NP-MRD: Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid (NP0185928)

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Record Information

Version

1.0

Created at

2022-09-04 01:33:39 UTC

Updated at

2022-09-04 01:33:39 UTC

NP-MRD ID

NP0185928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid

Description

Trialaphos 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. (2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid is found in Streptomyces hygroscopicus. Based on a literature review very few articles have been published on Trialaphos.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042203332D          

 26 25  0  0  1  0            999 V2000
   -1.6500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    4.2868    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  2  0  0  0  0
  4  5  1  4  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.1791    0.7295    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7048    0.5434    1.4410 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1582   -0.4240    0.5120 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9024   -0.1548   -0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1340    1.0912   -1.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3487   -1.2045   -1.5826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1770   -2.4685   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569   -0.7759   -2.2721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -0.1590   -1.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214    0.2009   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0256    0.2141   -2.5917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2724   -0.2517   -3.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -0.2564   -2.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989    0.3728   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180    1.5131   -0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -0.0893   -0.5128 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0749    0.9703   -0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -0.4089    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606   -0.8846    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6171    0.2656    1.4281 P   0  0  2  0  0  5  0  0  0  0  0  0
    6.7552   -0.1483    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435    1.6836    1.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377    0.1926    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5256    0.0133    2.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9884   -1.0876    3.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.7816    3.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4666    1.7932    1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4143    0.4058    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7520    0.1255    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246    1.4737    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6597    1.8141   -0.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -1.4063   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8274   -2.5726    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1023   -2.5109   -0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2947   -3.3715   -1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.4495    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    1.3422   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3425   -1.1392   -4.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272    0.6043   -4.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381   -0.5881   -4.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487    2.3780   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939   -0.9825   -1.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282    0.8937   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249    1.9174   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1554   -1.1865    1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5604    0.4548    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558   -1.1333    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715   -1.8698    1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477   -1.0206    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4249    0.6893    3.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1173   -0.4685    3.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4969    0.3553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    1.1415    3.8235 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
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 23  1  6
 20 22  2  0
  2 24  1  0
 24 26  1  0
 24 25  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  5 31  1  0
  6 32  1  6
  7 33  1  0
  7 34  1  0
  7 35  1  0
 10 36  1  0
 11 37  1  6
 12 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 16 42  1  6
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 26 53  1  0
M  END


  Mrv1652309042203332D          

 26 25  0  0  1  0            999 V2000
   -1.6500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    4.2868    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  2  0  0  0  0
  4  5  1  4  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0185928

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H27N4O7P/c1-7(12(20)18-9(3)14(22)23)16-11(19)8(2)17-13(21)10(15)5-6-26(4,24)25/h7-10H,5-6,15H2,1-4H3,(H,16,19)(H,17,21)(H,18,20)(H,22,23)(H,24,25)/t7-,8-,9-,10-/m0/s1

> <INCHI_KEY>
LHYVYCQNULXZNE-XKNYDFJKSA-N

> <FORMULA>
C14H27N4O7P

> <MOLECULAR_WEIGHT>
394.365

> <EXACT_MASS>
394.161736223

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.27135696837722

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid

> <JCHEM_LOGP>
-2.5803896995081033

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.2106603083505996

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0951812100581324

> <JCHEM_PKA_STRONGEST_BASIC>
9.615478773802288

> <JCHEM_POLAR_SURFACE_AREA>
198.39

> <JCHEM_REFRACTIVITY>
93.11829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.080   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310   6.668   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.770   6.668   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.000   5.335   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.770   4.001   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   6.668   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.310   4.001   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.000   2.667   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.770   1.334   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.000  -2.667   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   20  P   UNK     0      -4.620  -2.667   0.000  0.00  0.00           P+0
HETATM   21  C   UNK     0      -6.160  -2.667   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.620  -4.207   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.620  -1.127   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.080   8.002   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.310   9.336   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.620   8.002   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    2   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₇N₄O₇P

Average Mass

394.3650 Da

Monoisotopic Mass

394.16174 Da

IUPAC Name

(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid

Traditional Name

(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](N=C(O)[C@H](C)N=C(O)[C@H](C)N=C(O)[C@@H](N)CCP(C)(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H27N4O7P/c1-7(12(20)18-9(3)14(22)23)16-11(19)8(2)17-13(21)10(15)5-6-26(4,24)25/h7-10H,5-6,15H2,1-4H3,(H,16,19)(H,17,21)(H,18,20)(H,22,23)(H,24,25)/t7-,8-,9-,10-/m0/s1

InChI Key

LHYVYCQNULXZNE-XKNYDFJKSA-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
Streptomyces hygroscopicus	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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Amino acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Organophosphorus compound
Primary amine
Hydrocarbon derivative
Carbonyl group
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	-2.6	ChemAxon
pKa (Strongest Acidic)	2.1	ChemAxon
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	198.39 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	93.12 m³·mol⁻¹	ChemAxon
Polarizability	37.27 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

101606466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid (NP0185928)

MOL for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

3D MOL for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

3D SDF for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

3D-SDF for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

PDB for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

3D PDB for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

SMILES for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

INCHI for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

Structure for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)

3D Structure for NP0185928 ((2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-[hydroxy(methyl)phosphoryl]butylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}propanoic acid)