NP-MRD: Showing NP-Card for GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate (NP0339905)

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Record Information

Version

2.0

Created at

2024-09-12 00:08:55 UTC

Updated at

2024-09-12 00:08:55 UTC

NP-MRD ID

NP0339905

Secondary Accession Numbers

None

Natural Product Identification

Common Name

GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate

Description

Based on a literature review very few articles have been published on GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302412D          

 37 39  0  0  0  0            999 V2000
    9.2910    2.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7035    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2910    1.2768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285    1.9913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9410    1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7035    0.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9410   -0.1521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285   -0.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7660    1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1785    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0035    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4160   -0.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2410   -0.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6535   -0.8666    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9390   -1.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3679   -0.4541    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.0660   -1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8910   -1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3035   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1239   -2.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955   -3.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5810   -3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4948   -4.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9679   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1609   -3.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0492   -3.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7636   -3.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3767   -3.6638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0412   -4.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3767   -5.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1972   -5.2574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8918   -5.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0713   -5.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5864   -6.4198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7358   -4.9987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2207   -4.3313    0.0000 C   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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 15 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 25  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 36 37  1  0  0  0  0
 30 37  2  0  0  0  0
 27 37  1  0  0  0  0
M  CHG  1  17  -1
M  END


  Mrv2104 05272302412D          

 37 39  0  0  0  0            999 V2000
    9.2910    2.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7035    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2910    1.2768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285    1.9913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9410    1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7035    0.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9410   -0.1521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285   -0.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7660    1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1785    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0035    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4160   -0.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2410   -0.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6535   -0.8666    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9390   -1.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3679   -0.4541    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.0660   -1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8910   -1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3035   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1239   -2.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955   -3.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5810   -3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4948   -4.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9679   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1609   -3.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0492   -3.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7636   -3.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3767   -3.6638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0412   -4.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3767   -5.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1972   -5.2574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8918   -5.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0713   -5.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5864   -6.4198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7358   -4.9987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2207   -4.3313    0.0000 C   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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 15 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 25  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 36 37  1  0  0  0  0
 30 37  2  0  0  0  0
 27 37  1  0  0  0  0
M  CHG  1  17  -1
M  END
> <DATABASE_ID>
NP0339905

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(CCCCNP([O-])(=O)OCC1OC(C(O)C1O)N1C=NC2=C1N=C(N)NC2=O)NC(C)=O

> <INCHI_IDENTIFIER>
InChI=1/C19H30N7O10P/c1-9(27)23-10(18(31)34-2)5-3-4-6-22-37(32,33)35-7-11-13(28)14(29)17(36-11)26-8-21-12-15(26)24-19(20)25-16(12)30/h8,10-11,13-14,17,28-29H,3-7H2,1-2H3,(H,23,27)(H2,22,32,33)(H3,20,24,25,30)/p-1

> <INCHI_KEY>
CFNHKQLBSCCNGG-UHFFFAOYNA-M

> <FORMULA>
C19H29N7O10P

> <MOLECULAR_WEIGHT>
546.454

> <EXACT_MASS>
546.17190074

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
52.019232662063956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[(5-acetamido-6-methoxy-6-oxohexyl)amino]phosphinate

> <JCHEM_LOGP>
-3.3013965873333326

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.153921513230673

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.562100529539964

> <JCHEM_PKA_STRONGEST_BASIC>
0.4409361948509943

> <JCHEM_POLAR_SURFACE_AREA>
251.78000000000003

> <JCHEM_REFRACTIVITY>
122.908

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy((5-acetamido-6-methoxy-6-oxohexyl)amino)phosphinate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      17.343   5.051   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.113   3.717   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      17.343   2.383   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      19.653   3.717   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      20.423   2.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.653   1.050   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      18.113   1.050   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.423  -0.284   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.653  -1.618   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.963   2.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.733   1.050   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.273   1.050   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.043  -0.284   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      26.583  -0.284   0.000  0.00  0.00           N+0
HETATM   15  P   UNK     0      27.353  -1.618   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      26.019  -2.388   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      28.687  -0.848   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0      28.123  -2.951   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      29.663  -2.951   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.433  -4.285   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      31.965  -4.446   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      32.285  -5.952   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.951  -6.722   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      30.790  -8.254   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      29.807  -5.692   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      28.300  -6.012   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      33.692  -6.579   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      35.025  -5.809   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      36.170  -6.839   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      35.543  -8.246   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      36.170  -9.653   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      37.701  -9.814   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      35.265 -10.899   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      33.733 -10.738   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      32.828 -11.984   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      33.107  -9.331   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      34.012  -8.085   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   20                                                  
CONECT   26   25                                                            
CONECT   27   22   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   30   27                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Value	Source
GMP-N-Ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidic acid	Generator

Chemical Formula

C₁₉H₂₉N₇O₁₀P

Average Mass

546.4540 Da

Monoisotopic Mass

546.17190 Da

IUPAC Name

{[5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[(5-acetamido-6-methoxy-6-oxohexyl)amino]phosphinate

Traditional Name

[5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy((5-acetamido-6-methoxy-6-oxohexyl)amino)phosphinate

CAS Registry Number

Not Available

SMILES

COC(=O)C(CCCCNP([O-])(=O)OCC1OC(C(O)C1O)N1C=NC2=C1N=C(N)NC2=O)NC(C)=O

InChI Identifier

InChI=1/C19H30N7O10P/c1-9(27)23-10(18(31)34-2)5-3-4-6-22-37(32,33)35-7-11-13(28)14(29)17(36-11)26-8-21-12-15(26)24-19(20)25-16(12)30/h8,10-11,13-14,17,28-29H,3-7H2,1-2H3,(H,23,27)(H2,22,32,33)(H3,20,24,25,30)/p-1

InChI Key

CFNHKQLBSCCNGG-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-3.3	ChemAxon
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	0.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	251.78 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	122.91 m³·mol⁻¹	ChemAxon
Polarizability	52.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate (NP0339905)

MOL for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

3D MOL for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

3D SDF for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

3D-SDF for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

PDB for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

3D PDB for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

SMILES for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

INCHI for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

Structure for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)

3D Structure for NP0339905 (GMP-N-ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidate)