NP-MRD: Showing NP-Card for oxalyl-CoA (NP0339928)

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Record Information

Version

2.0

Created at

2024-09-12 00:16:11 UTC

Updated at

2024-09-12 00:16:12 UTC

NP-MRD ID

NP0339928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

oxalyl-CoA

Description

oxalyl-CoA was first documented in 2023 (PMID: 37748563). Based on a literature review a small amount of articles have been published on oxalyl-CoA (PMID: 39117668) (PMID: 39117614) (PMID: 38256222) (PMID: 38217756).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302482D          

 53 55  0  0  0  0            999 V2000
    6.1771   -7.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   -8.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791   -9.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9080   -8.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6225   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3370   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0514   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0514   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7659   -8.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4804   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1948   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9093   -8.2369    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6238   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6238   -9.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3382   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0527   -8.6494    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.3382   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -7.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3357   -8.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212   -7.8244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -7.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9067   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922   -7.8244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797   -7.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -8.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633   -7.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0374   -9.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -9.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042  -10.4164    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028  -10.2449    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2111  -10.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326  -11.2234    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8444   -9.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799   -9.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2569   -8.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -7.9013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -8.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2968   -7.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8489   -7.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -7.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -6.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870   -6.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -6.9291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -8.7057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294   -9.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047   -8.5389    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.2087   -8.5389    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 34 37  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 31 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 43 49  1  0  0  0  0
 44 50  1  0  0  0  0
 50 51  2  0  0  0  0
 42 51  1  0  0  0  0
 27 52  1  0  0  0  0
 24 53  1  0  0  0  0
M  CHG  5  20  -1  35  -1  37  -1  52  -1  53  -1
M  END


  Mrv2104 05272302482D          

 53 55  0  0  0  0            999 V2000
    6.1771   -7.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   -8.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791   -9.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9080   -8.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6225   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3370   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0514   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0514   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7659   -8.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4804   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1948   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9093   -8.2369    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6238   -8.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6238   -9.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3382   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0527   -8.6494    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.3382   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -7.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3357   -8.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212   -7.8244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -7.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9067   -7.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922   -7.8244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797   -7.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -8.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633   -7.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -8.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0374   -9.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -9.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042  -10.4164    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028  -10.2449    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2111  -10.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326  -11.2234    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8444   -9.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799   -9.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2569   -8.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -7.9013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -8.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2968   -7.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8489   -7.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -7.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -6.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870   -6.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -6.9291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -8.7057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294   -9.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047   -8.5389    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.2087   -8.5389    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 34 37  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 31 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 43 49  1  0  0  0  0
 44 50  1  0  0  0  0
 50 51  2  0  0  0  0
 42 51  1  0  0  0  0
 27 52  1  0  0  0  0
 24 53  1  0  0  0  0
M  CHG  5  20  -1  35  -1  37  -1  52  -1  53  -1
M  END
> <DATABASE_ID>
NP0339928

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C23H36N7O19P3S/c1-23(2,16(33)19(34)26-4-3-12(31)25-5-6-53-22(37)21(35)36)8-46-52(43,44)49-51(41,42)45-7-11-15(48-50(38,39)40)14(32)20(47-11)30-10-29-13-17(24)27-9-28-18(13)30/h9-11,14-16,20,32-33H,3-8H2,1-2H3,(H,25,31)(H,26,34)(H,35,36)(H,41,42)(H,43,44)(H2,24,27,28)(H2,38,39,40)/p-5

> <INCHI_KEY>
QVXMZFTWJVBUHP-UHFFFAOYNA-I

> <FORMULA>
C23H31N7O19P3S

> <MOLECULAR_WEIGHT>
834.52

> <EXACT_MASS>
834.063571874

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
71.8939541399208

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({2-[3-(4-{[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)(oxido)phosphoryl]oxy}-2-hydroxy-3,3-dimethylbutanamido)propanamido]ethyl}sulfanyl)-2-oxoacetate

