NP-MRD: Showing NP-Card for Thymidine 3',5'-cyclic monophosphate (NP0000351)

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Record Information

Version

2.0

Created at

2005-12-15 14:30:48 UTC

Updated at

2024-09-17 15:41:44 UTC

NP-MRD ID

NP0000351

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thymidine 3',5'-cyclic monophosphate

Description

Thymidine 3',5'-cyclic monophosphate is an intermediate in the pyrimidine metabolism. It is the product or substrate of the enzymes thymidylate synthase (EC 2.1.1.45), Thymidylate synthase (FAD) (EC 2.1.1.148), Thymidine kinase (EC 2.7.1.21), AMP-thymidine kinase (EC 2.7.1.114), ADP-thymidine kinase (EC 2.7.1.118), DTMP kinase (EC 2.7.4.9), T2-induced deoxynucleotide kinase (EC 2.7.4.12), 5'-Nucleotidase (EC 3.1.3.5), Thymidylate 5'-phosphatase (EC 3.1.3.35), And ATP-diphosphatase (EC 3.6.1.5).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END


  Mrv1652305271900302D          

 20 22  0  0  1  0            999 V2000
   11.1081   -4.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -7.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3936   -5.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -5.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -7.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6791   -6.9975    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8226   -5.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8226   -6.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3936   -6.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -5.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -7.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849   -8.9575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -9.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -7.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9255   -6.6619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -8.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -8.7040    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  8  1  0  0  0  0
  6  2  1  0  0  0  0
  3  5  2  0  0  0  0
  3 12  1  0  0  0  0
  7  4  1  0  0  0  0
  4 17  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6 19  1  0  0  0  0
  7 18  1  0  0  0  0
  8 12  1  1  0  0  0
  8 18  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  2  0  0  0  0
 10 12  1  0  0  0  0
 10 14  2  0  0  0  0
 10 11  1  0  0  0  0
 15 20  1  0  0  0  0
 16 20  2  0  0  0  0
 17 20  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000351

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N2O7P/c1-5-3-12(10(14)11-9(5)13)8-2-6-7(18-8)4-17-20(15,16)19-6/h3,6-8H,2,4H2,1H3,(H,15,16)(H,11,13,14)/t6?,7?,8-/m1/s1

> <INCHI_KEY>
QSJFDOVQWZVUQG-KAVNDROISA-N

> <FORMULA>
C10H13N2O7P

> <MOLECULAR_WEIGHT>
304.1932

> <EXACT_MASS>
304.046037292

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.511443985060225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(6R)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.91

