NP-MRD: Showing NP-Card for Heptanoyl-CoA (NP0339132)

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Record Information

Version

2.0

Created at

2024-09-11 19:50:08 UTC

Updated at

2024-09-11 19:50:08 UTC

NP-MRD ID

NP0339132

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Heptanoyl-CoA

Description

Heptanoyl-CoA belongs to the class of organic compounds known as thiocyanates. These are salts or esters of thiocyanic acid, with the general formula RSC#N (R=alkyl, aryl). Heptanoyl-CoA is a strong basic compound (based on its pKa). Because there is no transport protein for CoA adducts, acyl groups must enter the mitochondria via a shuttle system involving the small molecule carnitine. The second step, transfer of the acyl group to CoA (the same molecule that carries acetyl groups as acetyl-CoA), conserves free energy in the formation of a thioester bond. It is a temporary compound formed when coenzyme A (CoA) attaches to the end of a long-chain fatty acid, inside living cells. This is then used in the citric acid cycle to start a chain of reactions, eventually forming many adenosine triphosphates.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303262014172D          

 56 58  0  0  1  0            999 V2000
   17.3037  -12.3314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4752  -13.1384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8557  -11.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4432  -11.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2289  -13.4740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.1427  -14.2944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6362  -11.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5500  -11.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9232  -13.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3357  -14.4660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8557  -10.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6807  -11.7183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7558  -14.8465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6807  -10.2894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0001  -15.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0932  -11.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1796  -15.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9434  -13.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4432   -9.5749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5843  -15.6535    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7772  -15.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3912  -15.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4127  -16.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8440  -16.0596    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.5085  -16.8133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5978  -16.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0904  -15.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6880  -16.8995    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.8675  -16.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7743  -17.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017  -16.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199  -14.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3404  -14.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8254  -14.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6459  -14.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1308  -15.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9512  -15.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4362  -15.9096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2567  -15.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7416  -16.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5621  -16.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3826  -16.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4759  -15.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6483  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4060  -17.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5923  -15.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9814  -13.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0350  -13.4985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145  -13.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296  -12.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790  -14.3384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0651  -12.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5802  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158  -10.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309  -10.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -9.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  1  1  0  0  0  0
  8  1  1  0  0  0  0
  5  2  1  0  0  0  0
  9  2  1  0  0  0  0
  4  3  2  0  0  0  0
 12  3  1  0  0  0  0
 11  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 18  1  6  0  0  0
  6 13  1  6  0  0  0
 10  6  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 15  1  1  0  0  0
 19 11  1  0  0  0  0
 14 11  2  0  0  0  0
 16 12  2  0  0  0  0
 20 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 24 17  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  2  0  0  0  0
 31 28  1  0  0  0  0
 42 29  1  0  0  0  0
 33 32  1  0  0  0  0
 48 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 47 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 46 39  2  0  0  0  0
 41 40  1  0  0  0  0
 45 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 41  1  0  0  0  0
 44 41  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 49  2  0  0  0  0
 52 50  1  0  0  0  0
 53 52  1  0  0  0  0
 54 53  1  0  0  0  0
 55 54  1  0  0  0  0
 56 55  1  0  0  0  0
M  END


  Mrv1652303262014172D          

 56 58  0  0  1  0            999 V2000
   17.3037  -12.3314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4752  -13.1384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8557  -11.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4432  -11.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2289  -13.4740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.1427  -14.2944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6362  -11.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5500  -11.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9232  -13.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3357  -14.4660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8557  -10.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6807  -11.7183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7558  -14.8465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6807  -10.2894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0001  -15.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0932  -11.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1796  -15.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9434  -13.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4432   -9.5749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5843  -15.6535    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7772  -15.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3912  -15.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4127  -16.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8440  -16.0596    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.5085  -16.8133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5978  -16.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0904  -15.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6880  -16.8995    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.8675  -16.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7743  -17.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017  -16.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199  -14.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3404  -14.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8254  -14.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6459  -14.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1308  -15.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9512  -15.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4362  -15.9096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2567  -15.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7416  -16.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5621  -16.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3826  -16.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4759  -15.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6483  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4060  -17.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5923  -15.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9814  -13.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0350  -13.4985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145  -13.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296  -12.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790  -14.3384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0651  -12.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5802  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158  -10.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309  -10.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -9.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  1  1  0  0  0  0
  8  1  1  0  0  0  0
  5  2  1  0  0  0  0
  9  2  1  0  0  0  0
  4  3  2  0  0  0  0
 12  3  1  0  0  0  0
 11  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 18  1  6  0  0  0
  6 13  1  6  0  0  0
 10  6  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 15  1  1  0  0  0
 19 11  1  0  0  0  0
 14 11  2  0  0  0  0
 16 12  2  0  0  0  0
 20 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 24 17  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  2  0  0  0  0
 31 28  1  0  0  0  0
 42 29  1  0  0  0  0
 33 32  1  0  0  0  0
 48 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 47 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 46 39  2  0  0  0  0
 41 40  1  0  0  0  0
 45 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 41  1  0  0  0  0
 44 41  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 49  2  0  0  0  0
 52 50  1  0  0  0  0
 53 52  1  0  0  0  0
 54 53  1  0  0  0  0
 55 54  1  0  0  0  0
 56 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339132

