NP-MRD: Showing NP-Card for Adenosine thiamine triphosphate (NP0339379)

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Record Information

Version

2.0

Created at

2024-09-11 21:32:31 UTC

Updated at

2024-09-11 21:32:31 UTC

NP-MRD ID

NP0339379

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Adenosine thiamine triphosphate

Description

Adenosine thiamine triphosphate, also known as athtp or thiaminylated adenosine triphosphate, belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety. Adenosine thiamine triphosphate is a very strong basic compound (based on its pKa). ThDP + ATP (ADP) ↔ AThDP + PPi (Pi). In E. Coli Adenosine thiamine triphosphate is synthesized from thiamine diphosphate (ThDP) according the following reaction catalyzed by thiamine diphosphate adenylyl transferase: ThDP + ATP (ADP) ↔ AThDP + PPi (Pi).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016522D          

 48 52  0  0  1  0            999 V2000
   18.5635  -12.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8490  -13.3835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5635  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1345  -12.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8490  -11.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1345  -12.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1765  -11.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8410  -10.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0205  -10.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4685  -10.3135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6480  -10.3997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6400   -9.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3124   -9.6460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9255   -9.0940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8393   -8.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4205   -6.9682    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.5068   -7.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6001   -7.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2410   -6.8819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3343   -6.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5806   -5.8121    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.2451   -6.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8269   -5.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9162   -5.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1595   -5.9615    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.6746   -5.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6444   -6.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4921   -6.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7384   -6.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0710   -6.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3173   -6.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6029   -6.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1458   -5.4533    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9898   -6.1207    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   11.3253   -5.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5166   -7.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1828   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6308   -5.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8238   -5.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8857   -4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2718   -5.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -4.2814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5267   -4.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -3.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5689   -6.6353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5055   -9.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2355  -11.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2779  -13.3835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  5  3  2  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 10  9  1  1  0  0  0
 14 15  1  1  0  0  0
 17 16  1  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
 20 16  1  0  0  0  0
 15 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 21  1  0  0  0  0
 20 21  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 25  1  0  0  0  0
 23 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 32 31  2  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 35 34  2  0  0  0  0
 30 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 38  2  0  0  0  0
 41 39  2  0  0  0  0
 42 40  1  0  0  0  0
 43 41  1  0  0  0  0
 43 42  2  0  0  0  0
 37 38  1  0  0  0  0
 44 43  1  0  0  0  0
 45 39  1  0  0  0  0
 13 46  1  1  0  0  0
 11 47  1  1  0  0  0
 48  1  1  0  0  0  0
M  CHG  1  34   1
M  END


  Mrv1652303102016522D          

 48 52  0  0  1  0            999 V2000
   18.5635  -12.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8490  -13.3835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5635  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1345  -12.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8490  -11.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1345  -12.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1765  -11.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8410  -10.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0205  -10.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4685  -10.3135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6480  -10.3997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6400   -9.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3124   -9.6460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9255   -9.0940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8393   -8.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4205   -6.9682    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.5068   -7.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6001   -7.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2410   -6.8819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3343   -6.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5806   -5.8121    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.2451   -6.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8269   -5.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9162   -5.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1595   -5.9615    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.6746   -5.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6444   -6.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4921   -6.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7384   -6.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0710   -6.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3173   -6.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6029   -6.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1458   -5.4533    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9898   -6.1207    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   11.3253   -5.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5166   -7.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1828   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6308   -5.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8238   -5.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8857   -4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2718   -5.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -4.2814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5267   -4.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -3.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5689   -6.6353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5055   -9.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2355  -11.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2779  -13.3835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  5  3  2  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 10  9  1  1  0  0  0
 14 15  1  1  0  0  0
 17 16  1  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
 20 16  1  0  0  0  0
 15 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 21  1  0  0  0  0
 20 21  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 25  1  0  0  0  0
 23 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 32 31  2  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 35 34  2  0  0  0  0
 30 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 38  2  0  0  0  0
 41 39  2  0  0  0  0
 42 40  1  0  0  0  0
 43 41  1  0  0  0  0
 43 42  2  0  0  0  0
 37 38  1  0  0  0  0
 44 43  1  0  0  0  0
 45 39  1  0  0  0  0
 13 46  1  1  0  0  0
 11 47  1  1  0  0  0
 48  1  1  0  0  0  0
M  CHG  1  34   1
M  END
> <DATABASE_ID>
NP0339379

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(CCOP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@@H](O)[C@H]2O)N2C=NC3=C2N=CN=C3N)SC=[N+]1CC1=CN=C(C)N=C1N

