data_OCW # _chem_comp.id OCW _chem_comp.name "Tetracenomycin X" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "methyl (6aR,7S,10aR)-3,8,10a-trimethoxy-1-methyl-6a,7,12-tris(oxidanyl)-6,10,11-tris(oxidanylidene)-7H-tetracene-2-carboxylate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-02-27 _chem_comp.pdbx_modified_date 2023-10-31 _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 486.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OCW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6Y69 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # 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 _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag OCW O01 O1 O 0 1 N N N 189.364 230.718 198.275 2.766 0.597 2.357 O01 OCW 1 N N N OCW O02 O2 O 0 1 N N N 191.684 230.477 196.837 4.167 -1.536 1.143 O02 OCW 2 N N N OCW O03 O3 O 0 1 N N N 193.123 228.273 196.574 3.432 -2.318 -1.452 O03 OCW 3 N N N OCW O04 O4 O 0 1 N N N 191.266 226.494 195.071 5.201 -0.501 -2.466 O04 OCW 4 N N N OCW O05 O5 O 0 1 N N N 192.931 230.165 199.143 1.837 -2.766 1.385 O05 OCW 5 N N N OCW O06 O6 O 0 1 N N N 188.395 227.798 198.943 1.783 2.238 -0.261 O06 OCW 6 N N N OCW O07 O7 O 0 1 N N N 187.950 229.325 196.464 4.548 2.222 1.171 O07 OCW 7 N N N OCW O08 O8 O 0 1 N N N 188.785 226.537 200.977 -0.798 2.323 -0.326 O08 OCW 8 N N N OCW O09 O9 O 0 1 N N N 193.559 225.873 205.123 -5.445 -1.987 0.011 O09 OCW 9 N N N OCW O10 O10 O 0 1 N N N 191.751 223.402 205.337 -6.366 1.252 0.344 O10 OCW 10 N N N OCW O11 O11 O 0 1 N N N 190.122 224.846 205.894 -6.019 0.775 -1.796 O11 OCW 11 N N N OCW C12 C1 C 0 1 N N R 191.312 229.399 197.651 3.049 -0.932 0.491 C12 OCW 12 N N N OCW C13 C2 C 0 1 N N R 189.799 229.434 197.902 2.918 0.531 0.938 C13 OCW 13 N N N OCW C14 C3 C 0 1 N N S 191.743 227.973 197.006 3.257 -0.966 -1.025 C14 OCW 14 N N N OCW C15 C4 C 0 1 N N N 192.005 229.507 199.011 1.785 -1.675 0.857 C15 OCW 15 N N N OCW C16 C5 C 0 1 N N N 189.439 228.372 198.965 1.713 1.143 0.257 C16 OCW 16 N N N OCW C17 C6 C 0 1 Y N N 191.625 228.612 200.123 0.486 -1.044 0.558 C17 OCW 17 N N N OCW C18 C7 C 0 1 Y N N 190.401 228.042 200.072 0.459 0.385 0.239 C18 OCW 18 N N N OCW C19 C8 C 0 1 N N N 189.042 228.994 196.692 4.161 1.275 0.517 C19 OCW 19 N N N OCW C20 C9 C 0 1 N N N 190.831 227.539 195.900 4.482 -0.164 -1.378 C20 OCW 20 N N N OCW C21 C10 C 0 1 N N N 189.642 228.011 195.761 4.871 0.881 -0.627 C21 OCW 21 N N N OCW C22 C11 C 0 1 Y N N 189.997 227.134 201.035 -0.753 1.000 -0.050 C22 OCW 22 N N N OCW C23 C12 C 0 1 Y N N 192.499 228.283 201.145 -0.682 -1.772 0.564 C23 OCW 23 N N N OCW C24 C13 C 0 1 Y N N 190.857 226.795 202.071 -1.940 0.229 -0.052 C24 OCW 24 N N N OCW C25 C14 C 0 1 Y N N 192.108 227.382 202.107 -1.908 -1.138 0.274 C25 OCW 25 N N N OCW C26 C15 C 0 1 Y N N 