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC(=O)SCCNC(=O)CCNC(=O)C(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/C28H48N7O17P3S/c1-4-5-6-7-8-19(37)56-12-11-30-18(36)9-10-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-13-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,38-39H,4-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,21-,22-,23?,27-/m1/s1

> <INCHI_KEY>
CHVYGJMBUXUTSX-AXEMQUGESA-N

> <FORMULA>
C28H48N7O17P3S

> <MOLECULAR_WEIGHT>
879.704

> <EXACT_MASS>
879.204023371

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
81.33266996187257

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(heptanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
-3.4028086061479583

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
195.23890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-(heptanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  N   UNK     0      32.300 -23.019   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      32.620 -24.525   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.331 -21.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.561 -20.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.027 -25.151   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.866 -26.683   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      31.054 -20.861   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      30.893 -22.392   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      31.590 -25.669   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      32.360 -27.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.331 -19.207   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      34.871 -21.874   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      35.011 -27.713   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      34.871 -19.207   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      31.734 -28.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.641 -20.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      30.202 -28.571   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      35.361 -24.381   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      32.561 -17.873   0.000  0.00  0.00           N+0
HETATM   20  P   UNK     0      34.691 -29.220   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      33.184 -28.900   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      36.197 -29.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.370 -30.726   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      29.575 -29.978   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      28.949 -31.385   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      30.983 -30.604   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      28.169 -29.352   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      27.418 -31.546   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      25.886 -31.707   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      27.579 -33.077   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      27.257 -30.014   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.170 -26.443   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.702 -26.282   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      14.607 -27.528   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      16.139 -27.367   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.044 -28.613   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.576 -28.452   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      19.481 -29.698   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      21.013 -29.537   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.918 -30.783   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.449 -30.622   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      24.981 -30.461   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      23.288 -29.090   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      23.610 -32.153   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      21.291 -32.190   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      21.639 -28.130   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      16.765 -25.960   0.000  0.00  0.00           O+0
HETATM   48  S   UNK     0      11.265 -25.197   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0       9.734 -25.358   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.829 -24.112   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       9.107 -26.765   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       9.455 -22.705   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.550 -21.460   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.176 -20.053   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       8.271 -18.807   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       8.897 -17.400   0.000  0.00  0.00           C+0
CONECT    1    2    3    8                                                  
CONECT    2    1    5    9                                                  
CONECT    3    1    4   12                                                  
CONECT    4    3   11    7                                                  
CONECT    5    2    6   18                                                  
CONECT    6    5   13   10                                                  
CONECT    7    4    8                                                       
CONECT    8    1    7                                                       
CONECT    9    2   10                                                       
CONECT   10    6    9   15                                                  
CONECT   11    4   19   14                                                  
CONECT   12    3   16                                                       
CONECT   13    6   20                                                       
CONECT   14   11   16                                                       
CONECT   15   10   17                                                       
CONECT   16   12   14                                                       
CONECT   17   15   24                                                       
CONECT   18    5                                                            
CONECT   19   11                                                            
CONECT   20   13   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   17   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   42                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   33   48                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   47                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   46                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   43   44                                             
CONECT   42   29   41                                                       
CONECT   43   41                                                            
CONECT   44   41                                                            
CONECT   45   40                                                            
CONECT   46   39                                                            
CONECT   47   35                                                            
CONECT   48   32   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   52                                                       
CONECT   51   49                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

View in JSmol

Synonyms

Value	Source
2-Methyloctanoyl CoA, 21	HMDB
2-Methyloctanoyl coenzyme A, 21	HMDB
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)-N-(2-{[2-(heptanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
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)-N-(2-{[2-(heptanoylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
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)-N-(2-{[2-(heptanoylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid	Generator

Chemical Formula

C₂₈H₄₈N₇O₁₇P₃S

Average Mass

879.7040 Da

Monoisotopic Mass

879.20402 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(heptanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-(heptanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCC(=O)SCCNC(=O)CCNC(=O)C(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/C28H48N7O17P3S/c1-4-5-6-7-8-19(37)56-12-11-30-18(36)9-10-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-13-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,38-39H,4-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,21-,22-,23?,27-/m1/s1

InChI Key

CHVYGJMBUXUTSX-AXEMQUGESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiocyanates. These are salts or esters of thiocyanic acid, with the general formula RSC#N (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiocyanates

Sub Class

Not Available

Direct Parent

Thiocyanates

Alternative Parents

Substituents

Sulfenyl compound
So-thioperoxol
Thiocyanate
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.25	ALOGPS
logP	-3.4	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	195.24 m³·mol⁻¹	ChemAxon
Polarizability	81.33 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

HMDB0012969

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029227

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-10054

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481563

PDB ID

Not Available

ChEBI ID

37283

Good Scents ID

Not Available

References

General References

Showing NP-Card for Heptanoyl-CoA (NP0339132)

MOL for NP0339132 (Heptanoyl-CoA)

3D MOL for NP0339132 (Heptanoyl-CoA)

3D SDF for NP0339132 (Heptanoyl-CoA)

3D-SDF for NP0339132 (Heptanoyl-CoA)

PDB for NP0339132 (Heptanoyl-CoA)

3D PDB for NP0339132 (Heptanoyl-CoA)

SMILES for NP0339132 (Heptanoyl-CoA)

INCHI for NP0339132 (Heptanoyl-CoA)

Structure for NP0339132 (Heptanoyl-CoA)

3D Structure for NP0339132 (Heptanoyl-CoA)