data_TNN # _chem_comp.id TNN _chem_comp.name "(1aS,11S,11aR,14Z,18R)-3,8,18-trihydroxy-11a-[(1R)-1-hydroxyethyl]-7-methoxy-11,11a-dihydro-4H-11,1a-hept[3]ene[1,5]diynonaphtho[2,3-h]oxireno[c]quinoline-4,9(10H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H19 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms tiancimycin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-09 _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 485.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TNN _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 5UMY _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 TNN CAB C1 C 0 1 N N N 0.155 7.600 -12.976 5.503 -0.162 -1.074 CAB TNN 1 TNN CBF C2 C 0 1 N N R 0.624 6.422 -13.802 4.535 1.023 -1.037 CBF TNN 2 TNN OAG O1 O 0 1 N N N 0.516 5.243 -13.011 4.757 1.854 -2.178 OAG TNN 3 TNN CBJ C3 C 0 1 N N R -0.100 6.261 -15.115 3.072 0.498 -1.054 CBJ TNN 4 TNN OAT O2 O 0 1 N N N 0.474 6.814 -16.133 2.920 -0.587 -1.964 OAT TNN 5 TNN CBI C4 C 0 1 N N S 0.190 5.496 -16.321 2.773 -0.911 -0.577 CBI TNN 6 TNN CAY C5 C 0 1 Y N N -0.843 5.100 -17.262 1.328 -1.229 -0.273 CAY TNN 7 TNN CAQ C6 C 0 1 Y N N -0.622 4.164 -18.251 0.904 -2.526 -0.138 CAQ TNN 8 TNN CAU C7 C 0 1 Y N N -1.619 3.804 -19.099 -0.451 -2.815 0.029 CAU TNN 9 TNN OAE O3 O 0 1 N N N -1.375 2.918 -20.037 -0.863 -4.099 0.173 OAE TNN 10 TNN CBC C8 C 0 1 Y N N -2.880 4.348 -19.012 -1.379 -1.771 0.047 CBC TNN 11 TNN CAZ C9 C 0 1 N N N -3.877 3.952 -19.896 -2.821 -2.061 0.134 CAZ TNN 12 TNN OAC O4 O 0 1 N N N -3.652 3.140 -20.749 -3.206 -3.209 0.251 OAC TNN 13 TNN CBB C10 C 0 1 Y N N -5.154 4.481 -19.768 -3.796 -0.956 0.080 CBB TNN 14 TNN CAP C11 C 0 1 Y N N -6.180 4.087 -20.628 -5.161 -1.227 0.050 CAP TNN 15 TNN CAO C12 C 0 1 Y N N -7.457 4.617 -20.533 -6.075 -0.190 0.008 CAO TNN 16 TNN CAW C13 C 0 1 Y N N -7.732 5.538 -19.535 -5.643 1.126 -0.003 CAW TNN 17 TNN OAS O5 O 0 1 N N N -8.888 6.163 -19.321 -6.551 2.135 -0.039 OAS TNN 18 TNN CAA C14 C 0 1 N N N -10.051 5.640 -19.883 -7.931 1.765 -0.064 CAA TNN 19 TNN CAV C15 C 0 1 Y N N -6.715 5.912 -18.699 -4.275 1.420 0.023 CAV TNN 20 TNN OAF O6 O 0 1 N N N -6.995 6.831 -17.776 -3.855 2.710 0.016 OAF TNN 21 TNN CBD C16 C 0 1 Y N N -5.426 5.391 -18.776 -3.346 0.380 0.057 CBD TNN 22 TNN CBA C17 C 0 1 N N N -4.423 5.827 -17.927 -1.901 0.670 0.046 CBA TNN 23 TNN OAD O7 O 0 1 N N N -4.677 6.660 -17.092 -1.511 1.822 0.081 OAD TNN 24 TNN CBE C18 C 0 1 Y N N -3.142 5.289 -18.024 -0.931 -0.435 -0.007 CBE TNN 25 TNN CAX C19 C 0 1 Y N N -2.120 5.648 -17.144 0.438 -0.162 -0.143 CAX