 63  1  0
 15 60  1  0
 15 61  1  0
 14 58  1  0
 14 59  1  0
 13 57  1  1
 12 56  1  0
  9 55  1  6
  8 53  1  0
  8 54  1  0
  7 51  1  0
  7 52  1  0
  6 49  1  0
  6 50  1  0
  5 48  1  0
  4 46  1  0
  4 47  1  0
  2  1  1  0
 45 91  1  0
M  END


  Mrv1652309022206382D          

 44 46  0  0  1  0            999 V2000
    4.2227    1.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827    2.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0848    2.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007    1.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0586    1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8186    1.7938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9207    2.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4766    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3745    0.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6145    0.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0325   -0.0204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7925    0.3006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4504   -0.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -1.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9507   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6006   -2.3266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7820   -2.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1583   -2.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3788   -2.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2229   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8465   -1.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6261   -1.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8946    1.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2366    1.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6546    1.4402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3609    1.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9846    1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6636    2.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8416    2.2437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3016    2.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4914    2.7114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5716    3.6469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0315    4.2705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2214    4.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813    4.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8712    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3311    5.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5209    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9808    5.6737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2509    4.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3016    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1117    5.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7615    5.6737    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  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  4  0  0  0
 10 12  2  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  4  0  0  0
 31 33  2  0  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 34 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148836

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@H](O)CC(O)=N[C@H](CC1=CNC2=CC=CC=C12)C(=O)N1CCC[C@H]1C(O)=N[C@@H](CCCNC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H47N7O6/c1-19(2)8-5-9-21(39)17-27(40)36-25(16-20-18-35-23-11-4-3-10-22(20)23)29(42)38-15-7-13-26(38)28(41)37-24(30(43)44)12-6-14-34-31(32)33/h3-4,10-11,18-19,21,24-26,35,39H,5-9,12-17H2,1-2H3,(H,36,40)(H,37,41)(H,43,44)(H4,32,33,34)/t21-,24-,25+,26-/m0/s1

> <INCHI_KEY>
HYYCBNZMVDXFIO-MRLUPLGUSA-N

> <FORMULA>
C31H47N7O6

> <MOLECULAR_WEIGHT>
613.76

> <EXACT_MASS>
613.358782261

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
65.54248467179349

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-carbamimidamido-2-({[(2S)-1-[(2R)-2-{[(3S)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1H-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.0747882172117431

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.521779229496922

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.395506135018963

> <JCHEM_PKA_STRONGEST_BASIC>
12.041261839979589

> <JCHEM_POLAR_SURFACE_AREA>
220.70999999999998

> <JCHEM_REFRACTIVITY>
176.09570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-carbamimidamido-2-({[(2S)-1-[(2R)-2-{[(3S)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1H-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       7.882   3.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.301   4.008   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.492   5.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.529   3.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.948   3.678   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.176   2.749   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.595   3.348   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.785   4.877   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.823   2.419   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.632   0.891   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.214   0.292   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      16.861  -0.038   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      18.279   0.561   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.507  -0.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.317  -1.896   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.441  -2.949   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      19.788  -4.343   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      18.260  -4.153   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.096  -5.161   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.640  -4.657   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.349  -3.144   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.513  -2.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.969  -2.640   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.470   2.089   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      17.242   3.018   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      19.889   2.688   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      21.207   1.893   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.371   2.901   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.772   4.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.238   4.188   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.230   5.352   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.717   5.061   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      19.734   6.808   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      18.725   7.972   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.213   7.681   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.205   8.845   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.693   8.554   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      13.685   9.718   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      12.172   9.427   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      11.164  10.591   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      11.668   7.972   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      19.230   9.427   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      20.742   9.718   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      18.221  10.591   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   18                                                  
CONECT   24   13   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   26   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   42                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   34   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₇N₇O₆

Average Mass

613.7600 Da

Monoisotopic Mass

613.35878 Da

IUPAC Name

(2S)-5-carbamimidamido-2-({[(2S)-1-[(2R)-2-{[(3S)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1H-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid

Traditional Name

(2S)-5-carbamimidamido-2-({[(2S)-1-[(2R)-2-{[(3S)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1H-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCC[C@H](O)CC(O)=N[C@H](CC1=CNC2=CC=CC=C12)C(=O)N1CCC[C@H]1C(O)=N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C31H47N7O6/c1-19(2)8-5-9-21(39)17-27(40)36-25(16-20-18-35-23-11-4-3-10-22(20)23)29(42)38-15-7-13-26(38)28(41)37-24(30(43)44)12-6-14-34-31(32)33/h3-4,10-11,18-19,21,24-26,35,39H,5-9,12-17H2,1-2H3,(H,36,40)(H,37,41)(H,43,44)(H4,32,33,34)/t21-,24-,25+,26-/m0/s1

InChI Key

HYYCBNZMVDXFIO-MRLUPLGUSA-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
Elysia rufescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Proline or derivatives
Triptan
Alpha-amino acid amide
Alpha-amino acid or derivatives
3-alkylindole
Indole or derivatives
Indole
Pyrrolidine-2-carboxamide
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Secondary alcohol
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.6	ALOGPS
logP	1.07	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	12.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	220.71 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	176.1 m³·mol⁻¹	ChemAxon
Polarizability	65.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039552

Chemspider ID

27023782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101865493

PDB ID

Not Available

ChEBI ID

188770

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid (NP0148836)

MOL for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

3D MOL for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

3D SDF for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

3D-SDF for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

PDB for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

3D PDB for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

SMILES for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

INCHI for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

Structure for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)

3D Structure for NP0148836 ((2s)-5-carbamimidamido-2-({[(2s)-1-[(2r)-2-{[(3s)-1,3-dihydroxy-7-methyloctylidene]amino}-3-(1h-indol-3-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)pentanoic acid)