data_DUO # _chem_comp.id DUO _chem_comp.name "4-HYDROXY-2,8-DIMETHYL-1-OXO-6-(4,5,6-TRIMETHOXY-1H-INDOLE-2-CARBONYL)-1,2,3,6,7,8-HEXAHYDRO-3,6-DIAZA-AS-INDACENE-2-CARBOXYLIC ACID METHYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "DUOCARMYCIN A" _chem_comp.pdbx_formal_charge 0 _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 509.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DUO _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 107D _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 DUO N1 N1 N 0 1 N N N 2.577 7.193 -6.269 0.952 -0.489 5.673 N1 DUO 1 DUO C2 C2 C 0 1 N N R 3.313 5.997 -6.676 -0.480 -0.520 5.999 C2 DUO 2 DUO C3 C3 C 0 1 N N N 2.561 4.834 -6.150 -1.201 -0.411 4.674 C3 DUO 3 DUO C4 C4 C 0 1 Y N N 1.401 5.344 -5.381 -0.140 -0.321 3.658 C4 DUO 4 DUO C5 C5 C 0 1 Y N N 1.446 6.730 -5.489 1.105 -0.372 4.297 C5 DUO 5 DUO C6 C6 C 0 1 Y N N 0.469 7.528 -4.879 2.266 -0.304 3.519 C6 DUO 6 DUO C7 C7 C 0 1 Y N N -0.568 6.936 -4.164 2.184 -0.189 2.149 C7 DUO 7 DUO C8 C8 C 0 1 Y N N -0.633 5.549 -4.055 0.941 -0.138 1.506 C8 DUO 8 DUO C9 C9 C 0 1 Y N N 0.368 4.782 -4.641 -0.210 -0.204 2.261 C9 DUO 9 DUO C10 C10 C 0 1 N N N -0.585 2.626 -5.494 -2.248 -1.399 1.444 C10 DUO 10 DUO C11 C11 C 0 1 N N S 0.143 3.320 -4.353 -1.403 -0.128 1.335 C11 DUO 11 DUO C12 C12 C 0 1 N N N -0.810 3.459 -3.224 -0.793 -0.009 -0.070 C12 DUO 12 DUO N13 N13 N 0 1 N N N -1.592 4.667 -3.410 0.656 -0.023 0.139 N13 DUO 13 DUO C14 C14 C 0 1 N N N -2.793 5.054 -2.672 1.580 0.059 -0.838 C14 DUO 14 DUO C15 C15 C 0 1 Y N N -3.468 4.291 -1.561 1.161 0.067 -2.245 C15 DUO 15 DUO C16 C16 C 0 1 Y N N -3.027 3.167 -0.882 1.997 0.041 -3.317 C16 DUO 16 DUO C17 C17 C 0 1 Y N N -3.982 2.775 0.038 1.201 0.055 -4.487 C17 DUO 17 DUO C18 C18 C 0 1 Y N N -4.163 1.731 0.943 1.508 0.039 -5.857 C18 DUO 18 DUO C19 C19 C 0 1 Y N N -5.305 1.598 1.735 0.492 0.067 -6.786 C19 DUO 19 DUO C20 C20 C 0 1 Y N N -6.291 2.595 1.637 -0.842 0.111 -6.372 C20 DUO 20 DUO C21 C21 C 0 1 Y N N -6.167 3.641 0.705 -1.159 0.129 -5.025 C21 DUO 21 DUO C22 C22 C 0 1 Y N N -5.009 3.702 -0.085 -0.141 0.100 -4.071 C22 DUO 22 DUO N23 N23 N 0 1 Y N N -4.664 4.573 -1.033 -0.146 0.107 -2.693 N23 DUO 23 DUO O24 O24 O 0 1 N N N -5.453 0.518 2.601 0.788 0.051 -8.114 O24 DUO 24 DUO C25 C25 C 0 1 N N N -4.866 -0.772 2.317 2.213 0.005 -8.218 C25 DUO 25 DUO O26 O26 O 0 1 N N N -7.402 2.553 2.470 -1.836 0.138 -7.300 O26 DUO 26 DUO C27 C27 C 0 1 N N N -8.471 1.666 2.115 -2.017 1.506 -7.672 C27 DUO 27 DUO O28 O28 O 0 1 N N N -7.156 4.604 0.567 -2.461 0.172 -4.632 O28 DUO 28 DUO C29 C29 C 0 1 N N N -8.058 4.383 -0.525 -2.864 -1.177 -4.392 C29 DUO 29 DUO O30 O30 O 0 1 N N N -3.272 6.126 -3.048 2.761 0.129 -0.554 O30 DUO 30 DUO O31 O31 O 0 1 N N N 0.449 8.903 -4.928 3.485 -0.351 4.121 O31 DUO 31 DUO O32 O32 O 0 1 N N N 2.819 3.640 -6.331 -2.400 -0.400 4.487 O32 DUO 