NP-MRD: Showing NP-Card for Rigin (NP0087410)

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Record Information

Version

2.0

Created at

2022-05-11 16:48:56 UTC

Updated at

2022-05-11 16:48:56 UTC

NP-MRD ID

NP0087410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rigin

Description

Rigin, also known as gly-GLN-pro-arg, 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. Rigin is a very strong basic compound (based on its pKa). Rigin (glycyl-L-glutaminyl-L-prolyl-L-arginine) is a tetrapeptide with functions similar to those of tuftsin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231220282D          

 32 32  0  0  1  0            999 V2000
   17.2001   -6.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1091   -5.3889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7329   -3.9879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7769   -2.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -6.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6280   -4.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4857   -4.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5508   -4.0301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -6.8745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9135   -6.0496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2475   -6.4087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -8.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8060   -7.7676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2036   -7.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1531   -4.3272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8983   -3.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0733   -3.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8182   -4.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4857   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9376   -4.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -6.0496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0568   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3354   -4.2850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5069   -5.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -6.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2915   -5.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9485   -3.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0568   -7.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6280   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4629   -6.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0568   -8.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4190   -7.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 20  2  0  0  0  0
  3 27  1  0  0  0  0
  4 27  2  0  0  0  0
  5 28  2  0  0  0  0
  6 29  2  0  0  0  0
  7 15  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
 23  8  1  6  0  0  0
 21  9  1  1  0  0  0
  9 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 32  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  2  0  0  0  0
 14 32  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END

     RDKit          3D

 64 64  0  0  0  0  0  0  0  0999 V2000
    6.9917   -0.0222   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6526    0.4968   -1.6384 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6319    0.4881   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5954    1.2447    0.3479 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6677   -0.2599    0.3336 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5812   -0.8749   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6439   -1.6171    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724   -0.8169    1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0950    0.2972    1.0944 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0203   -0.2105    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6666   -0.1732    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869    0.3228    1.7684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -0.6906   -0.1956 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1469   -1.6298   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -0.7593   -2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    0.6646   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    0.3362   -1.0175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679    0.9501   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697    1.9520   -1.6884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270    0.5550    0.0028 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9662   -0.7930   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -1.1826    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5450   -2.4645    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4106   -2.9596    1.6123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4105   -3.1449   -0.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3565    1.5438    0.1347 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731    1.5727   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1975    0.6732   -1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5768    2.7419   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8838    2.5734   -0.5997 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.4749    0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    1.9407   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015    2.0837    1.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4632    2.2837    0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4149    0.7887    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7459   -0.3651    1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -1.5802   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0463   -0.1316   -1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -2.1828   -0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2553   -2.4085    1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -1.5151    2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7845   -0.4309    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    0.6530    2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -0.6024   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1938   -1.2205    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484   -2.1342   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6765   -2.3806   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878   -0.8565   -2.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -0.9893   -3.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3383    1.2748   -2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8995    1.1334   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447    0.4025    1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5850   -0.7647   -1.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131   -1.5881   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1152   -1.3186    1.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5202   -0.4091    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2415   -2.7311    2.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2122   -3.5493    1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0358    2.4166    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6604    2.8673    1.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0984    3.6158   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6203    2.7042    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0151    1.6138   -0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7261    3.0916    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  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  2  0
 11 10  1  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 31  1  0
 31 33  1  0
 31 32  2  0
 13 17  1  0
 30 62  1  0
 30 63  1  0
 29 60  1  0
 29 61  1  0
 26 59  1  0
 20 52  1  1
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 24 57  1  0
 24 58  1  0
 16 50  1  0
 16 51  1  0
 15 48  1  0
 15 49  1  0
 14 46  1  0
 14 47  1  0
 13 45  1  1
 10 44  1  0
  9 43  1  1
  8 41  1  0
  8 42  1  0
  7 39  1  0
  7 40  1  0
  6 37  1  0
  6 38  1  0
  5 36  1  0
  4 34  1  0
  4 35  1  0
  2  1  1  0
 33 64  1  0
M  END


  Mrv0541 02231220282D          

 32 32  0  0  1  0            999 V2000
   17.2001   -6.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1091   -5.3889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7329   -3.9879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7769   -2.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -6.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6280   -4.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4857   -4.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5508   -4.0301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -6.8745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9135   -6.0496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2475   -6.4087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -8.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8060   -7.7676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2036   -7.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1531   -4.3272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8983   -3.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0733   -3.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8182   -4.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4857   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9376   -4.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -6.0496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0568   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3354   -4.2850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5069   -5.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3425   -6.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2915   -5.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9485   -3.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0568   -7.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6280   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4629   -6.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0568   -8.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4190   -7.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 20  2  0  0  0  0
  3 27  1  0  0  0  0
  4 27  2  0  0  0  0
  5 28  2  0  0  0  0
  6 29  2  0  0  0  0
  7 15  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
 23  8  1  6  0  0  0
 21  9  1  1  0  0  0
  9 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 32  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  2  0  0  0  0
 14 32  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC(=O)N[C@@H](CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32N8O6/c19-9-14(28)24-10(5-6-13(20)27)16(30)26-8-2-4-12(26)15(29)25-11(17(31)32)3-1-7-23-18(21)22/h10-12H,1-9,19H2,(H2,20,27)(H,24,28)(H,25,29)(H,31,32)(H4,21,22,23)/t10-,11-,12-/m0/s1

