data_NOD # _chem_comp.id NOD _chem_comp.name N-ETHYLHYDROXY-DOXORUBICIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C29 H33 N O12" _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 587.572 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NOD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "not provided" _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 385D _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 NOD C1 C1 C 0 1 Y N N 15.474 18.291 5.124 ? ? ? C1 NOD 1 NOD C2 C2 C 0 1 Y N N 16.670 19.011 5.107 ? ? ? C2 NOD 2 NOD C3 C3 C 0 1 Y N N 17.872 18.280 4.997 ? ? ? C3 NOD 3 NOD C4 C4 C 0 1 Y N N 17.829 16.891 4.906 ? ? ? C4 NOD 4 NOD O4 O4 O 0 1 N N N 19.025 16.164 4.808 ? ? ? O4 NOD 5 NOD C5 C5 C 0 1 Y N N 16.637 16.170 4.943 ? ? ? C5 NOD 6 NOD C6 C6 C 0 1 N N N 16.587 14.785 4.866 ? ? ? C6 NOD 7 NOD O6 O6 O 0 1 N N N 17.735 13.988 4.742 ? ? ? O6 NOD 8 NOD C7 C7 C 0 1 Y N N 15.365 14.135 4.920 ? ? ? C7 NOD 9 NOD C8 C8 C 0 1 Y N N 15.328 12.747 4.811 ? ? ? C8 NOD 10 NOD O8 O8 O 0 1 N N N 16.529 12.040 4.723 ? ? ? O8 NOD 11 NOD C9 C9 C 0 1 Y N N 14.087 12.107 4.817 ? ? ? C9 NOD 12 NOD C10 C10 C 0 1 N N S 14.135 10.613 4.745 ? ? ? C10 NOD 13 NOD O10 O10 O 0 1 N N N 14.995 10.210 5.774 ? ? ? O10 NOD 14 NOD C11 C11 C 0 1 N N N 12.779 9.884 4.608 ? ? ? C11 NOD 15 NOD C12 C12 C 0 1 N N S 11.709 10.633 5.467 ? ? ? C12 NOD 16 NOD O12 O12 O 0 1 N N N 11.976 10.602 6.846 ? ? ? O12 NOD 17 NOD C13 C13 C 0 1 N N N 10.312 10.089 5.146 ? ? ? C13 NOD 18 NOD O13 O13 O 0 1 N N N 9.777 10.410 3.911 ? ? ? O13 NOD 19 NOD C14 C14 C 0 1 N N N 9.593 9.307 6.166 ? ? ? C14 NOD 20 NOD O14 O14 O 0 1 N N N 9.229 8.024 5.628 ? ? ? O14 NOD 21 NOD C15 C15 C 0 1 N N N 11.601 12.108 4.982 ? ? ? C15 NOD 22 NOD C16 C16 C 0 1 Y N N 12.900 12.819 4.963 ? ? ? C16 NOD 23 NOD C17 C17 C 0 1 Y N N 12.958 14.207 5.018 ? ? ? C17 NOD 24 NOD O17 O17 O 0 1 N N N 11.834 15.005 5.146 ? ? ? O17 NOD 25 NOD C18 C18 C 0 1 Y N N 14.187 14.864 5.001 ? ? ? C18 NOD 26 NOD C19 C19 C 0 1 N N N 14.208 16.258 5.073 ? ? ? C19 NOD 27 NOD O19 O19 O 0 1 N N N 13.100 17.001 5.188 ? ? ? O19 NOD 28 NOD C20 C20 C 0 1 Y N N 15.453 16.897 5.063 ? ? ? C20 NOD 29 NOD C21 C21 C 0 1 N N N 20.246 16.928 5.165 ? ? ? C21 NOD 30 NOD "C1'" C1* C 0 1 N N R 15.662 8.979 5.873 ? ? ? "C1'" NOD 31 NOD "C2'" C2* C 0 1 N N N 16.871 8.986 6.829 ? ? ? "C2'" NOD 32 NOD "C3'" C3* C 0 1 N N R 16.431 8.742 8.255 ? ? ? "C3'" NOD 33 NOD "C4'" C4* C 0 1 N N S 15.327 7.720 8.526 ? ? ? "C4'" NOD 34 NOD "O4'" O4* O 0 1 N N N 15.789 6.340 8.237 ? ? ? "O4'" NOD 35 NOD "C5'" C5* C 0 1 N N S 14.179 7.946 7.485 ? ? ? "C5'" NOD 36 NOD "O5'" O5* O 0 1 N N N 14.799 7.852 6.142 ? ? ? "O5'" NOD 37 NOD "C6'" C6* C 0 1 N N N 13.165 6.806 7.495 ? ? ? "C6'" NOD 38 NOD "N3'" N3* N 0 1 N N N 16.953 9.703 9.217 ? ? ? "N3'" NOD 39 NOD O16 O16 O 0 1 N N N 16.802 7.206 12.138 ? ? ? O16 NOD 40 NOD C63 C63 C 0 1 N N N 16.167 8.166 11.173 ? ? ? C63 NOD 41 NOD C53 C53 C 0 1 N N N 17.075 9.288 10.623 ? ? ? C53 NOD 42 NOD H1 H1 H 0 1 N N N 14.518 18.838 5.187 ? ? ? H1 NOD 43 NOD H2 H2 H 0 1 N N N 16.665 20.111 5.177 ? ? ? H2 NOD 44 NOD H3 H3 H 0 1 N N N 18.847 18.795 4.982 ? ? ? H3 NOD 45 NOD HO8 HO8 H 0 1 N N N 16.503 11.093 4.648 ? ? ? HO8 NOD 46 NOD H10 H10 H 0 1 N N N 14.551 10.276 3.766 ? ? ? H10 NOD 47 NOD H111 1H11 H 0 0 N N N 12.464 9.768 3.544 ? ? ? H111 NOD 48 NOD H112 2H11 H 0 0 N N N 12.850 8.802 4.868 ? ? ? H112 NOD 49 NOD HO12 2HO1 H 0 0 N N N 11.325 11.057 7.368 ? ? ? HO12 NOD 50 NOD H141 1H14 H 0 0 N N N 10.175 9.215 7.112 ? ? ? H141 NOD 51 NOD H142 2H14 H 0 0 N N N 8.712 9.856 6.572 ? ? ? H142 NOD 52 NOD HO14 4HO1 H 0 0 N N N 8.765 7.519 6.286 ? ? ? HO14 NOD 53 NOD H151 1H15 H 0 0 N N N 11.107 12.160 3.983 ? ? ? H151 NOD 54 NOD H152 2H15 H 0 0 N N N 10.852 12.669 5.588 ? ? ? H152 NOD 55 NOD HO17 7HO1 H 0 0 N N N 11.873 15.953 5.183 ? ? ? HO17 NOD 56 NOD H211 1H21 H 0 0 N N N 21.196 16.350 5.087 ? ? ? H211 NOD 57 NOD H212 2H21 H 0 0 N N N 20.309 17.861 4.558 ? ? ? H212 NOD 58 NOD H213 3H21 H 0 0 N N N 20.143 17.367 6.184 ? ? ? H213 NOD 59 NOD "H1'" H1* H 0 1 N N N 16.065 8.837 4.843 ? ? ? "H1'" NOD 60 NOD "H2'1" 1H2* H 0 0 N N N 17.653 8.259 6.509 ? ? ? "H2'1" NOD 61 NOD "H2'2" 2H2* H 0 0 N N N 17.464 9.925 6.735 ? ? ? "H2'2" NOD 62 NOD "H3'" H3* H 0 1 N N N 16.838 7.887 8.844 ? ? ? "H3'" NOD 63 NOD "H4'" H4* H 0 1 N N N 15.018 7.840 9.590 ? ? ? "H4'" NOD 64 NOD "HO4'" *HO4 H 0 0 N N N 15.102 5.704 8.405 ? ? ? "HO4'" NOD 65 NOD "H5'" H5* H 0 1 N N N 13.684 8.916 7.723 ? ? ? "H5'" NOD 66 NOD "H6'1" 1H6* H 0 0 N N N 12.347 6.966 6.753 ? ? ? "H6'1" NOD 67 NOD "H6'2" 2H6* H 0 0 N N N 13.662 5.820 7.340 ? ? ? "H6'2" NOD 68 NOD "H6'3" 3H6* H 0 0 N N N 12.755 6.637 8.518 ? ? ? "H6'3" NOD 69 NOD "HN3'" HN3* H 0 0 N N N 16.396 10.556 9.169 ? ? ? "HN3'" NOD 70 NOD H16 H16 H 0 1 N N N 16.243 6.515 12.476 ? ? ? H16 NOD 71 NOD H631 1H63 H 0 0 N N N 15.712 7.601 10.325 ? ? ? H631 NOD 72 NOD H632 2H63 H 0 0 N N N 15.254 8.612 11.632 ? ? ? H632 NOD 73 NOD H531 1H53 H 0 0 N N N 18.137 9.012 10.819 ? ? ? H531 NOD 74 NOD H532 2H53 H 0 0 N N N 16.956 10.188 11.269 ? ? ? H532 NOD 75 # # 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 NOD C1 C2 DOUB Y N 1 NOD C1 C20 SING Y N 2 NOD C1 H1 SING N N 3 NOD C2 C3 SING Y N 4 NOD C2 H2 SING N N 5 NOD C3 C4 DOUB Y N 6 NOD C3 H3 SING N N 7 NOD C4 O4 SING N N 8 NOD C4 C5 SING Y N 9 NOD O4 C21 SING N N 10 NOD C5 C6 SING N N 11 NOD C5 C20 DOUB Y N 12 NOD C6 O6 DOUB N N 13 NOD C6 C7 SING N N 14 NOD C7 C8 DOUB Y N 15 NOD C7 C18 SING Y N 16 NOD C8 O8 SING N N 17 NOD C8 C9 SING Y N 18 NOD O8 HO8 SING N N 19 NOD C9 C10 SING N N 20 NOD C9 C16 DOUB Y N 21 NOD C10 O10 SING N N 22 NOD C10 C11 SING N N 23 NOD C10 H10 SING N N 24 NOD