data_NGM # _chem_comp.id NGM _chem_comp.name NOGALAMYCIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C39 H49 N O16" _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 787.803 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NGM _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 245D _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 NGM C1 C1 C 0 1 Y N N 19.286 3.175 20.436 0.095 -0.947 -4.589 C1 NGM 1 NGM C2 C2 C 0 1 Y N N 18.573 2.398 21.382 1.310 -1.067 -5.257 C2 NGM 2 NGM C3 C3 C 0 1 Y N N 17.631 1.474 20.960 2.483 -1.241 -4.554 C3 NGM 3 NGM C4 C4 C 0 1 Y N N 17.457 1.269 19.568 2.474 -1.313 -3.162 C4 NGM 4 NGM C5 C5 C 0 1 N N N 17.828 1.866 17.178 1.244 -1.233 -0.999 C5 NGM 5 NGM C6 C6 C 0 1 Y N N 18.230 2.682 14.835 0.047 -0.541 1.083 C6 NGM 6 NGM C7 C7 C 0 1 N N S 18.508 3.411 12.374 -1.018 0.137 3.222 C7 NGM 7 NGM C8 C8 C 0 1 N N N 19.546 4.086 11.386 -2.201 0.974 3.704 C8 NGM 8 NGM C9 C9 C 0 1 N N S 20.109 5.473 11.956 -3.492 0.317 3.201 C9 NGM 9 NGM C10 C10 C 0 1 N N R 20.895 5.112 13.318 -3.565 0.498 1.687 C10 NGM 10 NGM C11 C11 C 0 1 Y N N 20.237 4.383 15.704 -2.315 -0.200 -0.335 C11 NGM 11 NGM C12 C12 C 0 1 N N N 19.890 3.739 18.070 -1.200 -0.872 -2.460 C12 NGM 12 NGM C13 C13 C 0 1 N N N 19.062 6.522 12.170 -4.700 0.986 3.859 C13 NGM 13 NGM C14 C14 C 0 1 N N N 22.258 4.447 13.161 -4.710 -0.317 1.144 C14 NGM 14 NGM C15 C15 C 0 1 N N N 24.645 4.983 13.351 -7.024 -0.547 0.474 C15 NGM 15 NGM C16 C16 C 0 1 Y N N 19.093 2.989 19.062 0.075 -0.998 -3.190 C16 NGM 16 NGM C17 C17 C 0 1 Y N N 18.146 2.019 18.619 1.275 -1.173 -2.473 C17 NGM 17 NGM C18 C18 C 0 1 Y N N 18.563 2.694 16.202 0.028 -0.777 -0.290 C18 NGM 18 NGM C19 C19 C 0 1 Y N N 18.956 3.459 13.897 -1.113 -0.110 1.739 C19 NGM 19 NGM C20 C20 C 0 1 Y N N 19.943 4.323 14.334 -2.283 0.049 1.035 C20 NGM 20 NGM C21 C21 C 0 1 Y N N 19.543 3.601 16.631 -1.173 -0.610 -1.005 C21 NGM 21 NGM C22 C22 C 0 1 N N N 18.661 1.506 23.842 2.364 -1.991 -7.321 C22 NGM 22 NGM C23 C23 C 0 1 N N N 16.556 7.305 22.164 0.642 2.940 -8.202 C23 NGM 23 NGM C24 C24 C 0 1 N N N 16.953 6.692 24.407 0.300 3.672 -5.987 C24 NGM 24 NGM C25 C25 C 0 1 N N N 16.644 4.226 7.966 0.515 -1.685 6.519 C25 NGM 25 NGM C26 C26 C 0 1 N N N 13.523 6.078 8.032 1.088 1.783 9.121 C26 NGM 26 NGM C27 C27 C 0 1 N N N 12.409 5.327 12.251 3.605 -1.625 7.199 C27 NGM 27 NGM C28 C28 C 0 1 N N N 15.085 6.184 11.536 3.949 0.986 6.681 C28 NGM 28 NGM C29 C29 C 0 1 N N N 13.602 1.611 12.139 2.816 1.773 3.015 C29 NGM 29 NGM C30 C30 C 0 1 N N S 20.276 4.446 22.332 -0.861 -0.416 -6.586 C30 NGM 30 NGM C31 C31 C 0 1 N N S 19.237 5.466 22.791 -0.593 1.063 -6.776 C31 NGM 31 NGM C32 C32 C 0 1 N N R 17.770 5.132 22.600 0.839 1.417 -6.413 C32 NGM 32 NGM C33 C33 C 0 1 N N R 17.734 3.811 23.381 1.775 0.448 -7.151 C33 NGM 33 NGM C34 C34 C 0 1 N N R 18.668 2.683 22.975 1.363 -0.979 -6.760 C34 NGM 34 NGM "C1'" C1* C 0 1 N N R 16.171 3.199 11.520 0.729 0.263 4.704 "C1'" NGM 35 NGM "C2'" C2* C 0 1 N N R 14.740 3.700 11.741 2.089 0.894 5.006 "C2'" NGM 36 NGM "C3'" C3* C 0 1 N N R 14.435 4.980 10.993 2.669 0.254 6.275 "C3'" NGM 37 NGM "C4'" C4* C 0 1 N N S 14.815 4.789 9.526 1.630 0.369 7.397 "C4'" NGM 38 NGM "C5'" C5* C 0 1 N N S 16.232 4.347 9.359 0.304 -0.222 6.914 "C5'" NGM 39 NGM N1 N1 N 0 1 N N N 16.766 6.143 23.038 1.132 2.797 -6.824 N1 NGM 40 NGM O1 O1 O 0 1 N N N 20.164 4.152 20.927 -1.072 -0.793 -5.249 O1 NGM 41 NGM O2 O2 O 0 1 N N N 19.955 3.333 23.172 0.057 -1.237 -7.278 O2 NGM 42 NGM O4 O4 O 0 1 N N N 16.631 0.204 19.159 3.634 -1.484 -2.481 O4 NGM 43 NGM O5 O5 O 0 1 N N N 16.989 0.979 16.779 2.206 -1.646 -0.380 O5 NGM 44 NGM O6 O6 O 0 1 N N N 17.260 1.812 14.331 1.192 -0.731 1.785 O6 NGM 45 NGM O7 O7 O 0 1 N N N 17.183 3.938 12.229 0.197 0.832 3.506 O7 NGM 46 NGM O9 O9 O 0 1 N N N 21.122 5.906 10.991 -3.480 -1.075 3.520 O9 NGM 47 NGM O10 O10 O 0 1 N N N 23.218 5.179 13.522 -5.922 0.239 0.997 O10 NGM 48 NGM O14 O14 O 0 1 N N N 22.271 3.279 12.731 -4.536 -1.474 0.841 O14 NGM 49 NGM O12 O12 O 0 1 N N N 20.889 4.459 18.362 -2.259 -0.981 -3.047 O12 NGM 50 NGM O15 O15 O 0 1 N N N 19.484 6.640 22.018 -1.486 1.803 -5.941 O15 NGM 51 NGM O16 O16 O 0 1 N N N 16.369 3.381 23.235 3.128 0.687 -6.760 O16 NGM 52 NGM "O1'" O1* O 0 1 N N N 16.449 3.123 10.099 -0.168 0.509 5.785 "O1'" NGM 53 NGM "O2'" O2* O 0 1 N N N 13.897 2.684 11.206 2.976 0.669 3.908 "O2'" NGM 54 NGM "O3'" O3* O 0 1 N N N 13.017 5.190 10.956 2.958 -1.123 6.028 "O3'" NGM 55 NGM "O4'" O4* O 0 1 N N N 14.675 6.081 8.927 1.444 1.744 7.737 "O4'" NGM 56 NGM H3 H3 H 0 1 N N N 17.039 0.919 21.707 3.418 -1.322 -5.088 H3 NGM 57 NGM H7 H7 H 0 1 N N N 18.491 2.338 12.069 -1.016 -0.818 3.747 H7 NGM 58 NGM H81 1H8 H 0 1 N N N 20.376 3.386 11.134 -2.207 1.009 4.793 H81 NGM 59 NGM H82 2H8 H 0 1 N N N 19.108 4.215 10.368 -2.123 1.985 3.303 H82 NGM 60 NGM H10 H10 H 0 1 N N N 21.159 6.102 13.756 -3.735 1.551 1.458 H10 NGM 61 NGM H11 H11 H 0 1 N N N 21.031 5.060 16.060 -3.238 -0.073 -0.880 H11 NGM 62 NGM H131 1H13 H 0 0 N N N 19.453 7.487 12.566 -4.634 0.872 4.941 H131 NGM 63 NGM H132 2H13 H 0 0 N N N 18.484 6.692 11.231 -4.712 2.046 3.606 H132 NGM 64 NGM H133 3H13 H 0 0 N N N 