NP-MRD: Showing NP-Card for (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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid (NP0253443)

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Record Information

Version

2.0

Created at

2022-09-07 17:18:42 UTC

Updated at

2022-09-07 17:18:42 UTC

NP-MRD ID

NP0253443

Secondary Accession Numbers

None

Natural Product Identification

Common 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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid

Description

Isovaleryl-CoA 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. Thus, isovaleryl-CoA is considered to be a fatty ester lipid molecule. A methylbutanoyl-CoA is the S-isovaleryl derivative of coenzyme A. Isovaleryl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Isovaleryl-CoA may be a unique E. Coli metabolite. (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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid is found in Streptomyces coelicolor. (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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid was first documented in 1980 (PMID: 6928646). In humans, isovaleryl-CoA is involved in the metabolic disorder called the 2-methyl-3-hydroxybutyryl-coa dehydrogenase deficiency pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305132019432D          

 54 56  0  0  1  0            999 V2000
   26.6053   -2.0449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.9379   -1.5600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3504   -2.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.2704   -2.0449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.5254   -2.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.8353   -3.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8596   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6024   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1451   -6.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4307   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7162   -6.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -4.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4307   -5.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -4.0234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -4.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4590   -3.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8880   -2.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7610   -1.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -2.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5859   -1.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4590   -2.7858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7445   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6024   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2524   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9023   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -2.3733    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -2.3733    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.4858   -1.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -3.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2154   -4.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8654   -4.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -4.3220    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -5.1470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3899   -1.7900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0031   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7255   -1.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7175   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0031   -3.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5460   -1.1225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   -2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7176   -3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   -3.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1464   -1.9294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3169   -6.0859    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.7458   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1747   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0313   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0313   -7.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4603   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4603   -7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 51  1  0  0  0  0
 51 49  1  0  0  0  0
 49 53  1  0  0  0  0
 53 50  1  0  0  0  0
 51 52  2  0  0  0  0
 53 54  1  0  0  0  0
M  END

     RDKit          3D

 98100  0  0  0  0  0  0  0  0999 V2000
   12.6220   -1.4700    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0941   -1.4073    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5144   -2.7143   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6246   -0.3043   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2006    0.9822   -0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9898    1.0007    0.5875 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8207    2.5065   -1.1525 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2229    2.5644   -1.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0651    2.8560   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343    1.9969    0.0469 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7221    2.2020    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9617    3.1672    0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5030    1.2846    2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3130    1.7556    2.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    1.7909    2.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039    0.6067    1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972   -0.4825    1.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    0.6504    0.6583 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8484    1.9454    0.5998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.3363    1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9367   -1.7138    1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428   -0.0657    2.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884   -0.2519    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8402   -1.1655    0.8328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2762   -1.1404   -0.0436 P   0  0  2  0  0  5  0  0  0  0  0  0
   -1.9901   -0.7956   -1.5014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587    0.0784    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0920   -2.6051   -0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5727   -3.0869   -1.5709 P   0  0  2  0  0  5  0  0  0  0  0  0
   -4.0802   -4.5073   -1.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402   -2.9712   -2.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8263   -2.1352   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427   -2.4414   -1.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1612   -1.5708   -2.0719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3417   -1.8589   -1.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7950   -0.7092   -0.8140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6424   -0.9382    0.3098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7514   -1.9790    1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7037   -1.7303    2.0546 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2250   -0.5124    1.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2123    0.2296    2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9119   -0.2677    3.5920 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4716    1.4424    1.9377 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8428    1.9556    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8859    1.1989    0.2910 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5565   -0.0152    0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5193    0.0709   -0.4575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7724    1.3933   -0.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7715   -0.1389   -1.7648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3063    0.7542   -2.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1732    1.7450   -3.4021 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.8120    1.2642   -4.8079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    3.2812   -3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7884    1.9738   -2.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9185   -2.5174   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9859   -0.8090   -0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0467   -1.1078    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7973   -1.1278    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2917   -3.5010   -0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6480   -2.9645    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2722   -2.6637   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0701   -0.5871   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5566   -0.3544   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0591    1.6185   -2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2527    3.3991   -2.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388    2.8419   -1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1972    3.9136   -0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4562    1.2012    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3757    0.2666    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4103    1.3183    2.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1758    1.0461    3.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5334    2.7811    3.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117    2.7182    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    0.3662   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0706    2.4024   -0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506   -1.9582    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071   -1.7889    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0951   -2.4301    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998   -0.6061    3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0519   -0.5258    2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854    0.9973    2.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3509    0.7523    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3238   -0.5431   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742    0.7628    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2848   -3.5137   -1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8628   -2.2576   -0.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1778   -1.7677   -3.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2918   -0.0845   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1338   -2.8707    1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.5218   -1.1128    3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0566    2.9303    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0333   -0.4634    0.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0292    1.7130    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6777   -0.0288   -1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8661    3.1542   -3.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841    2.1323   -3.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
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 27 84  1  0
 31 85  1  0
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 47 94  1  1
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 49 96  1  1
 53 97  1  0
 54 98  1  0
 38 90  1  0
 44 93  1  0
 42 91  1  0
 42 92  1  0
M  END