TNN 26 TNN NAR N1 N 0 1 N N N -2.328 6.532 -16.144 0.903 1.115 -0.080 NAR TNN 27 TNN CBH C20 C 0 1 N N S -1.625 6.390 -14.851 2.040 1.576 -0.821 CBH TNN 28 TNN CAL C21 C 0 1 N N N -2.115 5.148 -14.127 2.714 2.607 0.051 CAL TNN 29 TNN CAJ C22 C 0 1 N N N -2.259 4.642 -13.888 3.385 2.806 1.039 CAJ TNN 30 TNN CAN C23 C 0 1 N N N -2.393 3.222 -13.369 4.551 2.692 1.870 CAN TNN 31 TNN CAM C24 C 0 1 N N N -1.430 2.269 -13.707 5.013 1.503 2.291 CAM TNN 32 TNN CAI C25 C 0 1 N N N -0.245 2.807 -14.642 4.363 0.267 1.954 CAI TNN 33 TNN CAK C26 C 0 1 N N N 0.160 3.181 -15.013 4.188 -0.786 1.402 CAK TNN 34 TNN CBG C27 C 0 1 N N R 1.061 4.330 -15.839 3.841 -1.639 0.232 CBG TNN 35 TNN OAH O8 O 0 1 N N N 1.837 3.884 -16.792 3.334 -2.896 0.683 OAH TNN 36 TNN HAF H1 H 0 1 N N N 0.232 8.521 -13.573 6.468 0.169 -1.457 HAF TNN 37 TNN HAD H2 H 0 1 N N N -0.892 7.444 -12.676 5.628 -0.560 -0.066 HAD TNN 38 TNN HAE H3 H 0 1 N N N 0.784 7.692 -12.078 5.101 -0.939 -1.723 HAE TNN 39 TNN HBF H4 H 0 1 N N N 1.687 6.588 -14.033 4.703 1.601 -0.128 HBF TNN 40 TNN HAG H5 H 0 1 N N N 0.807 4.494 -13.517 4.565 1.423 -3.022 HAG TNN 41 TNN HAQ H6 H 0 1 N N N 0.354 3.713 -18.352 1.624 -3.330 -0.162 HAQ TNN 42 TNN HBI H7 H 0 1 N N N -2.163 2.771 -20.547 -0.888 -4.403 1.090 HBI TNN 43 TNN HAP H8 H 0 1 N N N -5.973 3.349 -21.389 -5.508 -2.250 0.059 HAP TNN 44 TNN HAO H9 H 0 1 N N N -8.227 4.316 -21.228 -7.132 -0.408 -0.016 HAO TNN 45 TNN HAA H10 H 0 1 N N N -10.908 6.273 -19.610 -8.129 1.160 -0.949 HAA TNN 46 TNN HAB H11 H 0 1 N N N -9.949 5.614 -20.978 -8.169 1.189 0.830 HAB TNN 47 TNN HAC H12 H 0 1 N N N -10.214 4.620 -19.505 -8.547 2.663 -0.092 HAC TNN 48 TNN HBJ H13 H 0 1 N N N -6.214 7.020 -17.269 -3.752 3.095 0.897 HBJ TNN 49 TNN HAR H14 H 0 1 N N N -2.084 7.433 -16.504 0.145 1.779 -0.133 HAR TNN 50 TNN HBH H15 H 0 1 N N N -1.807 7.275 -14.224 1.757 2.071 -1.746 HBH TNN 51 TNN HAN H16 H 0 1 N N N -3.229 2.950 -12.742 5.075 3.598 2.159 HAN TNN 52 TNN HAM H17 H 0 1 N N N -1.480 1.246 -13.364 5.913 1.462 2.896 HAM TNN 53 TNN HBG H24 H 0 1 N N N 1.706 4.762 -15.060 4.727 -1.797 -0.384 HBG TNN 54 TNN HAH H25 H 0 1 N N N 2.362 3.164 -16.463 3.965 -3.410 1.205 HAH TNN 55 # # 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 TNN CAB CBF SING N N 1 TNN CBF OAG SING N N 2 TNN CBF CBJ SING N N 3 TNN CBJ OAT SING N N 4 TNN CBJ CBI SING N N 5 TNN CBJ CBH SING N N 6 TNN OAT CBI SING N N 7 TNN CBI CAY SING N N 8 TNN CBI CBG SING N N 9 TNN CAY CAQ DOUB Y N 10 TNN CAY CAX SING Y N 11 TNN CAQ CAU SING Y N 12 TNN CAU OAE SING N N 13 TNN CAU CBC DOUB Y N 14 