data_1GB # _chem_comp.id 1GB _chem_comp.name "(3S,6S)-3-(4-hydroxybenzyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-22 _chem_comp.pdbx_modified_date 2013-04-26 _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 349.383 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1GB _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 4IQ9 _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 1GB OB OB O 0 1 N N N 9.335 21.508 -0.980 0.296 -1.511 2.323 OB CYW 1 1GB CB CB C 0 1 N N N 9.039 20.299 -0.927 0.084 -0.469 1.739 CB CYW 2 1GB CAB CAB C 0 1 N N S 9.946 19.185 -1.348 -1.323 -0.147 1.333 CAB CYW 3 1GB CBB CBB C 0 1 N N N 10.123 19.126 -2.940 -1.668 -0.926 0.062 CBB CYW 4 1GB CGB CGB C 0 1 Y N N 11.291 18.235 -3.234 -3.129 -0.740 -0.259 CGB CYW 5 1GB CD4 CD4 C 0 1 Y N N 11.220 16.851 -3.439 -3.529 0.307 -1.069 CD4 CYW 6 1GB CE4 CE4 C 0 1 Y N N 12.330 16.028 -3.683 -4.867 0.480 -1.366 CE4 CYW 7 1GB CZB CZB C 0 1 Y N N 13.673 16.681 -3.672 -5.810 -0.397 -0.850 CZB CYW 8 1GB OHB OHB O 0 1 N N N 14.829 16.008 -3.876 -7.127 -0.229 -1.140 OHB CYW 9 1GB CE3 CE3 C 0 1 Y N N 13.758 18.060 -3.459 -5.406 -1.447 -0.037 CE3 CYW 10 1GB CD3 CD3 C 0 1 Y N N 12.571 18.834 -3.262 -4.066 -1.619 0.252 CD3 CYW 11 1GB NB NB N 0 1 N N N 9.497 17.875 -0.951 -1.486 1.278 1.078 NB CYW 12 1GB CA CA C 0 1 N N N 8.339 17.473 -0.472 -0.457 2.092 0.828 CA CYW 13 1GB OA OA O 0 1 N N N 8.164 16.287 -0.217 -0.680 3.267 0.624 OA CYW 14 1GB NA NA N 0 1 N N N 7.759 19.968 -0.413 1.113 0.346 1.488 NA CYW 15 1GB CAA CAA C 0 1 N N S 7.257 18.562 -0.256 0.964 1.614 0.788 CAA CYW 16 1GB CBA CBA C 0 1 N N N 5.909 18.241 -1.119 1.393 1.441 -0.670 CBA CYW 17 1GB CGA CGA C 0 1 Y N N 6.089 18.836 -2.498 2.855 1.079 -0.724 CGA CYW 18 1GB CD2 CD2 C 0 1 Y N N 6.805 18.322 -3.542 3.425 -0.265 -0.599 CD2 CYW 19 1GB CE2 CE2 C 0 1 Y N N 7.557 17.110 -3.706 2.881 -1.536 -0.409 CE2 CYW 20 1GB CZ3 CZ3 C 0 1 Y N N 8.207 16.884 -4.969 3.706 -2.623 -0.333 CZ3 CYW 21 1GB CH2 CH2 C 0 1 Y N N 8.086 17.839 -6.048 5.082 -2.473 -0.442 CH2 CYW 22 1GB CZ2 CZ2 C 0 1 Y N N 7.332 19.015 -5.839 5.640 -1.228 -0.630 CZ2 CYW 23 1GB CE1 CE1 C 0 1 Y N N 6.698 19.264 -4.610 4.819 -0.107 -0.710 CE1 CYW 24 1GB NE1 NE1 N 0 1 Y N N 5.949 20.306 -4.228 5.063 1.236 -0.889 NE1 CYW 25 1GB CD1 CD1 C 0 1 Y N N 5.563 20.067 -2.920 3.881 1.926 -0.900 CD1 CYW 26 1GB H1 H1 H 0 1 N N N 10.942 19.369 -0.919 -2.002 -0.447 2.131 H1 CYW 27 1GB H2 H2 H 0 1 N N N 10.313 20.135 -3.334 -1.064 -0.557 -0.766 H2 CYW 28 1GB H3 H3 H 0 1 N N N 9.213 18.717 -3.403 -1.463 -1.985 0.219 H3 CYW 29 1GB H4 H4 H 0 1 N N N 10.246 16.386 -3.407 -2.795 0.989 -1.471 H4 CYW 30 1GB H5 H5 H 0 1 N N N 12.218 14.970 -3.870 -5.179 1.298 -1.998 H5 CYW 31 1GB H6 H6 H 0 1 N N N 15.561 16.612 -3.827 -7.417 -0.696 -1.935 H6 CYW 32 1GB H7 H7 H 0 1 N N N 14.724 18.543 -3.443 -6.138 -2.131 0.366 H7 CYW 33 1GB H8 H8 H 0 1 N N N 12.655 19.903 -3.131 -3.751 -2.436 0.883 H8 CYW 34 1GB H9 H9 H 0 1 N N N 10.178 17.151 -1.057 -2.381 1.651 1.090 H9 CYW 35 1GB H10 H10 H 0 1 N N N 7.155 20.716 -0.139 1.998 0.080 