data_HMG # _chem_comp.id HMG _chem_comp.name "3-HYDROXY-3-METHYLGLUTARYL-COENZYME A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAC _chem_comp.formula "C27 H39 N7 O20 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-HMG-COA" _chem_comp.pdbx_formal_charge -5 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 906.620 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HMG _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 1DQ9 _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 HMG P2A P2A P 0 1 N N N 28.473 14.160 16.192 -2.024 -3.980 -0.874 P2A HMG 1 HMG O5A O5A O 0 1 N N N 27.522 14.224 17.491 -2.603 -5.162 -1.684 O5A HMG 2 HMG O4A O4A O -1 1 N N N 29.654 13.087 16.392 -1.067 -3.162 -1.770 O4A HMG 3 HMG O3A O3A O 0 1 N N N 29.119 15.592 15.905 -3.226 -3.035 -0.369 O3A HMG 4 HMG O6A O6A O 0 1 N N N 27.590 13.770 14.925 -1.215 -4.546 0.398 O6A HMG 5 HMG P1A P1A P 0 1 N N N 30.464 15.777 15.042 -4.594 -2.513 -1.037 P1A HMG 6 HMG O1A O1A O 0 1 N N N 31.730 15.986 16.000 -4.340 -2.156 -2.519 O1A HMG 7 HMG O2A O2A O -1 1 N N N 30.298 17.066 14.096 -5.666 -3.622 -0.951 O2A HMG 8 HMG O5B O5*A O 0 1 N N N 30.759 14.505 14.155 -5.110 -1.206 -0.251 O5B HMG 9 HMG C5B C5*A C 0 1 N N N 31.379 14.768 12.921 -6.246 -0.445 -0.668 C5B HMG 10 HMG C4B C4*A C 0 1 N N R 31.486 13.520 12.056 -6.458 0.724 0.296 C4B HMG 11 HMG O4B O4*A O 0 1 N N N 30.161 13.017 11.828 -5.363 1.650 0.190 O4B HMG 12 HMG C3B C3*A C 0 1 N N S 32.097 13.894 10.709 -7.742 1.488 -0.081 C3B HMG 13 HMG O3B O3*A O 0 1 N N N 33.474 13.532 10.596 -8.672 1.469 1.003 O3B HMG 14 HMG C2B C2*A C 0 1 N N R 31.163 13.264 9.676 -7.258 2.933 -0.353 C2B HMG 15 HMG O2B O2*A O 0 1 N N N 31.624 12.029 9.134 -8.172 3.888 0.189 O2B HMG 16 HMG C1B C1*A C 0 1 N N R 29.835 13.147 10.434 -5.906 2.971 0.404 C1B HMG 17 HMG P3B P3*A P 0 1 N N N 34.530 14.731 10.433 -10.145 0.829 0.883 P3B HMG 18 HMG O7A O7A O 0 1 N N N 34.068 15.655 9.200 -10.904 1.488 -0.318 O7A HMG 19 HMG O8A O8A O -1 1 N N N 34.514 15.649 11.762 -10.026 -0.715 0.642 O8A HMG 20 HMG O9A O9A O -1 1 N N N 36.006 14.129 10.176 -10.938 1.091 2.209 O9A HMG 21 HMG N9A N9A N 0 1 Y N N 28.966 14.340 10.205 -5.022 3.990 -0.168 N9A HMG 22 HMG C4A C4A C 0 1 Y N N 28.393 14.764 9.014 -4.953 5.308 0.209 C4A HMG 23 HMG N3A N3A N 0 1 Y N N 28.412 14.256 7.634 -5.574 6.060 1.112 N3A HMG 24 HMG C2A C2A C 0 1 Y N N 27.722 14.942 6.755 -5.279 7.336 1.240 C2A HMG 25 HMG N1A N1A N 0 1 Y N N 27.010 16.035 