NP-MRD: Showing NP-Card for 2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid (NP0146098)

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Record Information

Version

2.0

Created at

2022-09-02 01:25:44 UTC

Updated at

2022-09-02 01:25:44 UTC

NP-MRD ID

NP0146098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid

Description

Tyr-FMDP belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Tyr-FMDP 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. 2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on Tyr-FMDP.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203252D          

 27 27  0  0  1  0            999 V2000
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 48 48  0  0  0  0  0  0  0  0999 V2000
    7.8402    2.6922    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5888    2.1189    0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4404    0.7586    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4452    0.0476    0.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    0.1215    0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539   -1.1919    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932   -1.8204   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -3.1929   -0.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -1.0841   -0.5730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124   -1.6806   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -0.6579   -0.8358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8503   -1.3138   -1.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9424   -1.1315   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840   -0.2572    0.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915   -1.8121   -0.8624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6932   -2.6379    0.2156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1999   -0.8439   -1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5804    0.2149   -0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833    1.4033   -0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874    2.4483    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2397    2.2726    1.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5804    3.3088    2.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9266    1.0965    1.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6230    0.0604    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    0.4491   -1.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130    0.7443   -2.7039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149    1.2086   -1.6096 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9393    3.6060    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8902    2.9469    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6369    1.9557    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3271    0.7674   -0.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9144   -1.7770    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910   -3.6805    0.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -2.0355   -1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2829   -2.5735   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -0.2497    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -0.6090    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675   -2.5221   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574   -2.2097    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -3.6023    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570   -0.3638   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1029   -1.3923   -1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536    1.5635   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6194    3.3792    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510    3.3579    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7551    0.9672    1.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2082   -0.8663    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451    2.0162   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 11 25  1  0
 25 27  1  0
 25 26  2  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  1
 14 37  1  0
 15 38  1  6
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 27 48  1  0
M  END


  Mrv1652309022203252D          

 27 27  0  0  1  0            999 V2000
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146098

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N3O7/c1-27-15(23)7-6-14(22)19-9-13(17(25)26)20-16(24)12(18)8-10-2-4-11(21)5-3-10/h2-7,12-13,21H,8-9,18H2,1H3,(H,19,22)(H,20,24)(H,25,26)/b7-6+/t12-,13?/m0/s1

> <INCHI_KEY>
GHFSCLVMNYRWQP-LOJZCDLVSA-N

> <FORMULA>
C17H21N3O7

> <MOLECULAR_WEIGHT>
379.369

> <EXACT_MASS>
379.137950028

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.55489748278807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2E)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid

> <ALOGPS_LOGP>
-1.90

> <JCHEM_LOGP>
-2.073732031138852

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.3183865443292206

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7217818479688076

> <JCHEM_PKA_STRONGEST_BASIC>
9.837234369483681

> <JCHEM_POLAR_SURFACE_AREA>
175.02999999999997

> <JCHEM_REFRACTIVITY>
94.8154

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2E)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  17.710   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668  16.170   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.667  10.780   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334   6.930   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000  10.780   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25   11   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁N₃O₇

Average Mass

379.3690 Da

Monoisotopic Mass

379.13795 Da

IUPAC Name

2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2E)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid

Traditional Name

2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2E)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H21N3O7/c1-27-15(23)7-6-14(22)19-9-13(17(25)26)20-16(24)12(18)8-10-2-4-11(21)5-3-10/h2-7,12-13,21H,8-9,18H2,1H3,(H,19,22)(H,20,24)(H,25,26)/b7-6+/t12-,13?/m0/s1

InChI Key

GHFSCLVMNYRWQP-LOJZCDLVSA-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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Fatty amide
N-acyl-amine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Hydrocarbon derivative
Organic nitrogen compound
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dicarboxylic acid monoester (CHEBI:74501 )
dipeptide (CHEBI:74501 )
methyl ester (CHEBI:74501 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-2.1	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	9.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	175.03 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	94.82 m³·mol⁻¹	ChemAxon
Polarizability	37.55 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

4977438

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1913

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6475741

PDB ID

Not Available

ChEBI ID

74501

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid (NP0146098)

MOL for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

3D MOL for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

3D SDF for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

3D-SDF for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

PDB for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

3D PDB for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

SMILES for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

INCHI for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

Structure for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)

3D Structure for NP0146098 (2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-{[(2e)-1-hydroxy-4-methoxy-4-oxobut-2-en-1-ylidene]amino}propanoic acid)