NP-MRD: Showing NP-Card for 6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid (NP0260867)

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Record Information

Version

2.0

Created at

2022-09-08 03:08:50 UTC

Updated at

2022-09-08 03:08:50 UTC

NP-MRD ID

NP0260867

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid

Description

6-Amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid 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. 6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid is found in Phytolacca americana. 6-Amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506102D          

 32 31  0  0  0  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    6.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    2.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    2.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    3.7638    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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  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
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 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
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 69 68  0  0  0  0  0  0  0  0999 V2000
   -6.3237    3.6280    0.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7116    2.4696   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7497    1.2004    0.4238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2290    0.9074    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2943    0.0406   -0.4394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3465   -1.1779    0.3725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9560    0.1910   -1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541    1.0865   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9296   -0.7277   -0.6423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5864   -0.6320   -1.1759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0045   -1.9264   -1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -2.6846   -2.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748   -3.0883   -2.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0723   -2.4536   -2.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2768   -4.2010   -1.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -0.1265   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2154    0.0950    1.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    0.0912   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.5788    0.7325 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9894    1.9948    0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476   -0.3474    0.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7159   -1.3322    0.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.1114    1.7967 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7823   -1.0133    1.9106 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0106   -0.1321    1.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0759    0.6798    0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1805   -0.2214   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    0.6971   -1.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4199    1.5318   -1.5581 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281   -1.7475    3.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -1.4951    3.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5296   -2.6947    3.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    4.2542    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9458    4.2613   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912    3.2969    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2532    2.4033   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6419    2.7071   -0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700    1.2693    1.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3543   -0.1860    0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5174    1.3432    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8036    1.2808   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -0.1046   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -0.9484    1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -1.7144    0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066   -1.5035    0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050    0.1399   -1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812   -1.8185   -1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -2.5863   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -3.6478   -2.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633   -2.1430   -3.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0275   -4.8672   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975   -0.0767   -1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    0.6491    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6716    2.0212   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.3776    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0825    2.5696    0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6448    0.6994    2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8095   -1.7919    1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304   -0.7277    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9490    0.6014    2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1751    1.3578    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9890    1.3343    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -0.8962   -0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1045   -0.8127   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216    0.1343   -2.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376    1.3439   -1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    2.5201   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0965    1.4584   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -3.2776    2.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 24 30  1  0
 30 32  1  0
 30 31  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  1
  4 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  9 45  1  0
 10 46  1  6
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 15 51  1  0
 18 52  1  0
 19 53  1  1
 20 54  1  0
 20 55  1  0
 20 56  1  0
 23 57  1  0
 24 58  1  6
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 32 69  1  0
M  END


  Mrv1533004251506102D          

 32 31  0  0  0  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    6.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    2.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    2.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    3.7638    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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  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
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 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
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260867

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(N)C(=O)NC(CCC(O)=O)C(=O)NC(C)C(=O)NC(CCCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H37N5O7/c1-4-11(2)16(22)19(30)24-13(8-9-15(26)27)18(29)23-12(3)17(28)25-14(20(31)32)7-5-6-10-21/h11-14,16H,4-10,21-22H2,1-3H3,(H,23,29)(H,24,30)(H,25,28)(H,26,27)(H,31,32)

> <INCHI_KEY>
QHGBCRCMBCWMBJ-UHFFFAOYSA-N

> <FORMULA>
C20H37N5O7

> <MOLECULAR_WEIGHT>
459.544

> <EXACT_MASS>
459.269298551

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
48.09837473828902

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-amino-2-{2-[2-(2-amino-3-methylpentanamido)-4-carboxybutanamido]propanamido}hexanoic acid

> <ALOGPS_LOGP>
-3.77

> <JCHEM_LOGP>
-5.867530297751442

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.031995091554297

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3758716216839417

> <JCHEM_PKA_STRONGEST_BASIC>
10.204681010042602

> <JCHEM_POLAR_SURFACE_AREA>
213.94

> <JCHEM_REFRACTIVITY>
114.08869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-amino-2-{2-[2-(2-amino-3-methylpentanamido)-4-carboxybutanamido]propanamido}hexanoic 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      13.503   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.170   7.796   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      17.504  11.646   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.837   7.796   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      20.171  10.106   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.505   7.796   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.838   7.026   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.838   5.486   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      21.505   4.716   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      24.172   4.716   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      22.838  11.646   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      24.172   9.336   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.506  11.646   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      26.839   7.796   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      28.173  10.106   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      36.175  10.106   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      29.507   7.796   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      30.840   7.026   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      28.173   7.026   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   24   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

View in JSmol

Synonyms

Value	Source
6-Amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoate	Generator

Chemical Formula

C₂₀H₃₇N₅O₇

Average Mass

459.5440 Da

Monoisotopic Mass

459.26930 Da

IUPAC Name

6-amino-2-{2-[2-(2-amino-3-methylpentanamido)-4-carboxybutanamido]propanamido}hexanoic acid

Traditional Name

6-amino-2-{2-[2-(2-amino-3-methylpentanamido)-4-carboxybutanamido]propanamido}hexanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(=O)NC(CCC(O)=O)C(=O)NC(C)C(=O)NC(CCCCN)C(O)=O

InChI Identifier

InChI=1S/C20H37N5O7/c1-4-11(2)16(22)19(30)24-13(8-9-15(26)27)18(29)23-12(3)17(28)25-14(20(31)32)7-5-6-10-21/h11-14,16H,4-10,21-22H2,1-3H3,(H,23,29)(H,24,30)(H,25,28)(H,26,27)(H,31,32)

InChI Key

QHGBCRCMBCWMBJ-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
Phytolacca americana	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
Glutamic acid or derivatives
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Fatty amide
Dicarboxylic acid or derivatives
N-acyl-amine
Fatty acyl
Fatty acid
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-3.8	ALOGPS
logP	-5.9	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	10.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	213.94 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	114.09 m³·mol⁻¹	ChemAxon
Polarizability	48.1 Å³	ChemAxon
Number of Rings	0	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

18502613

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid (NP0260867)

MOL for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

3D MOL for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

3D SDF for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

3D-SDF for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

PDB for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

3D PDB for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

SMILES for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

INCHI for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

Structure for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)

3D Structure for NP0260867 (6-amino-2-{[2-({2-[(2-amino-1-hydroxy-3-methylpentylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxypropylidene]amino}hexanoic acid)