6.964 -4.366 7.931 0.492 N1A HMG 26 HMG C6A C6A C 0 1 Y N N 26.930 16.568 8.179 -3.693 7.260 -0.437 C6A HMG 27 HMG C5A C5A C 0 1 Y N N 27.625 15.971 9.302 -3.973 5.893 -0.610 C5A HMG 28 HMG N7A N7A N 0 1 Y N N 27.685 16.351 10.637 -3.504 4.922 -1.429 N7A HMG 29 HMG C8A C8A C 0 1 Y N N 28.492 15.325 11.071 -4.115 3.802 -1.167 C8A HMG 30 HMG N6A N6A N 0 1 N N N 26.205 17.667 8.338 -2.739 7.891 -1.215 N6A HMG 31 HMG CBP C11P C 0 1 N N N 25.306 13.440 14.161 0.393 -5.818 1.677 CBP HMG 32 HMG CCP C12P C 0 1 N N N 26.344 14.419 14.698 -0.155 -5.497 0.285 CCP HMG 33 HMG CDP C13P C 0 1 N N N 23.988 14.221 13.948 0.923 -4.537 2.324 CDP HMG 34 HMG CEP C14P C 0 1 N N N 25.816 12.927 12.779 -0.726 -6.401 2.543 CEP HMG 35 HMG CAP C10P C 0 1 N N R 25.131 12.269 15.219 1.528 -6.837 1.557 CAP HMG 36 HMG OAP O10P O 0 1 N N N 24.719 12.827 16.501 1.005 -8.078 1.079 OAP HMG 37 HMG C9P C9P C 0 1 N N N 24.143 11.153 14.784 2.564 -6.322 0.591 C9P HMG 38 HMG O9P O9P O 0 1 N N N 24.580 10.182 14.151 2.725 -6.874 -0.477 O9P HMG 39 HMG N8P N8P N 0 1 N N N 22.844 11.307 15.103 3.312 -5.248 0.914 N8P HMG 40 HMG C7P C7P C 0 1 N N N 21.847 10.234 14.946 4.251 -4.689 -0.062 C7P HMG 41 HMG C6P C6P C 0 1 N N N 21.680 9.851 13.466 4.968 -3.485 0.552 C6P HMG 42 HMG C5P C5P C 0 1 N N N 20.671 8.744 13.241 5.934 -2.910 -0.452 C5P HMG 43 HMG O5P O5P O 0 1 N N N 21.000 7.575 13.488 6.038 -3.414 -1.550 O5P HMG 44 HMG N4P N4P N 0 1 N N N 19.454 9.140 12.783 6.682 -1.837 -0.129 N4P HMG 45 HMG C3P C3P C 0 1 N N N 18.727 8.480 11.680 7.620 -1.278 -1.105 C3P HMG 46 HMG C2P C2P C 0 1 N N N 17.906 7.314 12.242 8.338 -0.074 -0.491 C2P HMG 47 HMG S1P S1P S 0 1 N N N 16.566 7.888 13.365 9.498 0.617 -1.697 S1P HMG 48 HMG C1 C1 C 0 1 N N N 15.074 6.910 12.847 10.145 1.910 -0.780 C1 HMG 49 HMG O2 O2 O 0 1 N N N 14.068 7.445 12.290 9.760 2.101 0.355 O2 HMG 50 HMG C2 C2 C 0 1 N N N 15.073 5.356 13.102 11.192 2.811 -1.383 C2 HMG 51 HMG C3 C3 C 0 1 N N S 15.053 4.877 14.593 11.713 3.773 -0.313 C3 HMG 52 HMG O7 O7 O 0 1 N N N 13.889 5.433 15.203 10.636 4.580 0.167 O7 HMG 53 HMG C4 C4 C 0 1 N N N 14.940 3.305 14.637 12.307 2.973 0.847 C4 HMG 54 HMG C5 C5 C 0 1 N N N 15.090 2.603 16.020 12.821 3.921 1.900 C5 HMG 55 HMG O3 O3 O 0 1 N N N 16.148 2.552 16.640 12.720 5.125 1.737 O3 HMG 56 HMG O4 O4 O -1 1 N N N 13.910 2.049 16.475 13.336 3.484 2.915 O4 HMG 57 HMG C6 C6 C 0 1 N N N 16.319 5.384 15.369 12.793 4.672 -0.919 C6 HMG 58 HMG "H5'1" 1H5* H 0 0 N N N 30.862 