NP-MRD: Showing NP-Card for n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid (NP0303921)

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Record Information

Version

2.0

Created at

2022-09-10 18:39:54 UTC

Updated at

2022-09-10 18:39:55 UTC

NP-MRD ID

NP0303921

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid

Description

N-{1-[(3-{3,6-dihydroxy-5-[3-(N-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyformamido)pentanimidic acid 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. n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid is found in Streptomyces nitrosporeus. N-{1-[(3-{3,6-dihydroxy-5-[3-(N-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyformamido)pentanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261517242D          

 40 40  0  0  0  0            999 V2000
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    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
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 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
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
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 25 26  1  0  0  0  0
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 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  0  0  0  0
 26 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

     RDKit          3D

 77 77  0  0  0  0  0  0  0  0999 V2000
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   -5.3978   -1.8420    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
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 33 73  1  0
 33 74  1  0
 35 75  1  0
 36 76  1  0
 38 77  1  0
M  END


  Mrv1533004261517242D          

 40 40  0  0  0  0            999 V2000
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    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
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   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7171  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4315   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 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
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  0  0  0  0
 26 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0303921

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NC(CCCN(O)C=O)C(=O)NC(CO)C(=O)N(O)CCCC1NC(=O)C(CCCN(O)C=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H37N7O11/c1-14(33)23-15(5-2-8-27(38)12-31)19(34)26-18(11-30)22(37)29(40)10-4-7-17-21(36)24-16(20(35)25-17)6-3-9-28(39)13-32/h12-13,15-18,30,38-40H,2-11H2,1H3,(H,23,33)(H,24,36)(H,25,35)(H,26,34)

> <INCHI_KEY>
IQMHGRIOYXVPSE-UHFFFAOYSA-N

> <FORMULA>
C22H37N7O11

> <MOLECULAR_WEIGHT>
575.576

> <EXACT_MASS>
575.255105039

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
55.829330522203755

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetamido-N-{2-hydroxy-1-[hydroxy(3-{5-[3-(N-hydroxyformamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)carbamoyl]ethyl}-5-(N-hydroxyformamido)pentanamide

> <ALOGPS_LOGP>
-1.39

> <JCHEM_LOGP>
-5.5727968049999985

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.425543155967492

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.929002793227651

> <JCHEM_PKA_STRONGEST_BASIC>
-5.636944501799992

> <JCHEM_POLAR_SURFACE_AREA>
258.25

> <JCHEM_REFRACTIVITY>
133.51109999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetamido-N-{2-hydroxy-1-[hydroxy(3-{5-[3-(N-hydroxyformamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)carbamoyl]ethyl}-5-(N-hydroxyformamido)pentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      14.670 -14.630   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.336 -16.170   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       9.336 -14.630   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.004 -18.480   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      17.338 -16.170   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      18.672 -16.940   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      20.005 -19.250   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.005 -14.630   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      21.339 -16.940   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      21.339 -18.480   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.674 -16.940   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      28.007 -16.170   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      29.341 -16.940   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      30.675 -16.170   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      29.341 -18.480   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.675 -19.250   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.008 -18.480   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      33.342 -19.250   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      34.676 -18.480   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0      34.676 -16.940   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      36.009 -19.250   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      37.343 -18.480   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      28.007 -19.250   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      26.674 -18.480   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      25.340 -19.250   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   39                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   38                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36                                                            
CONECT   38   30   39                                                       
CONECT   39   38   26   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   80    0
END

View in JSmol

Synonyms

Value	Source
N-{1-[(3-{3,6-dihydroxy-5-[3-(N-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyformamido)pentanimidate	Generator

Chemical Formula

C₂₂H₃₇N₇O₁₁

Average Mass

575.5760 Da

Monoisotopic Mass

575.25511 Da

IUPAC Name

2-acetamido-N-{2-hydroxy-1-[hydroxy(3-{5-[3-(N-hydroxyformamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)carbamoyl]ethyl}-5-(N-hydroxyformamido)pentanamide

Traditional Name

2-acetamido-N-{2-hydroxy-1-[hydroxy(3-{5-[3-(N-hydroxyformamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)carbamoyl]ethyl}-5-(N-hydroxyformamido)pentanamide

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CCCN(O)C=O)C(=O)NC(CO)C(=O)N(O)CCCC1NC(=O)C(CCCN(O)C=O)NC1=O

InChI Identifier

InChI=1S/C22H37N7O11/c1-14(33)23-15(5-2-8-27(38)12-31)19(34)26-18(11-30)22(37)29(40)10-4-7-17-21(36)24-16(20(35)25-17)6-3-9-28(39)13-32/h12-13,15-18,30,38-40H,2-11H2,1H3,(H,23,33)(H,24,36)(H,25,35)(H,26,34)

InChI Key

IQMHGRIOYXVPSE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces nitrosporeus	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
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
1,4-diazinane
Fatty amide
N-acyl-amine
Fatty acyl
Piperazine
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Hydroxamic acid
Lactam
Azacycle
Organoheterocyclic compound
Primary alcohol
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-1.4	ALOGPS
logP	-5.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.93	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	258.25 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	133.51 m³·mol⁻¹	ChemAxon
Polarizability	55.83 Å³	ChemAxon
Number of Rings	1	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

3412

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid (NP0303921)

MOL for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

3D MOL for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

3D SDF for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

3D-SDF for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

PDB for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

3D PDB for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

SMILES for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

INCHI for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

Structure for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)

3D Structure for NP0303921 (n-{1-[(3-{3,6-dihydroxy-5-[3-(n-hydroxyformamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-2-hydroxyethyl}-2-[(1-hydroxyethylidene)amino]-5-(n-hydroxyformamido)pentanimidic acid)