data_XTC # _chem_comp.id XTC _chem_comp.name "(4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 9-NITROTETRACYCLINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-22 _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 459.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XTC _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 4AUX _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 XTC O92 O92 O -1 1 N N N 22.747 44.517 34.847 7.696 0.012 0.961 O92 XTC 1 XTC N9 N9 N 1 1 N N N 23.125 43.429 34.403 6.798 0.049 0.139 N9 XTC 2 XTC O91 O91 O 0 1 N N N 24.024 43.419 33.558 7.061 0.096 -1.049 O91 XTC 3 XTC C9 C9 C 0 1 Y N N 22.520 42.245 34.870 5.386 0.029 0.584 C9 XTC 4 XTC C8 C8 C 0 1 Y N N 21.667 42.340 35.968 5.088 -0.031 1.931 C8 XTC 5 XTC C7 C7 C 0 1 Y N N 21.041 41.211 36.489 3.770 -0.043 2.359 C7 XTC 6 XTC C10 C10 C 0 1 Y N N 22.735 40.999 34.252 4.363 0.076 -0.352 C10 XTC 7 XTC O10 O10 O 0 1 N N N 23.547 40.898 33.154 4.653 0.140 -1.676 O10 XTC 8 XTC C1A C1A C 0 1 Y N N 22.092 39.859 34.772 3.031 0.057 0.077 C1A XTC 9 XTC C61 C61 C 0 1 Y N N 21.264 39.983 35.881 2.742 0.005 1.442 C61 XTC 10 XTC C6 C6 C 0 1 N N N 20.600 38.774 36.427 1.311 0.030 1.913 C6 XTC 11 XTC C11 C11 C 0 1 N N N 22.279 38.503 34.151 1.927 0.108 -0.901 C11 XTC 12 XTC O11 O11 O 0 1 N N N 22.758 38.478 32.903 2.142 0.399 -2.064 O11 XTC 13 XTC C1B C1B C 0 1 N N N 21.968 37.384 34.851 0.603 -0.190 -0.461 C1B XTC 14 XTC C51 C51 C 0 1 N N R 21.586 37.616 36.293 0.421 -0.735 0.936 C51 XTC 15 XTC C5 C5 C 0 1 N N N 20.920 36.440 36.959 -1.043 -0.607 1.366 C5 XTC 16 XTC C12 C12 C 0 1 N N N 22.031 36.130 34.332 -0.415 0.028 -1.298 C12 XTC 17 XTC O12 O12 O 0 1 N N N 22.616 35.876 33.141 -0.135 0.534 -2.516 O12 XTC 18 XTC C1C C1C C 0 1 N N S 21.531 34.916 35.098 -1.855 -0.257 -0.966 C1C XTC 19 XTC O1C O1C O 0 1 N N N 22.421 33.873 34.690 -2.519 -0.848 -2.086 O1C XTC 20 XTC C1 C1 C 0 1 N N N 20.108 34.522 34.795 -2.510 1.060 -0.595 C1 XTC 21 XTC O1 O1 O 0 1 N N N 19.500 35.183 33.802 -2.043 2.113 -0.977 O1 XTC 22 XTC C41 C41 C 0 1 N N S 21.648 35.164 36.612 -1.914 -1.192 0.258 C41 XTC 23 XTC C4 C4 C 0 1 N N S 21.041 34.083 37.507 -3.341 -1.419 0.718 C4 XTC 24 XTC N4 N4 N 0 1 N N N 22.017 33.243 38.262 -4.026 -2.275 -0.260 N4 XTC 25 XTC C43 C43 C 0 1 N N N 22.646 33.962 39.400 -3.427 -3.615 -0.299 C43 XTC 26 XTC C42 C42 C 0 1 N N N 23.081 32.609 37.448 -5.466 -2.350 0.024 C42 XTC 27 XTC C3 C3 C 0 1 N N N 20.123 33.206 36.712 -4.103 -0.136 0.860 