NP-MRD: Showing NP-Card for [hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid (NP0177369)

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Record Information

Version

2.0

Created at

2022-09-03 15:11:56 UTC

Updated at

2022-09-03 15:11:56 UTC

NP-MRD ID

NP0177369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid

Description

{[Hydroxy({[hydroxy({[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid belongs to the class of organic compounds known as purine 3'-deoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 3. {[Hydroxy({[hydroxy({[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041404352D          

 34 36  0  0  1  0            999 V2000
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -1.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7798   -9.2473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -8.7176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502   -8.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -5.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -5.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508   -6.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1246   -7.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955   -4.8826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897   -7.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1857   -6.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0348   -8.4627    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406   -5.6672    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7377   -7.0649    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -4.0682    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9181   -2.7795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  4  2  1  6  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  3  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  1  0  0  0  0
  9 15  1  6  0  0  0
  5 16  1  1  0  0  0
 17  8  1  0  0  0  0
 25  2  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 29 18  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  2  0  0  0  0
 29 27  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  2  0  0  0  0
 30 25  1  0  0  0  0
 30 28  1  0  0  0  0
 31 23  1  0  0  0  0
 31 24  2  0  0  0  0
 31 27  1  0  0  0  0
 31 28  1  0  0  0  0
  4 32  1  1  0  0  0
  5 33  1  6  0  0  0
  9 34  1  1  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    6.9902   -1.6635   -1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4385   -0.8968   -1.0738 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071   -0.0704   -0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2364    0.9403    0.3078 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4827    1.8033    0.9957 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1094    2.8096    1.7090 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1126    1.6539    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    2.3226    1.5233 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    1.7461    1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785    0.6897    0.3606 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -0.2232   -0.2668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0165    0.3432   -0.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411   -0.7360   -0.9184 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2339   -0.5262   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -0.3357    0.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -0.0914    1.1467 P   0  0  1  0  0  5  0  0  0  0  0  0
   -3.0483    0.0060    2.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5957    1.3591    0.5479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677   -1.3805    0.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351   -0.9265    0.0363 P   0  0  2  0  0  5  0  0  0  0  0  0
   -5.6955   -1.8438   -1.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3737    0.6762   -0.4918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7144   -1.1596    1.1158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8765    0.0235    0.8031 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.2033   -0.3312    1.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3581    1.5005    1.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1044    0.2074   -0.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939   -1.9279   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633   -1.3686    0.6600 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8802   -2.2846    0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    0.6206    0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -0.1895   -0.4246 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3953    3.6698    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294    2.0361    1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877   -0.6578   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3923   -0.8960   -2.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    0.3009   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419   -1.4917   -0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    1.7510   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3871    0.6932   -1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0701    2.0889    0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0322    1.1641   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042   -2.6747   -0.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0940   -2.3374    0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620   -0.9666    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9328   -2.4616    1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497   -0.9651   -0.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 18  1  0
 16 17  2  0
 16 19  1  0
 20 19  1  1
 20 22  1  0
 20 21  2  0
 20 23  1  0
 23 24  1  0
 24 26  1  0
 24 27  1  0
 24 25  2  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
 29 11  1  0
 11 12  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7 31  2  0
 31 32  1  0
 32  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
 12 13  1  0
 31 10  1  0
  5  7  1  0
 13 36  1  6
 14 37  1  0
 14 38  1  0
 18 39  1  0
 22 40  1  0
 26 41  1  0
 27 42  1  0
 28 43  1  0
 28 44  1  0
 29 45  1  1
 30 46  1  0
 11 35  1  6
  9 34  1  0
 32 47  1  0
  2  1  1  0
  6 33  1  0
M  END


  Mrv0541 05041404352D          

 34 36  0  0  1  0            999 V2000
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -1.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7798   -9.2473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -8.7176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502   -8.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -5.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -5.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508   -6.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1246   -7.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955   -4.8826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897   -7.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1857   -6.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0348   -8.4627    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406   -5.6672    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7377   -7.0649    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -4.0682    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9181   -2.7795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  4  2  1  6  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  3  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  1  0  0  0  0
  9 15  1  6  0  0  0
  5 16  1  1  0  0  0
 17  8  1  0  0  0  0
 25  2  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 29 18  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  2  0  0  0  0
 29 27  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  2  0  0  0  0
 30 25  1  0  0  0  0
 30 28  1  0  0  0  0
 31 23  1  0  0  0  0
 31 24  2  0  0  0  0
 31 27  1  0  0  0  0
 31 28  1  0  0  0  0
  4 32  1  1  0  0  0
  5 33  1  6  0  0  0
  9 34  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0177369