> <JCHEM_LOGP>
-5.902896513112106

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
0.8606812287986286

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8197940258462566

> <JCHEM_PKA_STRONGEST_BASIC>
4.889497885611101

> <JCHEM_POLAR_SURFACE_AREA>
415.0799999999999

> <JCHEM_REFRACTIVITY>
180.35320000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-(3-{4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy(oxido)phosphoryl)oxy]-2-hydroxy-3,3-dimethylbutanamido}propanamido)ethyl]sulfanyl}-2-oxoacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      11.531 -14.042   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.761 -15.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.991 -16.709   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.094 -16.146   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.094 -17.686   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.428 -15.376   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.428 -13.836   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      14.762 -16.146   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      16.095 -15.376   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.429 -16.146   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.763 -15.376   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      18.763 -13.836   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      20.096 -16.146   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      21.430 -15.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.764 -16.146   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0      24.097 -15.376   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0      25.431 -16.146   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      25.431 -17.686   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      26.765 -15.376   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      28.098 -16.146   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      26.765 -13.836   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.427 -14.606   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.093 -15.376   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0       6.760 -14.606   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0       7.530 -13.272   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.426 -13.836   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0       4.092 -14.606   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0       3.322 -13.272   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.759 -15.376   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.425 -14.606   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.091 -15.376   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.070 -16.907   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.075 -17.938   0.000  0.00  0.00           O+0
HETATM   34  P   UNK     0       0.754 -19.444   0.000  0.00  0.00           P+0
HETATM   35  O   UNK     0      -0.752 -19.124   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0       2.261 -19.764   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.434 -20.950   0.000  0.00  0.00           O-1
HETATM   38  C   UNK     0      -1.576 -17.227   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.203 -18.634   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -2.346 -15.894   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.316 -14.749   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      -3.878 -15.733   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      -4.648 -14.399   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -6.154 -14.719   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -7.185 -13.575   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      -8.691 -13.895   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      -6.709 -12.110   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      -5.202 -11.790   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      -4.172 -12.934   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0      -6.315 -16.251   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0      -4.908 -16.877   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       4.862 -15.939   0.000  0.00  0.00           O-1
HETATM   53  O   UNK     0       5.990 -15.939   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4   22                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    2   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   53                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   52                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   41                                                  
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34                                                            
CONECT   38   32   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40   31                                                       
CONECT   42   40   43   51                                                  
CONECT   43   42   44   49                                                  
CONECT   44   43   45   50                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   43                                                       
CONECT   50   44   51                                                       
CONECT   51   50   42                                                       
CONECT   52   27                                                            
CONECT   53   24                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁N₇O₁₉P₃S

Average Mass

834.5200 Da

Monoisotopic Mass

834.06357 Da

IUPAC Name

2-({2-[3-(4-{[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)(oxido)phosphoryl]oxy}-2-hydroxy-3,3-dimethylbutanamido)propanamido]ethyl}sulfanyl)-2-oxoacetate

Traditional Name

2-{[2-(3-{4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy(oxido)phosphoryl)oxy]-2-hydroxy-3,3-dimethylbutanamido}propanamido)ethyl]sulfanyl}-2-oxoacetate

CAS Registry Number

Not Available

SMILES

CC(C)(COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C([O-])=O

InChI Identifier

InChI=1/C23H36N7O19P3S/c1-23(2,16(33)19(34)26-4-3-12(31)25-5-6-53-22(37)21(35)36)8-46-52(43,44)49-51(41,42)45-7-11-15(48-50(38,39)40)14(32)20(47-11)30-10-29-13-17(24)27-9-28-18(13)30/h9-11,14-16,20,32-33H,3-8H2,1-2H3,(H,25,31)(H,26,34)(H,35,36)(H,41,42)(H,43,44)(H2,24,27,28)(H2,38,39,40)/p-5

InChI Key

QVXMZFTWJVBUHP-UHFFFAOYNA-I

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-5.9	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.89	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	415.08 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	180.35 m³·mol⁻¹	ChemAxon
Polarizability	71.89 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Edwards A, Jiang Z, Nepogodiev S, Rejzek M, Martin C, Emmrich PMF: Reply to: LsBOS utilizes oxalyl-CoA produced by LsAAE3 to synthesize beta-ODAP in grass pea. Nat Commun. 2024 Aug 8;15(1):6714. doi: 10.1038/s41467-024-50705-2. [PubMed:39117668 ]
Goldsmith M, Avram L, Brandis A, Mehlman T, Ben-Dor S, Peleg Y, Ben-Zeev E, Barbole RS, Reich Z: LsBOS utilizes oxalyl-CoA produced by LsAAE3 to synthesize beta-ODAP in grass pea. Nat Commun. 2024 Aug 8;15(1):6715. doi: 10.1038/s41467-024-50703-4. [PubMed:39117614 ]
Cheng N, Nakata PA: Disruption of the Arabidopsis Acyl-Activating Enzyme 3 Impairs Seed Coat Mucilage Accumulation and Seed Germination. Int J Mol Sci. 2024 Jan 17;25(2):1149. doi: 10.3390/ijms25021149. [PubMed:38256222 ]
Youssef HIA: Detection of oxalyl-CoA decarboxylase (oxc) and formyl-CoA transferase (frc) genes in novel probiotic isolates capable of oxalate degradation in vitro. Folia Microbiol (Praha). 2024 Apr;69(2):423-432. doi: 10.1007/s12223-024-01128-5. Epub 2024 Jan 13. [PubMed:38217756 ]
Huang D, Wang X, Liu WB, Ye BC: Remodeling metabolism of Corynebacterium glutamicum for high-level dencichine production. Bioresour Technol. 2023 Nov;388:129800. doi: 10.1016/j.biortech.2023.129800. Epub 2023 Sep 23. [PubMed:37748563 ]

Showing NP-Card for oxalyl-CoA (NP0339928)

MOL for NP0339928 (oxalyl-CoA)

3D MOL for NP0339928 (oxalyl-CoA)

3D SDF for NP0339928 (oxalyl-CoA)

3D-SDF for NP0339928 (oxalyl-CoA)

PDB for NP0339928 (oxalyl-CoA)

3D PDB for NP0339928 (oxalyl-CoA)

SMILES for NP0339928 (oxalyl-CoA)

INCHI for NP0339928 (oxalyl-CoA)

Structure for NP0339928 (oxalyl-CoA)

3D Structure for NP0339928 (oxalyl-CoA)