18.249 6.132 12.826 -5.616 0.517 3.500 H133 NGM 65 NGM H151 1H15 H 0 0 N N N 25.494 5.630 13.670 -7.921 0.070 0.427 H151 NGM 66 NGM H152 2H15 H 0 0 N N N 24.857 3.982 13.793 -6.775 -0.902 -0.525 H152 NGM 67 NGM H153 3H15 H 0 0 N N N 24.789 4.829 12.256 -7.204 -1.400 1.128 H153 NGM 68 NGM H221 1H22 H 0 0 N N N 18.726 1.702 24.937 2.060 -2.998 -7.036 H221 NGM 69 NGM H222 2H22 H 0 0 N N N 17.763 0.881 23.623 2.390 -1.912 -8.407 H222 NGM 70 NGM H223 3H22 H 0 0 N N N 19.472 0.806 23.534 3.355 -1.783 -6.918 H223 NGM 71 NGM H231 1H23 H 0 0 N N N 16.415 6.893 21.137 1.000 3.881 -8.619 H231 NGM 72 NGM H232 2H23 H 0 0 N N N 15.722 7.967 22.496 1.010 2.110 -8.806 H232 NGM 73 NGM H233 3H23 H 0 0 N N N 17.368 8.066 22.231 -0.447 2.934 -8.202 H233 NGM 74 NGM H241 1H24 H 0 0 N N N 17.112 5.810 25.070 0.624 4.706 -6.108 H241 NGM 75 NGM H242 2H24 H 0 0 N N N 17.765 7.453 24.474 -0.742 3.581 -6.290 H242 NGM 76 NGM H243 3H24 H 0 0 N N N 16.119 7.354 24.739 0.402 3.379 -4.942 H243 NGM 77 NGM H251 1H25 H 0 0 N N N 17.701 3.896 7.841 0.881 -2.245 7.379 H251 NGM 78 NGM H252 2H25 H 0 0 N N N 15.952 3.553 7.407 -0.431 -2.111 6.184 H252 NGM 79 NGM H253 3H25 H 0 0 N N N 16.460 5.178 7.416 1.244 -1.742 5.711 H253 NGM 80 NGM H261 1H26 H 0 0 N N N 13.413 7.084 7.565 0.934 2.817 9.428 H261 NGM 81 NGM H262 2H26 H 0 0 N N N 13.581 5.264 7.271 0.168 1.218 9.275 H262 NGM 82 NGM H263 3H26 H 0 0 N N N 12.590 5.748 8.546 1.888 1.342 9.715 H263 NGM 83 NGM H271 1H27 H 0 0 N N N 11.306 5.490 12.222 3.781 -2.695 7.086 H271 NGM 84 NGM H272 2H27 H 0 0 N N N 12.657 4.450 12.893 4.558 -1.113 7.335 H272 NGM 85 NGM H273 3H27 H 0 0 N N N 12.908 6.136 12.833 2.971 -1.450 8.068 H273 NGM 86 NGM H281 1H28 H 0 0 N N N 14.860 7.126 10.985 4.722 0.808 5.933 H281 NGM 87 NGM H282 2H28 H 0 0 N N N 14.838 6.301 12.617 3.750 2.056 6.750 H282 NGM 88 NGM H283 3H28 H 0 0 N N N 16.187 6.030 11.603 4.288 0.617 7.649 H283 NGM 89 NGM H291 1H29 H 0 0 N N N 12.942 0.815 11.720 3.476 1.645 2.157 H291 NGM 90 NGM H292 2H29 H 0 0 N N N 14.544 1.168 12.537 1.782 1.819 2.675 H292 NGM 91 NGM H293 3H29 H 0 0 N N N 13.172 2.019 13.083 3.070 2.698 3.533 H293 NGM 92 NGM H30 H30 H 0 1 N N N 21.334 4.784 22.426 -1.817 -0.591 -7.079 H30 NGM 93 NGM H31 H31 H 0 1 N N N 19.366 5.541 23.895 -0.775 1.326 -7.818 H31 NGM 94 NGM H32 H32 H 0 1 N N N 17.458 5.088 21.530 0.982 1.317 -5.337 H32 NGM 95 NGM H33 H33 H 0 1 N N N 18.099 4.023 24.412 1.671 0.582 -8.227 H33 NGM 96 NGM "H1'" H1* H 0 1 N N N 16.222 2.177 11.965 0.850 -0.812 4.571 "H1'" NGM 97 NGM "H2'" H2* H 0 1 N N N 14.589 3.908 12.826 1.967 1.966 5.162 "H2'" NGM 98 NGM "H4'" H4* H 0 1 N N N 14.170 4.004 9.065 1.977 -0.179 8.273 "H4'" NGM 99 NGM "H5'" H5* H 0 1 N N N 16.884 5.147 9.779 -0.430 -0.166 7.717 "H5'" NGM 100 NGM HO4 HO4 H 0 1 N N N 16.514 0.066 18.226 3.980 -0.601 -2.292 HO4 NGM 101 NGM HO6 HO6 H 0 1 N N N 17.035 1.803 13.408 1.667 0.111 1.777 HO6 NGM 102 NGM HO9 HO9 H 0 1 N N N 21.455 6.728 11.329 -3.415 -1.140 4.483 HO9 NGM 103 NGM H15 H15 H 0 1 N N N 18.837 7.274 22.303 -2.383 1.553 -6.201 H15 NGM 104 NGM H16 H16 H 0 1 N N N 16.346 2.563 23.718 3.320 1.612 -6.966 H16 NGM 105 # 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 NGM C1 C2 DOUB Y N 1 NGM C1 C16 SING Y N 2 NGM C1 O1 SING N N 3 NGM C2 C3 SING Y N 4 NGM C2 C34 SING N N 5 NGM C3 C4 DOUB Y N 6 NGM C3 H3 SING N N 7 NGM C4 C17 SING Y N 8 NGM C4 O4 SING N N 9 NGM C5 C17 SING N N 10 NGM C5 C18 SING N N 11 NGM C5 O5 DOUB N N 12 NGM C6 C18 DOUB Y N 13 NGM C6 C19 SING Y N 14 NGM C6 O6 SING N N 15 NGM C7 C8 SING N N 16 NGM C7 C19 SING N N 17 NGM C7 O7 SING N N 18 NGM C7 H7 SING N N 19 NGM C8 C9 SING N N 20 NGM C8 H81 SING N N 21 NGM C8 H82 SING N N 22 NGM C9 C10 SING N N 23 NGM C9 C13 SING N N 24 NGM C9 O9 SING N N 25 NGM C10 C14 SING N N 26 NGM C10 C20 SING N N 27 NGM C10 H10 SING N N 28 NGM C11 C20 SING Y N 29 NGM C11 C21 DOUB Y N 30 NGM C11 H11 SING N N 31 NGM C12 C16 SING N N 32 NGM C12 C21 SING N N 33 NGM C12 O12 DOUB N N 34 NGM C13 H131 SING N N 35 NGM C13 H132 SING N N 36 NGM C13 H133 SING N N 37 NGM C14 O10 SING N N 38 NGM C14 O14 DOUB N N 39 NGM C15 O10 SING N N 40 NGM C15 H151 SING N N 41 NGM C15 H152 SING N N 42 NGM C15 H153 SING N N 43 NGM C16 C17 DOUB Y N 44 NGM C18 C21 SING Y N 45 NGM C19 C20 DOUB Y N 46 NGM C22 C34 SING N N 47 NGM C22 H221 SING N N 48 NGM C22 H222 SING N N 49 NGM C22 H223 SING N N 50 NGM C23 N1 SING N N 51 NGM C23 H231 SING N N 52 NGM C23 H232 SING N N 53 NGM C23 H233 SING N N 54 NGM C24 N1 SING N N 55 NGM C24 H241 SING N N 56 NGM C24 H242 SING N N 57 NGM C24 H243 SING N N 58 NGM C25 "C5'" SING N N 59 NGM C25 H251 SING N N 60 NGM C25 H252 SING N N 61 NGM C25 H253 SING N N 62 NGM C26 "O4'" SING N N 63 NGM C26 H261 SING N N 64 NGM C26 H262 SING N N 65 NGM C26 H263 SING N N 66 NGM C27 "O3'" SING N N 67 NGM C27 H271 SING N N 68 NGM C27 H272 SING N N 69 NGM C27 H273 SING N N 70 NGM C28 "C3'" SING N N 71 NGM C28 H281 SING N N 72 NGM C28 H282 SING N N 73 NGM C28 H283 SING N N 74 NGM C29 "O2'" SING N N 75 NGM C29 H291 SING N N 76 NGM C29 H292 SING N N 77 NGM C29 H293 SING N N 78 NGM C30 C31 SING N N 79 NGM C30 O1 SING N N 80 NGM C30 O2 SING N N 81 NGM C30 H30 SING N N 