data_2MC
# 
_chem_comp.id                                    2MC 
_chem_comp.name                                  "METHACRYLYL-COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H40 N7 O17 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        835.608 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2MC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1RX0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
2MC N1A    AN1  N 0 1 Y N N 45.368 -25.573 45.428 -12.011 1.445  -3.827 N1A    2MC 1  
2MC C2A    AC2  C 0 1 Y N N 46.390 -24.793 45.935 -11.487 2.410  -3.093 C2A    2MC 2  
2MC N3A    AN3  N 0 1 Y N N 47.587 -25.260 46.442 -10.390 2.243  -2.384 N3A    2MC 3  
2MC C4A    AC4  C 0 1 Y N N 47.707 -26.695 46.407 -9.760  1.073  -2.377 C4A    2MC 4  
2MC C5A    AC5  C 0 1 Y N N 46.739 -27.610 45.918 -10.275 0.015  -3.146 C5A    2MC 5  
2MC C6A    AC6  C 0 1 Y N N 45.503 -26.985 45.401 -11.448 0.243  -3.886 C6A    2MC 6  
2MC N6A    AN6  N 0 1 N N N 44.499 -27.706 44.904 -12.004 -0.763 -4.657 N6A    2MC 7  
2MC N7A    AN7  N 0 1 Y N N 47.193 -28.932 46.039 -9.451  -1.045 -2.968 N7A    2MC 8  
2MC C8A    AC8  C 0 1 Y N N 48.376 -28.815 46.572 -8.485  -0.713 -2.163 C8A    2MC 9  
2MC N9A    AN9  N 0 1 Y N N 48.773 -27.488 46.831 -8.629  0.585  -1.773 N9A    2MC 10 
2MC C1B    AC1* C 0 1 N N R 50.055 -26.970 47.425 -7.743  1.323  -0.869 C1B    2MC 11 
2MC C2B    AC2* C 0 1 N N R 50.210 -27.446 48.901 -8.216  1.183  0.600  C2B    2MC 12 
2MC O2B    AO2* O 0 1 N N N 49.466 -26.697 49.918 -9.199  2.171  0.916  O2B    2MC 13 
2MC C3B    AC3* C 0 1 N N S 51.754 -27.443 49.063 -6.905  1.435  1.390  C3B    2MC 14 
2MC O3B    AO3* O 0 1 N N N 52.195 -26.135 49.528 -6.845  2.791  1.839  O3B    2MC 15 
2MC P3B    AP3* P 0 1 N N N 53.326 -25.886 50.679 -6.718  2.743  3.444  P3B    2MC 16 
2MC O7A    AO7  O 0 1 N N N 52.521 -25.157 51.704 -6.514  4.237  4.010  O7A    2MC 17 
2MC O8A    AO8  O 0 1 N N N 53.822 -27.230 51.164 -8.059  2.111  4.070  O8A    2MC 18 
2MC O9A    AO9  O 0 1 N N N 54.309 -25.051 49.930 -5.555  1.909  3.822  O9A    2MC 19 
2MC C4B    AC4* C 0 1 N N R 52.319 -27.799 47.643 -5.790  1.150  0.364  C4B    2MC 20 
2MC O4B    AO4* O 0 1 N N N 51.237 -27.474 46.704 -6.425  0.733  -0.856 O4B    2MC 21 
2MC C5B    AC5* C 0 1 N N N 52.661 -29.323 47.498 -4.878  0.037  0.883  C5B    2MC 22 
2MC O5B    AO5* O 0 1 N N N 51.582 -30.117 48.031 -3.787  -0.145 -0.021 O5B    2MC 23 
2MC P1A    AP1  P 0 1 N N R 51.618 -31.510 48.747 -2.873  -1.325 0.584  P1A    2MC 24 
2MC O1A    AO1  O 0 1 N N N 52.612 -31.462 49.851 -3.706  -2.703 0.583  O1A    2MC 25 
2MC O2A    AO2  O 0 1 N N N 50.167 -31.766 49.078 -2.484  -0.985 1.971  O2A    2MC 26 
2MC O3A    AO3  O 0 1 N N N 52.087 -32.406 47.502 -1.551  -1.496 -0.318 O3A    2MC 27 
2MC P2A    AP2  P 0 1 N N S 51.794 -33.984 47.251 -0.514  -2.381 0.538  P2A    2MC 28 
2MC O4A    AO4  O 0 1 N N N 53.027 -34.562 46.621 -0.913  -3.936 0.422  O4A    2MC 29 
2MC O5A    AO5  O 0 1 N N N 51.426 -34.595 48.596 -0.564  -1.963 1.957  O5A    2MC 30 
2MC O6A    AO6  O 0 1 N N N 50.545 -34.125 46.212 0.976   -2.164 -0.033 O6A    2MC 31 
