data_MC4
# 
_chem_comp.id                                    MC4 
_chem_comp.name                                  "2-METHYLACETOACETYL COA" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C26 H41 N7 O18 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2011-05-16 
_chem_comp.pdbx_modified_date                    2012-03-23 
_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                        864.626 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MC4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2YIM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
MC4 C1   C1   C 0  1 N N N 123.632 27.189 48.376 -13.715 -2.114 -1.139 C1   MC4 1  
MC4 O1   O1   O -1 1 N N N 123.784 28.413 48.348 -13.373 -1.577 -2.329 O1   MC4 2  
MC4 C2   C2   C 0  1 N N N 124.651 26.371 48.905 -14.838 -2.911 -1.039 C2   MC4 3  
MC4 C3   C3   C 0  1 N N N 124.550 24.835 48.993 -15.190 -3.465 0.187  C3   MC4 4  
MC4 O3   O3   O 0  1 N N N 125.656 24.180 49.446 -14.508 -3.248 1.171  O3   MC4 5  
MC4 C4   C4   C 0  1 N N N 123.416 24.119 48.635 -16.415 -4.335 0.296  C4   MC4 6  
MC4 N1A  N1A  N 0  1 Y N N 110.472 16.555 37.529 6.868   -7.522 1.067  N1A  MC4 7  
MC4 O1A  O1A  O 0  1 N N N 116.812 25.730 38.456 3.917   2.034  -2.780 O1A  MC4 8  
MC4 P1A  P1A  P 0  1 N N N 117.486 25.074 37.274 4.207   2.542  -1.281 P1A  MC4 9  
MC4 C1B  C1B  C 0  1 N N R 113.674 20.493 36.328 6.896   -2.362 0.472  C1B  MC4 10 
MC4 S1P  S1P  S 0  1 N N N 122.096 26.529 47.797 -12.724 -1.806 0.284  S1P  MC4 11 
MC4 C2A  C2A  C 0  1 Y N N 111.028 16.889 36.340 7.333   -6.599 1.889  C2A  MC4 12 
MC4 O2A  O2A  O 0  1 N N N 118.054 26.178 36.137 5.012   3.783  -1.327 O2A  MC4 13 
MC4 P2A  P2A  P 0  1 N N N 120.202 24.087 37.559 1.720   4.015  -0.624 P2A  MC4 14 
MC4 C2B  C2B  C 0  1 N N R 113.075 21.827 35.930 8.342   -1.988 0.078  C2B  MC4 15 
MC4 O2B  O2B  O 0  1 N N N 111.996 21.676 35.004 9.247   -2.307 1.136  O2B  MC4 16 
MC4 C2P  C2P  C 0  1 N N N 121.435 27.948 46.889 -11.452 -0.743 -0.443 C2P  MC4 17 
MC4 N3A  N3A  N 0  1 Y N N 111.847 17.948 36.160 7.276   -5.313 1.612  N3A  MC4 18 
MC4 O3A  O3A  O 0  1 N N N 118.610 24.062 37.839 2.812   2.835  -0.533 O3A  MC4 19 
MC4 C3B  C3B  C 0  1 N N S 114.268 22.521 35.310 8.286   -0.461 -0.150 C3B  MC4 20 
MC4 O3B  O3B  O 0  1 N N N 114.381 22.117 33.944 9.155   0.213  0.762  O3B  MC4 21 
MC4 P3B  P3B  P 0  1 N N N 114.634 23.160 32.741 10.362  1.164  0.282  P3B  MC4 22 
MC4 C3P  C3P  C 0  1 N N N 121.658 27.834 45.385 -10.448 -0.336 0.638  C3P  MC4 23 
MC4 C4A  C4A  C 0  1 Y N N 112.157 18.739 37.199 6.738   -4.889 0.474  C4A  MC4 24 
MC4 O4A  O4A  O 0  1 N N N 120.596 24.489 35.970 1.449   4.327  -2.045 O4A  MC4 25 
MC4 C4B  C4B  C 0  1 N N R 115.445 21.986 36.117 6.813   -0.093 0.133  C4B  MC4 26 
MC4 O4B  O4B  O 0  1 N N N 115.006 20.786 36.757 6.077   -1.315 -0.093 O4B  MC4 27 
MC4 N4P  N4P  N 0  1 N N N 120.981 28.893 44.654 -9.418  0.524  0.050  N4P  MC4 28 
MC4 C52  C52  C 0  1 N N N 125.934 27.046 49.413 -15.682 -3.180 -2.258 C52  MC4 29 
MC4 C5A  C5A  C 0  1 Y N N 111.592 18.434 38.510 6.229   -5.832 -0.435 C5A  MC4 30 
MC4 O5A  O5A  O 0  1 N N N 120.757 22.755 37.987 2.288   5.328  0.114  O5A  MC4 31 
MC4 C5B  C5B  C 0  1 N N N 115.894 22.964 37.196 6.342   0.998  -0.830 C5B  MC4 32 
MC4 O5B  O5B  O 0  1 N N N 116.439 24.102 36.543 5.018   1.406  -0.477 O5B  MC4 33 
MC4 C5P  C5P  C 0  1 N N N 119.654 28.921 44.496 -8.423  1.007  0.819  C5P  MC4 34 
MC4 O5P  O5P  O 0  1 N N N 118.904 28.068 44.955 -8.379  0.729  1.999  O5P  MC4 35 
MC4 C6A  C6A  C 0  1 Y N N 110.695 17.265 38.651 6.312   -7.193 -0.094 C6A  MC4 36 
MC4 N6A  N6A  N 0  1 N N N 110.139 16.923 39.838 5.828   -8.168 -0.949 N6A  MC4 37 
MC4 O6A  O6A  O 0  1 N N N 120.733 25.244 38.539 0.358   3.542  0.092  O6A  MC4 38 
MC4 C6P  C6P  C 0  1 N N N 119.114 30.099 43.717 -7.364  1.891  0.214  C6P  MC4 39 
MC4 N7A  N7A  N 0  1 Y N N 112.021 19.336 39.393 5.746   -5.144 -1.497 N7A  MC4 40 
MC4 O7A  O7A  O 0  1 N N N 113.695 24.340 32.849 9.763   2.449  -0.481 O7A  MC4 41 
MC4 C7P  C7P  C 0  1 N N N 117.995 29.690 42.757 -6.360  2.298  1.295  C7P  MC4 42 
MC4 C8A  C8A  C 0  1 Y N N 112.818 20.178 38.700 5.922   -3.869 -1.303 C8A  MC4 43 
MC4 O8A  O8A  O 0  1 N N N 116.247 23.674 32.794 11.207  1.648  1.565  O8A  MC4 44 
MC4 N8P  N8P  N 0  1 N N N 118.291 28.485 41.993 -5.330  3.158  0.706  N8P  MC4 45 
MC4 N9A  N9A  N 0  1 Y N N 112.901 19.825 37.396 6.530   -3.660 -0.101 N9A  MC4 46 
MC4 O9A  O9A  O 0  1 N N N 114.358 22.363 31.268 11.247  0.413  -0.636 O9A  MC4 47 
MC4 C9P  C9P  C 0  1 N N N 119.156 28.447 40.973 -4.335  3.641  1.476  C9P  MC4 48 
MC4 O9P  O9P  O 0  1 N N N 119.771 29.428 40.577 -4.341  3.440  2.672  O9P  MC4 49 
MC4 CAP  CAP  C 0  1 N N R 119.336 27.108 40.295 -3.213  4.429  0.850  CAP  MC4 50 
MC4 OAP  OAP  O 0  1 N N N 118.226 26.258 40.640 -3.559  4.763  -0.496 OAP  MC4 51 
MC4 CBP  CBP  C 0  1 N N N 120.670 26.416 40.640 -1.935  3.589  0.854  CBP  MC4 52 
MC4 CCP  CCP  C 0  1 N N N 120.703 25.060 39.952 -0.836  4.327  0.088  CCP  MC4 53 
MC4 CDP  CDP  C 0  1 N N N 120.800 26.184 42.139 -1.482  3.356  2.297  CDP  MC4 54 
MC4 CEP  CEP  C 0  1 N N N 121.858 27.239 40.152 -2.208  2.241  0.182  CEP  MC4 55 
MC4 H4   H4   H 0  1 N N N 122.804 23.930 49.529 -16.142 -5.374 0.111  H4   MC4 56 
MC4 H4A  H4A  H 0  1 N N N 122.831 24.699 47.906 -16.838 -4.244 1.297  H4A  MC4 57 
MC4 H4B  H4B  H 0  1 N N N 123.715 23.160 48.186 -17.153 -4.017 -0.440 H4B  MC4 58 
MC4 HO1A HO1A H 0  0 N N N 117.448 25.868 39.148 3.393   1.223  -2.827 HO1A MC4 59 
MC4 H1B  H1B  H 0  1 N N N 113.659 19.789 35.483 6.790   -2.384 1.556  H1B  MC4 60 
MC4 H2A  H2A  H 0  1 N N N 110.803 16.271 35.483 7.776   -6.910 2.823  H2A  MC4 61 
MC4 H2B  H2B  H 0  1 N N N 112.624 22.381 36.766 8.632   -2.501 -0.839 H2B  MC4 62 
MC4 HO2B HO2B H 0  0 N N N 111.173 21.643 35.478 9.276   -3.247 1.360  HO2B MC4 63 
MC4 H2P  H2P  H 0  1 N N N 120.353 28.009 47.077 -10.934 -1.285 -1.234 H2P  MC4 64 
MC4 H2PA H2PA H 0  0 N N N 121.963 28.847 47.240 -11.918 0.150  -0.859 H2PA MC4 65 
MC4 H3B  H3B  H 0  1 N N N 114.205 23.619 35.327 8.549   -0.219 -1.180 H3B  MC4 66 
MC4 H3P  H3P  H 0  1 N N N 122.737 27.901 45.183 -10.966 0.206  1.429  H3P  MC4 67 
MC4 H3PA H3PA H 0  0 N N N 121.246 26.870 45.050 -9.981  -1.229 1.055  H3PA MC4 68 
MC4 H4BA H4BA H 0  0 N N N 116.295 21.820 35.439 6.695   0.235  1.166  H4BA MC4 69 
MC4 HN4P HN4P H 0  0 N N N 121.529 29.628 44.254 -9.453  0.746  -0.894 HN4P MC4 70 
MC4 H52  H52  H 0  1 N N N 126.622 27.207 48.570 -15.316 -4.074 -2.763 H52  MC4 71 
MC4 H52A H52A H 0  0 N N N 125.682 28.014 49.871 -16.718 -3.332 -1.956 H52A MC4 72 
MC4 HO5A HO5A H 0  0 N N N 120.874 22.200 37.225 2.488   5.197  1.051  HO5A MC4 73 
MC4 H5B  H5B  H 0  1 N N N 115.037 23.260 37.819 7.014   1.854  -0.767 H5B  MC4 74 
MC4 H5BA H5BA H 0  0 N N N 116.645 22.498 37.851 6.343   0.609  -1.848 H5BA MC4 75 
MC4 HN6A HN6A H 0  0 N N N 110.856 16.839 40.530 5.892   -9.104 -0.703 HN6A MC4 76 
MC4 HN6B HN6B H 0  0 N N N 109.488 17.629 40.117 5.425   -7.915 -1.794 HN6B MC4 77 
MC4 H6P  H6P  H 0  1 N N N 118.714 30.837 44.428 -6.846  1.349  -0.577 H6P  MC4 78 
MC4 H6PA H6PA H 0  0 N N N 119.937 30.519 43.120 -7.831  2.784  -0.203 H6PA MC4 79 
MC4 HO7A HO7A H 0  0 N N N 113.498 24.506 33.763 9.172   2.989  0.062  HO7A MC4 80 
MC4 H7P  H7P  H 0  1 N N N 117.087 29.504 43.350 -6.878  2.840  2.086  H7P  MC4 81 
MC4 H7PA H7PA H 0  0 N N N 117.872 30.510 42.034 -5.893  1.406  1.711  H7PA MC4 82 
MC4 H8A  H8A  H 0  1 N N N 113.326 21.027 39.133 5.629   -3.091 -1.992 H8A  MC4 83 
MC4 HO8A HO8A H 0  0 N N N 116.578 23.770 31.909 11.952  2.226  1.351  HO8A MC4 84 
MC4 HN8P HN8P H 0  0 N N N 117.821 27.639 42.245 -5.365  3.381  -0.237 HN8P MC4 85 
MC4 HAP  HAP  H 0  1 N N N 119.365 27.290 39.211 -3.049  5.343  1.421  HAP  MC4 86 
MC4 HOAP HOAP H 0  0 N N N 118.247 26.071 41.571 -3.720  3.997  -1.062 HOAP MC4 87 
MC4 HCP  HCP  H 0  1 N N N 119.805 24.487 40.228 -0.641  5.287  0.567  HCP  MC4 88 
MC4 HCPA HCPA H 0  0 N N N 121.601 24.510 40.269 -1.158  4.493  -0.940 HCPA MC4 89 
MC4 HDP  HDP  H 0  1 N N N 120.831 25.103 42.342 -2.231  2.762  2.821  HDP  MC4 90 
MC4 HDPA HDPA H 0  0 N N N 121.726 26.652 42.503 -0.531  2.824  2.298  HDPA MC4 91 
MC4 HDPB HDPB H 0  0 N N N 119.936 26.629 42.655 -1.363  4.315  2.800  HDPB MC4 92 
MC4 HEP  HEP  H 0  1 N N N 121.750 27.437 39.075 -2.530  2.407  -0.846 HEP  MC4 93 
MC4 HEPA HEPA H 0  0 N N N 121.892 28.193 40.699 -1.297  1.643  0.185  HEPA MC4 94 
MC4 HEPB HEPB H 0  0 N N N 122.789 26.680 40.330 -2.991  1.715  0.728  HEPB MC4 95 
MC4 H52B H52B H 0  0 N N N 126.416 26.400 50.161 -15.622 -2.329 -2.937 H52B MC4 96 
# 
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 
MC4 S1P C1   SING N Z 1  
MC4 O1  C1   SING N N 2  
MC4 C1  C2   DOUB N N 3  
MC4 C2  C3   SING N N 4  
MC4 C2  C52  SING N N 5  
MC4 C4  C3   SING N N 6  
MC4 C3  O3   DOUB N N 7  
MC4 C4  H4   SING N N 8  
MC4 C4  H4A  SING N N 9  
MC4 C4  H4B  SING N N 10 
MC4 C2A N1A  DOUB Y N 11 
MC4 N1A C6A  SING Y N 12 
MC4 P1A O1A  SING N N 13 
MC4 O1A HO1A SING N N 14 
MC4 O2A P1A  DOUB N N 15 
MC4 O5B P1A  SING N N 16 
MC4 P1A O3A  SING N N 17 
MC4 C2B C1B  SING N N 18 
MC4 C1B O4B  SING N N 19 
MC4 C1B N9A  SING N N 20 
MC4 C1B H1B  SING N N 21 
MC4 C2P S1P  SING N N 22 
MC4 N3A C2A  SING Y N 23 
MC4 C2A H2A  SING N N 24 
MC4 O4A P2A  DOUB N N 25 
MC4 P2A O3A  SING N N 26 
MC4 P2A O5A  SING N N 27 
MC4 P2A O6A  SING N N 28 
MC4 O2B C2B  SING N N 29 
MC4 C3B C2B  SING N N 30 
MC4 C2B H2B  SING N N 31 
MC4 O2B HO2B SING N N 32 
MC4 C3P C2P  SING N N 33 
MC4 C2P H2P  SING N N 34 
MC4 C2P H2PA SING N N 35 
MC4 N3A C4A  DOUB Y N 36 
MC4 O3B C3B  SING N N 37 
MC4 C3B C4B  SING N N 38 
MC4 C3B H3B  SING N N 39 
MC4 P3B O3B  SING N N 40 
MC4 O9A P3B  DOUB N N 41 
MC4 P3B O8A  SING N N 42 
MC4 P3B O7A  SING N N 43 
MC4 N4P C3P  SING N N 44 
MC4 C3P H3P  SING N N 45 
MC4 C3P H3PA SING N N 46 
MC4 C4A N9A  SING Y N 47 
MC4 C4A C5A  SING Y N 48 
MC4 C4B O4B  SING N N 49 
MC4 C4B C5B  SING N N 50 
MC4 C4B H4BA SING N N 51 
MC4 C5P N4P  SING N N 52 
MC4 N4P HN4P SING N N 53 
MC4 C52 H52  SING N N 54 
MC4 C52 H52A SING N N 55 
MC4 C52 H52B SING N N 56 
MC4 C5A C6A  DOUB Y N 57 
MC4 C5A N7A  SING Y N 58 
MC4 O5A HO5A SING N N 59 
MC4 O5B C5B  SING N N 60 
MC4 C5B H5B  SING N N 61 
MC4 C5B H5BA SING N N 62 
MC4 C6P C5P  SING N N 63 
MC4 C5P O5P  DOUB N N 64 
MC4 C6A N6A  SING N N 65 
MC4 N6A HN6A SING N N 66 
MC4 N6A HN6B SING N N 67 
MC4 O6A CCP  SING N N 68 
MC4 C7P C6P  SING N N 69 
MC4 C6P H6P  SING N N 70 
MC4 C6P H6PA SING N N 71 
MC4 C8A N7A  DOUB Y N 72 
MC4 O7A HO7A SING N N 73 
MC4 N8P C7P  SING N N 74 
MC4 C7P H7P  SING N N 75 
MC4 C7P H7PA SING N N 76 
MC4 N9A C8A  SING Y N 77 
MC4 C8A H8A  SING N N 78 
MC4 O8A HO8A SING N N 79 
MC4 C9P N8P  SING N N 80 
MC4 N8P HN8P SING N N 81 
MC4 CAP C9P  SING N N 82 
MC4 O9P C9P  DOUB N N 83 
MC4 CAP OAP  SING N N 84 
MC4 CAP CBP  SING N N 85 
MC4 CAP HAP  SING N N 86 
MC4 OAP HOAP SING N N 87 
MC4 CCP CBP  SING N N 88 
MC4 CEP CBP  SING N N 89 
MC4 CBP CDP  SING N N 90 
MC4 CCP HCP  SING N N 91 
MC4 CCP HCPA SING N N 92 
MC4 CDP HDP  SING N N 93 
MC4 CDP HDPA SING N N 94 
MC4 CDP HDPB SING N N 95 
MC4 CEP HEP  SING N N 96 
MC4 CEP HEPA SING N N 97 
MC4 CEP HEPB SING N N 98 
# 
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 
MC4 SMILES_CANONICAL CACTVS               3.352 "CC(=O)/C(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" 
MC4 SMILES           CACTVS               3.352 "CC(=O)C(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" 
MC4 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C/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)/C(=O)C" 
MC4 SMILES           "OpenEye OEToolkits" 1.6.1 "CC(=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)C(=O)C" 
MC4 InChI            InChI                1.03  
;InChI=1S/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-12,15,18-20,24,36-37,39H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-1/b25-13-/t15-,18-,19-,20+,24-/m1/s1
;
MC4 InChIKey         InChI                1.03  HJBMSIYWKRMJGR-LURNCBTNSA-M 
# 
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 
MC4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 
"(Z)-1-[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]ethylsulfanyl]-2-methyl-3-oxo-but-1-en-1-olate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
MC4 "Create component"     2011-05-16 EBI  
MC4 "Modify formula"       2011-05-17 EBI  
MC4 "Modify formal charge" 2011-05-17 EBI  
MC4 "Modify aromatic_flag" 2011-06-04 RCSB 
MC4 "Modify descriptor"    2011-06-04 RCSB 
# 
