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         ? 
# 
