Np mrd loader

Showing NP-Card for nicotinate adenine dinucleotide (NP0334679)

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Record Information
Version2.0
Created at2024-09-10 19:29:11 UTC
Updated at2024-09-10 19:29:11 UTC
NP-MRD IDNP0334679
Secondary Accession NumbersNone
Natural Product Identification
Common Namenicotinate adenine dinucleotide
DescriptionNicotinate adenine dinucleotide belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. nicotinate adenine dinucleotide was first documented in 2005 (PMID: 16153292). Based on a literature review a small amount of articles have been published on nicotinate adenine dinucleotide (PMID: 35008542) (PMID: 27783719) (PMID: 18977360) (PMID: 17270012).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334679 (nicotinate adenine dinucleotide)


  Mrv2104 05252322012D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
M  CHG  1  31   1
M  END
Download

3D MOL for NP0334679 (nicotinate adenine dinucleotide)

Download
3D SDF for NP0334679 (nicotinate adenine dinucleotide)

  Mrv2104 05252322012D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
M  CHG  1  31   1
M  END
> <DATABASE_ID>
NP0334679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/s2

> <INCHI_KEY>
SENPVEZBRZQVST-FALYACKKNA-O

> <FORMULA>
C21H27N6O15P2

> <MOLECULAR_WEIGHT>
665.421

> <EXACT_MASS>
665.10041461

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
56.66202735390963

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <JCHEM_LOGP>
-9.2275409796791

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.0406467881963266

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8408470363712102

> <JCHEM_PKA_STRONGEST_BASIC>
4.942191952489612

> <JCHEM_POLAR_SURFACE_AREA>
312.4699999999999

> <JCHEM_REFRACTIVITY>
140.1747

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334679 (nicotinate adenine dinucleotide)
Download
PDB for NP0334679 (nicotinate adenine dinucleotide)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  O   UNK     0    8694.6568699.296   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8698.0008699.281   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8698.9498702.759   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8700.2848701.986   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8701.6208702.759   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8702.9708702.013   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8700.8508704.095   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8702.3938704.095   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0    8704.3018702.782   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0    8705.6388702.013   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8703.5338704.118   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8705.0758704.118   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8706.9728702.782   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8707.8678699.307   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8711.2138699.323   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8716.1598702.036   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8717.4978702.805   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8716.1598700.494   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8709.5528702.934   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8708.3068702.029   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8708.7828700.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8710.3228700.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8710.7988702.029   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8696.3588702.908   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8695.5888700.538   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8697.1288700.538   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8697.6048702.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8714.8088704.323   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8713.4758705.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8712.1418704.323   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0    8712.1418702.783   0.000  0.00  0.00           N+1
HETATM   32  C   UNK     0    8713.4758702.013   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8714.8088702.783   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8688.8038704.111   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0    8691.3428703.284   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8689.8368702.964   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0    8689.3608701.499   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0    8690.3908700.355   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0    8691.8968700.675   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0    8692.3728702.140   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0    8693.7798702.766   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0    8693.6188704.298   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0    8692.1128704.618   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0    8695.1138701.996   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    4   27                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5    9                                                       
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6   10   11   12                                             
CONECT   10    9   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10   20                                                       
CONECT   14   21                                                            
CONECT   15   22                                                            
CONECT   16   17   18   33                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   20   23                                                       
CONECT   20   21   19   13                                                  
CONECT   21   20   22   14                                                  
CONECT   22   21   23   15                                                  
CONECT   23   22   19   31                                                  
CONECT   24   27   44                                                       
CONECT   25   26    1   44                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26   24    3                                                  
CONECT   28   29   33                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   23                                                  
CONECT   32   33   31                                                       
CONECT   33   32   28   16                                                  
CONECT   34   36                                                            
CONECT   35   36   40   43                                                  
CONECT   36   35   37   34                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   35   39   41                                                  
CONECT   41   42   40   44                                                  
CONECT   42   43   41                                                       
CONECT   43   42   35                                                       
CONECT   44   41   25   24                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

