NP-MRD: Showing NP-Card for {[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid (NP0279063)

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Record Information

Version

2.0

Created at

2022-09-09 04:18:51 UTC

Updated at

2022-09-09 04:18:51 UTC

NP-MRD ID

NP0279063

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

Description

Cys-Phe-Phe-Gly, also known as C-F-F-g or CFFG, 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. Cys-Phe-Phe-Gly is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. {[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on Cys-Phe-Phe-Gly.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092206182D          

 33 34  0  0  1  0            999 V2000
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  4  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.8314   -1.9514   -4.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979   -2.0445   -2.7114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5868   -3.3259   -2.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0012   -3.5061   -0.4316 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6146   -0.8538   -2.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    0.3875   -2.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7738   -0.9433   -1.0786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.2656   -0.4752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2318    0.7068    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.9502    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0799    3.1452    0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6295    4.3376    1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089    4.3228    2.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    3.1193    2.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924    1.9004    2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.1235    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449   -1.1372    1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    0.4604   -0.1494 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518    0.0182    0.5271 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7222   -1.3121   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -1.9087    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9038   -2.7403    1.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -3.3086    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420   -3.0364    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3396   -2.2173    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022   -1.6631   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4208    1.0169    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    0.8151    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    2.1304   -0.1372 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2222    3.1703   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3183    2.7870   -1.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666    3.5877   -1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3596    1.5711   -1.7864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6225   -1.6843   -4.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9523   -1.4438   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -2.0435   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925   -3.2971   -2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0238   -4.1706   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675   -4.7680   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.0479   -2.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.0697   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226   -0.0770    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585    0.7818    0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291    3.1247   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9459    5.2552    0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537    5.2748    2.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    3.1116    3.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943    0.9660    2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6551   -1.1144    2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0846   -0.1418    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -1.9992   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122   -1.1307   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608   -2.9630    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492   -3.9520    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1163   -3.4807    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3389   -2.0342    0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040   -1.0219   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.5613    2.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210    3.3575    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7178    4.0960   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2336    1.0553   -1.7678 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
  2  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 31 33  1  0
 31 32  2  0
 15 10  1  0
 26 21  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  3 37  1  0
  3 38  1  0
  4 39  1  0
  6 40  1  0
  8 41  1  6
  9 42  1  0
  9 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 19 50  1  1
 20 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
M  END


  Mrv1652309092206182D          

 33 34  0  0  1  0            999 V2000
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  4  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0279063

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CS)C(O)=N[C@@H](CC1=CC=CC=C1)C(O)=N[C@@H](CC1=CC=CC=C1)C(O)=NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N4O5S/c24-17(14-33)21(30)26-19(12-16-9-5-2-6-10-16)23(32)27-18(22(31)25-13-20(28)29)11-15-7-3-1-4-8-15/h1-10,17-19,33H,11-14,24H2,(H,25,31)(H,26,30)(H,27,32)(H,28,29)/t17-,18-,19-/m0/s1

> <INCHI_KEY>
BQWNEMPMDFSLCY-FHWLQOOXSA-N

> <FORMULA>
C23H28N4O5S

> <MOLECULAR_WEIGHT>
472.56

> <EXACT_MASS>
472.178041192

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.56366056204206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

> <JCHEM_LOGP>
0.4473759852237848

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.596553069036117

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0927274196788823

> <JCHEM_PKA_STRONGEST_BASIC>
9.105780845783373

> <JCHEM_POLAR_SURFACE_AREA>
161.09

> <JCHEM_REFRACTIVITY>
126.42500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       9.336   6.930   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.670   8.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       6.668   8.470   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    8   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   19   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
C-F-F-g	ChEBI
CFFG	ChEBI
L-Cys-L-phe-L-phe-gly	ChEBI

Chemical Formula

C₂₃H₂₈N₄O₅S

Average Mass

472.5600 Da

Monoisotopic Mass

472.17804 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

N[C@@H](CS)C(O)=N[C@@H](CC1=CC=CC=C1)C(O)=N[C@@H](CC1=CC=CC=C1)C(O)=NCC(O)=O

InChI Identifier

InChI=1S/C23H28N4O5S/c24-17(14-33)21(30)26-19(12-16-9-5-2-6-10-16)23(32)27-18(22(31)25-13-20(28)29)11-15-7-3-1-4-8-15/h1-10,17-19,33H,11-14,24H2,(H,25,31)(H,26,30)(H,27,32)(H,28,29)/t17-,18-,19-/m0/s1

InChI Key

BQWNEMPMDFSLCY-FHWLQOOXSA-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
Trypanosoma brucei	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
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
Benzenoid
Fatty acyl
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Alkylthiol
Primary amine
Primary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tetrapeptide (CHEBI:73460 )

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

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

28639327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71464679

PDB ID

Not Available

ChEBI ID

73460

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid (NP0279063)

MOL for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

3D MOL for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

3D SDF for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

3D-SDF for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

PDB for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

3D PDB for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

SMILES for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

INCHI for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

Structure for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)

3D Structure for NP0279063 ({[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-sulfanylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid)