data_CZB # _chem_comp.id CZB _chem_comp.name "(2S,8R)-8-BENZYL-2-(4-BROMOBENZYL)-2-HYDROPEROXY-6-(4-HYDROXYPHENYL)-7,8-DIHYDROIMIDAZO[1,2-A]PYRAZIN-3(2H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 Br N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms BR-COELENETERAZINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-07-07 _chem_comp.pdbx_modified_date 2020-06-17 _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 520.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CZB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1UHJ _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 CZB O18 O18 O 0 1 N N N -1.138 1.249 0.751 -1.244 2.792 -1.975 O18 CZB 1 CZB C3 C3 C 0 1 N N N -1.196 0.318 1.536 -0.938 1.851 -1.274 C3 CZB 2 CZB N4 N4 N 0 1 N N N -0.433 -0.800 1.414 -1.761 1.045 -0.580 N4 CZB 3 CZB C5 C5 C 0 1 N N N 0.405 -1.152 0.418 -3.162 1.102 -0.504 C5 CZB 4 CZB C9 C9 C 0 1 N N N -0.680 -1.591 2.455 -1.036 0.081 0.105 C9 CZB 5 CZB C8 C8 C 0 1 N N S -0.035 -2.911 2.488 -1.762 -0.946 0.962 C8 CZB 6 CZB C26 C26 C 0 1 N N N -0.241 -3.829 3.658 -2.130 -2.171 0.122 C26 CZB 7 CZB C27 C27 C 0 1 Y N N -1.012 -5.042 3.355 -0.872 -2.870 -0.326 C27 CZB 8 CZB C28 C28 C 0 1 Y N N -2.206 -5.209 4.011 -0.247 -3.773 0.513 C28 CZB 9 CZB C29 C29 C 0 1 Y N N -2.966 -6.331 3.777 0.907 -4.413 0.102 C29 CZB 10 CZB C30 C30 C 0 1 Y N N -2.545 -7.246 2.835 1.435 -4.151 -1.148 C30 CZB 11 CZB C31 C31 C 0 1 Y N N -1.346 -7.062 2.125 0.809 -3.249 -1.988 C31 CZB 12 CZB C32 C32 C 0 1 Y N N -0.542 -5.952 2.411 -0.347 -2.611 -1.578 C32 CZB 13 CZB N7 N7 N 0 1 N N N 0.798 -3.215 1.483 -2.984 -0.264 1.442 N7 CZB 14 CZB C6 C6 C 0 1 N N N 1.042 -2.411 0.447 -3.764 0.438 0.504 C6 CZB 15 CZB C19 C19 C 0 1 Y N N 2.043 -2.836 -0.587 -5.238 0.448 0.623 C19 CZB 16 CZB C20 C20 C 0 1 Y N N 2.593 -4.102 -0.522 -5.941 1.650 0.518 C20 CZB 17 CZB C21 C21 C 0 1 Y N N 3.501 -4.587 -1.450 -7.315 1.655 0.630 C21 CZB 18 CZB C24 C24 C 0 1 Y N N 2.446 -2.032 -1.649 -5.931 -0.745 0.836 C24 CZB 19 CZB C23 C23 C 0 1 Y N N 3.366 -2.519 -2.586 -7.305 -0.730 0.951 C23 CZB 20 CZB C22 C22 C 0 1 Y N N 3.885 -3.802 -2.490 -8.000 0.467 0.846 C22 CZB 21 CZB O25 O25 O 0 1 N N N 4.819 -4.308 -3.322 -9.355 0.476 0.955 O25 CZB 22 CZB N1 N1 N 0 1 N N N -1.580 -1.064 3.291 0.225 0.184 -0.082 N1 CZB 23 CZB C2 C2 C 0 1 N N S -1.993 0.248 2.837 0.456 1.324 -0.985 C2 CZB 24 CZB O33 O33 O 0 1 N N N -1.438 1.323 3.594 1.087 0.889 -2.191 O33 CZB 25 CZB O34 O34 O 0 1 N N N -0.251 0.998 4.386 0.157 -0.040 -2.846 O34 CZB 26 CZB C10 C10 C 0 1 N N N -3.515 0.286 2.886 1.302 2.395 -0.294 C10 CZB 27 CZB C11 C11 C 0 1 Y N N -4.032 1.443 2.087 2.663 1.831 0.026 C11 CZB 28 CZB C12 C12 C 0 1 Y N N -4.051 2.687 2.666 3.690 1.942 -0.893 C12 CZB 29 CZB C13 C13 C 0 1 Y N N -4.501 3.782 1.948 4.938 1.426 -0.601 C13 CZB 30 CZB C14 C14 C 0 1 Y N N -4.927 3.613 0.630 5.159 0.797 0.611 C14 CZB 31 CZB BR17 BR17 BR 0 0 N N N -5.506 5.155 -0.322 6.867 0.090 1.012 BR17 CZB 32 CZB C15 C15 C 0 1 Y N N -4.918 2.358 0.041 4.132 0.686 1.530 C15 CZB 33 CZB C16 C16 C 0 1 Y N N -4.472 1.268 0.764 2.885 1.209 1.239 C16 CZB 34 CZB H5 H5 H 0 1 N N N 0.565 -0.429 -0.399 -3.738 1.658 -1.228 H5 CZB 35 CZB H8 H8 H 0 1 N N N -0.705 -3.796 2.385 -1.139 -1.242 1.806 H8 CZB 36 CZB H261 1H26 H 0 0 N N N -0.706 -3.276 4.507 -2.732 -2.855 0.721 H261 CZB 37 CZB H262 2H26 H 0 0 N N N 0.739 -4.097 4.117 -2.701 -1.855 -0.751 H262 CZB 38 CZB H28 H28 H 0 1 N N N -2.554 -4.443 4.725 -0.660 -3.977 1.490 H28 CZB 39 CZB H29 H29 H 0 1 N N N -3.901 -6.495 4.338 1.396 -5.119 0.758 H29 CZB 40 CZB H30 H30 H 0 1 N N N -3.173 -8.133 2.648 2.337 -4.651 -1.469 H30 CZB 41 CZB H31 H31 H 0 1 N N N -1.038 -7.783 1.349 1.222 -3.044 -2.964 H31 CZB 42 CZB H32 H32 H 0 1 N N N 0.429 -5.800 1.910 -0.836 -1.906 -2.234 H32 CZB 43 CZB HN7 HN7 H 0 1 N N N 0.493 -4.110 1.102 -3.240 -0.300 2.376 HN7 CZB 44 CZB H20 H20 H 0 1 N N N 2.292 -4.758 0.312 -5.408 2.575 0.350 H20 CZB 45 CZB H21 H21 H 0 1 N N N 3.920 -5.603 -1.360 -7.859 2.585 0.549 H21 CZB 46 CZB H24 H24 H 0 1 N N N 2.038 -1.012 -1.748 -5.391 -1.677 0.917 H24 CZB 47 CZB H23 H23 H 0 1 N N N 3.690 -1.875 -3.421 -7.842 -1.652 1.119 H23 CZB 48 CZB H25 H25 H 0 1 N N N 5.088 -3.759 -4.049 -9.708 0.355 0.063 H25 CZB 49 CZB H34 H34 H 0 1 N N N 0.118 1.714 4.890 0.584 -0.335 -3.662 H34 CZB 50 CZB H101 1H10 H 0 0 N N N -3.897 0.300 3.933 1.411 3.255 -0.955 H101 CZB 51 CZB H102 2H10 H 0 0 N N N -3.966 -0.680 2.559 0.812 2.706 0.629 H102 CZB 52 CZB H12 H12 H 0 1 N N N -3.705 2.807 3.707 3.516 2.433 -1.840 H12 CZB 53 CZB H13 H13 H 0 1 N N N -4.520 4.778 2.421 5.740 1.512 -1.319 H13 CZB 54 CZB H15 H15 H 0 1 N N N -5.264 2.227 -0.998 4.304 0.196 2.477 H15 CZB 55 CZB H16 H16 H 0 1 N N N -4.467 0.271 0.291 2.083 1.122 1.957 H16 CZB 56 # # 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 CZB O18 C3 DOUB N N 1 CZB C3 N4 SING N N 2 CZB C3 C2 SING N N 3 CZB N4 C5 SING N N 4 CZB N4 C9 SING N N 5 CZB C5 C6 DOUB N N 6 CZB C5 H5 SING N N 7 CZB C9 C8 SING N N 8 CZB C9 N1 DOUB N N 9 CZB C8 C26 SING N N 10 CZB C8 N7 SING N N 11 CZB C8 H8 SING N N 12 CZB C26 C27 SING N N 13 CZB