O10 "C1'" SING N N 25 NOD C11 C12 SING N N 26 NOD C11 H111 SING N N 27 NOD C11 H112 SING N N 28 NOD C12 O12 SING N N 29 NOD C12 C13 SING N N 30 NOD C12 C15 SING N N 31 NOD O12 HO12 SING N N 32 NOD C13 O13 DOUB N N 33 NOD C13 C14 SING N N 34 NOD C14 O14 SING N N 35 NOD C14 H141 SING N N 36 NOD C14 H142 SING N N 37 NOD O14 HO14 SING N N 38 NOD C15 C16 SING N N 39 NOD C15 H151 SING N N 40 NOD C15 H152 SING N N 41 NOD C16 C17 SING Y N 42 NOD C17 O17 SING N N 43 NOD C17 C18 DOUB Y N 44 NOD O17 HO17 SING N N 45 NOD C18 C19 SING N N 46 NOD C19 O19 DOUB N N 47 NOD C19 C20 SING N N 48 NOD C21 H211 SING N N 49 NOD C21 H212 SING N N 50 NOD C21 H213 SING N N 51 NOD "C1'" "C2'" SING N N 52 NOD "C1'" "O5'" SING N N 53 NOD "C1'" "H1'" SING N N 54 NOD "C2'" "C3'" SING N N 55 NOD "C2'" "H2'1" SING N N 56 NOD "C2'" "H2'2" SING N N 57 NOD "C3'" "C4'" SING N N 58 NOD "C3'" "N3'" SING N N 59 NOD "C3'" "H3'" SING N N 60 NOD "C4'" "O4'" SING N N 61 NOD "C4'" "C5'" SING N N 62 NOD "C4'" "H4'" SING N N 63 NOD "O4'" "HO4'" SING N N 64 NOD "C5'" "O5'" SING N N 65 NOD "C5'" "C6'" SING N N 66 NOD "C5'" "H5'" SING N N 67 NOD "C6'" "H6'1" SING N N 68 NOD "C6'" "H6'2" SING N N 69 NOD "C6'" "H6'3" SING N N 70 NOD "N3'" C53 SING N N 71 NOD "N3'" "HN3'" SING N N 72 NOD O16 C63 SING N N 73 NOD O16 H16 SING N N 74 NOD C63 C53 SING N N 75 NOD C63 H631 SING N N 76 NOD C63 H632 SING N N 77 NOD C53 H531 SING N N 78 NOD C53 H532 SING N N 79 # # 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 NOD SMILES ACDLabs 10.04 "O=C2c1c(O)c5c(c(O)c1C(=O)c3cccc(OC)c23)CC(O)(C(=O)CO)CC5OC4OC(C(O)C(NCCO)C4)C" NOD SMILES_CANONICAL CACTVS 3.341 "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@@H](NCCO)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO" NOD SMILES CACTVS 3.341 "COc1cccc2C(=O)c3c(O)c4C[C](O)(C[CH](O[CH]5C[CH](NCCO)[CH](O)[CH](C)O5)c4c(O)c3C(=O)c12)C(=O)CO" NOD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@H](C(C[C@@H](O1)O[C@H]2C[C@@](Cc3c2c(c4c(c3O)C(=O)c5cccc(c5C4=O)OC)O)(C(=O)CO)O)NCCO)O" NOD 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)NCCO)O" NOD InChI InChI 1.03 "InChI=1S/C29H33NO12/c1-12-24(34)15(30-6-7-31)8-19(41-12)42-17-10-29(39,18(33)11-32)9-14-21(17)28(38)23-22(26(14)36)25(35)13-4-3-5-16(40-2)20(13)27(23)37/h3-5,12,15,17,19,24,30-32,34,36,38-39H,6-11H2,1-2H3/t12-,15+,17-,19-,24+,29-/m0/s1" NOD InChIKey InChI 1.03 XZJOMGCCXRRFJX-MIDWVNFUSA-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 NOD "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-[(2-hydroxyethyl)amino]-alpha-L-xylo-hexopyranoside" NOD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(7S,9S)-6,9,11-trihydroxy-9-(2-hydroxyethanoyl)-7-[(2R,5S,6S)-5-hydroxy-4-(2-hydroxyethylamino)-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 NOD "Create component" 1999-07-08 RCSB NOD "Modify descriptor" 2011-06-04 RCSB ##