1.783 H10 CYW 36 1GB H11 H11 H 0 1 N N N 6.947 18.465 0.795 1.604 2.358 1.261 H11 CYW 37 1GB H12 H12 H 0 1 N N N 5.034 18.693 -0.628 0.805 0.646 -1.130 H12 CYW 38 1GB H13 H13 H 0 1 N N N 5.765 17.153 -1.197 1.230 2.373 -1.211 H13 CYW 39 1GB H14 H14 H 0 1 N N N 7.632 16.390 -2.905 1.812 -1.661 -0.322 H14 CYW 40 1GB H15 H15 H 0 1 N N N 8.794 15.989 -5.113 3.284 -3.606 -0.185 H15 CYW 41 1GB H16 H16 H 0 1 N N N 8.565 17.656 -6.999 5.721 -3.341 -0.379 H16 CYW 42 1GB H17 H17 H 0 1 N N N 7.241 19.736 -6.638 6.711 -1.121 -0.713 H17 CYW 43 1GB H18 H18 H 0 1 N N N 5.713 21.105 -4.782 5.941 1.633 -0.995 H18 CYW 44 1GB H19 H19 H 0 1 N N N 4.953 20.725 -2.319 3.789 2.995 -1.025 H19 CYW 45 # 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 1GB CH2 CZ2 DOUB Y N 1 1GB CH2 CZ3 SING Y N 2 1GB CZ2 CE1 SING Y N 3 1GB CZ3 CE2 DOUB Y N 4 1GB CE1 NE1 SING Y N 5 1GB CE1 CD2 DOUB Y N 6 1GB NE1 CD1 SING Y N 7 1GB OHB CZB SING N N 8 1GB CE2 CD2 SING Y N 9 1GB CE4 CZB DOUB Y N 10 1GB CE4 CD4 SING Y N 11 1GB CZB CE3 SING Y N 12 1GB CD2 CGA SING Y N 13 1GB CE3 CD3 DOUB Y N 14 1GB CD4 CGB DOUB Y N 15 1GB CD3 CGB SING Y N 16 1GB CGB CBB SING N N 17 1GB CBB CAB SING N N 18 1GB CD1 CGA DOUB Y N 19 1GB CGA CBA SING N N 20 1GB CAB NB SING N N 21 1GB CAB CB SING N N 22 1GB CBA CAA SING N N 23 1GB OB CB DOUB N N 24 1GB NB CA SING N N 25 1GB CB NA SING N N 26 1GB CA CAA SING N N 27 1GB CA OA DOUB N N 28 1GB NA CAA SING N N 29 1GB CAB H1 SING N N 30 1GB CBB H2 SING N N 31 1GB CBB H3 SING N N 32 1GB CD4 H4 SING N N 33 1GB CE4 H5 SING N N 34 1GB OHB H6 SING N N 35 1GB CE3 H7 SING N N 36 1GB CD3 H8 SING N N 37 1GB NB H9 SING N N 38 1GB NA H10 SING N N 39 1GB CAA H11 SING N N 40 1GB CBA H12 SING N N 41 1GB CBA H13 SING N N 42 1GB CE2 H14 SING N N 43 1GB CZ3 H15 SING N N 44 1GB CH2 H16 SING N N 45 1GB CZ2 H17 SING N N 46 1GB NE1 H18 SING N N 47 1GB CD1 H19 SING N N 48 # 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 1GB SMILES ACDLabs 12.01 "O=C1NC(C(=O)NC1Cc2ccc(O)cc2)Cc3cnc4ccccc34" 1GB InChI InChI 1.03 "InChI=1S/C20H19N3O3/c24-14-7-5-12(6-8-14)9-17-19(25)23-18(20(26)22-17)10-13-11-21-16-4-2-1-3-15(13)16/h1-8,11,17-18,21,24H,9-10H2,(H,22,26)(H,23,25)/t17-,18-/m0/s1" 1GB InChIKey InChI 1.03 ZJDMXAAEAVGGSK-ROUUACIJSA-N 1GB SMILES_CANONICAL CACTVS 3.370 "Oc1ccc(C[C@@H]2NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC2=O)cc1" 1GB SMILES CACTVS 3.370 "Oc1ccc(C[CH]2NC(=O)[CH](Cc3c[nH]c4ccccc34)NC2=O)cc1" 1GB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C[C@H]3C(=O)N[C@H](C(=O)N3)Cc4ccc(cc4)O" 1GB SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)CC3C(=O)NC(C(=O)N3)Cc4ccc(cc4)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 1GB "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,6S)-3-(4-hydroxybenzyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione" 1GB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,6S)-3-[(4-hydroxyphenyl)methyl]-6-(1H-indol-3-ylmethyl)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 1GB "Create component" 2013-01-22 RCSB 1GB "Initial release" 2013-05-01 RCSB #