data_CZH # _chem_comp.id CZH _chem_comp.name C2-HYDROPEROXY-COELENTERAZINE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-BENZYL-2-HYDROPEROXY-2-(4-HYDROXY-BENZYL)-6-(4-HYDROXY-PHENYL)-2H-IMIDAZO[1,2-A]PYRAZIN-3-ONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-03-07 _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 455.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CZH _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 1EJ3 _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 CZH N1 N1 N 0 1 N N N 48.985 -4.949 32.757 0.131 -0.309 1.801 N1 CZH 1 CZH C2 C2 C 0 1 N N S 48.410 -3.704 32.345 1.485 -0.285 2.372 C2 CZH 2 CZH C3 C3 C 0 1 N N N 47.410 -4.138 31.211 2.391 -0.139 1.167 C3 CZH 3 CZH N4 N4 N 0 1 N N N 47.492 -5.443 31.088 1.560 -0.097 0.099 N4 CZH 4 CZH C5 C5 C 0 1 N N N 46.729 -6.310 30.143 1.838 0.024 -1.240 C5 CZH 5 CZH C6 C6 C 0 1 N N N 46.976 -7.656 30.188 0.834 0.046 -2.153 C6 CZH 6 CZH N7 N7 N 0 1 N N N 47.981 -8.177 31.168 -0.454 -0.049 -1.790 N7 CZH 7 CZH C8 C8 C 0 1 N N N 48.663 -7.375 32.021 -0.799 -0.168 -0.538 C8 CZH 8 CZH C9 C9 C 0 1 N N N 48.409 -5.884 31.994 0.244 -0.198 0.500 C9 CZH 9 CZH C10 C10 C 0 1 N N N 47.649 -3.027 33.530 1.648 0.909 3.314 C10 CZH 10 CZH C11 C11 C 0 1 Y N N 47.088 -1.658 33.204 0.703 0.763 4.479 C11 CZH 11 CZH C12 C12 C 0 1 Y N N 47.957 -0.517 32.998 1.113 0.100 5.621 C12 CZH 12 CZH C13 C13 C 0 1 Y N N 47.412 0.761 32.686 0.248 -0.035 6.690 C13 CZH 13 CZH C14 C14 C 0 1 Y N N 46.001 0.924 32.575 -1.031 0.494 6.616 C14 CZH 14 CZH C15 C15 C 0 1 Y N N 45.117 -0.201 32.776 -1.439 1.159 5.469 C15 CZH 15 CZH C16 C16 C 0 1 Y N N 45.665 -1.484 33.090 -0.569 1.296 4.405 C16 CZH 16 CZH O17 O17 O 0 1 N N N 45.520 2.167 32.274 -1.883 0.363 7.667 O17 CZH 17 CZH O18 O18 O 0 1 N N N 46.693 -3.373 30.566 3.601 -0.074 1.159 O18 CZH 18 CZH C19 C19 C 0 1 Y N N 46.316 -8.630 29.319 1.170 0.180 -3.592 C19 CZH 19 CZH C20 C20 C 0 1 Y N N 46.198 -9.973 29.782 0.466 -0.554 -4.545 C20 CZH 20 CZH C21 C21 C 0 1 Y N N 45.571 -10.950 28.969 0.780 -0.427 -5.881 C21 CZH 21 CZH C22 C22 C 0 1 Y N N 45.058 -10.598 27.692 1.797 0.430 -6.278 C22 CZH 22 CZH C23 C23 C 0 1 Y N N 45.169 -9.263 27.213 2.501 1.162 -5.332 C23 CZH 23 CZH C24 C24 C 0 1 Y N N 45.792 -8.282 28.014 2.187 1.044 -3.994 C24 CZH 24 CZH O25 O25 O 0 1 N N N 44.465 -11.561 26.950 2.105 0.552 -7.596 O25 CZH 25 CZH C26 C26 C 0 1 N N N 49.653 -8.044 32.965 -2.253 -0.275 -0.157 C26 CZH 26 CZH C27 C27 C 0 1 Y N N 48.984 -8.606 34.184 -3.103 -0.219 -1.400 C27 CZH 27 CZH C28 C28 C 0 1 Y N N 49.248 -8.033 35.468 -3.431 -1.384 -2.066 C28 CZH 28 CZH C29 C29 C 0 1 Y N N 48.617 -8.569 36.640 -4.211 -1.333 -3.206 C29 CZH 29 CZH C30 C30 C 0 1 Y N N 47.721 -9.677 36.533 -4.663 -0.116 -3.680 C30 CZH 30 CZH C31 C31 C 0 1 Y N N 47.453 -10.252 35.251 -4.336 1.049 -3.013 C31 CZH 31 CZH C32 C32 C 0 1 Y N N 48.078 -9.724 34.083 -3.560 0.997 -1.870 C32 CZH 32 CZH O33 O33 O 0 1 N N N 49.557 -2.888 31.948 1.760 -1.506 3.061 O33 CZH 33 CZH O34 O34 O 0 1 N N N 49.513 -2.380 30.619 1.581 -2.592 2.088 O34 CZH 34 CZH H5 H5 H 0 1 N N N 45.982 -5.956 29.411 2.863 0.105 -1.569 H5 CZH 35 CZH H101 1H10 H 0 0 N N N 46.844 -3.698 33.911 2.674 0.944 3.681 H101 CZH 36 CZH H102 2H10 H 0 0 N N N 48.299 -2.977 34.434 1.423 1.829 2.776 H102 CZH 37 CZH H12 H12 H 0 1 N N N 49.051 -0.623 33.080 2.109 -0.311 5.678 H12 CZH 38 CZH H13 H13 H 0 1 N N N 48.081 1.623 32.530 0.568 -0.553 7.582 H13 CZH 39 CZH H15 H15 H 0 1 N N N 44.024 -0.080 32.689 -2.436 1.572 5.410 H15 CZH 40 CZH H16 H16 H 0 1 N N N 44.988 -2.341 33.244 -0.886 1.814 3.512 H16 CZH 41 CZH H17 H17 H 0 1 N N N 44.579 2.275 32.200 -1.749 1.134 8.235 H17 CZH 42 CZH H20 H20 H 0 1 N N N 46.592 -10.257 30.772 -0.324 -1.222 -4.236 H20 CZH 43 CZH H21 H21 H 0 1 N N N 45.482 -11.988 29.331 0.235 -0.996 -6.620 H21 CZH 44 CZH H23 H23 H 0 1 N N N 44.772 -8.988 26.221 3.291 1.828 -5.644 H23 CZH 45 CZH H24 H24 H 0 1 N N N 45.868 -7.253 27.623 2.734 1.614 -3.258 H24 CZH 46 CZH H25 H25 H 0 1 N N N 44.121 -11.325 26.096 1.556 1.268 -7.946 H25 CZH 47 CZH H261 1H26 H 0 0 N N N 50.249 -8.824 32.436 -2.425 -1.219 0.358 H261 CZH 48 CZH H262 2H26 H 0 0 N N N 50.478 -7.347 33.243 -2.517 0.551 0.501 H262 CZH 49 CZH H28 H28 H 0 1 N N N 49.938 -7.177 35.554 -3.078 -2.336 -1.696 H28 CZH 50 CZH H29 H29 H 0 1 N N N 48.822 -8.126 37.629 -4.467 -2.244 -3.727 H29 CZH 51 CZH H30 H30 H 0 1 N N N 47.238 -10.086 37.436 -5.272 -0.075 -4.571 H30 CZH 52 CZH H31 H31 H 0 1 N N N 46.761 -11.106 35.162 -4.689 2.001 -3.383 H31 CZH 53 CZH H32 H32 H 0 1 N N N 47.860 -10.179 33.102 -3.304 1.908 -1.349 H32 CZH 54 CZH H34 H34 H 0 1 N N N 50.258 -1.850 30.361 1.767 -3.419 2.554 H34 CZH 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 CZH N1 C2 SING N N 1 CZH N1 C9 DOUB N N 2 CZH C2 C3 SING N N 3 CZH C2 C10 SING N N 4 CZH C2 O33 SING N N 5 CZH C3 N4 SING N N 6 CZH C3 O18 DOUB N N 7 CZH N4 C5 SING N N 8 CZH N4 C9 SING N N 9 CZH C5 C6 DOUB N N 10 CZH C5 H5 SING N N 11 CZH C6 N7 SING N N 12 CZH C6 C19 SING N N 13 CZH N7 C8 DOUB N N 14 CZH C8 