NP-MRD: Showing NP-Card for (2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid (NP0185525)

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Record Information

Version

2.0

Created at

2022-09-04 00:57:44 UTC

Updated at

2022-09-04 00:57:45 UTC

NP-MRD ID

NP0185525

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

(2S)-2-amino-4-({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid 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. (2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on (2S)-2-amino-4-({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042202572D          

 26 28  0  0  1  0            999 V2000
   -3.3680    5.3904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610    5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3061    6.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991    6.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471    5.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    5.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    4.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    4.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    3.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895    4.4059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    4.3196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5830    4.9327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    4.5972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0511    5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7656    4.5972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945    4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090    5.0097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9090    5.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235    4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380    5.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235    3.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504    3.7767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8635    3.2246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    3.6051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1079    2.8515    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 11 10  1  6  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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    7.4965   -0.1200    0.6758 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2059   -0.6385    0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9272   -1.9544    0.4413 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -2.3829    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712   -1.5242   -0.0405 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9320   -0.2084   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1857    0.2526    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1714    1.5862    0.1230 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9156    1.9283   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1166    0.8261   -0.2627 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    0.8912   -0.5510 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8896    0.5348    0.4640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3999    0.5638   -0.1489 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9571    1.9023    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480    2.3459   -0.3783 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    1.4659    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0205    0.0204   -0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972   -0.4656    0.7180 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0598   -0.2465    2.1297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5691   -1.8762    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881   -2.2029   -0.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5790   -2.8133    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2043    0.3685   -1.6168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0130   -0.6080   -2.1610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -0.0446   -1.6519 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2924   -1.3788   -1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1599    0.0073   -0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7728    0.1318    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5289   -3.4611    0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887    2.9524   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4394    1.9120   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -0.2568    0.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111    2.7157   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9164    1.9449    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8678    1.9934    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752    1.5329    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1616   -0.0523   -1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1892   -0.5825    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1071    0.2243    0.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -1.0040    2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4001    0.7042    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -3.8024    1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    1.3370   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747   -1.2656   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1532   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -1.4061   -0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
 18 20  1  0
 20 22  1  0
 20 21  2  0
 23 13  1  0
  6 10  1  0
  6  7  1  0
 19 40  1  0
 19 41  1  0
 18 39  1  6
 17 37  1  0
 17 38  1  0
 16 35  1  0
 16 36  1  0
 14 33  1  0
 14 34  1  0
 13 32  1  1
 11 31  1  6
 25 45  1  6
 26 46  1  0
 23 43  1  6
 24 44  1  0
  9 30  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 22 42  1  0
M  END


  Mrv1652309042202572D          

 26 28  0  0  1  0            999 V2000
   -3.3680    5.3904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610    5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3061    6.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991    6.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471    5.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    5.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    4.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    4.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    3.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895    4.4059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    4.3196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5830    4.9327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    4.5972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0511    5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7656    4.5972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945    4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090    5.0097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9090    5.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235    4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380    5.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235    3.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504    3.7767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8635    3.2246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    3.6051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1079    2.8515    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 11 10  1  6  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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0185525

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCSC[C@@H]1O[C@H]([C@@H](O)[C@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7-,9-,10-,13+/m0/s1

> <INCHI_KEY>
ZJUKTBDSGOFHSH-XSTWQCECSA-N

> <FORMULA>
C14H20N6O5S

> <MOLECULAR_WEIGHT>
384.41

> <EXACT_MASS>
384.121588942

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.16675040325416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-4.023439604751099

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.472280035523099

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8086867060766885

> <JCHEM_PKA_STRONGEST_BASIC>
9.501849806722712

> <JCHEM_POLAR_SURFACE_AREA>
182.62999999999997

> <JCHEM_REFRACTIVITY>
92.72349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  N   UNK     0      -6.287  10.062   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.781  10.382   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -4.305  11.847   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.798  12.167   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.768  11.023   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.244   9.558   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.750   9.238   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.911   7.706   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.504   7.080   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.474   8.224   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.058   8.063   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.088   9.208   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.495   8.581   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.829   9.351   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0       5.162   8.581   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       6.496   9.351   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.830   8.581   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.163   9.351   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       9.163  10.891   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      10.497   8.581   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.831   9.351   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.497   7.041   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.334   7.050   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.479   6.019   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.828   6.730   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.201   5.323   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   13   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   11   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₁₄H₂₀N₆O₅S

Average Mass

384.4100 Da

Monoisotopic Mass

384.12159 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

N[C@@H](CCSC[C@@H]1O[C@H]([C@@H](O)[C@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O

InChI Identifier

InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7-,9-,10-,13+/m0/s1

InChI Key

ZJUKTBDSGOFHSH-XSTWQCECSA-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
Glycosyl compound
N-glycosyl compound
6-aminopurine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Pentose monosaccharide
Purine
Imidazopyrimidine
Thia fatty acid
Aminopyrimidine
Hydroxy fatty acid
N-substituted imidazole
Pyrimidine
Imidolactam
Monosaccharide
Fatty acyl
Azole
Heteroaromatic compound
Imidazole
Oxolane
Quaternary ammonium salt
Secondary alcohol
Amino acid or derivatives
Amino acid
1,2-diol
Carboxylic acid salt
Thioether
Sulfenyl compound
Dialkylthioether
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Primary amine
Carbonyl group
Organosulfur compound
Organic nitrogen compound
Amine
Alcohol
Organic oxide
Primary aliphatic amine
Organic oxygen compound
Organic salt
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-4	ChemAxon
pKa (Strongest Acidic)	1.81	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	182.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	92.72 m³·mol⁻¹	ChemAxon
Polarizability	38.17 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

62572079

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52224397

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid (NP0185525)

MOL for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

3D MOL for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

3D SDF for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

3D-SDF for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

PDB for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

3D PDB for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

SMILES for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

INCHI for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

Structure for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)

3D Structure for NP0185525 ((2s)-2-amino-4-({[(2r,3r,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid)