MiMeDB: Showing metabocard for nicotinyl-CoA (MMDBc0056219)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:19:50 UTC

Update Date

2022-08-12 20:09:38 UTC

Metabolite ID

MMDBc0056219

Metabolite Identification

Common Name

nicotinyl-CoA

Description

(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-2-(((((((R)-3-hydroxy-2,2-dimethyl-4-((3-((2-(nicotinoylthio)ethyl)amino)-3-oxopropyl)amino)-4-oxobutoxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)tetrahydrofuran-3-yl phosphate belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Based on a literature review very few articles have been published on (2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-2-(((((((R)-3-hydroxy-2,2-dimethyl-4-((3-((2-(nicotinoylthio)ethyl)amino)-3-oxopropyl)amino)-4-oxobutoxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)tetrahydrofuran-3-yl phosphate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222192D          

 61 64  0  0  1  0            999 V2000
   -1.4052   -6.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0461   -6.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4936   -9.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8262   -9.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9816   -7.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2473   -9.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280   -7.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0702   -7.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8239   -7.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6661   -7.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9124   -8.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6491   -7.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1394   -7.0512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   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
   -2.8069   -7.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2450   -7.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3335   -8.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4028   -7.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5605   -7.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5628   -8.6553    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3857   -7.3867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -8.3566    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.3312   -6.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.1097    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1998   -3.2137    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0347   -3.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -2.6617    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4913   -8.1335    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432   -1.3316    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -0.4794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -6.7156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 15  4  1  0  0  0  0
 15 10  2  0  0  0  0
 16 11  1  1  0  0  0
 17  5  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 12  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  2  0  0  0  0
 29 10  1  0  0  0  0
 30  8  1  4  0  0  0
 30 17  2  0  0  0  0
 31  7  1  4  0  0  0
 31 24  2  0  0  0  0
 32 13  2  0  0  0  0
 32 22  1  0  0  0  0
 33 13  1  0  0  0  0
 33 23  2  0  0  0  0
 34 14  2  0  0  0  0
 34 18  1  0  0  0  0
 35 14  1  0  0  0  0
 35 23  1  0  0  0  0
 25 35  1  1  0  0  0
 36 17  1  0  0  0  0
 19 37  1  6  0  0  0
 21 38  1  6  0  0  0
 39 24  1  0  0  0  0
 40 26  2  0  0  0  0
 48 11  1  0  0  0  0
 49 12  1  0  0  0  0
 50 16  1  0  0  0  0
 50 25  1  0  0  0  0
 20 51  1  1  0  0  0
 53 41  1  0  0  0  0
 53 42  1  0  0  0  0
 53 43  2  0  0  0  0
 53 51  1  0  0  0  0
 54 44  1  0  0  0  0
 54 45  2  0  0  0  0
 54 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 46  1  0  0  0  0
 55 47  2  0  0  0  0
 55 49  1  0  0  0  0
 55 52  1  0  0  0  0
 56  9  1  0  0  0  0
 56 26  1  0  0  0  0
 16 57  1  6  0  0  0
 19 58  1  1  0  0  0
 20 59  1  1  0  0  0
 21 60  1  6  0  0  0
 25 61  1  6  0  0  0
M  CHG  4  36  -1  39  -1  41  -1  42  -1
M  END


  Mrv1652306172222192D          

 61 64  0  0  1  0            999 V2000
   -1.4052   -6.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0461   -6.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4936   -9.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8262   -9.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9816   -7.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2473   -9.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280   -7.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0702   -7.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8239   -7.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6661   -7.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9124   -8.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6491   -7.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1394   -7.0512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   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
   -2.8069   -7.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2450   -7.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3335   -8.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4028   -7.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5605   -7.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5628   -8.6553    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3857   -7.3867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -8.3566    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.3312   -6.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.1097    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1998   -3.2137    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0347   -3.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -2.6617    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4913   -8.1335    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432   -1.3316    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -0.4794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -6.7156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 15  4  1  0  0  0  0
 15 10  2  0  0  0  0
 16 11  1  1  0  0  0
 17  5  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 12  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  2  0  0  0  0
 29 10  1  0  0  0  0
 30  8  1  4  0  0  0
 30 17  2  0  0  0  0
 31  7  1  4  0  0  0
 31 24  2  0  0  0  0
 32 13  2  0  0  0  0
 32 22  1  0  0  0  0
 33 13  1  0  0  0  0
 33 23  2  0  0  0  0
 34 14  2  0  0  0  0
 34 18  1  0  0  0  0
 35 14  1  0  0  0  0
 35 23  1  0  0  0  0
 25 35  1  1  0  0  0
 36 17  1  0  0  0  0
 19 37  1  6  0  0  0
 21 38  1  6  0  0  0
 39 24  1  0  0  0  0
 40 26  2  0  0  0  0
 48 11  1  0  0  0  0
 49 12  1  0  0  0  0
 50 16  1  0  0  0  0
 50 25  1  0  0  0  0
 20 51  1  1  0  0  0
 53 41  1  0  0  0  0
 53 42  1  0  0  0  0
 53 43  2  0  0  0  0
 53 51  1  0  0  0  0
 54 44  1  0  0  0  0
 54 45  2  0  0  0  0
 54 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 46  1  0  0  0  0
 55 47  2  0  0  0  0
 55 49  1  0  0  0  0
 55 52  1  0  0  0  0
 56  9  1  0  0  0  0
 56 26  1  0  0  0  0
 16 57  1  6  0  0  0
 19 58  1  1  0  0  0
 20 59  1  1  0  0  0
 21 60  1  6  0  0  0
 25 61  1  6  0  0  0
M  CHG  4  36  -1  39  -1  41  -1  42  -1
M  END
> <DATABASE_ID>
MMDBc0056219

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=CN=CC=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H39N8O17P3S/c1-27(2,21(38)24(39)31-7-5-17(36)30-8-9-56-26(40)15-4-3-6-29-10-15)12-49-55(46,47)52-54(44,45)48-11-16-20(51-53(41,42)43)19(37)25(50-16)35-14-34-18-22(28)32-13-33-23(18)35/h3-4,6,10,13-14,16,19-21,25,37-38H,5,7-9,11-12H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,28,32,33)(H2,41,42,43)/p-4/t16-,19-,20-,21+,25-/m1/s1

> <INCHI_KEY>
UORAOPAXZXNLTD-MJQNIGQHSA-J

> <FORMULA>
C27H35N8O17P3S

> <MOLECULAR_WEIGHT>
868.6

> <EXACT_MASS>
868.107568187

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
76.42952935558867

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(pyridine-3-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

> <JCHEM_LOGP>
-3.4091775416071526

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8915677328301257

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8201886580352791

> <JCHEM_PKA_STRONGEST_BASIC>
4.150769873760521

> <JCHEM_POLAR_SURFACE_AREA>
394.82000000000005

> <JCHEM_REFRACTIVITY>
210.62220000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(pyridine-3-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.623 -11.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.686 -11.792   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -19.588 -17.898   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -18.342 -16.993   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.299 -13.720   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -20.995 -17.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.892 -14.346   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.198 -14.904   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -14.605 -14.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -19.910 -14.835   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.316 -10.099   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -18.503 -15.461   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.545 -14.625   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.994 -13.162   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.239 -14.067   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.257 -14.556   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.155 -11.631   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0     -21.156 -15.740   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0     -11.952 -13.999   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      -6.646 -13.441   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0     -10.384 -16.157   0.000  0.00  0.00           O-1
HETATM   37  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -2.587 -13.789   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -5.078 -15.599   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0     -17.418 -13.025   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -0.049  -3.938   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0       2.240  -5.999   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0       0.065  -6.113   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.241  -6.471   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.051  -3.980   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -1.699  -7.501   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -4.762  -7.823   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -0.900  -4.320   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -3.070  -9.194   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -3.392  -6.131   0.000  0.00  0.00           O+0
HETATM   53  P   UNK     0       1.095  -4.969   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0      -2.146  -5.226   0.000  0.00  0.00           P+0
HETATM   55  P   UNK     0      -3.231  -7.662   0.000  0.00  0.00           P+0
HETATM   56  S   UNK     0     -15.850 -15.183   0.000  0.00  0.00           S+0
HETATM   57  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.254  -2.486   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.174  -0.895   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.400 -12.536   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.171   0.373   0.000  0.00  0.00           H+0
CONECT    1   27                                                            
CONECT    2   27                                                            
CONECT    3    4    6                                                       
CONECT    4    3   15                                                       
CONECT    5    7   17                                                       
CONECT    6    3   29                                                       
CONECT    7    5   31                                                       
CONECT    8    9   30                                                       
CONECT    9    8   56                                                       
CONECT   10   15   29                                                       
CONECT   11   16   48                                                       
CONECT   12   27   49                                                       
CONECT   13   32   33                                                       
CONECT   14   34   35                                                       
CONECT   15    4   10   26                                                  
CONECT   16   11   20   50   57                                             
CONECT   17    5   30   36                                                  
CONECT   18   22   23   34                                                  
CONECT   19   20   25   37   58                                             
CONECT   20   16   19   51   59                                             
CONECT   21   24   27   38   60                                             
CONECT   22   18   28   32                                                  
CONECT   23   18   33   35                                                  
CONECT   24   21   31   39                                                  
CONECT   25   19   35   50   61                                             
CONECT   26   15   40   56                                                  
CONECT   27    1    2   12   21                                             
CONECT   28   22                                                            
CONECT   29    6   10                                                       
CONECT   30    8   17                                                       
CONECT   31    7   24                                                       
CONECT   32   13   22                                                       
CONECT   33   13   23                                                       
CONECT   34   14   18                                                       
CONECT   35   14   23   25                                                  
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
CONECT   39   24                                                            
CONECT   40   26                                                            
CONECT   41   53                                                            
CONECT   42   53                                                            
CONECT   43   53                                                            
CONECT   44   54                                                            
CONECT   45   54                                                            
CONECT   46   55                                                            
CONECT   47   55                                                            
CONECT   48   11   54                                                       
CONECT   49   12   55                                                       
CONECT   50   16   25                                                       
CONECT   51   20   53                                                       
CONECT   52   54   55                                                       
CONECT   53   41   42   43   51                                             
CONECT   54   44   45   48   52                                             
CONECT   55   46   47   49   52                                             
CONECT   56    9   26                                                       
CONECT   57   16                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   25                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

Synonyms

Value	Source
(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-2-(((((((R)-3-hydroxy-2,2-dimethyl-4-((3-((2-(nicotinoylthio)ethyl)amino)-3-oxopropyl)amino)-4-oxobutoxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)tetrahydrofuran-3-yl phosphoric acid	Generator

Molecular Formula

C₂₇H₃₅N₈O₁₇P₃S

Average Mass

868.6

Monoisotopic Mass

868.107568187

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(pyridine-3-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(pyridine-3-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=CN=CC=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

InChI Identifier

InChI=1S/C27H39N8O17P3S/c1-27(2,21(38)24(39)31-7-5-17(36)30-8-9-56-26(40)15-4-3-6-29-10-15)12-49-55(46,47)52-54(44,45)48-11-16-20(51-53(41,42)43)19(37)25(50-16)35-14-34-18-22(28)32-13-33-23(18)35/h3-4,6,10,13-14,16,19-21,25,37-38H,5,7-9,11-12H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,28,32,33)(H2,41,42,43)/p-4/t16-,19-,20-,21+,25-/m1/s1

InChI Key

UORAOPAXZXNLTD-MJQNIGQHSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
6-aminopurine
Imidazopyrimidine
Purine
Pyridine carboxylic acid or derivatives
Aminopyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Imidolactam
Pyridine
Pyrimidine
Oxolane
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Thiocarboxylic acid ester
Carboxamide group
Carbothioic s-ester
Secondary carboxylic acid amide
Secondary alcohol
Sulfenyl compound
Organoheterocyclic compound
Oxacycle
Thiocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Primary amine
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.4	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.15	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	394.82 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	210.62 m³·mol⁻¹	ChemAxon
Polarizability	76.43 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24605679

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46238515

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for nicotinyl-CoA (MMDBc0056219)

MOL for #<Metabolite:0x00007fdb33d43788>

3D MOL for #<Metabolite:0x00007fdb33d43788>

3D SDF for #<Metabolite:0x00007fdb33d43788>

3D-SDF for #<Metabolite:0x00007fdb33d43788>

PDB for #<Metabolite:0x00007fdb33d43788>

3D PDB for #<Metabolite:0x00007fdb33d43788>

SMILES for #<Metabolite:0x00007fdb33d43788>

INCHI for #<Metabolite:0x00007fdb33d43788>

Structure for #<Metabolite:0x00007fdb33d43788>

3D Structure for #<Metabolite:0x00007fdb33d43788>