NP-MRD: Showing NP-Card for (2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid (NP0228523)

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Record Information

Version

2.0

Created at

2022-09-06 08:13:06 UTC

Updated at

2022-09-06 08:13:06 UTC

NP-MRD ID

NP0228523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

(2R)-2-({9-[(2S,3S,4R,5R)-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. Based on a literature review very few articles have been published on (2R)-2-({9-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062210132D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158   -5.5020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -6.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -6.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -6.7826    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3444   -6.6963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800   -7.4500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4869   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -8.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5488   -8.5777    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.3558   -8.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773   -9.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -7.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -8.0020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1531   -8.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524   -7.5895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5987   -7.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  6  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -8.1230    0.2380   -0.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0438    0.2633   -1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1275   -0.1295   -2.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251    0.6518   -0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -0.0295    0.4897 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0357    0.4545    0.8758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999    0.1405    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -0.5595   -1.0603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.8739   -1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442   -0.5044   -1.5069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    0.2000   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    0.5348    0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459    1.2246    1.4854 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980    1.3223    1.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    0.7073    0.2264 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8631    0.5419   -0.3159 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8824    0.8222    0.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6136   -0.3033    0.7873 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0694   -0.0185    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6960    0.6294    0.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3177    0.9471    0.3847 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.5756    2.4415    0.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2866    0.2944   -0.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8284    0.2474    1.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -1.1290   -0.4868 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3772   -0.6013   -1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.8695   -0.8542 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8231   -0.9529   -2.2167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3470    0.2484    1.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2148    1.1233    2.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5469   -0.4810    1.6156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5612   -0.9134   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8097    1.7585   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9402    0.5419   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3168   -1.1433    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    1.0356    1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -1.4406   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082    1.8394    2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9257    1.2070   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.9477    1.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0951    0.5446    2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5633   -1.0062    1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8925   -0.5187   -1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608   -0.7530    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6935   -2.2044   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533    0.3092   -1.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972   -1.5299   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5128   -1.8982   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4797   -1.4614    1.3292 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  6
 27 47  1  1
 28 48  1  0
 14 38  1  0
  6 36  1  0
  5 35  1  6
  4 33  1  0
  4 34  1  0
  3 32  1  0
 31 49  1  0
  9 37  1  0
M  END


  Mrv1652309062210132D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158   -5.5020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -6.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -6.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -6.7826    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3444   -6.6963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800   -7.4500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4869   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -8.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5488   -8.5777    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.3558   -8.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773   -9.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -7.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -8.0020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1531   -8.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524   -7.5895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5987   -7.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  6  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228523

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@@H](COP(O)(O)=O)O[C@@H]([C@H]1O)N1C=NC2=C(N[C@H](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)/t5-,6-,9+,10+,13+/m1/s1

> <INCHI_KEY>
OFBHPPMPBOJXRT-KJRIZCSQSA-N

> <FORMULA>
C14H18N5O11P

> <MOLECULAR_WEIGHT>
463.296

> <EXACT_MASS>
463.074043418

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.97230785177699

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-4.787805217899403

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.9995025371712996

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.21756713563318

> <JCHEM_PKA_STRONGEST_BASIC>
3.805329410066006

> <JCHEM_POLAR_SURFACE_AREA>
246.67999999999995

> <JCHEM_REFRACTIVITY>
96.17579999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.523 -10.270   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.149 -11.677   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.681 -11.516   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.711 -12.661   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.243 -12.500   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.869 -13.907   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.376 -14.227   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.851 -15.691   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      10.358 -16.012   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      11.864 -16.332   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.038 -17.518   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.678 -14.505   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.725 -14.937   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.886 -16.469   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.391 -14.167   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.984 -14.794   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.001  -5.390   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   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   18   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   16   28                                                  
CONECT   28   27                                                            
CONECT   29    5   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₁₄H₁₈N₅O₁₁P

Average Mass

463.2960 Da

Monoisotopic Mass

463.07404 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H](COP(O)(O)=O)O[C@@H]([C@H]1O)N1C=NC2=C(N[C@H](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)/t5-,6-,9+,10+,13+/m1/s1

InChI Key

OFBHPPMPBOJXRT-KJRIZCSQSA-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

Not Available

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-5-phosphate
Pentose phosphate
Aspartic acid or derivatives
6-alkylaminopurine
N-glycosyl compound
Glycosyl compound
D-alpha-amino acid
Pentose monosaccharide
Monosaccharide phosphate
Alpha-amino acid or derivatives
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Secondary aliphatic/aromatic amine
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Amino acid
Secondary alcohol
Amino acid or derivatives
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	-4.8	ChemAxon
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.81	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	39.97 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

163069560

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid (NP0228523)

MOL for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

3D MOL for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

3D SDF for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

3D-SDF for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

PDB for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

3D PDB for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

SMILES for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

INCHI for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

Structure for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)

3D Structure for NP0228523 ((2r)-2-({9-[(2s,3s,4r,5r)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]purin-6-yl}amino)butanedioic acid)