2MC CBP    PC11 C 0 1 N N N 48.162 -34.149 45.497 3.299   -2.712 0.347  CBP    2MC 32 
2MC CCP    PC12 C 0 1 N N N 49.220 -33.678 46.511 1.858   -2.877 0.836  CCP    2MC 33 
2MC CDP    PC13 C 0 1 N N N 48.093 -35.716 45.495 3.422   -3.268 -1.073 CDP    2MC 34 
2MC CEP    PC14 C 0 1 N N N 46.842 -33.591 45.971 3.671   -1.228 0.348  CEP    2MC 35 
2MC CAP    PC10 C 0 1 N N R 48.642 -33.594 44.028 4.244   -3.475 1.277  CAP    2MC 36 
2MC OAP    PO10 O 0 1 N N N 49.784 -34.325 43.432 3.813   -4.833 1.385  OAP    2MC 37 
2MC C9P    PC9  C 0 1 N N N 47.562 -33.634 42.920 5.642   -3.434 0.717  C9P    2MC 38 
2MC O9P    PO9  O 0 1 N N N 46.828 -32.650 42.748 6.120   -4.426 0.207  O9P    2MC 39 
2MC N8P    PN8  N 0 1 N N N 47.525 -34.842 42.197 6.361   -2.296 0.781  N8P    2MC 40 
2MC C7P    PC7  C 0 1 N N N 46.589 -35.107 41.117 7.704   -2.245 0.198  C7P    2MC 41 
2MC C6P    PC6  C 0 1 N N N 47.186 -34.486 39.855 8.297   -0.850 0.407  C6P    2MC 42 
2MC C5P    PC5  C 0 1 N N N 46.151 -34.029 38.848 9.679   -0.796 -0.193 C5P    2MC 43 
2MC O5P    PO5  O 0 1 N N N 45.163 -33.317 39.186 10.143  -1.777 -0.733 O5P    2MC 44 
2MC N4P    PN4  N 0 1 N N N 46.415 -34.475 37.561 10.398  0.342  -0.128 N4P    2MC 45 
2MC C3P    PC3  C 0 1 N N N 45.804 -33.799 36.457 11.741  0.394  -0.711 C3P    2MC 46 
2MC C2P    PC2  C 0 1 N N N 46.635 -33.745 35.202 12.334  1.789  -0.502 C2P    2MC 47 
2MC S1P    PS1  S 0 1 N N N 45.754 -32.660 34.041 13.993  1.853  -1.222 S1P    2MC 48 
2MC C1     C1   C 0 1 N N N 44.259 -33.465 33.430 14.425  3.520  -0.849 C1     2MC 49 
2MC O2     O2   O 0 1 N N N 43.935 -34.575 33.863 13.638  4.233  -0.256 O2     2MC 50 
2MC C2     C2   C 0 1 N N N 43.405 -32.749 32.362 15.735  4.049  -1.256 C2     2MC 51 
2MC C3     C3   C 0 1 N N N 42.290 -33.320 31.877 16.710  3.165  -1.991 C3     2MC 52 
2MC C2M    C2M  C 0 1 N N N 43.846 -31.365 31.847 16.061  5.307  -0.974 C2M    2MC 53 
2MC H2     H2   H 0 1 N N N 46.237 -23.701 45.935 -11.977 3.372  -3.074 H2     2MC 54 
2MC HN61   1HN6 H 0 0 N N N 44.285 -27.374 43.963 -11.584 -1.636 -4.692 HN61   2MC 55 
2MC HN62   2HN6 H 0 0 N N N 44.596 -28.721 44.885 -12.814 -0.594 -5.163 HN62   2MC 56 
2MC H8     H8   H 0 1 N N N 48.966 -29.724 46.778 -7.686  -1.369 -1.849 H8     2MC 57 
2MC "H1'"  H1*  H 0 1 N N N 49.999 -25.859 47.354 -7.691  2.373  -1.157 "H1'"  2MC 58 
2MC "H2'"  H2*  H 0 1 N N N 49.739 -28.440 49.082 -8.600  0.180  0.791  "H2'"  2MC 59 
2MC H3     H3   H 0 1 N N N 49.561 -26.987 50.818 -9.951  2.015  0.328  H3     2MC 60 
2MC "H3'"  H3*  H 0 1 N N N 52.118 -28.177 49.820 -6.830  0.751  2.234  "H3'"  2MC 61 
2MC HO8    HO8  H 0 1 N N N 54.480 -27.085 51.834 -8.791  2.683  3.800  HO8    2MC 62 
2MC HO9    HO9  H 0 1 N N N 54.967 -24.906 50.600 ?       ?      ?      HO9    2MC 63 
2MC "H4'"  H4*  H 0 1 N N N 53.263 -27.236 47.457 -5.208  2.055  0.189  "H4'"  2MC 64 
2MC "H5'1" 1H5* H 0 0 N N N 53.641 -29.579 47.964 -5.445  -0.891 0.960  "H5'1" 2MC 65 
2MC "H5'2" 2H5* H 0 0 N N N 52.906 -29.600 46.446 -4.494  0.311  1.866  "H5'2" 2MC 66 
2MC HO2    HO2  H 0 1 N N N 50.189 -32.611 49.512 ?       ?      ?      HO2    2MC 67 
2MC HO5    HO5  H 0 1 N N N 51.255 -35.518 48.449 ?       ?      ?      HO5    2MC 68 
2MC H121   1H12 H 0 0 N N N 49.195 -32.568 46.618 1.594   -3.935 0.836  H121   2MC 69 
2MC H122   2H12 H 0 0 N N N 48.930 -33.973 47.547 1.770   -2.481 1.848  H122   2MC 70 
2MC H131   1H13 H 0 0 N N N 47.911 -36.130 46.514 3.157   -4.325 -1.074 H131   2MC 71 
2MC H132   2H13 H 0 0 N N N 47.327 -36.057 44.761 2.749   -2.724 -1.736 H132   2MC 72 
2MC H133   3H13 H 0 0 N N N 49.090 -36.180 45.308 4.448   -3.150 -1.421 H133   2MC 73 
2MC H141   1H14 H 0 0 N N N 46.855 -32.485 46.116 4.645   -1.097 -0.122 H141   2MC 74 
2MC H142   2H14 H 0 0 N N N 46.076 -33.932 45.237 2.920   -0.665 -0.207 H142   2MC 75 
2MC H143   3H14 H 0 0 N N N 46.598 -33.864 47.024 3.711   -0.864 1.375  H143   2MC 76 
2MC H1     H1   H 0 1 N N N 48.910 -32.547 44.301 4.235   -3.012 2.264  H1     2MC 77 
2MC H10    H10  H 0 1 N N N 50.062 -34.004 42.582 3.836   -5.205 0.492  H10    2MC 78 
2MC HN8    HN8  H 0 1 N N N 48.204 -35.554 42.467 5.990   -1.512 1.214  HN8    2MC 79 
2MC H71    1H7  H 0 1 N N N 45.555 -34.752 41.335 7.646   -2.459 -0.869 H71    2MC 80 
2MC H72    2H7  H 0 1 N N N 46.345 -36.189 41.002 8.340   -2.986 0.684  H72    2MC 81 
2MC H61    1H6  H 0 1 N N N 47.913 -35.185 39.380 8.356   -0.635 1.474  H61    2MC 82 
2MC H62    2H6  H 0 1 N N N 47.874 -33.649 40.118 7.662   -0.109 -0.078 H62    2MC 83 
2MC HN4    HN4  H 0 1 N N N 47.037 -35.273 37.431 10.026  1.126  0.305  HN4    2MC 84 
2MC H31    1H3  H 0 1 N N N 45.496 -32.771 36.759 11.683  0.179  -1.778 H31    2MC 85 
2MC H32    2H3  H 0 1 N N N 44.806 -34.245 36.238 12.376  -0.347 -0.226 H32    2MC 86 
2MC H21    1H2  H 0 1 N N N 46.861 -34.752 34.779 12.392  2.003  0.565  H21    2MC 87 
2MC H22    2H2  H 0 1 N N N 47.689 -33.431 35.385 11.698  2.530  -0.987 H22    2MC 88 
2MC H11    1H1  H 0 1 N N N 41.680 -32.808 31.114 16.954  2.301  -1.373 H11    2MC 89 
2MC H12    2H1  H 0 1 N N N 41.974 -34.310 32.246 16.261  2.828  -2.925 H12    2MC 90 
2MC H2M1   1H2M H 0 0 N N N 44.894 -31.440 31.475 ?       ?      ?      H2M1   2MC 91 
2MC H2M2   2H2M H 0 0 N N N 43.229 -30.848 31.076 17.023  5.696  -1.273 H2M2   2MC 92 
2MC H2M3   3H2M H 0 0 N N N 43.972 -30.683 32.720 15.363  5.941  -0.447 H2M3   2MC 93 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
2MC N1A C2A    DOUB Y N 1  
2MC N1A C6A    SING Y N 2  
2MC C2A N3A    SING Y N 3  
2MC C2A H2     SING N N 4  
2MC N3A C4A    DOUB Y N 5  
2MC C4A C5A    SING Y N 6  
2MC C4A N9A    SING Y N 7  
2MC C5A C6A    DOUB Y N 8  
2MC C5A N7A    SING Y N 9  
2MC C6A N6A    SING N N 10 
2MC N6A HN61   SING N N 11 
2MC N6A HN62   SING N N 12 
2MC N7A C8A    DOUB Y N 13 
2MC C8A N9A    SING Y N 14 
2MC C8A H8     SING N N 15 
2MC N9A C1B    SING N N 16 
2MC C1B C2B    SING N N 17 
2MC C1B O4B    SING N N 18 
2MC C1B "H1'"  SING N N 19 
2MC C2B O2B    SING N N 20 
2MC C2B C3B    SING N N 21 
2MC C2B "H2'"  SING N N 22 
2MC O2B H3     SING N N 23 
2MC C3B O3B    SING N N 24 
2MC C3B C4B    SING N N 25 
2MC C3B "H3'"  SING N N 26 
2MC O3B P3B    SING N N 27 
2MC P3B O7A    DOUB N N 28 
2MC P3B O8A    SING N N 29 
2MC P3B O9A    SING N N 30 
2MC O8A HO8    SING N N 31 
2MC O9A HO9    SING N N 32 
2MC C4B O4B    SING N N 33 
2MC C4B C5B    SING N N 34 
2MC C4B "H4'"  SING N N 35 
2MC C5B O5B    SING N N 36 
2MC C5B "H5'1" SING N N 37 
2MC C5B "H5'2" SING N N 38 
2MC O5B P1A    SING N N 39 
2MC P1A O1A    DOUB N N 40 
2MC P1A O2A    SING N N 41 
2MC P1A O3A    SING N N 42 
2MC O2A HO2    SING N N 43 
2MC O3A P2A    SING N N 44 
2MC P2A O4A    DOUB N N 45 
2MC P2A O5A    SING N N 46 
2MC P2A O6A    SING N N 47 
2MC O5A HO5    SING N N 48 
2MC O6A CCP    SING N N 49 
2MC CBP CCP    SING N N 50 
2MC CBP CDP    SING N N 51 
2MC CBP CEP    SING N N 52 
2MC CBP CAP    SING N N 53 
2MC CCP H121   SING N N 54 
2MC CCP H122   SING N N 55 
2MC CDP H131   SING N N 56 
2MC CDP H132   SING N N 57 
2MC CDP H133   SING N N 58 
2MC CEP H141   SING N N 59 
2MC CEP H142   SING N N 60 
2MC CEP H143   SING N N 61 
2MC CAP OAP    SING N N 62 
2MC CAP C9P    SING N N 63 
2MC CAP H1     SING N N 64 
2MC OAP H10    SING N N 65 
2MC C9P O9P    DOUB N N 66 
2MC C9P N8P    SING N N 67 
2MC N8P C7P    SING N N 68 
2MC N8P HN8    SING N N 69 
2MC C7P C6P    SING N N 70 
2MC C7P H71    SING N N 71 
2MC C7P H72    SING N N 72 
2MC C6P C5P    SING N N 73 
2MC C6P H61    SING N N 74 
2MC C6P H62    SING N N 75 
2MC C5P O5P    DOUB N N 76 
2MC C5P N4P    SING N N 77 
2MC N4P C3P    SING N N 78 
2MC N4P HN4    SING N N 79 
2MC C3P C2P    SING N N 80 
2MC C3P H31    SING N N 81 
2MC C3P H32    SING N N 82 
2MC C2P S1P    SING N N 83 
2MC C2P H21    SING N N 84 
2MC C2P H22    SING N N 85 
2MC S1P C1     SING N N 86 
2MC C1  O2     DOUB N N 87 
2MC C1  C2     SING N N 88 
2MC C2  C3     DOUB N N 89 
2MC C2  C2M    SING N N 90 
2MC C3  H11    SING N N 91 
2MC C3  H12    SING N N 92 
2MC C2M H2M1   SING N N 93 
2MC C2M H2M2   SING N N 94 
2MC C2M H2M3   SING N N 95 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
2MC SMILES           ACDLabs              10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O)\C(=C)C 
2MC InChI            InChI                1.02b 
;InChI=1/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/f/h27-28,38-39,41,43H,26H2
;
2MC InChIKey         InChI                1.02b NPALUEYCDZWBOV-GQJYTBCYDC 
2MC SMILES_CANONICAL CACTVS               3.341 CC(=C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
2MC SMILES           CACTVS               3.341 CC(=C)C(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
2MC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=C)C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O 
2MC SMILES           "OpenEye OEToolkits" 1.5.0 CC(=C)C(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
2MC "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(9R,13S,15R)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 2-methylprop-2-enethioate (non-preferred name)
;
2MC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[3-[[(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-butanoyl]amino]propanoylamino]ethyl] 2-methylprop-2-enethioate" 
# 