> <INCHI_KEY>
UEJYSALTSUZXFV-SRVKXCTJSA-N

> <FORMULA>
C18H32N8O6

> <MOLECULAR_WEIGHT>
456.4967

> <EXACT_MASS>
456.244480796

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
45.40522738792883

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-4-carbamoylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

> <ALOGPS_LOGP>
-3.57

> <JCHEM_LOGP>
-6.208377271415388

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.48858819830226

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.446154078879139

> <JCHEM_PKA_STRONGEST_BASIC>
11.856839133212114

> <JCHEM_POLAR_SURFACE_AREA>
246.82

> <JCHEM_REFRACTIVITY>
121.62309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-4-carbamoylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      32.107 -11.293   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.804 -10.059   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      38.701  -7.444   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      36.917  -5.462   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.773 -12.832   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      25.439  -8.983   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      30.773  -8.983   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      34.628  -7.523   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      29.440 -12.832   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      24.105 -11.293   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      39.662 -11.963   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      26.773 -15.912   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      38.838 -14.499   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      41.447 -13.945   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      32.019  -8.077   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.543  -6.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.003  -6.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.527  -8.077   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.773 -10.522   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.484  -8.553   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.440 -11.293   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.106 -10.522   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.093  -7.999   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      36.413  -9.505   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.773 -11.293   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.878  -9.981   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.237  -6.968   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.106 -13.602   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.439 -10.522   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      38.197 -11.487   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.106 -15.142   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      39.982 -13.469   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   27                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   15   18   19                                                  
CONECT    8   20   23                                                       
CONECT    9   21   28                                                       
CONECT   10   29                                                            
CONECT   11   30   32                                                       
CONECT   12   31                                                            
CONECT   13   32                                                            
CONECT   14   32                                                            
CONECT   15    7   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18    7   17                                                       
CONECT   19    1    7   21                                                  
CONECT   20    2    8   15                                                  
CONECT   21    9   19   22                                                  
CONECT   22   21   25                                                       
CONECT   23    8   24   27                                                  
CONECT   24   23   26                                                       
CONECT   25   22   29                                                       
CONECT   26   24   30                                                       
CONECT   27    3    4   23                                                  
CONECT   28    5    9   31                                                  
CONECT   29    6   10   25                                                  
CONECT   30   11   26                                                       
CONECT   31   12   28                                                       
CONECT   32   11   13   14                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Value	Source
GLY-GLN-pro-arg	HMDB
GLYCYL-L-glutaminyl-L-prolyl-L-arginine	HMDB
(2S)-2-({[(2S)-1-[(2S)-2-[(2-amino-1-hydroxyethylidene)amino]-4-(C-hydroxycarbonimidoyl)butanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-5-carbamimidamidopentanoate	HMDB
Rigin	MeSH

Chemical Formula

C₁₈H₃₂N₈O₆

Average Mass

456.4967 Da

Monoisotopic Mass

456.24448 Da

IUPAC Name

(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-4-carbamoylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-4-carbamoylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

CAS Registry Number

Not Available

SMILES

NCC(=O)N[C@@H](CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C18H32N8O6/c19-9-14(28)24-10(5-6-13(20)27)16(30)26-8-2-4-12(26)15(29)25-11(17(31)32)3-1-7-23-18(21)22/h10-12H,1-9,19H2,(H2,20,27)(H,24,28)(H,25,29)(H,31,32)(H4,21,22,23)/t10-,11-,12-/m0/s1

InChI Key

UEJYSALTSUZXFV-SRVKXCTJSA-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
N-acyl-alpha amino acid or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Heterocyclic fatty acid
Fatty acid
Fatty acyl
Fatty amide
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Guanidine
Amino acid
Primary carboxylic acid amide
Secondary carboxylic acid amide
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organoheterocyclic compound
Carboxylic acid
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Primary amine
Primary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-3.6	ALOGPS
logP	-6.2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	11.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	246.82 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	121.62 m³·mol⁻¹	ChemAxon
Polarizability	45.41 Å³	ChemAxon
Number of Rings	1	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

HMDB0005771

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023761

KNApSAcK ID

Not Available

Chemspider ID

113164

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127555

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Rigin (NP0087410)

MOL for NP0087410 (Rigin)

3D MOL for NP0087410 (Rigin)

3D SDF for NP0087410 (Rigin)

3D-SDF for NP0087410 (Rigin)

PDB for NP0087410 (Rigin)

3D PDB for NP0087410 (Rigin)

SMILES for NP0087410 (Rigin)

INCHI for NP0087410 (Rigin)

Structure for NP0087410 (Rigin)

3D Structure for NP0087410 (Rigin)