NP-MRD: Showing NP-Card for [5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid (NP0154292)

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Record Information

Version

2.0

Created at

2022-09-02 11:04:52 UTC

Updated at

2022-09-02 11:04:52 UTC

NP-MRD ID

NP0154292

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid

Description

3'-(1-Butylphosphoryl)adenosine belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives. [5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid was first documented in 1988 (PMID: 3366694). Based on a literature review a small amount of articles have been published on 3'-(1-Butylphosphoryl)adenosine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213042D          

 27 29  0  0  0  0            999 V2000
   -0.5595   -8.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -7.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624   -6.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347   -5.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -4.8826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -5.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -4.3306    0.0000 O   0  0  0  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
    0.8838   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   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
   -1.3220   -3.3793    0.0000 O   0  0  0  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  0  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
    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  0  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
  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  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  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  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 16 25  1  0  0  0  0
 15 26  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    6.3982   -1.9830   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590   -2.1189   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6694   -0.8074   -1.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.0159   -0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070   -0.6955   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5455    0.2536    1.2525 P   0  0  1  0  0  5  0  0  0  0  0  0
    2.2347   -0.6679    2.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    1.2772    1.7911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2544    1.2277    0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    0.7737    1.2814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7308    1.7751    2.0883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4545    3.1910    1.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054    3.4234    0.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538    1.4305    1.8781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2063    1.1120    0.5596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2504    0.0778    0.4189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -0.9804    1.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073   -1.7056    0.7752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9873   -1.1292   -0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377   -1.4452   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8518   -2.5905   -0.9446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2241   -0.6009   -2.1954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4814    0.4868   -2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719    0.7657   -1.5988 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1965   -0.0097   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    0.5976    0.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9252   -0.7162   -0.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9776   -2.0876    0.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0693   -2.8769   -0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9504   -1.0464   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377   -2.7524   -1.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6528   -2.6199   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8916   -0.9964   -2.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -0.1542   -2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6397    0.9005   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9040    0.3486   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7340    2.1417    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1035   -0.1776    1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665    1.6299    3.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6133    3.4274    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640    3.8869    2.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805    3.8494   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.0383    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8859   -1.2317    2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4658   -3.5425   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8923   -2.5092   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6952    1.1352   -3.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5616    1.2304   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322   -1.3689    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  6
  6  8  1  0
  6  7  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 26  1  0
 26 27  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 26 10  1  0
 25 16  1  0
 25 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  8 37  1  0
 10 38  1  1
 11 39  1  1
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  6
 26 48  1  6
 27 49  1  0
 17 44  1  0
 21 45  1  0
 21 46  1  0
 23 47  1  0
M  END


  Mrv1652309022213042D          

 27 29  0  0  0  0            999 V2000
   -0.5595   -8.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -7.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624   -6.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347   -5.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -4.8826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -5.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -4.3306    0.0000 O   0  0  0  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
    0.8838   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   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
   -1.3220   -3.3793    0.0000 O   0  0  0  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  0  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
    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  0  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
  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  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  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  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 16 25  1  0  0  0  0
 15 26  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154292

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOP(O)(=O)OC1C(CO)OC(C1O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N5O7P/c1-2-3-4-24-27(22,23)26-11-8(5-20)25-14(10(11)21)19-7-18-9-12(15)16-6-17-13(9)19/h6-8,10-11,14,20-21H,2-5H2,1H3,(H,22,23)(H2,15,16,17)

> <INCHI_KEY>
RVVKQBUWQFREIE-UHFFFAOYSA-N

> <FORMULA>
C14H22N5O7P

> <MOLECULAR_WEIGHT>
403.332

> <EXACT_MASS>
403.125685066

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.21040892902067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}(butoxy)phosphinic acid

> <ALOGPS_LOGP>
-2.15

> <JCHEM_LOGP>
-2.5665378948824276

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.584253289061625

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.854231388196351

> <JCHEM_PKA_STRONGEST_BASIC>
3.925014800943173

> <JCHEM_POLAR_SURFACE_AREA>
175.07

> <JCHEM_REFRACTIVITY>
92.42439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic 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      -1.044 -15.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.014 -14.332   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.490 -12.868   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.541 -11.723   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.065 -10.259   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0       1.095  -9.114   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0       2.240 -10.145   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.049  -8.084   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.468  -6.308   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+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
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19   16                                                  
CONECT   26   15   10   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₂N₅O₇P

Average Mass

403.3320 Da

Monoisotopic Mass

403.12569 Da

IUPAC Name

{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}(butoxy)phosphinic acid

Traditional Name

[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCOP(O)(=O)OC1C(CO)OC(C1O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C14H22N5O7P/c1-2-3-4-24-27(22,23)26-11-8(5-20)25-14(10(11)21)19-7-18-9-12(15)16-6-17-13(9)19/h6-8,10-11,14,20-21H,2-5H2,1H3,(H,22,23)(H2,15,16,17)

InChI Key

RVVKQBUWQFREIE-UHFFFAOYSA-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 ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Ribonucleoside 3'-phosphates

Sub Class

Not Available

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Substituents

Ribonucleoside 3'-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Dialkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Imidolactam
Pyrimidine
Alkyl phosphate
Imidazole
Azole
Oxolane
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Amine
Primary 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	-2.2	ALOGPS
logP	-2.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	3.93	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	175.07 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.42 m³·mol⁻¹	ChemAxon
Polarizability	38.21 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

HMDB0246085

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018618

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

13672004

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kawaguchi T, Azuma M, Horinouchi S, Beppu T: Effect of B-factor and its analogues on rifamycin biosynthesis in Nocardia sp. J Antibiot (Tokyo). 1988 Mar;41(3):360-5. doi: 10.7164/antibiotics.41.360. [PubMed:3366694 ]
LOTUS database [Link]

Showing NP-Card for [5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid (NP0154292)

MOL for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

3D MOL for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

3D SDF for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

3D-SDF for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

PDB for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

3D PDB for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

SMILES for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

INCHI for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

Structure for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)

3D Structure for NP0154292 ([5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(butoxy)phosphinic acid)