15.593 12.377 -6.076 -0.060 -1.674 "H5'1" HMG 59 HMG "H5'2" 2H5* H 0 0 N N N 32.375 15.247 13.063 -7.130 -1.082 -0.666 "H5'2" HMG 60 HMG H4B H4*A H 0 1 N N N 32.120 12.755 12.562 -6.531 0.353 1.318 H4B HMG 61 HMG H3B H3*A H 0 1 N N N 32.154 14.996 10.554 -8.192 1.059 -0.976 H3B HMG 62 HMG "H2'" H2* H 0 1 N N N 31.082 13.884 8.752 -7.111 3.100 -1.421 "H2'" HMG 63 HMG H2B H2*A H 0 1 N N N 31.043 11.637 8.492 -7.912 4.808 0.043 H2B HMG 64 HMG H1B H1*A H 0 1 N N N 29.259 12.263 10.071 -6.066 3.152 1.467 H1B HMG 65 HMG H2A1 1H2A H 0 0 N N N 27.742 14.555 5.722 -5.802 7.919 1.983 H2A1 HMG 66 HMG H8A1 1H8A H 0 0 N N N 28.765 15.291 12.139 -3.931 2.864 -1.669 H8A1 HMG 67 HMG H61A H61A H 0 0 N N N 26.143 18.076 9.270 -2.555 8.835 -1.085 H61A HMG 68 HMG H62A H62A H 0 0 N N N 25.262 17.496 7.987 -2.255 7.391 -1.890 H62A HMG 69 HMG H121 1H12 H 0 0 N N N 25.980 14.942 15.613 -0.533 -6.410 -0.176 H121 HMG 70 HMG H122 2H12 H 0 0 N N N 26.457 15.304 14.030 0.642 -5.082 -0.332 H122 HMG 71 HMG H131 1H13 H 0 0 N N N 23.228 13.505 13.555 0.093 -3.859 2.522 H131 HMG 72 HMG H132 2H13 H 0 0 N N N 23.646 14.753 14.866 1.422 -4.783 3.261 H132 HMG 73 HMG H133 3H13 H 0 0 N N N 24.115 15.117 13.296 1.632 -4.056 1.650 H133 HMG 74 HMG H141 1H14 H 0 0 N N N 25.056 12.211 12.386 -1.063 -7.345 2.114 H141 HMG 75 HMG H142 2H14 H 0 0 N N N 26.044 13.753 12.065 -0.352 -6.574 3.552 H142 HMG 76 HMG H143 3H14 H 0 0 N N N 26.840 12.490 12.828 -1.560 -5.700 2.580 H143 HMG 77 HMG H101 1H10 H 0 0 N N N 26.126 11.774 15.301 1.986 -6.988 2.535 H101 HMG 78 HMG H10 H10 H 0 1 N N N 24.614 12.126 17.134 0.582 -8.018 0.211 H10 HMG 79 HMG H8 H8 H 0 1 N N N 22.615 12.233 15.462 3.229 -4.846 1.793 H8 HMG 80 HMG H7P1 1H7P H 0 0 N N N 22.094 9.347 15.575 4.984 -5.448 -0.337 H7P1 HMG 81 HMG H7P2 2H7P H 0 0 N N N 20.872 10.506 15.413 3.705 -4.372 -0.951 H7P2 HMG 82 HMG H6P1 1H6P H 0 0 N N N 21.427 10.746 12.851 4.235 -2.727 0.827 H6P1 HMG 83 HMG H6P2 2H6P H 0 0 N N N 22.663 9.587 13.012 5.514 -3.802 1.441 H6P2 HMG 84 HMG H4 H4 H 0 1 N N N 19.078 9.949 13.277 6.598 -1.434 0.750 H4 HMG 85 HMG H3P1 1H3P H 0 0 N N N 18.101 9.196 11.097 8.353 -2.036 -1.380 H3P1 HMG 86 HMG H3P2 2H3P H 0 0 N N N 19.407 8.159 10.856 7.075 -0.961 -1.994 H3P2 HMG 87 HMG H2P1 1H2P H 0 0 N N N 17.500 6.674 11.423 7.605 0.685 -0.216 H2P1 HMG 88 HMG H2P2 2H2P H 0 0 N N N 18.560 6.564 12.744 8.883 -0.391 0.398 H2P2 HMG 89 HMG H21 1H2 H 0 1 N N N 14.222 4.890 12.551 12.016 2.207 -1.761 H21 HMG 90 HMG H22 2H2 H 0 1 N N N 15.939 4.892 12.575 10.753 3.381 -2.201 H22 HMG 91 HMG HX HX H 0 1 N N N 13.876 5.142 16.107 9.913 4.076 0.565 HX HMG 92 HMG H41 1H4 H 0 1 N N N 13.976 2.993 14.170 11.538 2.332 1.279 H41 HMG 93 HMG H42 2H4 H 0 1 N N N 15.672 2.864 13.921 13.129 2.357 0.481 H42 HMG 94 HMG H61 1H6 H 0 1 N N N 16.304 5.043 16.430 12.366 5.251 -1.738 H61 HMG 95 HMG H62 2H6 H 0 1 N N N 17.262 5.084 14.854 13.172 5.350 -0.154 H62 HMG 96 HMG H63 3H6 H 0 1 N N N 16.428 6.491 15.295 13.609 4.056 -1.296 H63 HMG 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 HMG P2A O5A DOUB N N 1 HMG P2A O4A SING N N 2 HMG P2A O3A SING N N 3 HMG P2A O6A SING N N 4 HMG O3A P1A SING N N 5 HMG O6A CCP SING N N 6 HMG P1A O1A DOUB N N 7 HMG P1A O2A SING N N 8 HMG P1A O5B SING N N 9 HMG O5B C5B SING N N 10 HMG C5B C4B SING N N 11 HMG C5B "H5'1" SING N N 12 HMG C5B "H5'2" SING N N 13 HMG C4B O4B SING N N 14 HMG C4B C3B SING N N 15 HMG C4B H4B SING N N 16 HMG O4B C1B SING N N 17 HMG C3B O3B SING N N 18 HMG C3B C2B SING N N 19 HMG C3B H3B SING N N 20 HMG O3B P3B SING N N 21 HMG C2B O2B SING N N 22 HMG C2B C1B SING N N 23 HMG C2B "H2'" SING N N 24 HMG O2B H2B SING N N 25 HMG C1B N9A SING N N 26 HMG C1B H1B SING N N 27 HMG P3B O7A DOUB N N 28 HMG P3B O8A SING N N 29 HMG P3B O9A SING N N 30 HMG N9A C4A SING Y N 31 HMG N9A C8A SING Y N 32 HMG C4A N3A SING Y N 33 HMG C4A C5A DOUB Y N 34 HMG N3A C2A DOUB Y N 35 HMG C2A N1A SING Y N 36 HMG C2A H2A1 SING N N 37 HMG N1A C6A DOUB Y N 38 HMG C6A C5A SING Y N 39 HMG C6A N6A SING N N 40 HMG C5A N7A SING Y N 41 HMG N7A C8A DOUB Y N 42 HMG C8A H8A1 SING N N 43 HMG N6A H61A SING N N 44 HMG N6A H62A SING N N 45 HMG CBP CCP SING N N 46 HMG CBP CDP SING N N 47 HMG CBP CEP SING N N 48 HMG CBP CAP SING N N 49 HMG CCP H121 SING N N 50 HMG CCP H122 SING N N 51 HMG CDP H131 SING N N 52 HMG CDP H132 SING N N 53 HMG CDP H133 SING N N 54 HMG CEP H141 SING N N 55 HMG CEP H142 SING N N 56 HMG CEP H143 SING N N 57 HMG CAP OAP SING N N 58 HMG CAP C9P SING N N 59 HMG CAP H101 SING N N 60 HMG OAP H10 SING N N 61 HMG C9P O9P DOUB N N 62 HMG C9P N8P SING N N 63 HMG N8P C7P SING N N 64 HMG N8P H8 SING N N 65 HMG C7P C6P SING N N 66 HMG C7P H7P1 SING N N 67 HMG C7P H7P2 SING N N 68 HMG C6P C5P SING N N 69 HMG C6P H6P1 SING N N 70 HMG C6P H6P2 SING N N 71 HMG C5P O5P DOUB N N 72 HMG C5P N4P SING N N 73 HMG N4P C3P SING N N 74 HMG N4P H4 SING N N 75 HMG C3P C2P SING N N 76 HMG C3P H3P1 SING N N 77 HMG