C26 H261 SING N N 14 CZB C26 H262 SING N N 15 CZB C27 C28 DOUB Y N 16 CZB C27 C32 SING Y N 17 CZB C28 C29 SING Y N 18 CZB C28 H28 SING N N 19 CZB C29 C30 DOUB Y N 20 CZB C29 H29 SING N N 21 CZB C30 C31 SING Y N 22 CZB C30 H30 SING N N 23 CZB C31 C32 DOUB Y N 24 CZB C31 H31 SING N N 25 CZB C32 H32 SING N N 26 CZB N7 C6 SING N N 27 CZB N7 HN7 SING N N 28 CZB C6 C19 SING N N 29 CZB C19 C20 DOUB Y N 30 CZB C19 C24 SING Y N 31 CZB C20 C21 SING Y N 32 CZB C20 H20 SING N N 33 CZB C21 C22 DOUB Y N 34 CZB C21 H21 SING N N 35 CZB C24 C23 DOUB Y N 36 CZB C24 H24 SING N N 37 CZB C23 C22 SING Y N 38 CZB C23 H23 SING N N 39 CZB C22 O25 SING N N 40 CZB O25 H25 SING N N 41 CZB N1 C2 SING N N 42 CZB C2 O33 SING N N 43 CZB C2 C10 SING N N 44 CZB O33 O34 SING N N 45 CZB O34 H34 SING N N 46 CZB C10 C11 SING N N 47 CZB C10 H101 SING N N 48 CZB C10 H102 SING N N 49 CZB C11 C12 DOUB Y N 50 CZB C11 C16 SING Y N 51 CZB C12 C13 SING Y N 52 CZB C12 H12 SING N N 53 CZB C13 C14 DOUB Y N 54 CZB C13 H13 SING N N 55 CZB C14 BR17 SING N N 56 CZB C14 C15 SING Y N 57 CZB C15 C16 DOUB Y N 58 CZB C15 H15 SING N N 59 CZB C16 H16 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 CZB SMILES ACDLabs 10.04 "Brc1ccc(cc1)CC5(OO)N=C2N(C=C(NC2Cc3ccccc3)c4ccc(O)cc4)C5=O" CZB SMILES_CANONICAL CACTVS 3.341 "OO[C@]1(Cc2ccc(Br)cc2)N=C3[C@H](Cc4ccccc4)NC(=CN3C1=O)c5ccc(O)cc5" CZB SMILES CACTVS 3.341 "OO[C]1(Cc2ccc(Br)cc2)N=C3[CH](Cc4ccccc4)NC(=CN3C1=O)c5ccc(O)cc5" CZB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC2C3=N[C@@](C(=O)N3C=C(N2)c4ccc(cc4)O)(Cc5ccc(cc5)Br)OO" CZB SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC2C3=NC(C(=O)N3C=C(N2)c4ccc(cc4)O)(Cc5ccc(cc5)Br)OO" CZB InChI InChI 1.03 "InChI=1S/C26H22BrN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,16,22,28,31,33H,14-15H2/t22-,26-/m0/s1" CZB InChIKey InChI 1.03 UCEOLAINXJPTDK-NVQXNPDNSA-N # # 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 CZB "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,8S)-8-benzyl-2-(4-bromobenzyl)-2-hydroperoxy-6-(4-hydroxyphenyl)-7,8-dihydroimidazo[1,2-a]pyrazin-3(2H)-one" CZB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[(4-bromophenyl)methyl]-2-hydroperoxy-6-(4-hydroxyphenyl)-8-(phenylmethyl)-7,8-dihydroimidazo[3,2-a]pyrazin-3-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CZB "Create component" 2003-07-07 RCSB CZB "Modify descriptor" 2011-06-04 RCSB CZB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CZB _pdbx_chem_comp_synonyms.name BR-COELENETERAZINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##