data_DMM # _chem_comp.id DMM _chem_comp.name "3'-DESAMINO-3'-(2-METHOXY-4-MORPHOLINYL)-DOXORUBICIN" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C32 H37 N O13" _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 643.635 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DMM _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 2DES _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 DMM C1 C1 C 0 1 Y N N 5.618 2.594 -7.236 2.436 -0.904 6.158 C1 DMM 1 DMM C2 C2 C 0 1 Y N N 6.913 2.150 -6.937 3.790 -0.642 6.290 C2 DMM 2 DMM C3 C3 C 0 1 Y N N 7.171 0.795 -6.942 4.469 0.057 5.314 C3 DMM 3 DMM C4 C4 C 0 1 Y N N 6.145 -0.086 -7.269 3.802 0.510 4.180 C4 DMM 4 DMM O4 O4 O 0 1 N N N 6.533 -1.408 -7.261 4.474 1.197 3.223 O4 DMM 5 DMM C5 C5 C 0 1 Y N N 4.852 0.357 -7.554 2.437 0.253 4.032 C5 DMM 6 DMM C6 C6 C 0 1 N N N 3.784 -0.484 -7.807 1.708 0.721 2.837 C6 DMM 7 DMM O6 O6 O 0 1 N N N 4.068 -1.836 -7.875 2.211 1.541 2.092 O6 DMM 8 DMM C7 C7 C 0 1 Y N N 2.466 -0.048 -8.063 0.363 0.185 2.558 C7 DMM 9 DMM C8 C8 C 0 1 Y N N 1.412 -0.918 -8.327 -0.237 0.375 1.317 C8 DMM 10 DMM O8 O8 O 0 1 N N N 1.512 -2.319 -8.378 0.418 1.063 0.349 O8 DMM 11 DMM C9 C9 C 0 1 Y N N 0.111 -0.422 -8.585 -1.515 -0.141 1.059 C9 DMM 12 DMM C10 C10 C 0 1 N N S -0.940 -1.400 -8.908 -2.100 0.111 -0.305 C10 DMM 13 DMM O10 O10 O 0 1 N N N -1.092 -2.224 -7.771 -1.087 -0.076 -1.295 O10 DMM 14 DMM C11 C11 C 0 1 N N N -2.257 -0.841 -9.481 -3.257 -0.846 -0.581 C11 DMM 15 DMM C12 C12 C 0 1 N N S -2.629 0.461 -8.654 -4.229 -0.781 0.603 C12 DMM 16 DMM O12 O12 O 0 1 N N N -2.713 0.354 -7.202 -5.426 -1.493 0.283 O12 DMM 17 DMM C13 C13 C 0 1 N N N -3.936 1.060 -9.142 -4.559 0.656 0.910 C13 DMM 18 DMM O13 O13 O 0 1 N N N -3.901 2.045 -10.102 -3.947 1.246 1.767 O13 DMM 19 DMM C14 C14 C 0 1 N N N -5.276 0.687 -8.489 -5.655 1.356 0.149 C14 DMM 20 DMM O14 O14 O 0 1 N N N -6.378 1.061 -9.312 -5.777 2.700 0.618 O14 DMM 21 DMM C15 C15 C 0 1 N N N -1.475 1.510 -8.846 -3.555 -1.425 1.812 C15 DMM 22 DMM C16 C16 C 0 1 Y N N -0.093 0.946 -8.586 -2.183 -0.840 2.032 C16 DMM 23 DMM C17 C17 C 0 1 Y N N 0.955 1.837 -8.305 -1.593 -1.036 3.288 C17 DMM 24 DMM O17 O17 O 0 1 N N N 0.606 3.156 -8.285 -2.262 -1.725 4.246 O17 DMM 25 DMM C18 C18 C 0 1 Y N N 2.259 1.363 -8.040 -0.325 -0.529 3.559 C18 DMM 26 DMM C19 C19 C 0 1 N N N 3.310 2.242 -7.759 0.304 -0.732 4.877 C19 DMM 27 DMM O19 O19 O 0 1 N N N 3.167 3.543 -7.670 -0.355 -1.117 5.822 O19 DMM 28 DMM C20 C20 C 0 1 Y N N 4.589 1.738 -7.476 1.750 -0.460 5.033 C20 DMM 29 DMM C21 C21 C 0 1 N N N 7.860 -1.652 -6.719 5.831 1.294 3.660 C21 DMM 30 DMM "C1'" C1* C 0 1 N N R -1.382 -3.585 -7.703 -1.122 1.070 -2.146 "C1'" DMM 31 DMM "C2'" C2* C 0 1 N N N -0.850 -4.236 -6.392 0.141 1.102 -3.009 "C2'" DMM 32 DMM "C3'" C3* C 0 1 N N S -1.808 -3.815 -5.210 0.212 -0.185 -3.837 "C3'" DMM 33 DMM "C4'" C4* C 0 1 N N S -3.252 -3.919 -5.613 -1.101 -0.349 -4.610 "C4'" DMM 34 DMM "O4'" O4* O 0 1 N N N -3.775 -5.206 -5.724 -1.217 0.695 -5.578 "O4'" DMM 35 DMM "C5'" C5* C 0 1 N N S -3.671 -3.352 -6.964 -2.271 -0.267 -3.626 "C5'" DMM 36 DMM "O5'" O5* O 0 1 N N N -2.720 -3.863 -7.996 -2.276 1.005 -2.981 "O5'" DMM 37 DMM "C6'" C6* C 0 1 N N N -5.098 -3.702 -7.340 -3.586 -0.459 -4.384 "C6'" DMM 38 DMM "N3'" N3* N 0 1 N N N -1.399 -4.449 -3.897 1.333 -0.101 -4.784 "N3'" DMM 39 DMM C33 C33 C 0 1 N N N -2.407 -4.275 -2.803 2.552 0.062 -3.981 C33 DMM 40 DMM C23 C23 C 0 1 N N S -2.055 -5.208 -1.632 3.778 -0.016 -4.891 C23 DMM 41 DMM O16 O16 O 0 1 N N N -0.688 -5.033 -1.288 3.847 -1.308 -5.494 O16 DMM 42 DMM C63 C63 C 0 1 N N N 0.420 -4.671 -2.242 2.686 -1.454 -6.312 C63 DMM 43 DMM C53 C53 C 0 1 N N N -0.054 -4.236 -3.498 1.432 -1.412 -5.438 C53 DMM 44 DMM O23 O23 O 0 1 N N N -2.293 -6.596 -1.857 4.959 0.211 -4.119 O23 DMM 45 DMM C73 C73 C 0 1 N N N -1.861 -7.582 -0.895 6.064 0.128 -5.020 C73 DMM 46 DMM H1 H1 H 0 1 N N N 5.397 3.673 -7.285 1.913 -1.453 6.927 H1 DMM 47 DMM H2 H2 H 0 1 N N N 7.722 2.860 -6.699 4.319 -0.989 7.166 H2 DMM 48 DMM H3 H3 H 0 1 N N N 8.178 0.423 -6.689 5.524 0.254 5.431 H3 DMM 49 DMM HO8 HO8 H 0 1 N N N 0.792 -2.912 -8.558 0.997 0.432 -0.098 HO8 DMM 50 DMM H10 H10 H 0 1 N N N -0.605 -1.998 -9.787 -2.465 1.137 -0.355 H10 DMM 51 DMM H111 1H11 H 0 0 N N N -2.208 -0.657 -10.579 -3.771 -0.549 -1.494 H111 DMM 52 DMM H112 2H11 H 0 0 N N N -3.078 -1.595 -9.494 -2.875 -1.862 -0.687 H112 DMM 53 DMM HO12 2HO1 H 0 0 N N N -2.935 1.133 -6.706 -6.006 -1.425 1.054 HO12 DMM 54 DMM H141 1H14 H 0 0 N N N -5.313 -0.395 -8.223 -5.411 1.364 -0.913 H141 DMM 55 DMM H142 2H14 H 0 0 N N N -5.365 1.119 -7.465 -6.597 0.831 0.302 H142 DMM 56 DMM HO14 4HO1 H 0 0 N N N -7.206 0.830 -8.908 -6.486 3.112 0.106 HO14 DMM 57 DMM H151 1H15 H 0 0 N N N -1.527 1.972 -9.859 -4.165 -1.251 2.698 H151 DMM 58 DMM H152 2H15 H 0 0 N N N -1.656 2.414 -8.219 -3.464 -2.498 1.644 H152 DMM 59 DMM HO17 7HO1 H 0 0 N N N 1.315 3.758 -8.094 -2.019 -2.656 4.141 HO17 DMM 60 DMM H211 1H21 H 0 0 N N N 8.174 -2.721 -6.712 6.413 1.842 2.918 H211 DMM 61 DMM H212 2H21 H 0 0 N N N 8.615 -1.031 -7.254 5.868 1.822 4.613 H212 DMM 62 DMM H213 3H21 H 0 0 N N N 7.944 -1.218 -5.695 6.246 0.294 3.781 H213 DMM 63 DMM "H1'" H1* H 0 1 N N N -0.812 -4.088 -8.518 -1.167 1.972 -1.536 "H1'" DMM 64 DMM "H2'1" 1H2* H 0 0 N N N -0.732 -5.341 -6.477 1.019 1.172 -2.367 "H2'1" DMM 65 DMM "H2'2" 2H2* H 0 0 N N N 0.217 -3.986 -6.190 0.105 1.963 -3.676 "H2'2" DMM 66 DMM "H3'" H3* H 0 1 N N N -1.687 -2.727 -4.994 0.356 -1.038 -3.175 "H3'" DMM 67 DMM "H4'" H4* H 0 1 N N N -3.635 -3.323 -4.751 -1.115 -1.316 -5.113 "H4'" DMM 68 DMM "HO4'" *HO4 H 0 0 N N N -4.687 -5.271 -5.978 -2.059 0.560 -6.034 "HO4'" DMM 69 DMM "H5'" H5* H 0 1 N N N -3.636 -2.239 -6.902 -2.167 -1.052 -2.877 "H5'" DMM 70 DMM "H6'1" 1H6* H 0 0 N N N -5.404 -3.287 -8.328 -4.419 -0.409 -3.684 "H6'1" DMM 71 DMM "H6'2" 2H6* H 0 0 N N N -5.259 -4.804 -7.304 -3.692 0.327 -5.132 "H6'2" DMM 72 DMM "H6'3" 3H6* H 0 0 N N N -5.808 -3.387 -6.539 -3.582 -1.431 -4.877 "H6'3" DMM 73 DMM H331 1H33 H 0 0 N N N -2.501 -3.211 -2.481 2.603 -0.729 -3.233 H331 DMM 74 DMM H332 2H33 H 0 0 N N N -3.451 -4.425 -3.163 2.531 1.031 -3.482 H332 DMM 75 DMM H23 H23 H 0 1 N N N -2.744 -4.911 -0.807 3.701 0.743 -5.669 H23 DMM 76 DMM H631 1H63 H 0 0 N N N 1.102 -3.914 -1.790 2.730 -2.408 -6.837 H631 DMM 77 DMM H632 2H63 H 0 0 N N N 1.137 -5.516 -2.358 2.649 -0.642 -7.038 H632 DMM 78 DMM H531 1H53 H 0 0 N N N 0.609 -4.667 -4.283 1.491 -2.193 -4.680 H531 DMM 79 DMM H532 2H53 H 0 0 N N N 0.161 -3.145 -3.587 0.551 -1.576 -6.059 H532 DMM 80 DMM H731 1H73 H 0 0 N N N -2.047 -8.667 -1.070 6.992 0.295 -4.474 H731 DMM 81 DMM H732 2H73 H 0 0 N N N -0.769 -7.440 -0.716 6.086 -0.861 -5.478 H732 DMM 82 DMM H733 3H73 H 0 0 N N N -2.289 -7.311 0.098 5.958 0.885 -5.797 H733 DMM 83 # 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 DMM C1 C2 DOUB Y N 1 DMM C1 C20 SING Y N 2 DMM C1 H1 SING N N 3 DMM C2 C3 SING Y N 4 DMM C2 H2 SING N N 5 DMM C3 C4 DOUB Y N 6 DMM C3 H3 SING N N 7 DMM C4 O4 SING N N 8 DMM C4 C5 SING Y N 9 DMM O4 C21 SING N N 10 DMM C5 C6 SING N N 11 DMM C5 C20 DOUB Y N 12 DMM C6 O6 DOUB N N 13 DMM C6 C7 SING N N 14 DMM C7 C8 DOUB Y N 15 DMM C7 C18 SING Y N 16 DMM C8 O8 SING N N 17 DMM C8 C9 SING Y N 18 DMM O8 HO8 SING N N 19 DMM C9 C10 SING N N 20 DMM C9 C16 DOUB Y N 21 DMM C10 O10 SING N N 22 DMM C10 C11 SING N N 23 DMM C10 H10 SING N N 24 DMM O10 "C1'" SING N N 25 DMM C11 C12 SING N N 26 DMM C11 H111 SING N N 27 DMM C11 H112 SING N N 28 DMM C12 O12 SING N N 29 DMM C12 C13 SING N N 30 DMM C12 C15 SING N N 31 DMM O12 HO12 SING N N 32 DMM C13 O13 DOUB N N 33 DMM C13 C14 SING N N 34 DMM C14 O14 SING N N 35 DMM C14 H141 SING N N 36 DMM C14 H142 SING N N 37 DMM O14 HO14 SING N N 38 DMM C15 C16 SING N N 39 DMM C15 H151 SING N N 40 DMM C15 H152 SING N N 41 DMM C16 C17 SING Y N 42 DMM C17 O17 SING N N 43 DMM C17 C18 DOUB Y N 44 DMM O17 HO17 