data_DM7 # _chem_comp.id DM7 _chem_comp.name "4'-DEOXY-4'-IODODOXORUBICIN" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C27 H29 I N O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-DEOXY-4'-IODOADRIAMYCIN" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 654.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DM7 _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 1IMS _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 DM7 C1 C1 C 0 1 Y N N 15.155 18.280 4.841 7.332 -0.431 0.454 C1 DM7 1 DM7 C2 C2 C 0 1 Y N N 16.316 19.039 4.834 8.015 -1.518 -0.067 C2 DM7 2 DM7 C3 C3 C 0 1 Y N N 17.534 18.322 4.812 7.329 -2.603 -0.573 C3 DM7 3 DM7 C4 C4 C 0 1 Y N N 17.610 16.939 4.799 5.937 -2.620 -0.568 C4 DM7 4 DM7 C5 C5 C 0 1 N N N 16.390 14.816 4.814 3.759 -1.526 -0.030 C5 DM7 5 DM7 C6 C6 C 0 1 Y N N 15.176 12.721 4.833 1.683 -0.144 -0.020 C6 DM7 6 DM7 C7 C7 C 0 1 N N S 13.982 10.565 4.884 -0.459 1.115 -0.078 C7 DM7 7 DM7 C8 C8 C 0 1 N N N 12.716 9.790 4.704 -1.117 2.296 0.631 C8 DM7 8 DM7 C9 C9 C 0 1 N N S 11.606 10.532 5.506 -0.305 3.559 0.319 C9 DM7 9 DM7 C10 C10 C 0 1 N N N 11.489 11.955 4.877 1.037 3.456 1.039 C10 DM7 10 DM7 C11 C11 C 0 1 Y N N 12.762 14.095 4.856 3.075 2.034 1.000 C11 DM7 11 DM7 C12 C12 C 0 1 N N N 14.011 16.206 4.848 5.198 0.726 1.021 C12 DM7 12 DM7 C13 C13 C 0 1 N N N 10.319 9.754 5.193 -0.078 3.664 -1.167 C13 DM7 13 DM7 C14 C14 C 0 1 N N N 9.816 8.744 6.124 -1.122 4.304 -2.045 C14 DM7 14 DM7 C15 C15 C 0 1 Y N N 15.229 16.882 4.832 5.942 -0.427 0.469 C15 DM7 15 DM7 C16 C16 C 0 1 Y N N 16.434 16.189 4.815 5.235 -1.529 -0.051 C16 DM7 16 DM7 C17 C17 C 0 1 Y N N 15.205 14.100 4.831 3.047 -0.262 0.235 C17 DM7 17 DM7 C18 C18 C 0 1 Y N N 13.985 14.808 4.849 3.753 0.844 0.751 C18 DM7 18 DM7 C19 C19 C 0 1 Y N N 13.930 12.031 4.854 1.015 1.062 0.232 C19 DM7 19 DM7 C20 C20 C 0 1 Y N N 12.713 12.708 4.864 1.702 2.137 0.738 C20 DM7 20 DM7 C21 C21 C 0 1 N N N 20.117 17.012 4.769 6.251 -4.620 -1.517 C21 DM7 21 DM7 O4 O4 O 0 1 N N N 18.847 16.311 4.777 5.266 -3.688 -1.066 O4 DM7 22 DM7 O5 O5 O 0 1 N N N 17.543 14.086 4.790 3.138 -2.552 -0.233 O5 DM7 23 DM7 O6 O6 O 0 1 N N N 16.333 11.928 4.828 0.997 -1.203 -0.516 O6 DM7 24 DM7 O7 O7 O 0 1 N N N 14.581 10.268 6.110 -1.074 -0.099 0.359 O7 DM7 25 DM7 O9 O9 O 0 1 N N N 11.546 10.721 6.995 -1.012 4.712 0.781 O9 DM7 26 DM7 O11 O11 O 0 1 N N N 11.526 14.770 4.878 3.747 3.101 1.498 O11 DM7 27 DM7 O12 O12 O 0 1 N N N 12.865 16.931 4.869 5.771 1.566 1.688 O12 DM7 28 DM7 O13 O13 O 0 1 N N N 9.709 9.992 3.925 0.940 3.234 -1.654 O13 DM7 29 DM7 O14 O14 O 0 1 N N N 8.551 8.217 5.780 -0.679 4.284 -3.404 O14 DM7 30 DM7 "C1'" C1* C 0 1 N N R 15.352 9.169 6.539 -2.055 -0.441 -0.622 "C1'" DM7 31 DM7 "C2'" C2* C 0 1 N N N 16.506 9.543 7.486 -2.491 -1.894 -0.420 "C2'" DM7 32 DM7 "C3'" C3* C 0 1 N N S 15.839 9.836 8.844 -3.061 -2.053 0.994 "C3'" DM7 33 DM7 "C4'" C4* C 0 1 N N S 14.990 8.610 9.321 -4.163 -1.007 1.198 "C4'" DM7 34 DM7 "C5'" C5* C 0 1 N N S 13.891 8.378 8.250 -3.601 0.379 0.874 "C5'" DM7 