190.513 225.884 203.076 -3.168 0.838 -0.343 C26 OCW 26 N N N OCW C27 C16 C 0 1 N N N 189.751 231.174 199.545 2.516 1.913 2.854 C27 OCW 27 N N N OCW C28 C17 C 0 1 Y N N 193.005 227.080 203.118 -3.100 -1.880 0.285 C28 OCW 28 N N N OCW C29 C18 C 0 1 Y N N 191.415 225.587 204.080 -4.331 0.083 -0.341 C29 OCW 29 N N N OCW C30 C19 C 0 1 Y N N 192.658 226.182 204.102 -4.297 -1.265 -0.001 C30 OCW 30 N N N OCW C31 C20 C 0 1 N N N 189.147 225.249 203.055 -3.226 2.311 -0.656 C31 OCW 31 N N N OCW C32 C21 C 0 1 N N N 190.384 225.909 194.380 6.372 0.307 -2.757 C32 OCW 32 N N N OCW C33 C22 C 0 1 N N N 191.034 224.593 205.178 -5.624 0.724 -0.648 C33 OCW 33 N N N OCW C34 C23 C 0 1 N N N 194.697 226.478 205.286 -5.334 -3.376 0.329 C34 OCW 34 N N N OCW C35 C24 C 0 1 N N N 190.986 222.343 205.838 -7.627 1.867 -0.032 C35 OCW 35 N N N OCW H021 H1 H 0 0 N N N 192.376 230.971 197.261 4.308 -2.463 0.905 H021 OCW 36 N N N OCW H031 H2 H 0 0 N N N 193.503 227.502 196.169 3.570 -2.415 -2.405 H031 OCW 37 N N N OCW H081 H3 H 0 0 N N N 188.317 226.844 200.209 -0.695 2.533 -1.264 H081 OCW 38 N N N OCW H141 H4 H 0 0 N N N 191.749 227.218 197.806 2.386 -0.538 -1.521 H141 OCW 39 N N N OCW H211 H5 H 0 0 N N N 189.051 227.673 194.922 5.755 1.433 -0.912 H211 OCW 40 N N N OCW H231 H6 H 0 0 N N N 193.481 228.731 201.186 -0.660 -2.828 0.791 H231 OCW 41 N N N OCW H273 H7 H 0 0 N N N 189.348 232.184 199.711 2.356 1.871 3.931 H273 OCW 42 N N N OCW H271 H8 H 0 0 N N N 189.359 230.492 200.314 3.373 2.551 2.639 H271 OCW 43 N N N OCW H272 H9 H 0 0 N N N 190.849 231.203 199.605 1.628 2.322 2.371 H272 OCW 44 N N N OCW H281 H10 H 0 0 N N N 193.978 227.549 203.134 -3.077 -2.934 0.519 H281 OCW 45 N N N OCW H311 H11 H 0 0 N N N 189.186 224.314 202.477 -2.981 2.470 -1.706 H311 OCW 46 N N N OCW H313 H12 H 0 0 N N N 188.828 225.031 204.085 -4.229 2.687 -0.456 H313 OCW 47 N N N OCW H312 H13 H 0 0 N N N 188.429 225.939 202.588 -2.508 2.844 -0.031 H312 OCW 48 N N N OCW H322 H14 H 0 0 N N N 190.854 225.116 193.779 6.069 1.342 -2.915 H322 OCW 49 N N N OCW H321 H15 H 0 0 N N N 189.630 225.465 195.047 7.067 0.255 -1.919 H321 OCW 50 N N N OCW H323 H16 H 0 0 N N N 189.900 226.636 193.712 6.859 -0.071 -3.657 H323 OCW 51 N N N OCW H341 H17 H 0 0 N N N 195.218 226.052 206.156 -6.323 -3.835 0.304 H341 OCW 52 N N N OCW H342 H18 H 0 0 N N N 195.316 226.344 204.386 -4.688 -3.866 -0.399 H342 OCW 53 N N N OCW H343 H19 H 0 0 N N N 194.521 227.551 205.453 -4.908 -3.487 1.326 H343 OCW 54 N N N OCW H353 H20 H 0 0 N N N 191.617 221.447 205.934 -7.439 2.686 -0.725 H353 OCW 55 N N N OCW H351 H21 H 0 0 N N N 190.584 222.616 206.825 -8.265 1.124 -0.511 H351 OCW 56 N N N OCW H352 H22 H 0 0 N N N 190.155 222.133 205.149 -8.123 2.251 0.859 H352 OCW 57 N N N # 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 OCW O01 