  Mrv1652305132019432D          

 54 56  0  0  1  0            999 V2000
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   25.9379   -1.5600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3504   -2.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.2704   -2.0449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.5254   -2.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.8353   -3.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8596   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6024   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1451   -6.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4307   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7162   -6.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -4.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4307   -5.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -4.0234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -4.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4590   -3.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7610   -1.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1735   -2.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5859   -1.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4590   -2.7858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7445   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6024   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2524   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9023   -2.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4274   -2.3733    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0774   -2.3733    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.4858   -1.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -3.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2154   -4.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8654   -4.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -4.3220    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.0404   -5.1470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3899   -1.7900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0031   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7255   -1.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7175   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0031   -3.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5460   -1.1225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   -2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7176   -3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   -3.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1464   -1.9294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3169   -6.0859    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.7458   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1747   -6.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0313   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0313   -7.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4603   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4603   -7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 51  1  0  0  0  0
 51 49  1  0  0  0  0
 49 53  1  0  0  0  0
 53 50  1  0  0  0  0
 51 52  2  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1

> <INCHI_KEY>
UYVZIWWBJMYRCD-ZMHDXICWSA-N

> <FORMULA>
C26H44N7O17P3S

> <MOLECULAR_WEIGHT>
851.651

> <EXACT_MASS>
851.172723243

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
77.00735349735763

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <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-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

> <ALOGPS_LOGP>
-0.27

> <JCHEM_LOGP>
-4.187003273826817

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8869907618463242

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8192081380192442

> <JCHEM_PKA_STRONGEST_BASIC>
6.483432718665319

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
187.0279000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.70e+00 g/l

> <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-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-20         0                                  
HETATM    1  C   UNK     0      49.663  -3.817   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      48.417  -2.912   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      49.187  -5.282   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      47.171  -3.817   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.647  -5.282   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      50.093  -6.528   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      37.071 -11.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      38.458 -12.130   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      35.738 -12.130   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      34.404 -11.360   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      33.070 -12.130   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      35.791  -9.050   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.404  -9.820   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      35.791  -7.510   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      33.123  -7.510   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      34.457  -6.740   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.124  -5.200   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.021  -3.097   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.791  -4.430   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.560  -3.097   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.457  -5.200   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.123  -4.430   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      38.458  -4.430   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      41.538  -4.430   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      44.618  -4.430   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      39.998  -2.890   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      39.998  -5.970   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      43.078  -2.890   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      43.078  -5.970   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      39.998  -4.430   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      43.078  -4.430   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      45.707  -3.341   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      46.742  -6.528   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      45.202  -8.068   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      48.282  -8.068   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      46.742  -8.068   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      46.742  -9.608   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      51.128  -3.341   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      52.272  -4.372   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      51.754  -1.934   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      53.606  -3.602   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      52.272  -5.912   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      53.286  -2.095   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      54.940  -4.372   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      53.606  -6.682   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      54.940  -5.912   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      56.273  -3.602   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      39.792 -11.360   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      42.459 -11.360   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      45.126 -11.360   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      41.125 -12.130   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      41.125 -13.670   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      43.793 -12.130   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      43.793 -13.670   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   51                                                       
CONECT   49   51   53                                                       
CONECT   50   53                                                            
CONECT   51   48   49   52                                                  
CONECT   52   51                                                            
CONECT   53   49   50   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

View in JSmol

Synonyms

Value	Source
3-Methylbutanoyl-CoA	ChEBI
3-Methylbutanoyl-coenzyme A	ChEBI
3-Methylbutyryl-CoA	ChEBI
3-Methylbutyryl-coenzyme A	ChEBI
beta-Methylbutanoyl-CoA	ChEBI
beta-Methylbutanoyl-coenzyme A	ChEBI
beta-Methylbutyryl-CoA	ChEBI
beta-Methylbutyryl-coenzyme A	ChEBI
Isovaleryl-coenzyme A	ChEBI
b-Methylbutanoyl-CoA	Generator
Β-methylbutanoyl-CoA	Generator
b-Methylbutanoyl-coenzyme A	Generator
Β-methylbutanoyl-coenzyme A	Generator
b-Methylbutyryl-CoA	Generator
Β-methylbutyryl-CoA	Generator
b-Methylbutyryl-coenzyme A	Generator
Β-methylbutyryl-coenzyme A	Generator
Isovaleryl coenzyme A	HMDB
Isovaleryl-CoA	HMDB

Chemical Formula

C₂₆H₄₄N₇O₁₇P₃S

Average Mass

851.6510 Da

Monoisotopic Mass

851.17272 Da

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-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

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-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1

InChI Key

UYVZIWWBJMYRCD-ZMHDXICWSA-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

Species Name	Source	Reference
Streptomyces coelicolor	LOTUS Database	35616633

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methylbutanoyl-CoA (CHEBI:15487 )

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	-0.27	ALOGPS
logP	-4.2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.48	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	187.03 m³·mol⁻¹	ChemAxon
Polarizability	77.01 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

HMDB0001113

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022430

KNApSAcK ID

Not Available

Chemspider ID

145017

KEGG Compound ID

C02939

BioCyc ID

ISOVALERYL-COA

BiGG ID

Not Available

Wikipedia Link

Isovaleryl-CoA

METLIN ID

Not Available

PubChem Compound

165435

PDB ID

Not Available

ChEBI ID

15487

Good Scents ID

Not Available

References

General References

Rhead WJ, Tanaka K: Demonstration of a specific mitochondrial isovaleryl-CoA dehydrogenase deficiency in fibroblasts from patients with isovaleric acidemia. Proc Natl Acad Sci U S A. 1980 Jan;77(1):580-3. doi: 10.1073/pnas.77.1.580. [PubMed:6928646 ]
LOTUS database [Link]

Showing NP-Card for (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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid (NP0253443)

MOL for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

3D MOL for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

3D SDF for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

3D-SDF for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

PDB for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

3D PDB for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

SMILES for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

INCHI for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

Structure for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)

3D Structure for NP0253443 ((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-[(3-methylbutanoyl)sulfanyl]ethyl}-c-hydroxycarbonimidoyl)ethyl]butanimidic acid)