data_C8B # _chem_comp.id C8B _chem_comp.name "(3~{R},6~{S})-1,4-dimethyl-6-[(4-nitro-1~{H}-indol-3-yl)methyl]-3-oxidanyl-3-(phenylmethyl)piperazine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-18 _chem_comp.pdbx_modified_date 2018-12-07 _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 422.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C8B _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 6F0C _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 C8B C1 C1 C 0 1 N N N 9.810 39.994 36.930 -1.699 -0.188 -1.018 C1 C8B 1 C8B C2 C2 C 0 1 N N R 8.998 41.260 37.243 -2.424 -1.274 -0.281 C2 C8B 2 C8B C3 C3 C 0 1 N N N 8.548 41.942 35.920 -2.993 -0.703 1.020 C3 C8B 3 C8B C4 C4 C 0 1 Y N N 9.734 42.483 35.161 -3.864 0.487 0.708 C4 C8B 4 C8B C5 C5 C 0 1 Y N N 10.194 43.780 35.408 -5.226 0.321 0.541 C5 C8B 5 C8B C6 C6 C 0 1 Y N N 11.304 44.233 34.703 -6.025 1.412 0.254 C6 C8B 6 C8B C12 C7 C 0 1 N N N 12.851 41.689 36.947 0.925 -0.309 1.047 C12 C8B 7 C8B C13 C8 C 0 1 Y N N 14.254 41.669 37.538 1.755 0.911 0.742 C13 C8B 8 C8B C14 C9 C 0 1 Y N N 15.489 41.289 36.983 3.156 0.926 0.313 C14 C8B 9 C8B C11 C10 C 0 1 N N S 11.801 41.038 37.905 0.498 -0.976 -0.262 C11 C8B 10 C8B O5 O1 O 0 1 N N N 7.795 40.801 37.876 -3.500 -1.752 -1.091 O5 C8B 11 C8B O4 O2 O -1 1 N N N 14.289 41.276 34.364 4.606 -2.352 0.114 O4 C8B 12 C8B C21 C11 C 0 1 N N N 11.901 38.739 36.973 0.246 1.028 -1.755 C21 C8B 13 C8B O2 O3 O 0 1 N N N 11.521 43.127 39.099 0.464 -3.238 0.325 O2 C8B 14 C8B C8 C12 C 0 1 Y N N 11.446 42.147 33.489 -4.102 2.836 0.313 C8 C8B 15 C8B C9 C13 C 0 1 Y N N 10.349 41.673 34.207 -3.302 1.744 0.594 C9 C8B 16 C8B C10 C14 C 0 1 N N N 10.925 42.160 38.389 -0.204 -2.264 0.049 C10 C8B 17 C8B C15 C15 C 0 1 Y N N 15.995 40.766 35.763 4.106 -0.066 0.065 C15 C8B 18 C8B C16 C16 C 0 1 Y N N 17.360 40.512 35.618 5.365 0.284 -0.335 C16 C8B 19 C8B C17 C17 C 0 1 Y N N 18.252 40.714 36.666 5.707 1.620 -0.495 C17 C8B 20 C8B C22 C18 C 0 1 N N N 8.890 43.252 38.782 -2.125 -3.686 0.353 C22 C8B 21 C8B N4 N1 N 1 1 N N N 15.247 40.573 34.585 3.751 -1.493 0.235 N4 C8B 22 C8B O3 O4 O 0 1 N N N 15.626 39.845 33.688 2.604 -1.809 0.494 O3 C8B 23 C8B C18 C19 C 0 1 Y N N 17.779 41.228 37.861 4.786 2.615 -0.255 C18 C8B 24 C8B C19 C20 C 0 1 Y N N 16.433 41.514 38.019 3.498 2.281 0.151 C19 C8B 25 C8B N3 N2 N 0 1 Y N N 15.806 42.015 39.117 2.379 3.022 0.462 N3 C8B 26 C8B C20 C21 C 0 1 Y N N 14.498 42.119 38.845 1.350 2.189 0.806 C20 C8B 27 C8B N1 N3 N 0 1 N N N 11.097 39.932 37.256 -0.368 -0.067 -1.000 N1 C8B 28 C8B O1 O5 O 0 1 N N N 9.274 39.014 36.427 -2.347 0.610 -1.661 O1 C8B 29 C8B N2 N4 N 0 1 N N N 9.686 42.208 38.143 -1.535 -2.383 0.036 N2 C8B 30 C8B C7 C22 C 0 1 Y N N 11.928 43.431 33.741 -5.462 2.669 0.134 C7 C8B 31 C8B H1 H1 H 0 1 N N N 7.864 42.770 36.157 -3.587 -1.466 1.523 H1 C8B 32 C8B H2 H2 H 0 1 N N N 8.026 41.203 35.294 -2.174 -0.393 1.669 H2 C8B 33 C8B H3 H3 H 0 1 N N N 9.700 44.415 36.129 -5.666 -0.661 0.635 H3 C8B 34 C8B H4 H4 H 0 1 N N N 11.691 45.221 34.902 -7.089 1.283 0.124 H4 C8B 35 C8B H5 H5 H 0 1 N N N 12.560 42.733 36.759 1.514 -1.011 1.637 H5 C8B 36 C8B H6 H6 H 0 1 N N N 12.858 41.133 35.998 0.039 -0.014 1.611 H6 C8B 37 C8B H7 H7 H 0 1 N N N 12.352 40.640 38.770 1.384 -1.188 -0.860 H7 C8B 38 C8B H8 H8 H 0 1 N N N 7.672 39.877 37.691 -3.219 -2.118 -1.941 H8 C8B 39 C8B H9 H9 H 0 1 N N N 12.932 38.899 37.323 -0.535 1.663 -2.174 H9 