> <JCHEM_LOGP>
-0.34608182933333287

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.960326744881405

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8574617130883175

> <JCHEM_PKA_STRONGEST_BASIC>
-4.196420020667399

> <JCHEM_POLAR_SURFACE_AREA>
114.40000000000002

> <JCHEM_REFRACTIVITY>
62.505900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(6R)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-3H-pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      20.735  -8.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.907 -14.594   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.401 -10.752   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.090 -13.580   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.735  -9.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.401 -14.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.631 -13.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.068 -13.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.069 -10.752   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.735 -13.062   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      22.069 -12.292   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      19.401 -12.292   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      23.403  -9.982   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      20.735 -14.602   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      12.478 -16.721   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.090 -17.787   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.320 -14.914   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      16.661 -12.436   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      15.631 -16.247   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      14.090 -16.247   0.000  0.00  0.00           P+0
CONECT    1    5                                                            
CONECT    2    8    6                                                       
CONECT    3    5   12                                                       
CONECT    4    7   17                                                       
CONECT    5    1    3    9                                                  
CONECT    6    2    7   19                                                  
CONECT    7    4    6   18                                                  
CONECT    8    2   12   18                                                  
CONECT    9    5   11   13                                                  
CONECT   10   12   14   11                                                  
CONECT   11    9   10                                                       
CONECT   12    3    8   10                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   20                                                            
CONECT   16   20                                                            
CONECT   17    4   20                                                       
CONECT   18    7    8                                                       
CONECT   19    6   20                                                       
CONECT   20   15   16   17   19                                             
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0001570
HETATM    1  C1  UNL     1      -4.033   0.006   2.274  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.339  -0.245   0.973  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.102   0.330   0.728  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.440   0.128  -0.437  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.155   0.730  -0.681  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.624   0.825   0.617  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.061   0.947   0.085  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.871   0.302   0.941  1.00  0.00           O  
HETATM    9  P1  UNL     1       4.107  -0.593   0.313  1.00  0.00           P  
HETATM   10  O2  UNL     1       3.739  -2.071   0.441  1.00  0.00           O  
HETATM   11  O3  UNL     1       5.596  -0.315   1.053  1.00  0.00           O  
HETATM   12  O4  UNL     1       4.239  -0.208  -1.330  1.00  0.00           O  
HETATM   13  C7  UNL     1       2.962  -0.416  -1.842  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.938   0.512  -1.298  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.679  -0.091  -1.442  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.049  -0.662  -1.346  1.00  0.00           C  
HETATM   17  O6  UNL     1      -1.447  -0.856  -2.429  1.00  0.00           O  
HETATM   18  N2  UNL     1      -3.248  -1.231  -1.136  1.00  0.00           N  
HETATM   19  C10 UNL     1      -3.920  -1.047   0.005  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.039  -1.554   0.253  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.977   1.077   2.569  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.095  -0.231   2.136  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.643  -0.659   3.057  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.633   0.968   1.490  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.311   1.716  -1.141  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.535  -0.167   1.113  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.339   1.670   1.239  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.281   2.053   0.149  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.548  -0.219   2.021  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.025  -0.358  -2.946  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.691  -1.468  -1.591  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.905   1.410  -1.979  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.705  -1.845  -1.861  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   19
CONECT    3    4   24
CONECT    4    5   16
CONECT    5    6   15   25
CONECT    6    7   26   27
CONECT    7    8   14   28
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   29
CONECT   12   13
CONECT   13   14   30   31
CONECT   14   15   32
CONECT   16   17   17   18
CONECT   18   19   33
CONECT   19   20   20
END

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Thymidine 3',5'-cyclic monophosphoric acid	Generator
3',5'-Cyclic thymidine monophosphate	HMDB
3',5'-Cyclic TMP	HMDB
4H-Furo[3,2-D]-1,3,2-dioxaphosphorin thymidine deriv.	HMDB
CTMP	HMDB
Cyclic 3',5'-dTMP	HMDB
Cyclic 3',5'-thymidylate	HMDB
Cyclic 3',5'-thymidylic acid	HMDB
Cyclic TMP	HMDB
Thymidine 3,5-cyclic monophosphate sodium salt	HMDB
Thymidine cyclic 3',5'-phosphate	HMDB
Thymidine cyclophosphate	HMDB
Thymidine phosphate (cyclic)	HMDB
3',5'-Cyclic dTMP	HMDB
Cyclic 3',5'-thymidine monophosphate	HMDB

Chemical Formula

C₁₀H₁₃N₂O₇P

Average Mass

304.1932 Da

Monoisotopic Mass

304.04604 Da

IUPAC Name

1-[(6R)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

1-[(6R)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-3H-pyrimidine-2,4-dione

CAS Registry Number

6453-60-7

SMILES

CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H13N2O7P/c1-5-3-12(10(14)11-9(5)13)8-2-6-7(18-8)4-17-20(15,16)19-6/h3,6-8H,2,4H2,1H3,(H,15,16)(H,11,13,14)/t6?,7?,8-/m1/s1

InChI Key

QSJFDOVQWZVUQG-KAVNDROISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Pyrimidone
Hydropyrimidine
Organic phosphoric acid derivative
Tetrahydrofuran
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

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
Water Solubility	14.9 g/L	ALOGPS
logP	-0.91	ALOGPS
logP	-0.35	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.4 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.51 m³·mol⁻¹	ChemAxon
Polarizability	25.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001570

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022695

KNApSAcK ID

Not Available

Chemspider ID

35013038

KEGG Compound ID

C00364

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477735

PDB ID

Not Available

ChEBI ID

17013

Good Scents ID

Not Available

References

General References

Showing NP-Card for Thymidine 3',5'-cyclic monophosphate (NP0000351)

MOL for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

3D MOL for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

3D SDF for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

3D-SDF for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

PDB for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

3D PDB for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

SMILES for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

INCHI for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

Structure for NP0000351 (Thymidine 3',5'-cyclic monophosphate)

3D Structure for NP0000351 (Thymidine 3',5'-cyclic monophosphate)