C3 XTC 28 XTC O3 O3 O 0 1 N N N 19.966 32.003 37.239 -5.199 -0.116 1.634 O3 XTC 29 XTC C2 C2 C 0 1 N N N 19.513 33.554 35.551 -3.717 1.037 0.231 C2 XTC 30 XTC C21 C21 C 0 1 N N N 18.248 32.831 35.168 -4.519 2.260 0.390 C21 XTC 31 XTC O21 O21 O 0 1 N N N 17.808 31.903 35.822 -5.288 2.601 -0.489 O21 XTC 32 XTC N21 N21 N 0 1 N N N 17.521 33.147 34.098 -4.402 3.003 1.508 N21 XTC 33 XTC H8 H8 H 0 1 N N N 21.489 43.304 36.421 5.887 -0.069 2.656 H8 XTC 34 XTC H7 H7 H 0 1 N N N 20.394 41.289 37.350 3.548 -0.090 3.415 H7 XTC 35 XTC H10 H10 H 0 1 N N N 23.477 40.025 32.787 4.735 -0.724 -2.102 H10 XTC 36 XTC H61C H61C H 0 0 N N N 20.344 38.930 37.485 1.247 -0.433 2.898 H61C XTC 37 XTC H62C H62C H 0 0 N N N 19.685 38.557 35.857 0.971 1.063 1.979 H62C XTC 38 XTC H51 H51 H 0 1 N N N 22.495 37.869 36.858 0.698 -1.790 0.953 H51 XTC 39 XTC H51C H51C H 0 0 N N N 20.936 36.583 38.050 -1.204 -1.159 2.292 H51C XTC 40 XTC H52C H52C H 0 0 N N N 19.878 36.369 36.614 -1.292 0.444 1.515 H52C XTC 41 XTC H41 H41 H 0 1 N N N 22.712 35.278 36.868 -1.500 -2.161 -0.023 H41 XTC 42 XTC H12 H12 H 0 1 N N N 22.834 36.696 32.714 -0.320 -0.030 -3.279 H12 XTC 43 XTC H1C H1C H 0 1 N N N 22.181 33.063 35.125 -2.462 -0.326 -2.897 H1C XTC 44 XTC H4 H4 H 0 1 N N N 20.421 34.604 38.252 -3.325 -1.928 1.682 H4 XTC 45 XTC H431 H431 H 0 0 N N N 23.351 33.292 39.913 -3.400 -4.031 0.709 H431 XTC 46 XTC H432 H432 H 0 0 N N N 23.186 34.843 39.023 -4.023 -4.262 -0.942 H432 XTC 47 XTC H433 H433 H 0 0 N N N 21.866 34.284 40.106 -2.412 -3.548 -0.691 H433 XTC 48 XTC H421 H421 H 0 0 N N N 23.740 32.017 38.101 -5.920 -1.373 -0.140 H421 XTC 49 XTC H422 H422 H 0 0 N N N 22.623 31.950 36.695 -5.929 -3.082 -0.638 H422 XTC 50 XTC H423 H423 H 0 0 N N N 23.670 33.389 36.943 -5.616 -2.651 1.060 H423 XTC 51 XTC H3 H3 H 0 1 N N N 19.169 31.611 36.903 -5.711 0.704 1.648 H3 XTC 52 XTC H211 H211 H 0 0 N N N 16.688 32.634 33.890 -3.738 2.772 2.177 H211 XTC 53 XTC H212 H212 H 0 0 N N N 17.808 33.897 33.502 -4.982 3.769 1.645 H212 XTC 54 # # 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 XTC O92 N9 SING N N 1 XTC N9 O91 DOUB N N 2 XTC N9 C9 SING N N 3 XTC C9 C8 SING Y N 4 XTC C9 C10 DOUB Y N 5 XTC C8 C7 DOUB Y N 6 XTC C7 C61 SING Y N 7 XTC C10 O10 SING N N 8 XTC C10 C1A SING Y N 9 XTC C1A C61 DOUB Y N 10 XTC C1A C11 SING N N 11 XTC C61 C6 SING N N 12 XTC C6 C51 SING N N 13 XTC C11 O11 DOUB N N 14 XTC C11 C1B SING N N 15 XTC C1B C51 SING N N 16 XTC C1B C12 DOUB N N 17 XTC C51 C5 SING N N 18 XTC