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p+1/t14-,17+,18+,22-/m1/s1

> <INCHI_KEY>
FGOYXNBJKMNPDH-HPXJRWHBSA-O

> <FORMULA>
C22H31N9O13P3S

> <MOLECULAR_WEIGHT>
754.52

> <EXACT_MASS>
754.097487349

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
65.42543494994123

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-9.522816179282232

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.6063340955123198

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9026135989869859

> <JCHEM_PKA_STRONGEST_BASIC>
5.550725249791835

> <JCHEM_POLAR_SURFACE_AREA>
323.80999999999995

> <JCHEM_REFRACTIVITY>
165.43499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      34.652 -24.213   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      33.318 -24.983   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      34.652 -22.673   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.984 -24.213   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.318 -21.903   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      31.984 -22.673   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      35.796 -21.642   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      35.170 -20.235   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      33.638 -20.396   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      32.608 -19.252   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.076 -19.413   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      32.928 -17.745   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      30.450 -18.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.594 -16.975   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.433 -15.444   0.000  0.00  0.00           C+0
HETATM   16  P   UNK     0      32.518 -13.007   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      32.679 -14.539   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.987 -13.168   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      34.050 -12.846   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      32.357 -11.476   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      30.950 -10.849   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      30.324 -12.256   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      29.544 -10.223   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      31.577  -9.443   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      28.298 -11.128   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      27.393  -9.882   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      29.203 -12.374   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      27.052 -12.033   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      25.645 -11.407   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.399 -12.312   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      22.992 -11.686   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.659 -12.456   0.000  0.00  0.00           C+0
HETATM   33  S   UNK     0      22.672 -10.179   0.000  0.00  0.00           S+0
HETATM   34  N   UNK     0      20.514 -11.425   0.000  0.00  0.00           N+1
HETATM   35  C   UNK     0      21.141 -10.018   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.498 -13.987   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.008 -11.745   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.977 -10.601   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.471 -10.921   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.453  -9.136   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      15.441  -9.777   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      17.423  -7.992   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      15.917  -8.312   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.886  -7.168   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      15.995 -12.386   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0      28.944 -17.686   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      30.306 -20.747   0.000  0.00  0.00           O+0
HETATM   48  N   UNK     0      35.985 -24.983   0.000  0.00  0.00           N+0
CONECT    1    2    3   48                                                  
CONECT    2    1    4                                                       
CONECT    3    1    7    5                                                  
CONECT    4    2    6                                                       
CONECT    5    6    3    9                                                  
CONECT    6    4    5                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    5    8   10                                                  
CONECT   10   11   12    9                                                  
CONECT   11   10   13   47                                                  
CONECT   12   10   14                                                       
CONECT   13   11   14   46                                                  
CONECT   14   12   13   15                                                  
CONECT   15   14   17                                                       
CONECT   16   17   18   19   20                                             
CONECT   17   16   15                                                       
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   16   21                                                       
CONECT   21   22   23   24   20                                             
CONECT   22   21                                                            
CONECT   23   21   25                                                       
CONECT   24   21                                                            
CONECT   25   26   27   28   23                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   32   33   30                                                  
CONECT   32   31   34   36                                                  
CONECT   33   31   35                                                       
CONECT   34   32   35   37                                                  
CONECT   35   33   34                                                       
CONECT   36   32                                                            
CONECT   37   34   38                                                       
CONECT   38   39   40   37                                                  
CONECT   39   38   41   45                                                  
CONECT   40   38   42                                                       
CONECT   41   39   43                                                       
CONECT   42   40   43                                                       
CONECT   43   41   42   44                                                  
CONECT   44   43                                                            
CONECT   45   39                                                            
CONECT   46   13                                                            
CONECT   47   11                                                            
CONECT   48    1                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Value	Source
Adenosine thiamine triphosphoric acid	Generator
AThTP	HMDB
P1,P3-(Adenosine-5'-thiamine) triphosphate	HMDB
Thiaminylated adenosine triphosphate	HMDB

Chemical Formula

C₂₂H₃₁N₉O₁₃P₃S

Average Mass

754.5200 Da

Monoisotopic Mass

754.09749 Da

IUPAC Name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

Traditional Name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

CAS Registry Number

Not Available

SMILES

CC1=C(CCOP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@@H](O)[C@H]2O)N2C=NC3=C2N=CN=C3N)SC=[N+]1CC1=CN=C(C)N=C1N

InChI Identifier

InChI=1S/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p+1/t14-,17+,18+,22-/m1/s1

InChI Key

FGOYXNBJKMNPDH-HPXJRWHBSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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 triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside triphosphates

Alternative Parents

Substituents

Purine ribonucleoside triphosphate
Purine ribonucleoside monophosphate
Thiamine-phosphate
Thiamine
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
4,5-disubstituted 1,3-thiazole
Aminopyrimidine
Monoalkyl phosphate
Alkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Imidolactam
Pyrimidine
Tetrahydrofuran
Heteroaromatic compound
Azole
Thiazole
Imidazole
Secondary alcohol
1,2-diol
Azacycle
Oxacycle
Organoheterocyclic compound
Amine
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Alcohol
Organonitrogen compound
Organic cation
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	-1.1	ALOGPS
logP	-9.5	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	0.9	ChemAxon
pKa (Strongest Basic)	5.55	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	323.81 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	165.44 m³·mol⁻¹	ChemAxon
Polarizability	65.43 Å³	ChemAxon
Number of Rings	5	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

HMDB0013646

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029616

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1095

BiGG ID

Not Available

Wikipedia Link

Adenosine thiamine triphosphate

METLIN ID

Not Available

PubChem Compound

53481914

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Adenosine thiamine triphosphate (NP0339379)

MOL for NP0339379 (Adenosine thiamine triphosphate)

3D MOL for NP0339379 (Adenosine thiamine triphosphate)

3D SDF for NP0339379 (Adenosine thiamine triphosphate)

3D-SDF for NP0339379 (Adenosine thiamine triphosphate)

PDB for NP0339379 (Adenosine thiamine triphosphate)

3D PDB for NP0339379 (Adenosine thiamine triphosphate)

SMILES for NP0339379 (Adenosine thiamine triphosphate)

INCHI for NP0339379 (Adenosine thiamine triphosphate)

Structure for NP0339379 (Adenosine thiamine triphosphate)

3D Structure for NP0339379 (Adenosine thiamine triphosphate)