35 DM7 "C6'" C6* C 0 1 N N N 12.934 7.207 8.570 -4.684 1.435 1.106 "C6'" DM7 36 DM7 "O5'" O5* O 0 1 N N N 14.520 8.112 6.985 -3.182 0.423 -0.488 "O5'" DM7 37 DM7 "N3'" N3* N 1 1 N N N 16.926 10.061 9.812 -3.622 -3.401 1.151 "N3'" DM7 38 DM7 "I4'" I4* I 0 1 N N N 16.140 6.860 9.767 -5.825 -1.441 -0.114 "I4'" DM7 39 DM7 H1 H1 H 0 1 N N N 14.175 18.786 4.853 7.879 0.412 0.848 H1 DM7 40 DM7 H2 H2 H 0 1 N N N 16.273 20.141 4.845 9.095 -1.517 -0.077 H2 DM7 41 DM7 H3 H3 H 0 1 N N N 18.486 18.877 4.804 7.874 -3.443 -0.976 H3 DM7 42 DM7 H7 H7 H 0 1 N N N 14.539 10.234 3.976 -0.596 1.220 -1.154 H7 DM7 43 DM7 H81 1H8 H 0 1 N N N 12.449 9.630 3.633 -1.125 2.121 1.707 H81 DM7 44 DM7 H82 2H8 H 0 1 N N N 12.816 8.716 4.987 -2.139 2.418 0.271 H82 DM7 45 DM7 H101 1H10 H 0 0 N N N 11.064 11.889 3.848 0.876 3.540 2.114 H101 DM7 46 DM7 H102 2H10 H 0 0 N N N 10.682 12.536 5.382 1.685 4.268 0.709 H102 DM7 47 DM7 H141 1H14 H 0 0 N N N 10.560 7.922 6.247 -2.058 3.752 -1.960 H141 DM7 48 DM7 H142 2H14 H 0 0 N N N 9.801 9.145 7.164 -1.279 5.336 -1.730 H142 DM7 49 DM7 H211 1H21 H 0 0 N N N 21.111 16.507 4.751 6.866 -4.155 -2.288 H211 DM7 50 DM7 H212 2H21 H 0 0 N N N 20.094 17.717 3.906 6.881 -4.916 -0.679 H212 DM7 51 DM7 H213 3H21 H 0 0 N N N 20.115 17.699 5.647 5.757 -5.500 -1.928 H213 DM7 52 DM7 HO6 HO6 H 0 1 N N N 16.313 10.978 4.829 0.974 -1.096 -1.477 HO6 DM7 53 DM7 HO9 HO9 H 0 1 N N N 10.869 11.173 7.484 -0.458 5.479 0.580 HO9 DM7 54 DM7 HO11 HO11 H 0 0 N N N 10.705 14.291 4.882 4.071 3.607 0.740 HO11 DM7 55 DM7 HO14 HO14 H 0 0 N N N 8.224 7.561 6.384 -1.374 4.702 -3.931 HO14 DM7 56 DM7 "H1'" H1* H 0 1 N N N 15.898 8.775 5.650 -1.627 -0.327 -1.618 "H1'" DM7 57 DM7 "H2'1" 1H2* H 0 0 N N N 17.312 8.774 7.537 -3.256 -2.151 -1.153 "H2'1" DM7 58 DM7 "H2'2" 2H2* H 0 0 N N N 17.144 10.376 7.109 -1.631 -2.553 -0.542 "H2'2" DM7 59 DM7 "H3'" H3* H 0 1 N N N 15.162 10.718 8.757 -2.270 -1.898 1.727 "H3'" DM7 60 DM7 "H4'" H4* H 0 1 N N N 14.524 8.840 10.307 -4.500 -1.030 2.235 "H4'" DM7 61 DM7 "H5'" H5* H 0 1 N N N 13.274 9.306 8.229 -2.749 0.586 1.522 "H5'" DM7 62 DM7 "H6'1" 1H6* H 0 0 N N N 12.144 7.040 7.800 -5.002 1.406 2.148 "H6'1" DM7 63 DM7 "H6'2" 2H6* H 0 0 N N N 13.510 6.269 8.748 -4.284 2.422 0.875 "H6'2" DM7 64 DM7 "H6'3" 3H6* H 0 0 N N N 12.475 7.341 9.577 -5.537 1.228 0.460 "H6'3" DM7 65 DM7 "HN'1" 1HN* H 0 0 N N N 16.484 10.254 10.710 -2.897 -4.087 1.004 "HN'1" DM7 66 DM7 "HN'2" 2HN* H 0 0 N N N 17.595 9.292 9.850 -3.997 -3.503 2.082 "HN'2" DM7 67 DM7 "HN'3" 3HN* H 0 0 N N N 17.580 10.787 9.520 -4.359 -3.540 0.475 "HN'3" DM7 68 # # 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 DM7 C1 C2 DOUB Y N 1 DM7 C1 C15 SING Y N 2 DM7 C1 H1 SING N N 3 DM7 C2 C3 SING Y N 4 DM7 C2 H2 SING N N 5 DM7 C3 C4 DOUB Y N 6 DM7 C3 H3 SING N N 7 DM7 C4 C16 SING Y N 8 DM7 C4 O4 SING N N 9 DM7 C5 C16 SING N N 10 DM7 C5 C17 SING N N 11 DM7 C5 O5 DOUB N N 12 DM7 C6 C17 DOUB Y N 13 DM7 C6 C19 SING Y N 14 DM7 C6 O6 SING N N 15 DM7 C7 C8 SING N N 16 DM7 C7 C19 SING N N 17 DM7 C7 O7 SING N