SING N N 45 DMM C18 C19 SING N N 46 DMM C19 O19 DOUB N N 47 DMM C19 C20 SING N N 48 DMM C21 H211 SING N N 49 DMM C21 H212 SING N N 50 DMM C21 H213 SING N N 51 DMM "C1'" "C2'" SING N N 52 DMM "C1'" "O5'" SING N N 53 DMM "C1'" "H1'" SING N N 54 DMM "C2'" "C3'" SING N N 55 DMM "C2'" "H2'1" SING N N 56 DMM "C2'" "H2'2" SING N N 57 DMM "C3'" "C4'" SING N N 58 DMM "C3'" "N3'" SING N N 59 DMM "C3'" "H3'" SING N N 60 DMM "C4'" "O4'" SING N N 61 DMM "C4'" "C5'" SING N N 62 DMM "C4'" "H4'" SING N N 63 DMM "O4'" "HO4'" SING N N 64 DMM "C5'" "O5'" SING N N 65 DMM "C5'" "C6'" SING N N 66 DMM "C5'" "H5'" SING N N 67 DMM "C6'" "H6'1" SING N N 68 DMM "C6'" "H6'2" SING N N 69 DMM "C6'" "H6'3" SING N N 70 DMM "N3'" C33 SING N N 71 DMM "N3'" C53 SING N N 72 DMM C33 C23 SING N N 73 DMM C33 H331 SING N N 74 DMM C33 H332 SING N N 75 DMM C23 O16 SING N N 76 DMM C23 O23 SING N N 77 DMM C23 H23 SING N N 78 DMM O16 C63 SING N N 79 DMM C63 C53 SING N N 80 DMM C63 H631 SING N N 81 DMM C63 H632 SING N N 82 DMM C53 H531 SING N N 83 DMM C53 H532 SING N N 84 DMM O23 C73 SING N N 85 DMM C73 H731 SING N N 86 DMM C73 H732 SING N N 87 DMM C73 H733 SING N N 88 # 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 DMM SMILES ACDLabs 10.04 "O=C2c1c(O)c6c(c(O)c1C(=O)c3cccc(OC)c23)CC(O)(C(=O)CO)CC6OC5OC(C)C(O)C(N4CCOC(OC)C4)C5" DMM SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1CN(CCO1)[C@H]2C[C@@H](O[C@@H](C)[C@H]2O)O[C@H]3C[C@@](O)(Cc4c(O)c5C(=O)c6cccc(OC)c6C(=O)c5c(O)c34)C(=O)CO" DMM SMILES CACTVS 3.341 "CO[CH]1CN(CCO1)[CH]2C[CH](O[CH](C)[CH]2O)O[CH]3C[C](O)(Cc4c(O)c5C(=O)c6cccc(OC)c6C(=O)c5c(O)c34)C(=O)CO" DMM 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)[N@]6CCO[C@@H](C6)OC)O" DMM 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)N6CCOC(C6)OC)O" DMM InChI InChI 1.03 "InChI=1S/C32H37NO13/c1-14-27(36)17(33-7-8-44-22(12-33)43-3)9-21(45-14)46-19-11-32(41,20(35)13-34)10-16-24(19)31(40)26-25(29(16)38)28(37)15-5-4-6-18(42-2)23(15)30(26)39/h4-6,14,17,19,21-22,27,34,36,38,40-41H,7-13H2,1-3H3/t14-,17-,19-,21-,22-,27+,32-/m0/s1" DMM InChIKey InChI 1.03 CTMCWCONSULRHO-UHQPFXKFSA-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 DMM "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 2,3,6-trideoxy-3-[(2S)-2-methoxymorpholin-4-yl]-alpha-L-lyxo-hexopyranoside" DMM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(7S,9S)-6,9,11-trihydroxy-9-(2-hydroxyethanoyl)-7-[(2R,4S,5S,6S)-5-hydroxy-4-[(2S,4S)-2-methoxymorpholin-4-yl]-6-methyl-oxan-2-yl]oxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DMM "Create component" 1999-07-08 RCSB DMM "Modify descriptor" 2011-06-04 RCSB #