TNN CBC CAZ SING N N 15 TNN CBC CBE SING Y N 16 TNN CAZ OAC DOUB N N 17 TNN CAZ CBB SING N N 18 TNN CBB CAP DOUB Y N 19 TNN CBB CBD SING Y N 20 TNN CAP CAO SING Y N 21 TNN CAO CAW DOUB Y N 22 TNN CAW OAS SING N N 23 TNN CAW CAV SING Y N 24 TNN OAS CAA SING N N 25 TNN CAV OAF SING N N 26 TNN CAV CBD DOUB Y N 27 TNN CBD CBA SING N N 28 TNN CBA OAD DOUB N N 29 TNN CBA CBE SING N N 30 TNN CBE CAX DOUB Y N 31 TNN CAX NAR SING N N 32 TNN NAR CBH SING N N 33 TNN CBH CAL SING N N 34 TNN CAJ CAN SING N N 35 TNN CAN CAM DOUB N Z 36 TNN CAM CAI SING N N 37 TNN CAK CBG SING N N 38 TNN CBG OAH SING N N 39 TNN CAL CAJ TRIP N N 40 TNN CAB HAF SING N N 41 TNN CAB HAD SING N N 42 TNN CAB HAE SING N N 43 TNN CBF HBF SING N N 44 TNN OAG HAG SING N N 45 TNN CAQ HAQ SING N N 46 TNN OAE HBI SING N N 47 TNN CAP HAP SING N N 48 TNN CAO HAO SING N N 49 TNN CAA HAA SING N N 50 TNN CAA HAB SING N N 51 TNN CAA HAC SING N N 52 TNN OAF HBJ SING N N 53 TNN NAR HAR SING N N 54 TNN CBH HBH SING N N 55 TNN CAN HAN SING N N 56 TNN CAM HAM SING N N 57 TNN CBG HBG SING N N 58 TNN OAH HAH SING N N 59 TNN CAI CAK TRIP 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 TNN SMILES ACDLabs 12.01 "CC(O)C15OC16c4cc(O)c3C(=O)c2ccc(OC)c(O)c2C(=O)c3c4NC5C#CC=CC#CC6O" TNN InChI InChI 1.03 "InChI=1S/C27H19NO8/c1-12(29)26-17-7-5-3-4-6-8-18(31)27(26,36-26)14-11-15(30)20-21(22(14)28-17)25(34)19-13(23(20)32)9-10-16(35-2)24(19)33/h3-4,9-12,17-18,28-31,33H,1-2H3/b4-3-/t12-,17+,18-,26+,27+/m1/s1" TNN InChIKey InChI 1.03 DJOMZYYFFHCVSQ-UBZKRVARSA-N TNN SMILES_CANONICAL CACTVS 3.385 "COc1ccc2C(=O)c3c(O)cc4c(N[C@H]5C#C\C=C/C#C[C@@H](O)[C@@]46O[C@@]56[C@@H](C)O)c3C(=O)c2c1O" TNN SMILES CACTVS 3.385 "COc1ccc2C(=O)c3c(O)cc4c(N[CH]5C#CC=CC#C[CH](O)[C]46O[C]56[CH](C)O)c3C(=O)c2c1O" TNN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]([C@]12[C@@H]3C#C/C=C\C#C[C@H]([C@@]1(O2)c4cc(c5c(c4N3)C(=O)c6c(ccc(c6O)OC)C5=O)O)O)O" TNN SMILES "OpenEye OEToolkits" 2.0.6 "CC(C12C3C#CC=CC#CC(C1(O2)c4cc(c5c(c4N3)C(=O)c6c(ccc(c6O)OC)C5=O)O)O)O" # _pdbx_chem_comp_identifier.comp_id TNN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "(1aS,11S,11aR,14Z,18R)-3,8,18-trihydroxy-11a-[(1R)-1-hydroxyethyl]-7-methoxy-11,11a-dihydro-4H-11,1a-hept[3]ene[1,5]diynonaphtho[2,3-h]oxireno[c]quinoline-4,9(10H)-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 TNN "Create component" 2017-02-09 RCSB TNN "Initial release" 2018-07-04 RCSB TNN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id TNN _pdbx_chem_comp_synonyms.name tiancimycin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##