NP-MRD: Showing NP-Card for (2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid (NP0148397)

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Record Information

Version

2.0

Created at

2022-09-02 04:08:41 UTC

Updated at

2022-09-02 04:08:41 UTC

NP-MRD ID

NP0148397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid

Description

Ascamycin belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on Ascamycin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022206082D          

 29 31  0  0  1  0            999 V2000
   -3.9917   -5.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -5.6546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1518   -6.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 18 25  1  0  0  0  0
 15 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -6.6697    1.9587    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5764    0.6028   -0.0223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3520   -0.3749    0.7437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    0.0754   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532   -1.2081   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4312    0.8447   -1.1012 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    0.3591   -1.6280 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.7670    0.7712   -3.1294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374   -1.2540   -1.8560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715    0.4847   -0.8873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3114   -0.2707    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.0192   -0.1627 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8591   -0.0940   -0.7599 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802   -0.5675   -0.4742 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1495    0.3258   -0.5988 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973    1.6411   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4407    2.0942   -0.5197 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2794    1.0410   -0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    0.9487   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3880    2.1344   -0.3632 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2236   -0.2542   -0.7188 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -1.3780   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2202   -2.9108   -1.0753 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1098   -1.2530   -0.7498 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481   -0.0645   -0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8747   -0.6153    1.1263 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9977   -1.0331    1.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -1.4769    1.0881 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1324   -2.7802    0.9870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7551    2.3353    0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6155    1.9656    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9696    2.6804    0.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1594    0.6386   -1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8088   -0.7748    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6546   -1.1301    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2119   -2.0390   -0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910    0.4209    1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0679   -0.9544    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3001   -1.8279   -0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -1.5723   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.3119   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9567    2.6351   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497    2.5512    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    0.4375    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4643   -0.1911    2.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -1.3813    1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221   -2.8329    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 28 12  1  0
 25 15  1  0
 25 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  5 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  6
 14 40  1  6
 26 44  1  1
 27 45  1  0
 28 46  1  1
 29 47  1  0
 16 41  1  0
 20 42  1  0
 20 43  1  0
M  END


  Mrv1652309022206082D          

 29 31  0  0  1  0            999 V2000
   -3.9917   -5.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -5.6546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1518   -6.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 18 25  1  0  0  0  0
 15 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0148397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](N)C(O)=NS(=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=C(Cl)N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H18ClN7O7S/c1-4(15)11(24)20-29(25,26)27-2-5-7(22)8(23)12(28-5)21-3-17-6-9(16)18-13(14)19-10(6)21/h3-5,7-8,12,22-23H,2,15H2,1H3,(H,20,24)(H2,16,18,19)/t4-,5+,7+,8+,12+/m0/s1

> <INCHI_KEY>
LZMCAAGVMFMSKC-IZKXYQSCSA-N

> <FORMULA>
C13H18ClN7O7S

> <MOLECULAR_WEIGHT>
451.84

> <EXACT_MASS>
451.0676948

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
40.63570519240541

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-N-({[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)propanimidic acid

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-3.8257685715214866

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.462330463343761

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.631498318084477

> <JCHEM_PKA_STRONGEST_BASIC>
8.975661369760983

> <JCHEM_POLAR_SURFACE_AREA>
221.29000000000002

> <JCHEM_REFRACTIVITY>
97.96260000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-N-{[(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid

> <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      -7.451  -9.929   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.044 -10.555   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -5.883 -12.087   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -4.798  -9.650   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.959  -8.118   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -3.392 -10.276   0.000  0.00  0.00           N+0
HETATM    7  S   UNK     0      -2.146  -9.371   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -1.241 -10.617   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.051  -8.125   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.900  -8.466   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       7.591  -2.843   0.000  0.00  0.00          Cl+0
HETATM   24  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   18   15                                                  
CONECT   26   14   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   12   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₈ClN₇O₇S

Average Mass

451.8400 Da

Monoisotopic Mass

451.06769 Da

IUPAC Name

(2S)-2-amino-N-({[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)propanimidic acid

Traditional Name

(2S)-2-amino-N-{[(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid

CAS Registry Number

Not Available

SMILES

C[C@H](N)C(O)=NS(=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=C(Cl)N=C12

InChI Identifier

InChI=1S/C13H18ClN7O7S/c1-4(15)11(24)20-29(25,26)27-2-5-7(22)8(23)12(28-5)21-3-17-6-9(16)18-13(14)19-10(6)21/h3-5,7-8,12,22-23H,2,15H2,1H3,(H,20,24)(H2,16,18,19)/t4-,5+,7+,8+,12+/m0/s1

InChI Key

LZMCAAGVMFMSKC-IZKXYQSCSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
N-glycosyl compound
Glycosyl compound
Alanine or derivatives
Pentose monosaccharide
6-aminopurine
Alpha-amino acid or derivatives
Imidazopyrimidine
Purine
Halopyrimidine
Aminopyrimidine
2-halopyrimidine
Monosaccharide
Aryl chloride
Aryl halide
N-substituted imidazole
Imidolactam
Pyrimidine
Heteroaromatic compound
Azole
Imidazole
Oxolane
Organic sulfuric acid or derivatives
Amino acid or derivatives
1,2-diol
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Organochloride
Amine
Alcohol
Primary aliphatic amine
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	-0.72	ALOGPS
logP	-3.8	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.63	ChemAxon
pKa (Strongest Basic)	8.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	221.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.96 m³·mol⁻¹	ChemAxon
Polarizability	40.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018587

Chemspider ID

57260786

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13994715

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-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid (NP0148397)

MOL for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

3D MOL for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

3D SDF for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

3D-SDF for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

PDB for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

3D PDB for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

SMILES for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

INCHI for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

Structure for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)

3D Structure for NP0148397 ((2s)-2-amino-n-{[(2r,3s,4r,5r)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}propanimidic acid)