NP-MRD: Showing NP-Card for (2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid (NP0233245)

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Record Information

Version

2.0

Created at

2022-09-06 14:46:32 UTC

Updated at

2022-09-06 14:46:33 UTC

NP-MRD ID

NP0233245

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid

Description

Ala-Thr-Ala-Pro, also known as a-T-a-p or ATAP, 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. Ala-Thr-Ala-Pro 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)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on Ala-Thr-Ala-Pro.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062216462D          

 25 25  0  0  1  0            999 V2000
    4.8546    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    4.8268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1401    5.6518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    4.4143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    4.8268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    5.6518    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  4  0  0  0
  4  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  4  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  1  0  0  0
M  END

     RDKit          3D

 51 51  0  0  0  0  0  0  0  0999 V2000
    1.3071   -2.4719   -2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.9859   -0.6147 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4173   -0.7236   -0.6882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -0.6744   -1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873   -1.9338   -1.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.5552   -1.1790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8085    0.5772   -0.3970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642    0.2882   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1701   -0.0965   -2.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    0.3582    0.1209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6678    0.8141    1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8564   -0.8843    0.1862 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7533    1.7406   -0.7905 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5650    2.9993   -1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.7190    0.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809   -1.8999    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410   -3.0440    0.3264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -0.7752    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6294    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495    1.2238    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    0.2140    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3397   -0.8503    1.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1621   -0.4724    2.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0668   -0.1655    3.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2772   -0.4463    3.5946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -1.9570   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -2.3432   -2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0578   -3.5509   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4191   -2.7198   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702   -2.6181   -0.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9432    0.7489   -2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1901   -1.0841   -2.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527    1.1301   -0.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4685    0.6784    2.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7581    0.2418    1.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3384    1.8831    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7070   -0.7109    0.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -1.0650   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.7115   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2251    3.1770   -0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    2.8332   -2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394    3.8137   -1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839    1.2702    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187    1.0774    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    0.8820   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1946    1.2812   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884    2.2167    0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7205   -0.2302   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8778    0.7175    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869   -1.8620    1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120    0.2573    4.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 13  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 22 18  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 13 39  1  6
 15 43  1  0
  6 31  1  6
  9 32  1  0
 10 33  1  6
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
  5 30  1  0
  2 29  1  1
  1 26  1  0
  1 27  1  0
  1 28  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  1
 25 51  1  0
M  END


  Mrv1652309062216462D          

 25 25  0  0  1  0            999 V2000
    4.8546    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    4.8268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1401    5.6518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    4.4143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    4.8268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    5.6518    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  4  0  0  0
  4  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  4  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0233245

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26N4O6/c1-7(16)12(21)18-11(9(3)20)13(22)17-8(2)14(23)19-6-4-5-10(19)15(24)25/h7-11,20H,4-6,16H2,1-3H3,(H,17,22)(H,18,21)(H,24,25)/t7-,8-,9+,10-,11-/m0/s1

> <INCHI_KEY>
HIIJOGIBQXHFKE-HHKYUTTNSA-N

> <FORMULA>
C15H26N4O6

> <MOLECULAR_WEIGHT>
358.395

> <EXACT_MASS>
358.185234573

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53503533645699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S)-2-{[(2S,3R)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-3.494836748235158

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.5122853699333936

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9892198955424307

> <JCHEM_PKA_STRONGEST_BASIC>
9.569565091046147

> <JCHEM_POLAR_SURFACE_AREA>
169.04

> <JCHEM_REFRACTIVITY>
87.0845

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(2S)-2-{[(2S,3R)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       9.062   8.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.728   9.010   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.728  10.550   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.395   8.240   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.395   6.700   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       5.061   9.010   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.727   8.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.061   5.930   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.393   5.930   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       1.060   2.080   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.795   0.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.971   3.157   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.393   9.010   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.060   8.240   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.393  10.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    7   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
a-T-a-p	ChEBI
ATAP	ChEBI
L-Ala-L-THR-L-ala-L-pro	ChEBI

Chemical Formula

C₁₅H₂₆N₄O₆

Average Mass

358.3950 Da

Monoisotopic Mass

358.18523 Da

IUPAC Name

(2S)-1-[(2S)-2-{[(2S,3R)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

(2S)-1-[(2S)-2-{[(2S,3R)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H26N4O6/c1-7(16)12(21)18-11(9(3)20)13(22)17-8(2)14(23)19-6-4-5-10(19)15(24)25/h7-11,20H,4-6,16H2,1-3H3,(H,17,22)(H,18,21)(H,24,25)/t7-,8-,9+,10-,11-/m0/s1

InChI Key

HIIJOGIBQXHFKE-HHKYUTTNSA-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
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Fatty amide
Fatty acyl
N-acyl-amine
Pyrrolidine
Tertiary carboxylic acid amide
Secondary alcohol
Amino acid
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic nitrogen compound
Primary aliphatic amine
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

tetrapeptide (CHEBI:73381 )

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	-3.5	ChemAxon
pKa (Strongest Acidic)	2.99	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	169.04 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.08 m³·mol⁻¹	ChemAxon
Polarizability	35.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

28639284

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71464525

PDB ID

Not Available

ChEBI ID

73381

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid (NP0233245)

MOL for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

3D MOL for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

3D SDF for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

3D-SDF for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

PDB for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

3D PDB for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

SMILES for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

INCHI for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

Structure for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)

3D Structure for NP0233245 ((2s)-1-[(2s)-2-{[(2s,3r)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}propanoyl]pyrrolidine-2-carboxylic acid)