C8B 40 C8B H10 H10 H 0 1 N N N 11.468 37.873 37.494 0.878 1.618 -1.091 H10 C8B 41 C8B H11 H11 H 0 1 N N N 11.907 38.549 35.889 0.851 0.617 -2.563 H11 C8B 42 C8B H12 H12 H 0 1 N N N 11.919 41.525 32.744 -3.661 3.818 0.219 H12 C8B 43 C8B H13 H13 H 0 1 N N N 9.975 40.677 34.024 -2.239 1.875 0.734 H13 C8B 44 C8B H14 H14 H 0 1 N N N 17.732 40.150 34.671 6.099 -0.484 -0.526 H14 C8B 45 C8B H15 H15 H 0 1 N N N 19.298 40.473 36.549 6.706 1.882 -0.812 H15 C8B 46 C8B H16 H16 H 0 1 N N N 9.540 43.873 39.416 -2.239 -4.266 -0.563 H16 C8B 47 C8B H17 H17 H 0 1 N N N 8.423 43.881 38.010 -1.474 -4.221 1.044 H17 C8B 48 C8B H18 H18 H 0 1 N N N 8.107 42.789 39.401 -3.102 -3.539 0.814 H18 C8B 49 C8B H19 H19 H 0 1 N N N 18.464 41.407 38.676 5.062 3.652 -0.383 H19 C8B 50 C8B H20 H20 H 0 1 N N N 16.246 42.263 39.980 2.328 3.990 0.436 H20 C8B 51 C8B H21 H21 H 0 1 N N N 13.747 42.492 39.526 0.359 2.512 1.089 H21 C8B 52 C8B H22 H22 H 0 1 N N N 12.781 43.806 33.195 -6.087 3.522 -0.085 H22 C8B 53 # 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 C8B C8 C7 DOUB Y N 1 C8B C8 C9 SING Y N 2 C8B O3 N4 DOUB N N 3 C8B C7 C6 SING Y N 4 C8B C9 C4 DOUB Y N 5 C8B O4 N4 SING N N 6 C8B N4 C15 SING N N 7 C8B C6 C5 DOUB Y N 8 C8B C4 C5 SING Y N 9 C8B C4 C3 SING N N 10 C8B C16 C15 DOUB Y N 11 C8B C16 C17 SING Y N 12 C8B C15 C14 SING Y N 13 C8B C3 C2 SING N N 14 C8B O1 C1 DOUB N N 15 C8B C17 C18 DOUB Y N 16 C8B C1 C2 SING N N 17 C8B C1 N1 SING N N 18 C8B C12 C13 SING N N 19 C8B C12 C11 SING N N 20 C8B C21 N1 SING N N 21 C8B C14 C13 SING Y N 22 C8B C14 C19 DOUB Y N 23 C8B C2 O5 SING N N 24 C8B C2 N2 SING N N 25 C8B N1 C11 SING N N 26 C8B C13 C20 DOUB Y N 27 C8B C18 C19 SING Y N 28 C8B C11 C10 SING N N 29 C8B C19 N3 SING Y N 30 C8B N2 C10 SING N N 31 C8B N2 C22 SING N N 32 C8B C10 O2 DOUB N N 33 C8B C20 N3 SING Y N 34 C8B C3 H1 SING N N 35 C8B C3 H2 SING N N 36 C8B C5 H3 SING N N 37 C8B C6 H4 SING N N 38 C8B C12 H5 SING N N 39 C8B C12 H6 SING N N 40 C8B C11 H7 SING N N 41 C8B O5 H8 SING N N 42 C8B C21 H9 SING N N 43 C8B C21 H10 SING N N 44 C8B C21 H11 SING N N 45 C8B C8 H12 SING N N 46 C8B C9 H13 SING N N 47 C8B C16 H14 SING N N 48 C8B C17 H15 SING N N 49 C8B C22 H16 SING N N 50 C8B C22 H17 SING N N 51 C8B C22 H18 SING N N 52 C8B C18 H19 SING N N 53 C8B N3 H20 SING N N 54 C8B C20 H21 SING N N 55 C8B C7 H22 SING N N 56 # 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 C8B InChI InChI 1.03 "InChI=1S/C22H22N4O5/c1-24-18(11-15-13-23-16-9-6-10-17(19(15)16)26(30)31)20(27)25(2)22(29,21(24)28)12-14-7-4-3-5-8-14/h3-10,13,18,23,29H,11-12H2,1-2H3/t18-,22+/m0/s1" C8B InChIKey InChI 1.03 PCCPGPMTZJOQFC-PGRDOPGGSA-N C8B SMILES_CANONICAL CACTVS 3.385 "CN1[C@@H](Cc2c[nH]c3cccc(c23)[N+]([O-])=O)C(=O)N(C)[C@@](O)(Cc4ccccc4)C1=O" C8B SMILES CACTVS 3.385 "CN1[CH](Cc2c[nH]c3cccc(c23)[N+]([O-])=O)C(=O)N(C)[C](O)(Cc4ccccc4)C1=O" C8B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1[C@H](C(=O)N([C@](C1=O)(Cc2ccccc2)O)C)Cc3c[nH]c4c3c(ccc4)[N+](=O)[O-]" C8B SMILES "OpenEye OEToolkits" 2.0.6 "CN1C(C(=O)N(C(C1=O)(Cc2ccccc2)O)C)Cc3c[nH]c4c3c(ccc4)[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 C8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R},6~{S})-1,4-dimethyl-6-[(4-nitro-1~{H}-indol-3-yl)methyl]-3-oxidanyl-3-(phenylmethyl)piperazine-2,5-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 C8B "Create component" 2017-11-18 EBI C8B "Initial release" 2018-12-12 RCSB #