82 NGM C31 C32 SING N N 83 NGM C31 O15 SING N N 84 NGM C31 H31 SING N N 85 NGM C32 C33 SING N N 86 NGM C32 N1 SING N N 87 NGM C32 H32 SING N N 88 NGM C33 C34 SING N N 89 NGM C33 O16 SING N N 90 NGM C33 H33 SING N N 91 NGM C34 O2 SING N N 92 NGM "C1'" "C2'" SING N N 93 NGM "C1'" O7 SING N N 94 NGM "C1'" "O1'" SING N N 95 NGM "C1'" "H1'" SING N N 96 NGM "C2'" "C3'" SING N N 97 NGM "C2'" "O2'" SING N N 98 NGM "C2'" "H2'" SING N N 99 NGM "C3'" "C4'" SING N N 100 NGM "C3'" "O3'" SING N N 101 NGM "C4'" "C5'" SING N N 102 NGM "C4'" "O4'" SING N N 103 NGM "C4'" "H4'" SING N N 104 NGM "C5'" "O1'" SING N N 105 NGM "C5'" "H5'" SING N N 106 NGM O4 HO4 SING N N 107 NGM O6 HO6 SING N N 108 NGM O9 HO9 SING N N 109 NGM O15 H15 SING N N 110 NGM O16 H16 SING N N 111 # 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 NGM SMILES ACDLabs 10.04 "O=C(OC)C7c4c(c(O)c5C(=O)c3c(O)cc1c(OC2OC1(C(O)C(N(C)C)C2O)C)c3C(=O)c5c4)C(OC6OC(C)C(OC)C(OC)(C)C6OC)CC7(O)C" NGM SMILES_CANONICAL CACTVS 3.341 "CO[C@H]1[C@H](C)O[C@@H](O[C@H]2C[C@](C)(O)[C@H](C(=O)OC)c3cc4C(=O)c5c6O[C@@H]7O[C@@](C)([C@H](O)[C@H]([C@@H]7O)N(C)C)c6cc(O)c5C(=O)c4c(O)c23)[C@H](OC)[C@]1(C)OC" NGM SMILES CACTVS 3.341 "CO[CH]1[CH](C)O[CH](O[CH]2C[C](C)(O)[CH](C(=O)OC)c3cc4C(=O)c5c6O[CH]7O[C](C)([CH](O)[CH]([CH]7O)N(C)C)c6cc(O)c5C(=O)c4c(O)c23)[CH](OC)[C]1(C)OC" NGM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@@H]([C@@]([C@H]([C@@H](O1)O[C@H]2C[C@]([C@@H](c3c2c(c4c(c3)C(=O)c5c(c(cc6c5O[C@H]7[C@H]([C@@H]([C@H]([C@@]6(O7)C)O)N(C)C)O)O)C4=O)O)C(=O)OC)(C)O)OC)(C)OC)OC" NGM SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(C(O1)OC2CC(C(c3c2c(c4c(c3)C(=O)c5c(c(cc6c5OC7C(C(C(C6(O7)C)O)N(C)C)O)O)C4=O)O)C(=O)OC)(C)O)OC)(C)OC)OC" NGM InChI InChI 1.03 ;InChI=1S/C39H49NO16/c1-14-32(49-7)39(4,52-10)33(50-8)36(53-14)54-19-13-37(2,48)24(34(47)51-9)15-11-16-21(27(43)20(15)19)28(44)22-18(41)12-17-30(23(22)26(16)42)55-35-29(45)25(40(5)6)31(46)38(17,3)56-35/h11-12,14,19,24-25,29,31-33,35-36,41,43,45-46,48H,13H2,1-10H3/t14-,19-,24-,25-,29-,31+,32-,33-,35+,36-,37-,38+,39+/m0/s1 ; NGM InChIKey InChI 1.03 KGTDRFCXGRULNK-JYOBTZKQSA-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 NGM "SYSTEMATIC NAME" ACDLabs 10.04 ;methyl (2R,3S,4R,5R,6R,11S,13S,14R)-11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy]-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-3,4,5,6,9,11,12,13,14,16-decahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-14-carboxylate ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NGM "Create component" 1999-07-08 EBI NGM "Modify descriptor" 2011-06-04 RCSB #