NP-MRD: Showing NP-Card for 2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid (NP0212367)

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Record Information

Version

2.0

Created at

2022-09-05 11:00:50 UTC

Updated at

2022-09-05 11:00:50 UTC

NP-MRD ID

NP0212367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid

Description

2-[(9-{3,4-Dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-9H-purin-6-yl)amino]butanedioic acid belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. 2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid is found in Penicillium chrysogenum. 2-[(9-{3,4-Dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-9H-purin-6-yl)amino]butanedioic acid is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533005011518402D          

 31 33  0  0  0  0            999 V2000
    1.0097   -6.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -5.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090   -5.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -5.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -4.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -4.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5365   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -5.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5985   -6.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4054   -6.5152    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -6.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5770   -5.7082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -7.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -4.1070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276   -3.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   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
   -1.4289   -1.6500    0.0000 N   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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -2.8875    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  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
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 14 31  1  0  0  0  0
 17 31  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    7.9730    0.0558    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3707    0.7495   -0.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0830    1.6316   -1.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192    0.6473   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2926   -0.6106   -0.3514 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8693   -0.6288   -0.4828 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9060    0.1672    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028    1.0304    1.1214 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012    1.7627    1.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032    1.6457    1.3298 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547    0.7797    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    0.0675   -0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323   -0.7092   -1.1994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3140   -0.4606   -1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049    0.4512   -0.2491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856    0.9618    0.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2245    0.6991    1.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1694   -0.2697    1.4793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5633    0.3339    1.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5383   -0.6034    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0795    0.0385    1.3280 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.9019   -0.0788    2.5666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9032   -0.7284    0.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518    1.6697    0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1166   -1.0005    0.1260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2886   -1.6998   -0.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9553    0.2305   -0.7143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0657    1.0195   -0.8297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8893   -1.9070   -0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -2.8550    0.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2575   -2.0824   -2.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8335    1.5789   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    1.1391   -1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    1.4706    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -0.5755    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5319   -1.4022   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    2.4496    2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9382   -0.9760   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968    2.0426   -0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0255   -1.0187    2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165    1.3306    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230    0.5525    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1952   -0.9489   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865    1.6653   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984   -1.5877    0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -1.8911   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5977   -0.0065   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793    1.9834   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5162   -2.7000   -2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 24  1  0
 21 22  2  0
 18 17  1  0
 17 16  1  0
 16 27  1  0
 27 28  1  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  5 29  1  0
 29 31  1  0
 29 30  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 27 25  1  0
 11 15  1  0
 11 12  1  0
 26 46  1  0
 25 45  1  1
 18 40  1  1
 19 41  1  0
 19 42  1  0
 23 43  1  0
 24 44  1  0
 16 39  1  1
 27 47  1  6
 28 48  1  0
 14 38  1  0
  6 36  1  0
  5 35  1  1
  4 33  1  0
  4 34  1  0
  3 32  1  0
 31 49  1  0
  9 37  1  0
M  END


  Mrv1533005011518402D          

 31 33  0  0  0  0            999 V2000
    1.0097   -6.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -5.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090   -5.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -5.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -4.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -4.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5365   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -5.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5985   -6.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4054   -6.5152    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -6.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5770   -5.7082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -7.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -4.1070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276   -3.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   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
   -1.4289   -1.6500    0.0000 N   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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -2.8875    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  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
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 14 31  1  0  0  0  0
 17 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C(NC(CC(O)=O)C(O)=O)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)

> <INCHI_KEY>
OFBHPPMPBOJXRT-UHFFFAOYSA-N

> <FORMULA>
C14H18N5O11P

> <MOLECULAR_WEIGHT>
463.296

> <EXACT_MASS>
463.074043418

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.15449970206574

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-9H-purin-6-yl)amino]butanedioic acid

> <ALOGPS_LOGP>
-1.96

> <JCHEM_LOGP>
-5.159477877846199

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.1435868539471588

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2194421123921266

> <JCHEM_PKA_STRONGEST_BASIC>
4.5757526475190495

> <JCHEM_POLAR_SURFACE_AREA>
246.67999999999995

> <JCHEM_REFRACTIVITY>
96.17579999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenylosuccinate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-15         0                                  
HETATM    1  O   UNK     0       1.885 -12.619   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.724 -11.087   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.390 -10.317   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.017 -10.944   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.710  -8.811   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.242  -8.650   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.868 -10.057   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.375 -10.377   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.850 -11.841   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       6.357 -12.162   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0       7.863 -12.482   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.677 -10.655   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.037 -13.668   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -0.320  -7.666   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.852  -7.827   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.478  -6.420   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    5   15   31                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   18   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   14   17                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-9H-purin-6-yl)amino]butanedioate	Generator
Adenylosuccinate	Generator
Aspartyl adenylate	MeSH

Chemical Formula

C₁₄H₁₈N₅O₁₁P

Average Mass

463.2960 Da

Monoisotopic Mass

463.07404 Da

IUPAC Name

2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-9H-purin-6-yl)amino]butanedioic acid

Traditional Name

adenylosuccinate

CAS Registry Number

Not Available

SMILES

OC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C(NC(CC(O)=O)C(O)=O)N=CN=C12

InChI Identifier

InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)

InChI Key

OFBHPPMPBOJXRT-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
Penicillium chrysogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Aspartic acid or derivatives
Glycosyl compound
N-glycosyl compound
6-alkylaminopurine
6-aminopurine
Alpha-amino acid or derivatives
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monoalkyl phosphate
Alkyl phosphate
Pyrimidine
Imidolactam
Dicarboxylic acid or derivatives
Phosphoric acid ester
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
1,2-diol
Secondary alcohol
Amino acid
Oxacycle
Azacycle
Secondary amine
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Alcohol
Organic oxide
Amine
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	ALOGPS
logP	-5.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	4.58	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	246.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	96.18 m³·mol⁻¹	ChemAxon
Polarizability	40.15 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

195

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid (NP0212367)

MOL for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

3D MOL for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

3D SDF for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

3D-SDF for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

PDB for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

3D PDB for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

SMILES for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

INCHI for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

Structure for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)

3D Structure for NP0212367 (2-[(9-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}purin-6-yl)amino]butanedioic acid)