Np mrd loader

Showing NP-Card for methylacrylyl-CoA (NP0339494)

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Record Information
Version2.0
Created at2024-09-11 22:06:55 UTC
Updated at2024-09-11 22:06:55 UTC
NP-MRD IDNP0339494
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethylacrylyl-CoA
Description methylacrylyl-CoA was first documented in 2000 (PMID: 10989419).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339494 (methylacrylyl-CoA)


  Mrv1652304272016532D          

 53 55  0  0  1  0            999 V2000
   26.1271   -2.9602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4597   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8722   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7922   -2.9602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.0472   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.3571   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3814   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6668   -7.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2380   -7.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -4.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2664   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -4.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4097   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2828   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1078   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2663   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7742   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4242   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0076   -2.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7372   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -5.2373    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -6.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9117   -2.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2473   -1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2393   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -4.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0678   -2.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -3.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2394   -4.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -4.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6682   -2.8447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8387   -7.0011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9821   -7.4137    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 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 52  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
Download

3D MOL for NP0339494 (methylacrylyl-CoA)

Download
3D SDF for NP0339494 (methylacrylyl-CoA)

  Mrv1652304272016532D          

 53 55  0  0  1  0            999 V2000
   26.1271   -2.9602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4597   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8722   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7922   -2.9602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.0472   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.3571   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3814   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6668   -7.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2380   -7.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -4.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2664   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -4.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4097   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2828   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1078   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2663   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7742   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4242   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0076   -2.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7372   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -5.2373    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -6.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9117   -2.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2473   -1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2393   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -4.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0678   -2.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -3.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2394   -4.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -4.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6682   -2.8447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8387   -7.0011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9821   -7.4137    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 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 52  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339494

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C(=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/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1

> <INCHI_KEY>
NPALUEYCDZWBOV-NDZSKPAWSA-N

> <FORMULA>
C25H40N7O17P3S

> <MOLECULAR_WEIGHT>
835.608

> <EXACT_MASS>
835.141423115

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
75.4920051535263

> <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)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-4.496442283481292

> <ALOGPS_LOGS>
-2.31

> <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>
181.2128

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methacrylyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339494 (methylacrylyl-CoA)
Download
PDB for NP0339494 (methylacrylyl-CoA)
HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      48.771  -5.526   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      47.525  -4.621   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      48.295  -6.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      46.279  -5.526   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      46.755  -6.990   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      49.200  -8.236   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      36.179 -13.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.565 -13.839   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      34.845 -13.839   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      33.511 -13.069   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      32.178 -13.839   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      34.898 -10.759   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.511 -11.529   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      34.898  -9.219   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      32.231  -9.219   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      33.564  -8.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.231  -6.909   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.128  -4.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.898  -6.139   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.668  -4.805   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.564  -6.909   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      32.230  -6.139   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      37.565  -6.139   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      40.645  -6.139   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      43.725  -6.139   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      39.105  -4.599   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      39.105  -7.679   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      42.185  -4.599   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      42.185  -7.679   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      39.105  -6.139   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      42.185  -6.139   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      44.814  -5.050   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      45.849  -8.236   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      44.309  -9.776   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      47.389  -9.776   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      45.849  -9.776   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      45.849 -11.316   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      50.235  -5.050   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      51.380  -6.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      50.862  -3.643   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      52.713  -5.310   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      51.380  -7.620   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      52.393  -3.804   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      54.047  -6.080   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      52.714  -8.390   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      54.047  -7.620   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      55.381  -5.310   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      38.899 -13.069   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      40.233 -15.379   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      40.233 -13.839   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      41.566 -11.529   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.566 -13.069   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      42.900 -13.839   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   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   52                                                  
CONECT   51   52                                                            
CONECT   52   50   51   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

Download
3D PDB for NP0339494 (methylacrylyl-CoA)
Download
SMILES for NP0339494 (methylacrylyl-CoA)
CC(=C)C(=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
Download
INCHI for NP0339494 (methylacrylyl-CoA)
InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1
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View in JSmol
Synonyms
ValueSource
2-Methylprop-2-enoyl-CoAChEBI
Methylacrylyl-CoAChEBI
S-Methacryloyl-CoAChEBI
S-Methacryloyl-coenzyme AChEBI
Methacrylyl-CoAKegg
coenzyme A, MethacrylylMeSH
Methacrylyl-coenzyme AChEBI
Methacryloyl-CoAHMDB
Methacryloyl-coenzyme AHMDB
Methacrylyl coenzyme AHMDB
Methylacrylyl-coenzyme AHMDB
Chemical FormulaC25H40N7O17P3S
Average Mass835.6080 Da
Monoisotopic Mass835.14142 Da
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Namemethacrylyl-coa
CAS Registry NumberNot Available
SMILES
CC(=C)C(=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/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1
InChI KeyNPALUEYCDZWBOV-NDZSKPAWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganic oxoanionic compounds  
Sub ClassOrganic pyrophosphates  
Direct ParentOrganic pyrophosphates  
Alternative Parents
Substituents
  • Organic pyrophosphate
    • 

  • Monoalkyl phosphate
    • 

  • Alkyl phosphate
    • 

  • Phosphoric acid ester
    • 

  • Organic phosphoric acid derivative
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.38ALOGPS
logP-4.5ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area363.63 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity181.21 m³·mol⁻¹ChemAxon
Polarizability75.49 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0001011  
DrugBank IDDB01675  
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030999  
KNApSAcK IDNot Available
Chemspider ID144985  
KEGG Compound IDC03460  
BioCyc IDMETHACRYLYL-COA  
BiGG IDNot Available
Wikipedia LinkMethacrylyl-CoA  
METLIN IDNot Available
PubChem Compound165390  
PDB IDNot Available
ChEBI ID27754  
Good Scents IDNot Available
References
General References
  1. Hawes JW, Harper ET: Synthesis of methacrylyl-CoA and (R)- and (S)-3-hydroxyisobutyryl-CoA. Methods Enzymol. 2000;324:73-9. doi: 10.1016/s0076-6879(00)24220-1. [PubMed:10989419  ] 
  2. Ishigure K, Shimomura Y, Murakami T, Kaneko T, Takeda S, Inoue S, Nomoto S, Koshikawa K, Nonami T, Nakao A: Human liver disease decreases methacrylyl-CoA hydratase and beta-hydroxyisobutyryl-CoA hydrolase activities in valine catabolism. Clin Chim Acta. 2001 Oct;312(1-2):115-21. doi: 10.1016/s0009-8981(01)00597-6. [PubMed:11580916  ]