data_MCD # _chem_comp.id MCD _chem_comp.name "METHYLMALONYL(CARBADETHIA)-COENZYME A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAC _chem_comp.formula "C26 H42 N7 O19 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 849.568 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MCD _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 N _chem_comp.pdbx_model_coordinates_db_code 5REQ _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 MCD C8 C8 C 0 1 Y N N 55.178 -10.962 28.271 -2.382 1.392 -8.070 C8 MCD 1 MCD N9 N9 N 0 1 Y N N 55.857 -11.523 27.230 -2.282 0.128 -8.571 N9 MCD 2 MCD C4 C4 C 0 1 Y N N 54.900 -12.193 26.488 -3.216 0.006 -9.569 C4 MCD 3 MCD C5 C5 C 0 1 Y N N 53.703 -11.989 27.145 -3.879 1.243 -9.632 C5 MCD 4 MCD N7 N7 N 0 1 Y N N 53.885 -11.211 28.257 -3.319 2.044 -8.694 N7 MCD 5 MCD N3 N3 N 0 1 Y N N 55.102 -12.912 25.358 -3.586 -0.968 -10.393 N3 MCD 6 MCD C2 C2 C 0 1 Y N N 53.973 -13.419 24.924 -4.553 -0.777 -11.266 C2 MCD 7 MCD N1 N1 N 0 1 Y N N 52.724 -13.290 25.467 -5.201 0.368 -11.366 N1 MCD 8 MCD C6 C6 C 0 1 Y N N 52.540 -12.570 26.600 -4.904 1.398 -10.580 C6 MCD 9 MCD N6 N6 N 0 1 N N N 51.314 -12.462 27.120 -5.588 2.596 -10.694 N6 MCD 10 MCD "C1'" "C1'" C 0 1 N N R 57.298 -11.430 26.967 -1.344 -0.906 -8.130 "C1'" MCD 11 MCD "C2'" "C2'" C 0 1 N N R 57.735 -10.107 26.362 0.015 -0.763 -8.859 "C2'" MCD 12 MCD "O2'" "O2'" O 0 1 N N N 57.513 -10.110 24.944 -0.001 -1.450 -10.112 "O2'" MCD 13 MCD "C3'" "C3'" C 0 1 N N S 59.215 -10.042 26.749 0.991 -1.448 -7.866 "C3'" MCD 14 MCD "O3'" "O3'" O 0 1 N N N 60.130 -10.844 26.004 1.245 -2.796 -8.265 "O3'" MCD 15 MCD "C4'" "C4'" C 0 1 N N R 59.119 -10.575 28.177 0.242 -1.408 -6.520 "C4'" MCD 16 MCD "O4'" "O4'" O 0 1 N N N 58.007 -11.518 28.175 -1.002 -0.723 -6.739 "O4'" MCD 17 MCD "C5'" "C5'" C 0 1 N N N 58.867 -9.524 29.240 1.076 -0.652 -5.483 "C5'" MCD 18 MCD "O5'" "O5'" O 0 1 N N N 57.589 -8.919 28.969 0.371 -0.614 -4.241 "O5'" MCD 19 MCD P1 P1 P 0 1 N N S 57.543 -7.320 28.859 1.301 0.191 -3.203 P1 MCD 20 MCD O11 O11 O 0 1 N N N 56.187 -6.840 28.547 1.540 1.559 -3.713 O11 MCD 21 MCD O12 O12 O 0 1 N N N 58.489 -6.879 27.813 2.709 -0.573 -3.038 O12 MCD 22 MCD O6 O6 O 0 1 N N N 58.039 -6.922 30.323 0.565 0.272 -1.773 O6 MCD 23 MCD P2 P2 P 0 1 N N R 59.250 -6.019 30.899 1.546 1.086 -0.790 P2 MCD 24 MCD O21 O21 O 0 1 N N N 60.543 -6.680 30.653 1.781 2.441 -1.338 O21 MCD 25 MCD O22 O22 O 0 1 N N N 59.025 -5.828 32.339 2.949 0.307 -0.666 O22 MCD 26 MCD O7 O7 O 0 1 N N N 59.282 -4.745 30.160 0.868 1.206 0.665 O7 MCD 27 MCD CPB CPB C 0 1 N N N 58.419 -3.770 30.742 1.782 1.934 1.487 CPB MCD 28 MCD CPA CPA C 0 1 N N N 58.518 -2.543 29.805 1.195 2.085 2.892 CPA MCD 29 MCD CP7 CP7 C 0 1 N N R 59.954 -2.002 29.976 2.173 2.864 3.773 CP7 MCD 30 MCD CP9 CP9 C 0 1 N N N 57.612 -1.420 30.296 0.958 0.699 3.497 CP9 MCD 31 MCD CP8 CP8 C 0 1 N N N 58.232 -2.849 28.343 -0.132 2.840 2.812 CP8 MCD 32 MCD OP3 OP3 O 0 1 N N N 60.255 -0.933 29.092 2.485 4.112 3.150 OP3 MCD 33 MCD CP6 CP6 C 0 1 N N N 60.040 -1.480 31.437 1.545 3.118 5.119 CP6 MCD 34 MCD OP2 OP2 O 0 1 N N N 60.315 -2.352 32.282 1.144 4.227 5.402 OP2 MCD 35 MCD NP2 NP2 N 0 1 N N N 59.812 -0.198 31.672 1.429 2.112 6.009 NP2 MCD 36 MCD CP5 CP5 C 0 1 N N N 59.949 0.205 33.148 0.800 2.354 7.310 CP5 MCD 37 MCD CP4 CP4 C 0 1 N N N 60.326 1.692 33.286 0.795 1.058 8.122 CP4 MCD 38 MCD CP3 CP3 C 0 1 N N N 60.451 2.123 34.740 0.148 1.307 9.461 CP3 MCD 39 MCD OP1 OP1 O 0 1 N N N 60.455 1.304 35.673 -0.266 2.412 9.737 OP1 MCD 40 MCD NP1 NP1 N 0 1 N N N 60.520 3.427 34.937 0.032 0.301 10.350 NP1 MCD 41 MCD CP2 CP2 C 0 1 N N N 60.644 3.944 36.382 -0.596 0.543 11.651 CP2 MCD 42 MCD CP1 CP1 C 0 1 N N N 60.344 5.457 36.266 -0.601 -0.752 12.464 CP1 MCD 43 MCD P3 P3 P 0 1 N N N 60.943 -10.305 24.731 2.834 -2.925 -8.484 P3 MCD 44 MCD O31 O31 O 0 1 N N N 60.021 -9.958 23.634 3.534 -2.611 -7.218 O31 MCD 45 MCD O32 O32 O 0 1 N N N 61.869 -11.368 24.299 3.194 -4.428 -8.937 O32 MCD 46 MCD O33 O33 O 0 1 N N N 61.692 -9.037 25.340 3.304 -1.893 -9.627 O33 MCD 47 MCD CPS CPS C 0 1 N N N 60.461 6.278 37.499 -1.258 -0.499 13.823 CPS MCD 48 MCD CS1 CS1 C 0 1 N N N 60.291 7.774 37.325 -1.263 -1.776 14.624 CS1 MCD 49 MCD OS1 OS1 O 0 1 N N N 60.179 8.334 36.270 -0.790 -2.784 14.156 OS1 MCD 50 MCD CS2 CS2 C 0 1 N N S 60.298 8.579 38.589 -1.858 -1.795 16.008 CS2 MCD 51 MCD CS3 CS3 C 0 1 N N N 58.922 8.867 39.121 -0.774 -1.457 17.034 CS3 MCD 52 MCD CS4 CS4 C 0 1 N N N 61.058 9.880 38.433 -2.414 -3.165 16.297 CS4 MCD 53 MCD OS4 OS4 O 0 1 N N N 60.575 10.893 37.811 -2.335 -4.037 15.465 OS4 MCD 54 MCD OS5 OS5 O 0 1 N N N 62.226 9.943 38.973 -2.996 -3.417 17.480 OS5 MCD 55 MCD H8 H8 H 0 1 N N N 55.640 -10.352 29.065 -1.773 1.793 -7.273 H8 MCD 56 MCD H2 H2 H 0 1 N N N 54.085 -14.017 24.004 -4.827 -1.588 -11.924 H2 MCD 57 MCD HN61 1HN6 H 0 0 N N N 50.472 -12.882 26.725 -6.294 2.690 -11.352 HN61 MCD 58 MCD HN62 2HN6 H 0 0 N N N 51.124 -11.464 27.220 -5.362 3.340 -10.115 HN62 MCD 59 MCD "H1'" "H1'" H 0 1 N N N 57.508 -12.259 26.252 -1.764 -1.899 -8.294 "H1'" MCD 60 MCD "H2'" "H2'" H 0 1 N N N 57.172 -9.215 26.723 0.273 0.286 -8.998 "H2'" MCD 61 MCD "HO2'" "'HO2" H 0 0 N N N 57.786 -9.282 24.565 -0.690 -1.036 -10.648 "HO2'" MCD 62 MCD "H3'" "H3'" H 0 1 N N N 59.630 -9.021 26.577 1.924 -0.888 -7.800 "H3'" MCD 63 MCD "H4'" "H4'" H 0 1 N N N 60.103 -11.024 28.444 0.050 -2.423 -6.172 "H4'" MCD 64 MCD "H5'1" "1H5'" H 0 0 N N N 58.941 -9.930 30.275 1.253 0.365 -5.832 "H5'1" MCD 65 MCD "H5'2" "2H5'" H 0 0 N N N 59.691 -8.777 29.313 2.030 -1.160 -5.344 "H5'2" MCD 66 MCD H12 H12 H 0 1 N N N 58.461 -5.931 27.747 2.509 -1.458 -2.704 H12 MCD 67 MCD H22 H22 H 0 1 N N N 59.736 -5.297 32.677 2.751 -0.568 -0.306 H22 MCD 68 MCD HPB1 1HPB H 0 0 N N N 57.376 -4.129 30.908 1.951 2.921 1.057 HPB1 MCD 69 MCD HPB2 2HPB H 0 0 N N N 58.646 -3.543 31.809 2.728 1.396 1.544 HPB2 MCD 70 MCD HP7 HP7 H 0 1 N N N 60.682 -2.814 29.748 3.087 2.285 3.902 HP7 MCD 71 MCD HP91 1HP9 H 0 0 N N N 57.683 -0.535 29.620 1.916 0.212 3.675 HP91 MCD 72 MCD HP92 2HP9 H 0 0 N N N 56.558 -1.762 30.420 0.421 0.801 4.440 HP92 MCD 73 MCD HP93 3HP9 H 0 0 N N N 57.825 -1.149 31.356 0.367 0.098 2.805 HP93 MCD 74 MCD HP81 1HP8 H 0 0 N N N 58.303 -1.964 27.667 0.036 3.827 2.382 HP81 MCD 75 MCD HP82 2HP8 H 0 0 N N N 58.892 -3.670 27.980 -0.829 2.285 2.185 HP82 MCD 76 MCD HP83 3HP8 H 0 0 N N N 57.238 -3.342 28.235 -0.550 2.947 3.813 HP83 MCD 77 MCD HOP3 3HOP H 0 0 N N N 61.138 -0.600 29.197 1.651 4.593 3.054 HOP3 MCD 78 MCD HNP2 2HNP H 0 0 N N N 59.573 0.375 30.862 1.761 1.228 5.788 HNP2 MCD 79 MCD HP51 1HP5 H 0 0 N N N 59.028 -0.040 33.727 -0.224 2.694 7.160 HP51 MCD 80 MCD HP52 2HP5 H 0 0 N N N 60.670 -0.452 33.687 1.361 3.118 7.848 HP52 MCD 81 MCD HP41 1HP4 H 0 0 N N N 61.254 1.926 32.715 1.820 0.719 8.272 HP41 MCD 82 MCD HP42 2HP4 H 0 0 N N N 59.608 2.342 32.733 0.234 0.294 7.584 HP42 MCD 83 MCD HNP1 1HNP H 0 0 N N N 60.482 3.970 34.074 0.364 -0.582 10.129 HNP1 MCD 84 MCD HP21 1HP2 H 0 0 N N N 60.003 3.404 37.118 -1.621 0.883 11.502 HP21 MCD 85 MCD HP22 2HP2 H 0 0 N N N 61.616 3.706 36.872 -0.035 1.307 12.190 HP22 MCD 86 MCD HP11 1HP1 H 0 0 N N N 60.984 5.899 35.467 0.423 -1.091 12.614 HP11 MCD 87 MCD HP12 2HP1 H 0 0 N N N 59.330 5.598 35.824 -1.162 -1.516 11.926 HP12 MCD 88 MCD H32 H32 H 0 1 N N N 62.350 -11.048 23.544 4.153 -4.462 -9.057 H32 MCD 89 MCD H33 H33 H 0 1 N N N 62.173 -8.717 24.585 2.826 -2.132 -10.433 H33 MCD 90 MCD HPS1 1HPS H 0 0 N N N 59.747 5.904 38.270 -2.283 -0.160 13.674 HPS1 MCD 91 MCD HPS2 2HPS H 0 0 N N N 61.432 6.064 38.003 -0.696 0.264 14.361 HPS2 MCD 92 MCD HS2 HS2 H 0 1 N N N 60.823 7.934 39.332 -2.658 -1.057 16.070 HS2 MCD 93 MCD HS31 1HS3 H 0 0 N N N 58.927 9.465 40.061 0.026 -2.194 16.972 HS31 MCD 94 MCD HS32 2HS3 H 0 0 N N N 58.292 9.358 38.343 -0.372 -0.466 16.824 HS32 MCD 95 MCD HS33 3HS3 H 0 0 N N N 58.345 7.922 39.256 -1.204 -1.470 18.035 HS33 MCD 96 MCD HOS5 5HOS H 0 0 N N N 62.702 10.758 38.875 -3.353 -4.296 17.666 HOS5 MCD 97 # 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 MCD C8 N9 SING Y N 1 MCD C8 N7 DOUB Y N 2 MCD C8 H8 SING N N 3 MCD N9 C4 SING Y N 4 MCD N9 "C1'" SING N N 5 MCD C4 C5 SING Y N 6 MCD C4 N3 DOUB Y N 7 MCD C5 N7 SING Y N 8 MCD C5 C6 DOUB Y N 9 MCD N3 C2 SING Y N 10 MCD C2 N1 DOUB Y N 11 MCD C2 H2 SING N N 12 MCD N1 C6 SING Y N 13 MCD C6 N6 SING N N 14 MCD N6 HN61 SING N N 15 MCD N6 HN62 SING N N 16 MCD "C1'" "C2'" SING N N 17 MCD "C1'" "O4'" SING N N 18 MCD "C1'" "H1'" SING N N 19 MCD "C2'" "O2'" SING N N 20 MCD "C2'" "C3'" SING N N 21 MCD "C2'" "H2'" SING N N 22 MCD "O2'" "HO2'" SING N N 23 MCD "C3'" "O3'" SING N N 24 MCD "C3'" "C4'" SING N N 25 MCD "C3'" "H3'" SING N N 26 MCD "O3'" P3 SING N N 27 MCD "C4'" "O4'" SING N N 28 MCD "C4'" "C5'" SING N N 29 MCD "C4'" "H4'" SING N N 30 MCD "C5'" "O5'" SING N N 31 MCD "C5'" "H5'1" SING N N 32 MCD "C5'" "H5'2" SING N N 33 MCD "O5'" P1 SING N N 34 MCD P1 O11 DOUB N N 35 MCD P1 O12 SING N N 36 MCD P1 O6 SING N N 37 MCD O12 H12 SING N N 38 MCD O6 P2 SING N N 39 MCD P2 O21 DOUB N N 40 MCD P2 O22 SING N N 41 MCD P2 O7 SING N N 42 MCD O22 H22 SING N N 43 MCD O7 CPB SING N N 44 MCD CPB CPA SING N N 45 MCD CPB HPB1 SING N N 46 MCD CPB HPB2 SING N N 47 MCD CPA CP7 SING N N 48 MCD CPA CP9 SING N N 49 MCD CPA CP8 SING N N 50 MCD CP7 OP3 SING N N 51 MCD CP7 CP6 SING N N 52 MCD CP7 HP7 SING N N 53 MCD CP9 HP91 SING N N 54 MCD CP9 HP92 SING N N 55 MCD CP9 HP93 SING N N 56 MCD CP8 HP81 SING N N 57 MCD CP8 HP82 SING N N 58 MCD CP8 HP83 SING N N 59 MCD OP3 HOP3 SING N N 60 MCD CP6 OP2 DOUB N N 61 MCD CP6 NP2 SING N N 62 MCD NP2 CP5 SING N N 63 MCD NP2 HNP2 SING N N 64 MCD CP5 CP4 SING N N 65 MCD CP5 HP51 SING N N 66 MCD CP5 HP52 SING N N 67 MCD CP4 CP3 SING N N 68 MCD CP4 HP41 SING N N 69 MCD CP4 HP42 SING N N 70 MCD CP3 OP1 DOUB N N 71 MCD CP3 NP1 SING N N 72 MCD NP1 CP2 SING N N 73 MCD NP1 HNP1 SING N N 74 MCD CP2 CP1 SING N N 75 MCD CP2 HP21 SING N N 76 MCD CP2 HP22 SING N N 77 MCD CP1 CPS SING N N 78 MCD CP1 HP11 SING N N 79 MCD CP1 HP12 SING N N 80 MCD P3 O31 DOUB N N 81 MCD P3 O32 SING N N 82 MCD P3 O33 SING N N 83 MCD O32 H32 SING N N 84 MCD O33 H33 SING N N 85 MCD CPS CS1 SING N N 86 MCD CPS HPS1 SING N N 87 MCD CPS HPS2 SING N N 88 MCD CS1 OS1 DOUB N N 89 MCD CS1 CS2 SING N N 90 MCD CS2 CS3 SING N N 91 MCD CS2 CS4 SING N N 92 MCD CS2 HS2 SING N N 93 MCD CS3 HS31 SING N N 94 MCD CS3 HS32 SING N N 95 MCD CS3 HS33 SING N N 96 MCD CS4 OS4 DOUB N N 97 MCD CS4 OS5 SING N N 98 MCD OS5 HOS5 SING N N 99 # 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 MCD SMILES ACDLabs 10.04 "O=C(O)C(C(=O)CCCNC(=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" MCD SMILES_CANONICAL CACTVS 3.341 "C[C@H](C(O)=O)C(=O)CCCNC(=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" MCD SMILES CACTVS 3.341 "C[CH](C(O)=O)C(=O)CCCNC(=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" MCD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)CCCNC(=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)O" MCD SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)CCCNC(=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)O" MCD InChI InChI 1.03 ;InChI=1S/C26H42N7O19P3/c1-13(25(39)40)14(34)5-4-7-28-16(35)6-8-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-15-19(51-53(41,42)43)18(36)24(50-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,4-10H2,1-3H3,(H,28,35)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t13-,15+,18+,19+,20-,24+/m0/s1 ; MCD InChIKey InChI 1.03 NFOFXPNZJMTBQW-XSSXAYJJSA-N # 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 MCD "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,5R,9R,20S)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8,20-trimethyl-10,14,19-trioxo-2,4,6-trioxa-11,15-diaza-3,5-diphosphahenicosan-21-oic acid 3,5-dioxide (non-preferred name)" MCD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-6-[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]-2-methyl-3-oxo-hexanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MCD "Create component" 1999-07-08 RCSB MCD "Modify descriptor" 2011-06-04 RCSB #