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C[C@@]([H])(O)[C@@]([H])(O1)N1C=NC2=C1NC(=N)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N5O13P3/c11-10-13-7-6(8(17)14-10)12-3-15(7)9-5(16)1-4(26-9)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-5,9,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,9+/m0/s1

> <INCHI_KEY>
QGYIFQKZZSSUCR-OBXARNEKSA-N

> <FORMULA>
C10H16N5O13P3

> <MOLECULAR_WEIGHT>
507.181

> <EXACT_MASS>
506.995745159

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
39.05812385173071

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[hydroxy({[hydroxy({[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.84

> <JCHEM_LOGP>
-2.831098251003288

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.5318184860382242

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9723265591282595

> <JCHEM_PKA_STRONGEST_BASIC>
4.949959391140745

> <JCHEM_POLAR_SURFACE_AREA>
275.57

> <JCHEM_REFRACTIVITY>
106.72379999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.32e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[hydroxy({hydroxy[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   30  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   32  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4    5                                                       
CONECT    2    4   25                                                       
CONECT    3   12   15                                                       
CONECT    4    1    2   26   32                                             
CONECT    5    1    9   16   33                                             
CONECT    6    7    8   12                                                  
CONECT    7    6   13   15                                                  
CONECT    8    6   14   17                                                  
CONECT    9    5   15   26   34                                             
CONECT   10   11   13   14                                                  
CONECT   11   10                                                            
CONECT   12    3    6                                                       
CONECT   13    7   10                                                       
CONECT   14    8   10                                                       
CONECT   15    3    7    9                                                  
CONECT   16    5                                                            
CONECT   17    8                                                            
CONECT   18   29                                                            
CONECT   19   29                                                            
CONECT   20   29                                                            
CONECT   21   30                                                            
CONECT   22   30                                                            
CONECT   23   31                                                            
CONECT   24   31                                                            
CONECT   25    2   30                                                       
CONECT   26    4    9                                                       
CONECT   27   29   31                                                       
CONECT   28   30   31                                                       
CONECT   29   18   19   20   27                                             
CONECT   30   21   22   25   28                                             
CONECT   31   23   24   27   28                                             
CONECT   32    4                                                            
CONECT   33    5                                                            
CONECT   34    9                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
{[hydroxy({[hydroxy({[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonate	Generator

Chemical Formula

C₁₀H₁₆N₅O₁₃P₃

Average Mass

507.1810 Da

Monoisotopic Mass

506.99575 Da

IUPAC Name

{[hydroxy({[hydroxy({[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid

Traditional Name

[hydroxy({hydroxy[(2S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C[C@@]([H])(O)[C@@]([H])(O1)N1C=NC2=C1NC(=N)N=C2O

InChI Identifier

InChI=1S/C10H16N5O13P3/c11-10-13-7-6(8(17)14-10)12-3-15(7)9-5(16)1-4(26-9)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-5,9,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,9+/m0/s1

InChI Key

QGYIFQKZZSSUCR-OBXARNEKSA-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 3'-deoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine deoxyribonucleotides

Direct Parent

Purine 3'-deoxyribonucleoside triphosphates

Alternative Parents

Substituents

Purine 3'-deoxyribonucleoside triphosphate
6-oxopurine
Hypoxanthine
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Azole
Imidazole
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Organic oxide
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	-0.84	ALOGPS
logP	-2.8	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	0.97	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	275.57 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.72 m³·mol⁻¹	ChemAxon
Polarizability	39.06 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	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

148770

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid (NP0177369)

MOL for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

3D MOL for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

3D SDF for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

3D-SDF for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

PDB for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

3D PDB for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

SMILES for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

INCHI for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

Structure for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)

3D Structure for NP0177369 ([hydroxy([hydroxy([(2s,4r,5r)-4-hydroxy-5-(6-hydroxy-2-imino-3h-purin-9-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxyphosphonic acid)