C3P H3P2 SING N N 78 HMG C2P S1P SING N N 79 HMG C2P H2P1 SING N N 80 HMG C2P H2P2 SING N N 81 HMG S1P C1 SING N N 82 HMG C1 O2 DOUB N N 83 HMG C1 C2 SING N N 84 HMG C2 C3 SING N N 85 HMG C2 H21 SING N N 86 HMG C2 H22 SING N N 87 HMG C3 O7 SING N N 88 HMG C3 C4 SING N N 89 HMG C3 C6 SING N N 90 HMG O7 HX SING N N 91 HMG C4 C5 SING N N 92 HMG C4 H41 SING N N 93 HMG C4 H42 SING N N 94 HMG C5 O3 DOUB N N 95 HMG C5 O4 SING N N 96 HMG C6 H61 SING N N 97 HMG C6 H62 SING N N 98 HMG C6 H63 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 HMG SMILES ACDLabs 12.01 "[O-]C(=O)CC(O)(C)CC(=O)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" HMG InChI InChI 1.03 "InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/p-5/t14-,19-,20-,21+,25-,27+/m1/s1" HMG InChIKey InChI 1.03 CABVTRNMFUVUDM-VRHQGPGLSA-I HMG SMILES_CANONICAL CACTVS 3.385 "C[C@](O)(CC([O-])=O)CC(=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" HMG SMILES CACTVS 3.385 "C[C](O)(CC([O-])=O)CC(=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" HMG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "C[C@](CC(=O)[O-])(CC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)([O-])[O-])O)O" HMG SMILES "OpenEye OEToolkits" 1.7.5 "CC(C)(COP(=O)([O-])OP(=O)([O-])OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)([O-])[O-])C(C(=O)NCCC(=O)NCCSC(=O)CC(C)(CC(=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 HMG "SYSTEMATIC NAME" ACDLabs 12.01 "(9R,21S)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)tetrahydrofuran-2-yl]-9,21-dihydroxy-8,8,21-trimethyl-3,5-dioxido-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphatricosan-23-oate 3,5-dioxide (non-preferred name)" HMG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(3S)-5-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonatooxy-oxolan-2-yl]methoxy-oxidanidyl-phosphoryl]oxy-oxidanidyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethylsulfanyl]-3-methyl-3-oxidanyl-5-oxidanylidene-pentanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HMG "Create component" 1999-07-08 RCSB HMG "Modify descriptor" 2011-06-04 RCSB HMG "Modify name" 2011-06-07 RCSB HMG "Modify descriptor" 2011-06-07 RCSB HMG "Modify identifier" 2011-06-07 RCSB HMG "Modify descriptor" 2012-01-05 RCSB HMG "Modify coordinates" 2012-01-05 RCSB HMG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HMG _pdbx_chem_comp_synonyms.name "(S)-HMG-COA" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##