C5 C41 SING N N 19 XTC C12 O12 SING N N 20 XTC C12 C1C SING N N 21 XTC C1C O1C SING N N 22 XTC C1C C1 SING N N 23 XTC C1C C41 SING N N 24 XTC C1 O1 DOUB N N 25 XTC C1 C2 SING N N 26 XTC C41 C4 SING N N 27 XTC C4 N4 SING N N 28 XTC C4 C3 SING N N 29 XTC N4 C43 SING N N 30 XTC N4 C42 SING N N 31 XTC C3 O3 SING N N 32 XTC C3 C2 DOUB N N 33 XTC C2 C21 SING N N 34 XTC C21 O21 DOUB N N 35 XTC C21 N21 SING N N 36 XTC C8 H8 SING N N 37 XTC C7 H7 SING N N 38 XTC O10 H10 SING N N 39 XTC C6 H61C SING N N 40 XTC C6 H62C SING N N 41 XTC C51 H51 SING N N 42 XTC C5 H51C SING N N 43 XTC C5 H52C SING N N 44 XTC C41 H41 SING N N 45 XTC O12 H12 SING N N 46 XTC O1C H1C SING N N 47 XTC C4 H4 SING N N 48 XTC C43 H431 SING N N 49 XTC C43 H432 SING N N 50 XTC C43 H433 SING N N 51 XTC C42 H421 SING N N 52 XTC C42 H422 SING N N 53 XTC C42 H423 SING N N 54 XTC O3 H3 SING N N 55 XTC N21 H211 SING N N 56 XTC N21 H212 SING N N 57 # # 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 XTC SMILES ACDLabs 12.01 "[O-][N+](=O)c2c(O)c3C(=O)C1=C(O)C4(O)C(=O)C(=C(O)C(N(C)C)C4CC1Cc3cc2)C(=O)N" XTC InChI InChI 1.03 "InChI=1S/C21H21N3O9/c1-23(2)14-9-6-8-5-7-3-4-10(24(32)33)15(25)11(7)16(26)12(8)18(28)21(9,31)19(29)13(17(14)27)20(22)30/h3-4,8-9,14,25,27-28,31H,5-6H2,1-2H3,(H2,22,30)/t8-,9-,14-,21-/m0/s1" XTC InChIKey InChI 1.03 IEJWCNPEOOQYLP-CROFIWJMSA-N XTC SMILES_CANONICAL CACTVS 3.385 "CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4ccc(c(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(N)=O)[N+]([O-])=O" XTC SMILES CACTVS 3.385 "CN(C)[CH]1[CH]2C[CH]3Cc4ccc(c(O)c4C(=O)C3=C(O)[C]2(O)C(=O)C(=C1O)C(N)=O)[N+]([O-])=O" XTC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4ccc(c(c4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)[N+](=O)[O-]" XTC SMILES "OpenEye OEToolkits" 1.9.2 "CN(C)C1C2CC3Cc4ccc(c(c4C(=O)C3=C(C2(C(=O)C(=C1O)C(=O)N)O)O)O)[N+](=O)[O-]" # # 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 XTC "SYSTEMATIC NAME" ACDLabs 12.01 "(4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide" XTC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4S,4aS,5aR,12aS)-4-(dimethylamino)-9-nitro-3,10,12,12a-tetrakis(oxidanyl)-1,11-bis(oxidanylidene)-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XTC "Create component" 2012-05-22 EBI XTC "Modify descriptor" 2014-09-05 RCSB XTC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XTC _pdbx_chem_comp_synonyms.name 9-NITROTETRACYCLINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##