C13 SING N N 1 OCW O01 C27 SING N N 2 OCW O02 C12 SING N N 3 OCW O03 C14 SING N N 4 OCW O04 C20 SING N N 5 OCW O04 C32 SING N N 6 OCW O05 C15 DOUB N N 7 OCW O06 C16 DOUB N N 8 OCW O07 C19 DOUB N N 9 OCW O08 C22 SING N N 10 OCW O09 C30 SING N N 11 OCW O09 C34 SING N N 12 OCW O10 C33 SING N N 13 OCW O10 C35 SING N N 14 OCW O11 C33 DOUB N N 15 OCW C12 C13 SING N N 16 OCW C12 C14 SING N N 17 OCW C12 C15 SING N N 18 OCW C13 C16 SING N N 19 OCW C13 C19 SING N N 20 OCW C14 C20 SING N N 21 OCW C15 C17 SING N N 22 OCW C16 C18 SING N N 23 OCW C17 C18 SING Y N 24 OCW C17 C23 DOUB Y N 25 OCW C18 C22 DOUB Y N 26 OCW C19 C21 SING N N 27 OCW C20 C21 DOUB N N 28 OCW C22 C24 SING Y N 29 OCW C23 C25 SING Y N 30 OCW C24 C25 DOUB Y N 31 OCW C24 C26 SING Y N 32 OCW C25 C28 SING Y N 33 OCW C26 C29 DOUB Y N 34 OCW C26 C31 SING N N 35 OCW C28 C30 DOUB Y N 36 OCW C29 C30 SING Y N 37 OCW C29 C33 SING N N 38 OCW O02 H021 SING N N 39 OCW O03 H031 SING N N 40 OCW O08 H081 SING N N 41 OCW C14 H141 SING N N 42 OCW C21 H211 SING N N 43 OCW C23 H231 SING N N 44 OCW C27 H273 SING N N 45 OCW C27 H271 SING N N 46 OCW C27 H272 SING N N 47 OCW C28 H281 SING N N 48 OCW C31 H311 SING N N 49 OCW C31 H313 SING N N 50 OCW C31 H312 SING N N 51 OCW C32 H322 SING N N 52 OCW C32 H321 SING N N 53 OCW C32 H323 SING N N 54 OCW C34 H341 SING N N 55 OCW C34 H342 SING N N 56 OCW C34 H343 SING N N 57 OCW C35 H353 SING N N 58 OCW C35 H351 SING N N 59 OCW C35 H352 SING N N 60 # 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 OCW InChI InChI 1.06 "InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1" OCW InChIKey InChI 1.06 QSPIPUXWSNFXCK-AGILITTLSA-N OCW SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1c(C)c2c(O)c3C(=O)[C@]4(OC)C(=O)C=C(OC)[C@@H](O)[C@]4(O)C(=O)c3cc2cc1OC" OCW SMILES CACTVS 3.385 "COC(=O)c1c(C)c2c(O)c3C(=O)[C]4(OC)C(=O)C=C(OC)[CH](O)[C]4(O)C(=O)c3cc2cc1OC" OCW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc3c(c2O)C(=O)[C@@]4(C(=O)C=C([C@H]([C@@]4(C3=O)O)O)OC)OC)cc(c1C(=O)OC)OC" OCW SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc3c(c2O)C(=O)C4(C(=O)C=C(C(C4(C3=O)O)O)OC)OC)cc(c1C(=O)OC)OC" # _pdbx_chem_comp_identifier.comp_id OCW _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "methyl (6~{a}~{R},7~{S},10~{a}~{R})-3,8,10~{a}-trimethoxy-1-methyl-6~{a},7,12-tris(oxidanyl)-6,10,11-tris(oxidanylidene)-7~{H}-tetracene-2-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 OCW "Create component" 2020-02-27 PDBE OCW "Initial release" 2020-07-01 RCSB OCW "Modify synonyms" 2023-10-31 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OCW _pdbx_chem_comp_synonyms.name "methyl (6aR,7S,10aR)-3,8,10a-trimethoxy-1-methyl-6a,7,12-tris(oxidanyl)-6,10,11-tris(oxidanylidene)-7H-tetracene-2-carboxylate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? #