C9 SING N N 15 CZH C8 C26 SING N N 16 CZH C10 C11 SING N N 17 CZH C10 H101 SING N N 18 CZH C10 H102 SING N N 19 CZH C11 C12 DOUB Y N 20 CZH C11 C16 SING Y N 21 CZH C12 C13 SING Y N 22 CZH C12 H12 SING N N 23 CZH C13 C14 DOUB Y N 24 CZH C13 H13 SING N N 25 CZH C14 C15 SING Y N 26 CZH C14 O17 SING N N 27 CZH C15 C16 DOUB Y N 28 CZH C15 H15 SING N N 29 CZH C16 H16 SING N N 30 CZH O17 H17 SING N N 31 CZH C19 C20 DOUB Y N 32 CZH C19 C24 SING Y N 33 CZH C20 C21 SING Y N 34 CZH C20 H20 SING N N 35 CZH C21 C22 DOUB Y N 36 CZH C21 H21 SING N N 37 CZH C22 C23 SING Y N 38 CZH C22 O25 SING N N 39 CZH C23 C24 DOUB Y N 40 CZH C23 H23 SING N N 41 CZH C24 H24 SING N N 42 CZH O25 H25 SING N N 43 CZH C26 C27 SING N N 44 CZH C26 H261 SING N N 45 CZH C26 H262 SING N N 46 CZH C27 C28 DOUB Y N 47 CZH C27 C32 SING Y N 48 CZH C28 C29 SING Y N 49 CZH C28 H28 SING N N 50 CZH C29 C30 DOUB Y N 51 CZH C29 H29 SING N N 52 CZH C30 C31 SING Y N 53 CZH C30 H30 SING N N 54 CZH C31 C32 DOUB Y N 55 CZH C31 H31 SING N N 56 CZH C32 H32 SING N N 57 CZH O33 O34 SING N N 58 CZH O34 H34 SING N N 59 # # 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 CZH SMILES ACDLabs 10.04 "O=C1N3C=C(N=C(C3=NC1(OO)Cc2ccc(O)cc2)Cc4ccccc4)c5ccc(O)cc5" CZH SMILES_CANONICAL CACTVS 3.341 "OO[C@]1(Cc2ccc(O)cc2)N=C3N(C=C(N=C3Cc4ccccc4)c5ccc(O)cc5)C1=O" CZH SMILES CACTVS 3.341 "OO[C]1(Cc2ccc(O)cc2)N=C3N(C=C(N=C3Cc4ccccc4)c5ccc(O)cc5)C1=O" CZH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC2=NC(=CN3C2=N[C@@](C3=O)(Cc4ccc(cc4)O)OO)c5ccc(cc5)O" CZH SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC2=NC(=CN3C2=NC(C3=O)(Cc4ccc(cc4)O)OO)c5ccc(cc5)O" CZH InChI InChI 1.03 "InChI=1S/C26H21N3O5/c30-20-10-6-18(7-11-20)15-26(34-33)25(32)29-16-23(19-8-12-21(31)13-9-19)27-22(24(29)28-26)14-17-4-2-1-3-5-17/h1-13,16,30-31,33H,14-15H2/t26-/m0/s1" CZH InChIKey InChI 1.03 HOSWCJDTHOAORT-SANMLTNESA-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 CZH "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-8-benzyl-2-hydroperoxy-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(2H)-one" CZH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)imidazo[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 CZH "Create component" 2000-03-07 RCSB CZH "Modify descriptor" 2011-06-04 RCSB CZH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CZH _pdbx_chem_comp_synonyms.name "8-BENZYL-2-HYDROPEROXY-2-(4-HYDROXY-BENZYL)-6-(4-HYDROXY-PHENYL)-2H-IMIDAZO[1,2-A]PYRAZIN-3-ONE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##