32 DUO C33 C33 C 0 1 N N N 3.190 6.017 -8.203 -0.837 -1.838 6.689 C33 DUO 33 DUO C34 C34 C 0 1 N N N 4.723 5.800 -6.206 -0.839 0.644 6.885 C34 DUO 34 DUO O35 O35 O 0 1 N N N 4.993 5.927 -5.013 -1.932 1.153 6.801 O35 DUO 35 DUO O36 O36 O 0 1 N N N 5.748 5.487 -7.087 0.055 1.117 7.767 O36 DUO 36 DUO C37 C37 C 0 1 N N N 6.101 4.098 -7.115 -0.290 2.240 8.620 C37 DUO 37 DUO H1 H1 H 0 1 N N N 3.130 7.881 -5.843 1.323 0.357 6.079 H1 DUO 38 DUO H7 H7 H 0 1 N N N -1.341 7.550 -3.725 3.089 -0.138 1.563 H7 DUO 39 DUO H101 1H10 H 0 0 N N N -1.546 3.157 -5.429 -3.068 -1.353 0.728 H101 DUO 40 DUO H102 2H10 H 0 0 N N N 0.036 2.804 -6.385 -1.626 -2.268 1.229 H102 DUO 41 DUO H103 3H10 H 0 0 N N N -0.053 2.772 -6.463 -2.651 -1.482 2.454 H103 DUO 42 DUO H11 H11 H 0 1 N N N 1.007 2.801 -3.910 -2.007 0.749 1.564 H11 DUO 43 DUO H121 1H12 H 0 0 N N N -0.129 3.624 -2.376 -1.099 0.927 -0.537 H121 DUO 44 DUO H122 2H12 H 0 0 N N N -1.338 2.498 -3.134 -1.095 -0.856 -0.687 H122 DUO 45 DUO H16 H16 H 0 1 N N N -2.066 2.713 -1.074 3.076 0.008 -3.282 H16 DUO 46 DUO H18 H18 H 0 1 N N N -3.421 0.959 1.080 2.537 0.005 -6.181 H18 DUO 47 DUO H23 H23 H 0 1 N N N -5.213 5.315 -1.312 -0.935 0.135 -2.130 H23 DUO 48 DUO H251 1H25 H 0 0 N N N -4.901 -1.405 3.216 2.500 -0.008 -9.269 H251 DUO 49 DUO H252 2H25 H 0 0 N N N -3.799 -0.657 2.076 2.641 0.884 -7.736 H252 DUO 50 DUO H253 3H25 H 0 0 N N N -5.330 -1.319 1.483 2.584 -0.894 -7.728 H253 DUO 51 DUO H271 1H27 H 0 0 N N N -9.209 1.646 2.930 -2.745 1.570 -8.480 H271 DUO 52 DUO H272 2H27 H 0 0 N N N -8.093 0.646 1.945 -2.378 2.072 -6.813 H272 DUO 53 DUO H273 3H27 H 0 0 N N N -8.944 2.040 1.195 -1.066 1.921 -8.007 H273 DUO 54 DUO H291 1H29 H 0 0 N N N -7.518 4.547 -1.470 -3.928 -1.202 -4.159 H291 DUO 55 DUO H292 2H29 H 0 0 N N N -8.909 5.078 -0.464 -2.672 -1.777 -5.282 H292 DUO 56 DUO H293 3H29 H 0 0 N N N -8.428 3.348 -0.482 -2.298 -1.582 -3.553 H293 DUO 57 DUO H31 H31 H 0 1 N N N 0.657 9.170 -5.823 3.738 -1.284 4.167 H31 DUO 58 DUO H331 1H33 H 0 0 N N N 3.937 5.343 -8.647 -0.295 -1.913 7.632 H331 DUO 59 DUO H332 2H33 H 0 0 N N N 3.357 7.045 -8.557 -1.909 -1.868 6.883 H332 DUO 60 DUO H333 3H33 H 0 0 N N N 2.180 5.686 -8.488 -0.562 -2.672 6.044 H333 DUO 61 DUO H371 1H37 H 0 0 N N N 6.576 3.839 -8.073 0.555 2.480 9.265 H371 DUO 62 DUO H372 2H37 H 0 0 N N N 6.796 3.865 -6.295 -0.533 3.104 8.003 H372 DUO 63 DUO H373 3H37 H 0 0 N N N 5.195 3.483 -7.013 -1.152 1.978 9.234 H373 DUO 64 # # 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 DUO N1 C2 SING N N 1 DUO N1 C5 SING N N 2 DUO N1 H1 SING N N 3 DUO C2 C3 SING N N 4 DUO C2 C33 SING N N 5 DUO C2 C34 SING N N 6 DUO C3 C4 SING N N 7 DUO C3 O32 DOUB N N 8 DUO C4 C5 DOUB Y N 9 DUO C4 C9 SING Y N 10 DUO C5 C6 SING Y N 11 DUO C6 C7 DOUB Y N 12 DUO C6 O31 SING N N 13 DUO C7 C8 SING Y N 14 DUO C7 H7 SING N N 15 DUO C8 C9 DOUB Y N 16 DUO C8 N13 