NP-MRD: Showing NP-Card for P1,P4-Bis(5'-uridyl) tetraphosphate (NP0087638)

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Record Information

Version

2.0

Created at

2022-05-11 16:55:29 UTC

Updated at

2022-05-11 16:55:29 UTC

NP-MRD ID

NP0087638

Secondary Accession Numbers

None

Natural Product Identification

Common Name

P1,P4-Bis(5'-uridyl) tetraphosphate

Description

P1,P4-Bis(5'-uridyl) tetraphosphate, also known as diquafosol or uppppu, belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. P1,P4-Bis(5'-uridyl) tetraphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). A pyrimidine ribonucleoside 5'-tetraphosphate compound having 5'-uridinyl residues at the P(1)- and P(4)-positions. P1,P4-Bis(5'-uridyl) tetraphosphate is found in Mus musculus. P1,P4-Bis(5'-uridyl) tetraphosphate exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231220512D          

 49 52  0  0  1  0            999 V2000
   -5.9746    0.1639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7586    0.4202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289    0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7286   -0.6456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3785   -0.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9327    1.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6577    0.1435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9036   -0.6456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2154   -1.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1677    0.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2146   -0.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7116    1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8737    0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4168   -1.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3366    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -0.1742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1206    1.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646   -0.1794    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448   -0.1844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698   -1.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698    0.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -0.1896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.0094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.1947    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198   -1.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    0.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.1999    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2896   -0.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4646   -1.0197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4646    0.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8737    0.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6577    0.1230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3289    0.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -0.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9746    0.1435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7286   -0.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4168   -1.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2154   -1.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3837   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9327    1.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1677    0.1128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196   -0.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7116    1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3366    0.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1206    1.1735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  6  0  0  0
  8 14  1  1  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
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 30 31  1  0  0  0  0
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 30 33  2  0  0  0  0
 31 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  6  0  0  0
 38 41  1  1  0  0  0
 39 42  1  6  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  2  0  0  0  0
 44 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  2  0  0  0  0
  7  8  1  0  0  0  0
 12 15  1  0  0  0  0
 38 39  1  0  0  0  0
 47 48  1  0  0  0  0
M  END

     RDKit          3D

 75 78  0  0  0  0  0  0  0  0999 V2000
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  -11.4896   -1.2343   -1.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7755   -0.0244   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7353    0.6993   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4163   -0.5053   -0.1323 P   0  0  2  0  0  5  0  0  0  0  0  0
    2.5360   -1.5389   -0.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8219    0.6246   -1.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7650    0.3880   -3.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197   -1.5371   -2.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370    0.9444   -1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648    0.4307   -0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4390    1.1933   -0.4616 C   0  0  1  0  0  0  0  0  0  0  0  0
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   10.5605   -1.5615    3.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.9198    1.6542   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4375    2.0878   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3 50  1  0
 49 75  1  0
 32 64  1  0
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 36 66  1  0
M  END


  Mrv0541 02231220512D          

 49 52  0  0  1  0            999 V2000
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   -0.8198   -0.1896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.0094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.1947    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198   -1.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    0.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.1999    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2896   -0.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4646   -1.0197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4646    0.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8737    0.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6577    0.1230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3289    0.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -0.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9746    0.1435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7286   -0.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4168   -1.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7636    0.3997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154   -1.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3837   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9327    1.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1677    0.1128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196   -0.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7116    1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3366    0.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1206    1.1735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  6  0  0  0
  8 14  1  1  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  2  0  0  0  0
 31 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  6  0  0  0
 38 41  1  1  0  0  0
 39 42  1  6  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  2  0  0  0  0
 44 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  2  0  0  0  0
  7  8  1  0  0  0  0
 12 15  1  0  0  0  0
 38 39  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087638

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26N4O23P4/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(41-15)5-39-46(31,32)43-48(35,36)45-49(37,38)44-47(33,34)40-6-8-12(26)14(28)16(42-8)22-4-2-10(24)20-18(22)30/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H,19,23,29)(H,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1

> <INCHI_KEY>
NMLMACJWHPHKGR-NCOIDOBVSA-N

> <FORMULA>
C18H26N4O23P4

> <MOLECULAR_WEIGHT>
790.3071

> <EXACT_MASS>
789.993829206

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
59.695283278723174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid

> <ALOGPS_LOGP>
0.36

> <JCHEM_LOGP>
-5.322907960333334

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.7092649548586332

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.5886861457272996

> <JCHEM_PKA_STRONGEST_BASIC>
-3.787286590557284

> <JCHEM_POLAR_SURFACE_AREA>
393.55

> <JCHEM_REFRACTIVITY>
144.84380000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diquafosol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0     -11.153   0.306   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0     -12.616   0.784   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      -9.947   1.186   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0     -10.693  -1.205   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.773  -0.239   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.941   2.296   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.694   0.268   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.153  -1.205   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -11.602  -2.439   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0     -15.246   0.249   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0     -13.467  -1.741   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -14.395   2.784   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.231   0.746   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -8.245  -2.439   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -15.562   1.760   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.141  -0.325   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -17.025   2.228   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -4.601  -0.335   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -3.070  -0.344   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.610  -1.875   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.610   1.195   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      -1.530  -0.354   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0       0.000  -0.363   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.540  -1.884   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.540   1.186   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0       1.540  -0.363   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0       3.070  -0.373   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.530  -1.894   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.530   1.176   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0       4.610  -0.373   0.000  0.00  0.00           P+0
HETATM   31  O   UNK     0       6.141  -0.373   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.601  -1.903   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.601   1.167   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.231   0.698   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.694   0.230   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.947   1.148   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.153  -1.244   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.153   0.268   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.693  -1.244   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       8.245  -2.477   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0      12.625   0.746   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0      11.602  -2.477   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      13.783  -0.277   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.941   2.257   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      15.246   0.211   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0      13.477  -1.779   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      14.395   2.745   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      15.562   1.722   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      17.025   2.191   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    8                                                  
CONECT    8    4   14    7                                                  
CONECT    9    4                                                            
CONECT   10    5   15                                                       
CONECT   11    5                                                            
CONECT   12    6   15                                                       
CONECT   13    7   16                                                       
CONECT   14    8                                                            
CONECT   15   10   17   12                                                  
CONECT   16   13   18                                                       
CONECT   17   15                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18   22                                                       
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   19   23   24   25                                             
CONECT   23   22   26                                                       
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   23   27   28   29                                             
CONECT   27   26   30                                                       
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   27   31   32   33                                             
CONECT   31   30   34                                                       
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35   38                                                       
CONECT   37   35   39   40                                                  
CONECT   38   36   41   39                                                  
CONECT   39   37   42   38                                                  
CONECT   40   37                                                            
CONECT   41   38   43   44                                                  
CONECT   42   39                                                            
CONECT   43   41   45   46                                                  
CONECT   44   41   47                                                       
CONECT   45   43   48                                                       
CONECT   46   43                                                            
CONECT   47   44   48                                                       
CONECT   48   45   49   47                                                  
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  104    0
END

View in JSmol

Synonyms

Value	Source
Diquafosol	ChEBI
P1,P4-Bis(5'-uridyl) tetrahydrogen tetraphosphate	ChEBI
UppppU	Kegg
P1,P4-Bis(5'-uridyl) tetrahydrogen tetraphosphoric acid	Generator
P1,P4-Bis(5'-uridyl) tetraphosphoric acid	Generator
INS 365	HMDB
INS-365	HMDB
p(1),p(4)-Bis(uridin-5'-yl) tetraphosphoric acid	HMDB

Chemical Formula

C₁₈H₂₆N₄O₂₃P₄

Average Mass

790.3071 Da

Monoisotopic Mass

789.99383 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid

Traditional Name

diquafosol

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C18H26N4O23P4/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(41-15)5-39-46(31,32)43-48(35,36)45-49(37,38)44-47(33,34)40-6-8-12(26)14(28)16(42-8)22-4-2-10(24)20-18(22)30/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H,19,23,29)(H,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1

InChI Key

NMLMACJWHPHKGR-NCOIDOBVSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 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	¹H NMR Spectrum (1D, 1000 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	¹H NMR Spectrum (1D, 200 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	¹H NMR Spectrum (1D, 300 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	¹H NMR Spectrum (1D, 400 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	¹H NMR Spectrum (1D, 500 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	¹H NMR Spectrum (1D, 600 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	¹H NMR Spectrum (1D, 700 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	¹H NMR Spectrum (1D, 800 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
1D NMR	¹H NMR Spectrum (1D, 900 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
Mus musculus	LOTUS Database	35616633
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 (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Pyrimidine ribonucleoside polyphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Lactam
Urea
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

uridine 5'-phosphate (CHEBI:27791 )
pyrimidine ribonucleoside 5'-tetraphosphate (CHEBI:27791 )

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	0.36	ALOGPS
logP	-5.3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	0.59	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	393.55 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	144.84 m³·mol⁻¹	ChemAxon
Polarizability	59.7 Å³	ChemAxon
Number of Rings	4	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

HMDB0006796

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB024083

KNApSAcK ID

Not Available

Chemspider ID

130647

KEGG Compound ID

C06198

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

148197

PDB ID

Not Available

ChEBI ID

27791

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for P1,P4-Bis(5'-uridyl) tetraphosphate (NP0087638)

MOL for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

3D MOL for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

3D SDF for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

3D-SDF for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

PDB for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

3D PDB for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

SMILES for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

INCHI for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

Structure for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)

3D Structure for NP0087638 (P1,P4-Bis(5'-uridyl) tetraphosphate)