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3D PDB for NP0334679 (nicotinate adenine dinucleotide)
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SMILES for NP0334679 (nicotinate adenine dinucleotide)
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1
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INCHI for NP0334679 (nicotinate adenine dinucleotide)
InChI=1/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/s2
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View in JSmol
Synonyms
ValueSource
Nicotinic acid adenine dinucleotideGenerator
Chemical FormulaC21H27N6O15P2
Average Mass665.4210 Da
Monoisotopic Mass665.10041 Da
IUPAC Name1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium
Traditional Name1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium
CAS Registry NumberNot Available
SMILES
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1
InChI Identifier
InChI=1/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/s2
InChI KeySENPVEZBRZQVST-FALYACKKNA-O
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
KingdomOrganic compounds  
Super ClassNucleosides, nucleotides, and analogues  
Class(5'->5')-dinucleotides  
Sub ClassNot Available
Direct Parent(5'->5')-dinucleotides  
Alternative Parents
Substituents
  • (5'->5')-dinucleotide
    • 

  • Purine nucleotide sugar
    • 

  • Purine ribonucleoside diphosphate
    • 

  • Purine ribonucleoside monophosphate
    • 

  • Nicotinic-acid-nucleotide
    • 

  • Pyridine nucleotide
    • 

  • Pentose phosphate
    • 

  • Pentose-5-phosphate
    • 

  • Glycosyl compound
    • 

  • N-glycosyl compound
    • 

  • 6-aminopurine
    • 

  • Monosaccharide phosphate
    • 

  • Organic pyrophosphate
    • 

  • Imidazopyrimidine
    • 

  • Purine
    • 

  • Pyridine carboxylic acid or derivatives
    • 

  • Pyridine carboxylic acid
    • 

  • Aminopyrimidine
    • 

  • Monoalkyl phosphate
    • 

  • Pyridinium
    • 

  • Pyridine
    • 

  • Organic phosphoric acid derivative
    • 

  • Alkyl phosphate
    • 

  • N-substituted imidazole
    • 

  • Pyrimidine
    • 

  • Imidolactam
    • 

  • Monosaccharide
    • 

  • Phosphoric acid ester
    • 

  • Tetrahydrofuran
    • 

  • Heteroaromatic compound
    • 

  • Azole
    • 

  • Imidazole
    • 

  • Vinylogous amide
    • 

  • Amino acid
    • 

  • Secondary alcohol
    • 

  • Amino acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organoheterocyclic compound
    • 

  • Alcohol
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Primary amine
    • 

  • Organic cation
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-9.2ChemAxon
pKa (Strongest Acidic)1.84ChemAxon
pKa (Strongest Basic)4.94ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area312.47 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity140.17 m³·mol⁻¹ChemAxon
Polarizability56.66 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Jeje O, Maake R, van Deventer R, Esau V, Iwuchukwu EA, Meyer V, Khoza T, Achilonu I: Effect of Divalent Metal Ion on the Structure, Stability and Function of Klebsiella pneumoniae Nicotinate-Nucleotide Adenylyltransferase: Empirical and Computational Studies. Int J Mol Sci. 2021 Dec 23;23(1):116. doi: 10.3390/ijms23010116. [PubMed:35008542  ] 
  2. Sanchez-Lancheros DM, Ospina-Giraldo LF, Ramirez-Hernandez MH: Nicotinamide mononucleotide adenylyltransferase of Trypanosoma cruzi (TcNMNAT): a cytosol protein target for serine kinases. Mem Inst Oswaldo Cruz. 2016 Nov;111(11):670-675. doi: 10.1590/0074-02760160103.  Epub 2016 Oct 24. [PubMed:27783719  ] 
  3. Sershon VC, Santarsiero BD, Mesecar AD: Kinetic and X-ray structural evidence for negative cooperativity in substrate binding to nicotinate mononucleotide adenylyltransferase (NMAT) from Bacillus anthracis. J Mol Biol. 2009 Jan 23;385(3):867-88. doi: 10.1016/j.jmb.2008.10.037. Epub 2008  Oct 19. [PubMed:18977360  ] 
  4. Hashida SN, Takahashi H, Kawai-Yamada M, Uchimiya H: Arabidopsis thaliana nicotinate/nicotinamide mononucleotide adenyltransferase (AtNMNAT) is required for pollen tube growth. Plant J. 2007 Feb;49(4):694-703. doi: 10.1111/j.1365-313X.2006.02989.x. Epub 2007  Jan 18. [PubMed:17270012  ] 
  5. Stancek M, Schnell R, Ryden-Aulin M: Analysis of Escherichia coli nicotinate mononucleotide adenylyltransferase mutants in vivo and in vitro. BMC Biochem. 2005 Sep 9;6:16. doi: 10.1186/1471-2091-6-16. [PubMed:16153292  ]