NP-MRD: Showing NP-Card for (2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate (NP0158232)

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Record Information

Version

2.0

Created at

2022-09-02 15:47:16 UTC

Updated at

2022-09-02 15:47:16 UTC

NP-MRD ID

NP0158232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate

Description

(2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. (2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on (2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217472D          

 27 29  0  0  1  0            999 V2000
    9.9159   -1.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9159   -0.9694    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    9.2014   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4869   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7725   -0.5569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7725    0.2681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0580   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -0.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0580   -1.7944    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.6304   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3448   -0.9694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0985   -0.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6505   -1.2469    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4710   -1.1607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8835   -0.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6905   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7767   -1.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4442   -1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1978   -1.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3579   -2.7436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6043   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9368   -2.5942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0231   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2380   -1.9614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5736   -2.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4311   -1.7898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8180   -2.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 14 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  CHG  2   2   1   9  -1
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -2.1245   -1.5214   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.0036    0.0613 S   0  0  0  0  0  3  0  0  0  0  0  0
   -3.8959    0.5182    0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6629   -0.4839    1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0874    0.0294    1.3758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7682    0.2120    0.1232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8694   -0.9053    2.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7165   -1.6620    1.6702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6968   -0.9785    3.5981 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3805    1.3367   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471    1.2760   -0.8806 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8652    1.1127    0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345    1.3216   -0.3270 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1349    0.5338    0.3701 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -0.2548    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2490   -0.7829    1.7186 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1480   -0.3225    0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4992   -0.5317    0.6523 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2385   -1.3787    1.5123 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1371    0.0827   -0.3572 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4286    0.8960   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1101    1.1056   -1.0233 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236    0.5043   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873    0.7853   -1.7530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9892   -0.2205   -1.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351    0.2517   -1.7828 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7508   -1.0198   -1.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330   -2.0315   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803   -2.2877   -0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8754   -1.3672   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    0.6024   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783    1.5165    0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6397   -1.4919    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038   -0.5006    2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0868    1.0062    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8423    1.1918   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2592   -0.2937   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200    2.2579   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8960    1.5507   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3803    2.2779   -1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    2.3965   -0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -0.4360    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8949   -2.1254    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1890   -1.3270    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9466    1.3913   -1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519    1.6379   -2.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8097   -0.9503   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2804    0.2464   -2.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -0.9810   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  9  1  0
  7  8  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  1
  6 36  1  0
  6 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  6
 13 41  1  6
 24 46  1  6
 25 47  1  0
 26 48  1  6
 27 49  1  0
 15 42  1  0
 19 43  1  0
 19 44  1  0
 21 45  1  0
M  CHG  2   2   1   9  -1
M  END


  Mrv1652309022217472D          

 27 29  0  0  1  0            999 V2000
    9.9159   -1.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9159   -0.9694    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    9.2014   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4869   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7725   -0.5569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7725    0.2681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0580   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -0.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0580   -1.7944    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.6304   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3448   -0.9694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0985   -0.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6505   -1.2469    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4710   -1.1607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8835   -0.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6905   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7767   -1.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4442   -1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1978   -1.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3579   -2.7436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6043   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9368   -2.5942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0231   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2380   -1.9614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5736   -2.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4311   -1.7898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8180   -2.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 14 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  CHG  2   2   1   9  -1
M  END
> <DATABASE_ID>
NP0158232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[S+](CC[C@@H](N)C([O-])=O)C[C@H]1O[C@H]([C@@H](O)[C@H]1O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8-,10+,11+,14-,27?/m1/s1

> <INCHI_KEY>
MEFKEPWMEQBLKI-AAFYGDISSA-N

> <FORMULA>
C15H22N6O5S

> <MOLECULAR_WEIGHT>
398.44

> <EXACT_MASS>
398.137239006

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.21261321521617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
-5.318663457073791

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.444250657541687

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7027541004150226

> <JCHEM_PKA_STRONGEST_BASIC>
9.414366078981788

> <JCHEM_POLAR_SURFACE_AREA>
185.45999999999998

> <JCHEM_REFRACTIVITY>
107.07200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      18.510  -3.349   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      18.510  -1.809   0.000  0.00  0.00           S+1
HETATM    3  C   UNK     0      17.176  -1.039   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.842  -1.809   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.509  -1.039   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      14.509   0.501   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.175  -1.809   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.841  -1.039   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      13.175  -3.349   0.000  0.00  0.00           O-1
HETATM   10  C   UNK     0      19.843  -1.039   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.177  -1.809   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      22.584  -1.183   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      23.614  -2.328   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      25.146  -2.167   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      25.916  -0.833   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      27.422  -1.153   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      27.583  -2.685   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.829  -3.590   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      30.236  -2.963   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      28.668  -5.121   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      27.261  -5.748   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      26.015  -4.843   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      26.176  -3.311   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.844  -3.661   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      23.471  -5.068   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      21.338  -3.341   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      20.194  -4.372   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    2   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   14                                                  
CONECT   24   13   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   11   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-Amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoic acid	Generator
(2R)-2-Amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulphaniumyl)butanoate	Generator
(2R)-2-Amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulphaniumyl)butanoic acid	Generator

Chemical Formula

C₁₅H₂₂N₆O₅S

Average Mass

398.4400 Da

Monoisotopic Mass

398.13724 Da

IUPAC Name

(2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate

Traditional Name

(2R)-2-amino-4-({[(2S,3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate

CAS Registry Number

Not Available

SMILES

C[S+](CC[C@@H](N)C([O-])=O)C[C@H]1O[C@H]([C@@H](O)[C@H]1O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8-,10+,11+,14-,27?/m1/s1

InChI Key

MEFKEPWMEQBLKI-AAFYGDISSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

5'-deoxy-5'-thionucleosides

Direct Parent

5'-deoxy-5'-thionucleosides

Alternative Parents

Substituents

5'-deoxy-5'-thionucleoside
Methionine or derivatives
N-glycosyl compound
Glycosyl compound
D-alpha-amino acid
Pentose monosaccharide
Alpha-amino acid or derivatives
Alpha-amino acid
6-aminopurine
Purine
Imidazopyrimidine
Thia fatty acid
Hydroxy fatty acid
Aminopyrimidine
Fatty acyl
Imidolactam
Pyrimidine
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Amino acid
Secondary alcohol
Carboxylic acid salt
Amino acid or derivatives
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic zwitterion
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
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	0.05	ALOGPS
logP	-5.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.7	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	185.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.07 m³·mol⁻¹	ChemAxon
Polarizability	39.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

163046094

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-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate (NP0158232)

MOL for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

3D MOL for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

3D SDF for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

3D-SDF for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

PDB for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

3D PDB for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

SMILES for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

INCHI for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

Structure for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)

3D Structure for NP0158232 ((2r)-2-amino-4-({[(2s,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate)