data_CMC # _chem_comp.id CMC _chem_comp.name "CARBOXYMETHYL COENZYME *A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAC _chem_comp.formula "C23 H38 N7 O18 P3 S" _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 2011-10-18 _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 825.570 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CMC _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 2CSC _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 CMC N1A N1A N 0 1 Y N N 19.419 -7.993 13.211 -5.176 7.348 0.938 N1A CMC 1 CMC C2A C2A C 0 1 Y N N 19.053 -8.686 14.331 -5.977 6.490 1.542 C2A CMC 2 CMC N3A N3A N 0 1 Y N N 18.245 -9.715 14.370 -5.904 5.191 1.338 N3A CMC 3 CMC C4A C4A C 0 1 Y N N 17.884 -10.127 13.157 -5.004 4.686 0.501 C4A CMC 4 CMC C5A C5A C 0 1 Y N N 18.276 -9.604 11.925 -4.128 5.558 -0.167 C5A CMC 5 CMC C6A C6A C 0 1 Y N N 19.105 -8.403 11.957 -4.245 6.936 0.083 C6A CMC 6 CMC N6A N6A N 0 1 N N N 19.654 -7.843 10.901 -3.410 7.843 -0.545 N6A CMC 7 CMC N7A N7A N 0 1 Y N N 17.818 -10.338 10.883 -3.325 4.796 -0.948 N7A CMC 8 CMC C8A C8A C 0 1 Y N N 17.153 -11.340 11.430 -3.644 3.543 -0.804 C8A CMC 9 CMC N9A N9A N 0 1 Y N N 17.151 -11.263 12.834 -4.675 3.423 0.079 N9A CMC 10 CMC C1B "C1'A" C 0 1 N N R 16.215 -11.985 13.756 -5.314 2.174 0.501 C1B CMC 11 CMC C2B "C2'A" C 0 1 N N R 14.785 -11.788 13.329 -6.575 1.890 -0.353 C2B CMC 12 CMC O2B "O2'A" O 0 1 N N N 14.385 -10.516 13.824 -7.721 2.546 0.195 O2B CMC 13 CMC C3B "C3'A" C 0 1 N N S 14.151 -12.893 14.150 -6.709 0.353 -0.234 C3B CMC 14 CMC O3B "O3'A" O 0 1 N N N 14.105 -12.523 15.469 -7.662 0.010 0.775 O3B CMC 15 CMC P3B "P3'A" P 0 1 N N N 12.653 -12.939 16.213 -8.976 -0.872 0.477 P3B CMC 16 CMC O7A O7A O 0 1 N N N 11.391 -12.205 15.552 -8.578 -2.151 -0.152 O7A CMC 17 CMC O8A O8A O 0 1 N N N 12.675 -12.437 17.733 -9.747 -1.170 1.858 O8A CMC 18 CMC O9A O9A O 0 1 N N N 12.551 -14.527 16.082 -9.950 -0.065 -0.518 O9A CMC 19 CMC C4B "C4'A" C 0 1 N N R 15.084 -14.074 13.827 -5.300 -0.119 0.174 C4B CMC 20 CMC O4B "O4'A" O 0 1 N N N 16.396 -13.419 13.547 -4.458 1.045 0.223 O4B CMC 21 CMC C5B "C5'A" C 0 1 N N N 14.782 -14.975 12.615 -4.762 -1.107 -0.862 C5B CMC 22 CMC O5B "O5'A" O 0 1 N N N 14.471 -14.060 11.532 -3.507 -1.627 -0.418 O5B CMC 23 CMC P1A P1A P 0 1 N N N 14.902 -14.343 10.008 -2.652 -2.698 -1.264 P1A CMC 24 CMC O1A O1A O 0 1 N N N 14.088 -15.442 9.383 -2.411 -2.171 -2.626 O1A CMC 25 CMC O2A O2A O 0 1 N N N 16.414 -14.459 9.910 -3.470 -4.081 -1.361 O2A CMC 26 CMC O3A O3A O 0 1 N N N 14.415 -13.012 9.316 -1.242 -2.958 -0.531 O3A CMC 27 CMC P2A P2A P 0 1 N N N 13.043 -12.554 8.558 0.175 -3.550 -1.013 P2A CMC 28 CMC O4A O4A O 0 1 N N N 12.898 -13.305 7.235 -0.051 -4.696 -1.921 O4A CMC 29 CMC O5A O5A O 0 1 N N N 11.764 -12.685 9.394 0.999 -2.405 -1.788 O5A CMC 30 CMC O6A O6A O 0 1 N N N 13.378 -10.971 8.293 1.016 -4.040 0.270 O6A CMC 31 CMC CBP C11P C 0 1 N N N 14.731 -9.167 7.654 2.796 -5.033 1.569 CBP CMC 32 CMC CCP C12P C 0 1 N N N 14.328 -10.572 7.275 2.274 -4.709 0.167 CCP CMC 33 CMC CDP C13P C 0 1 N N N 15.393 -8.375 6.509 2.971 -3.735 2.360 CDP CMC 34 CMC CEP C14P C 0 1 N N N 13.380 -8.513 8.024 1.795 -5.938 2.289 CEP CMC 35 CMC CAP C10P C 0 1 N N R 15.682 -9.302 8.883 4.144 -5.749 1.458 CAP CMC 36 CMC OAP O10P O 0 1 N N N 16.916 -9.910 8.491 3.957 -7.022 0.837 OAP CMC 37 CMC C9P C9P C 0 1 N N N 15.982 -7.928 9.485 5.087 -4.918 0.627 C9P CMC 38 CMC O9P O9P O 0 1 N N N 15.111 -7.353 10.315 5.438 -5.309 -0.466 O9P CMC 39 CMC N8P N8P N 0 1 N N N 16.959 -7.261 8.905 5.542 -3.740 1.099 N8P CMC 40 CMC C7P C7P C 0 1 N N N 17.321 -5.915 9.332 6.381 -2.887 0.254 C7P CMC 41 CMC C6P C6P C 0 1 N N N 16.583 -4.860 8.475 6.758 -1.620 1.023 C6P CMC 42 CMC C5P C5P C 0 1 N N N 17.173 -4.826 7.080 7.622 -0.742 0.154 C5P CMC 43 CMC O5P O5P O 0 1 N N N 18.432 -4.778 6.874 7.907 -1.096 -0.971 O5P CMC 44 CMC N4P N4P N 0 1 N N N 16.294 -4.854 6.111 8.076 0.435 0.626 N4P CMC 45 CMC C3P C3P C 0 1 N N N 16.659 -4.834 4.625 8.915 1.288 -0.220 C3P CMC 46 CMC C2P C2P C 0 1 N N N 16.435 -6.217 3.979 9.292 2.556 0.549 C2P CMC 47 CMC S1P S1P S 0 1 N N N 16.866 -6.367 2.242 10.332 3.612 -0.497 S1P CMC 48 CMC C1 C1 C 0 1 N N N 16.926 -4.777 1.429 10.669 5.039 0.571 C1 CMC 49 CMC C2 C2 C 0 1 N N N 15.714 -3.904 1.679 11.537 6.025 -0.168 C2 CMC 50 CMC O21 O21 O 0 1 N N N 15.780 -2.589 1.691 11.891 5.789 -1.299 O21 CMC 51 CMC O22 O22 O 0 1 N Y N 14.662 -4.513 1.721 11.916 7.165 0.430 O22 CMC 52 CMC H2A H2A H 0 1 N N N 19.469 -8.354 15.271 -6.720 6.867 2.229 H2A CMC 53 CMC H61A H61A H 0 0 N N N 20.286 -7.126 11.194 -3.500 8.792 -0.364 H61A CMC 54 CMC H62A H62A H 0 0 N N N 20.154 -8.534 10.379 -2.734 7.530 -1.167 H62A CMC 55 CMC H8A H8A H 0 1 N N N 16.669 -12.124 10.867 -3.163 2.719 -1.311 H8A CMC 56 CMC H1B "H1'A" H 0 1 N N N 16.412 -11.623 14.776 -5.569 2.213 1.560 H1B CMC 57 CMC H2B "H2'A" H 0 1 N N N 14.556 -11.819 12.254 -6.418 2.188 -1.390 H2B CMC 58 CMC HO2A HO2A H 0 0 N N N 13.483 -10.349 13.576 -7.645 3.510 0.225 HO2A CMC 59 CMC H3B "H3'A" H 0 1 N N N 13.102 -13.138 13.927 -6.996 -0.081 -1.192 H3B CMC 60 CMC HOA8 HOA8 H 0 0 N N N 11.953 -11.838 17.880 -10.550 -1.698 1.755 HOA8 CMC 61 CMC HOA9 HOA9 H 0 0 N N N 11.748 -14.757 15.629 -10.251 0.786 -0.170 HOA9 CMC 62 CMC H4B "H4'A" H 0 1 N N N 14.999 -14.765 14.678 -5.337 -0.591 1.156 H4B CMC 63 CMC H51A H51A H 0 0 N N N 15.651 -15.601 12.364 -5.471 -1.926 -0.986 H51A CMC 64 CMC H52A H52A H 0 0 N N N 13.932 -15.642 12.823 -4.627 -0.597 -1.816 H52A CMC 65 CMC HOA2 HOA2 H 0 0 N N N 16.641 -15.254 9.442 -3.665 -4.484 -0.504 HOA2 CMC 66 CMC HOA5 HOA5 H 0 0 N N N 11.129 -13.211 8.922 1.184 -1.622 -1.252 HOA5 CMC 67 CMC H121 H121 H 0 0 N N N 15.199 -11.243 7.262 2.149 -5.633 -0.397 H121 CMC 68 CMC H122 H122 H 0 0 N N N 13.870 -10.596 6.275 2.987 -4.064 -0.346 H122 CMC 69 CMC H131 H131 H 0 0 N N N 15.656 -7.367 6.863 1.996 -3.283 2.537 H131 CMC 70 CMC H132 H132 H 0 0 N N N 16.304 -8.897 6.181 3.449 -3.954 3.315 H132 CMC 71 CMC H133 H133 H 0 0 N N N 14.692 -8.296 5.665 3.594 -3.044 1.792 H133 CMC 72 CMC H141 H141 H 0 0 N N N 13.548 -7.468 8.323 1.715 -6.887 1.758 H141 CMC 73 CMC H142 H142 H 0 0 N N N 12.708 -8.542 7.154 2.137 -6.119 3.308 H142 CMC 74 CMC H143 H143 H 0 0 N N N 12.923 -9.064 8.859 0.819 -5.453 2.314 H143 CMC 75 CMC H10 H10 H 0 1 N N N 15.178 -9.930 9.633 4.563 -5.889 2.454 H10 CMC 76 CMC HO1 HO1 H 0 1 N N N 17.486 -9.987 9.247 3.585 -6.974 -0.055 HO1 CMC 77 CMC HN8 HN8 H 0 1 N N N 17.464 -7.688 8.155 5.313 -3.457 1.998 HN8 CMC 78 CMC H71 H71 H 0 1 N N N 17.040 -5.783 10.387 7.287 -3.428 -0.022 H71 CMC 79 CMC H72 H72 H 0 1 N N N 18.406 -5.779 9.216 5.832 -2.615 -0.647 H72 CMC 80 CMC H61 H61 H 0 1 N N N 15.516 -5.122 8.413 5.852 -1.079 1.299 H61 CMC 81 CMC H62 H62 H 0 1 N N N 16.693 -3.870 8.941 7.308 -1.891 1.924 H62 CMC 82 CMC HN4 HN4 H 0 1 N N N 15.325 -4.891 6.356 7.847 0.719 1.525 HN4 CMC 83 CMC H31 H31 H 0 1 N N N 16.027 -4.094 4.112 9.821 0.748 -0.495 H31 CMC 84 CMC H32 H32 H 0 1 N N N 17.719 -4.559 4.522 8.366 1.560 -1.121 H32 CMC 85 CMC H21 H21 H 0 1 N N N 17.054 -6.939 4.532 8.387 3.096 0.825 H21 CMC 86 CMC H22 H22 H 0 1 N N N 15.364 -6.449 4.070 9.842 2.284 1.451 H22 CMC 87 CMC H11 H11 H 0 1 N N N 17.812 -4.241 1.800 9.729 5.517 0.846 H11 CMC 88 CMC H12 H12 H 0 1 N N N 16.998 -4.954 0.346 11.184 4.705 1.471 H12 CMC 89 CMC HO22 HO22 H 0 0 N Y N 13.940 -3.897 1.762 12.472 7.767 -0.083 HO22 CMC 90 # 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 CMC N1A C2A SING Y N 1 CMC N1A C6A DOUB Y N 2 CMC C2A N3A DOUB Y N 3 CMC C2A H2A SING N N 4 CMC N3A C4A SING Y N 5 CMC C4A C5A DOUB Y N 6 CMC C4A N9A SING Y N 7 CMC C5A C6A SING Y N 8 CMC C5A N7A SING Y N 9 CMC C6A N6A SING N N 10 CMC N6A H61A SING N N 11 CMC N6A H62A SING N N 12 CMC N7A C8A DOUB Y N 13 CMC C8A N9A SING Y N 14 CMC C8A H8A SING N N 15 CMC N9A C1B SING N N 16 CMC C1B C2B SING N N 17 CMC C1B O4B SING N N 18 CMC C1B H1B SING N N 19 CMC C2B O2B SING N N 20 CMC C2B C3B SING N N 21 CMC C2B H2B SING N N 22 CMC O2B HO2A SING N N 23 CMC C3B O3B SING N N 24 CMC C3B C4B SING N N 25 CMC C3B H3B SING N N 26 CMC O3B P3B SING N N 27 CMC P3B O7A DOUB N N 28 CMC P3B O8A SING N N 29 CMC P3B O9A SING N N 30 CMC O8A HOA8 SING N N 31 CMC O9A HOA9 SING N N 32 CMC C4B O4B SING N N 33 CMC C4B C5B SING N N 34 CMC C4B H4B SING N N 35 CMC C5B O5B SING N N 36 CMC C5B H51A SING N N 37 CMC C5B H52A SING N N 38 CMC O5B P1A SING N N 39 CMC P1A O1A DOUB N N 40 CMC P1A O2A SING N N 41 CMC P1A O3A SING N N 42 CMC O2A HOA2 SING N N 43 CMC O3A P2A SING N N 44 CMC P2A O4A DOUB N N 45 CMC P2A O5A SING N N 46 CMC P2A O6A SING N N 47 CMC O5A HOA5 SING N N 48 CMC O6A CCP SING N N 49 CMC CBP CCP SING N N 50 CMC CBP CDP SING N N 51 CMC CBP CEP SING N N 52 CMC CBP CAP SING N N 53 CMC CCP H121 SING N N 54 CMC CCP H122 SING N N 55 CMC CDP H131 SING N N 56 CMC CDP H132 SING N N 57 CMC CDP H133 SING N N 58 CMC CEP H141 SING N N 59 CMC CEP H142 SING N N 60 CMC CEP H143 SING N N 61 CMC CAP OAP SING N N 62 CMC CAP C9P SING N N 63 CMC CAP H10 SING N N 64 CMC OAP HO1 SING N N 65 CMC C9P O9P DOUB N N 66 CMC C9P N8P SING N N 67 CMC N8P C7P SING N N 68 CMC N8P HN8 SING N N 69 CMC C7P C6P SING N N 70 CMC C7P H71 SING N N 71 CMC C7P H72 SING N N 72 CMC C6P C5P SING N N 73 CMC C6P H61 SING N N 74 CMC C6P H62 SING N N 75 CMC C5P O5P DOUB N N 76 CMC C5P N4P SING N N 77 CMC N4P C3P SING N N 78 CMC N4P HN4 SING N N 79 CMC C3P C2P SING N N 80 CMC C3P H31 SING N N 81 CMC C3P H32 SING N N 82 CMC C2P S1P SING N N 83 CMC C2P H21 SING N N 84 CMC C2P H22 SING N N 85 CMC S1P C1 SING N N 86 CMC C1 C2 SING N N 87 CMC C1 H11 SING N N 88 CMC C1 H12 SING N N 89 CMC C2 O21 DOUB N N 90 CMC C2 O22 SING N N 91 CMC O22 HO22 SING N N 92 # 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 CMC SMILES ACDLabs 12.01 "O=C(O)CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O" CMC InChI InChI 1.03 ;InChI=1S/C23H38N7O18P3S/c1-23(2,18(35)21(36)26-4-3-13(31)25-5-6-52-8-14(32)33)9-45-51(42,43)48-50(40,41)44-7-12-17(47-49(37,38)39)16(34)22(46-12)30-11-29-15-19(24)27-10-28-20(15)30/h10-12,16-18,22,34-35H,3-9H2,1-2H3,(H,25,31)(H,26,36)(H,32,33)(H,40,41)(H,42,43)(H2,24,27,28)(H2,37,38,39)/t12-,16-,17-,18+,22-/m1/s1 ; CMC InChIKey InChI 1.03 OBUOSIHPWVNVJN-GRFIIANRSA-N CMC SMILES_CANONICAL CACTVS 3.370 "CC(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)[C@@H](O)C(=O)NCCC(=O)NCCSCC(O)=O" CMC SMILES CACTVS 3.370 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSCC(O)=O" CMC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(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)[C@H](C(=O)NCCC(=O)NCCSCC(=O)O)O" CMC SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSCC(=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 CMC "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,5S,9R)-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-dimethyl-10,14-dioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphaicosan-20-oic acid 3,5-dioxide (non-preferred name)" CMC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethylsulfanyl]ethanoic 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 CMC "Create component" 1999-07-08 RCSB CMC "Modify descriptor" 2011-06-04 RCSB CMC "Modify leaving atom flag" 2011-10-18 RCSB #