N 18 DM7 C7 H7 SING N N 19 DM7 C8 C9 SING N N 20 DM7 C8 H81 SING N N 21 DM7 C8 H82 SING N N 22 DM7 C9 C10 SING N N 23 DM7 C9 C13 SING N N 24 DM7 C9 O9 SING N N 25 DM7 C10 C20 SING N N 26 DM7 C10 H101 SING N N 27 DM7 C10 H102 SING N N 28 DM7 C11 C18 DOUB Y N 29 DM7 C11 C20 SING Y N 30 DM7 C11 O11 SING N N 31 DM7 C12 C15 SING N N 32 DM7 C12 C18 SING N N 33 DM7 C12 O12 DOUB N N 34 DM7 C13 C14 SING N N 35 DM7 C13 O13 DOUB N N 36 DM7 C14 O14 SING N N 37 DM7 C14 H141 SING N N 38 DM7 C14 H142 SING N N 39 DM7 C15 C16 DOUB Y N 40 DM7 C17 C18 SING Y N 41 DM7 C19 C20 DOUB Y N 42 DM7 C21 O4 SING N N 43 DM7 C21 H211 SING N N 44 DM7 C21 H212 SING N N 45 DM7 C21 H213 SING N N 46 DM7 O6 HO6 SING N N 47 DM7 O7 "C1'" SING N N 48 DM7 O9 HO9 SING N N 49 DM7 O11 HO11 SING N N 50 DM7 O14 HO14 SING N N 51 DM7 "C1'" "C2'" SING N N 52 DM7 "C1'" "O5'" SING N N 53 DM7 "C1'" "H1'" SING N N 54 DM7 "C2'" "C3'" SING N N 55 DM7 "C2'" "H2'1" SING N N 56 DM7 "C2'" "H2'2" SING N N 57 DM7 "C3'" "C4'" SING N N 58 DM7 "C3'" "N3'" SING N N 59 DM7 "C3'" "H3'" SING N N 60 DM7 "C4'" "C5'" SING N N 61 DM7 "C4'" "I4'" SING N N 62 DM7 "C4'" "H4'" SING N N 63 DM7 "C5'" "C6'" SING N N 64 DM7 "C5'" "O5'" SING N N 65 DM7 "C5'" "H5'" SING N N 66 DM7 "C6'" "H6'1" SING N N 67 DM7 "C6'" "H6'2" SING N N 68 DM7 "C6'" "H6'3" SING N N 69 DM7 "N3'" "HN'1" SING N N 70 DM7 "N3'" "HN'2" SING N N 71 DM7 "N3'" "HN'3" SING N N 72 # # 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 DM7 SMILES ACDLabs 10.04 "O=C2c1c(O)c5c(c(O)c1C(=O)c3cccc(OC)c23)CC(O)(C(=O)CO)CC5OC4OC(C(I)C(C4)[NH3+])C" DM7 SMILES_CANONICAL CACTVS 3.341 "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H]([NH3+])[C@H](I)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO" DM7 SMILES CACTVS 3.341 "COc1cccc2C(=O)c3c(O)c4C[C](O)(C[CH](O[CH]5C[CH]([NH3+])[CH](I)[CH](C)O5)c4c(O)c3C(=O)c12)C(=O)CO" DM7 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](Cc3c2c(c4c(c3O)C(=O)c5cccc(c5C4=O)OC)O)(C(=O)CO)O)[NH3+])I" DM7 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(CC(O1)OC2CC(Cc3c2c(c4c(c3O)C(=O)c5cccc(c5C4=O)OC)O)(C(=O)CO)O)[NH3+])I" DM7 InChI InChI 1.03 "InChI=1S/C27H28INO10/c1-10-22(28)13(29)6-17(38-10)39-15-8-27(36,16(31)9-30)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,30,33,35-36H,6-9,29H2,1-2H3/p+1/t10-,13-,15-,17-,22+,27-/m0/s1" DM7 InChIKey InChI 1.03 PDQGEKGUTOTUNV-TZSSRYMLSA-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 DM7 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S,4S,6R)-3-iodo-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}tetrahydro-2H-pyran-4-aminium" DM7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4S,6R)-3-iodo-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyethanoyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DM7 "Create component" 1999-07-08 RCSB DM7 "Modify descriptor" 2011-06-04 RCSB DM7 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DM7 _pdbx_chem_comp_synonyms.name "4'-DEOXY-4'-IODOADRIAMYCIN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##