SING N N 17 DUO C9 C11 SING N N 18 DUO C10 C11 SING N N 19 DUO C10 H101 SING N N 20 DUO C10 H102 SING N N 21 DUO C10 H103 SING N N 22 DUO C11 C12 SING N N 23 DUO C11 H11 SING N N 24 DUO C12 N13 SING N N 25 DUO C12 H121 SING N N 26 DUO C12 H122 SING N N 27 DUO N13 C14 SING N N 28 DUO C14 C15 SING N N 29 DUO C14 O30 DOUB N N 30 DUO C15 C16 DOUB Y N 31 DUO C15 N23 SING Y N 32 DUO C16 C17 SING Y N 33 DUO C16 H16 SING N N 34 DUO C17 C18 DOUB Y N 35 DUO C17 C22 SING Y N 36 DUO C18 C19 SING Y N 37 DUO C18 H18 SING N N 38 DUO C19 C20 DOUB Y N 39 DUO C19 O24 SING N N 40 DUO C20 C21 SING Y N 41 DUO C20 O26 SING N N 42 DUO C21 C22 DOUB Y N 43 DUO C21 O28 SING N N 44 DUO C22 N23 SING Y N 45 DUO N23 H23 SING N N 46 DUO O24 C25 SING N N 47 DUO C25 H251 SING N N 48 DUO C25 H252 SING N N 49 DUO C25 H253 SING N N 50 DUO O26 C27 SING N N 51 DUO C27 H271 SING N N 52 DUO C27 H272 SING N N 53 DUO C27 H273 SING N N 54 DUO O28 C29 SING N N 55 DUO C29 H291 SING N N 56 DUO C29 H292 SING N N 57 DUO C29 H293 SING N N 58 DUO O31 H31 SING N N 59 DUO C33 H331 SING N N 60 DUO C33 H332 SING N N 61 DUO C33 H333 SING N N 62 DUO C34 O35 DOUB N N 63 DUO C34 O36 SING N N 64 DUO O36 C37 SING N N 65 DUO C37 H371 SING N N 66 DUO C37 H372 SING N N 67 DUO C37 H373 SING N N 68 # # 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 DUO SMILES ACDLabs 10.04 "O=C(N3c2cc(O)c1c(C(=O)C(C(=O)OC)(N1)C)c2C(C)C3)c5cc4cc(OC)c(OC)c(OC)c4n5" DUO SMILES_CANONICAL CACTVS 3.341 "COC(=O)[C@]1(C)Nc2c(O)cc3N(C[C@@H](C)c3c2C1=O)C(=O)c4[nH]c5c(c4)cc(OC)c(OC)c5OC" DUO SMILES CACTVS 3.341 "COC(=O)[C]1(C)Nc2c(O)cc3N(C[CH](C)c3c2C1=O)C(=O)c4[nH]c5c(c4)cc(OC)c(OC)c5OC" DUO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CN(c2c1c3c(c(c2)O)N[C@@](C3=O)(C)C(=O)OC)C(=O)c4cc5cc(c(c(c5[nH]4)OC)OC)OC" DUO SMILES "OpenEye OEToolkits" 1.5.0 "CC1CN(c2c1c3c(c(c2)O)NC(C3=O)(C)C(=O)OC)C(=O)c4cc5cc(c(c(c5[nH]4)OC)OC)OC" DUO InChI InChI 1.03 "InChI=1S/C26H27N3O8/c1-11-10-29(14-9-15(30)20-18(17(11)14)23(31)26(2,28-20)25(33)37-6)24(32)13-7-12-8-16(34-3)21(35-4)22(36-5)19(12)27-13/h7-9,11,27-28,30H,10H2,1-6H3/t11-,26-/m1/s1" DUO InChIKey InChI 1.03 WQAYQZWERWNDPV-RPHGYIDUSA-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 DUO "SYSTEMATIC NAME" ACDLabs 10.04 "methyl (2R,8S)-4-hydroxy-2,8-dimethyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2,3,6,7,8-hexahydropyrrolo[3,2-e]indole-2-carboxylate" DUO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (1S,7R)-5-hydroxy-1,7-dimethyl-8-oxo-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,6-dihydro-1H-pyrrolo[4,5-e]indole-7-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 DUO "Create component" 1999-07-08 EBI DUO "Modify descriptor" 2011-06-04 RCSB DUO "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DUO _pdbx_chem_comp_synonyms.name "DUOCARMYCIN A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##