data_CEI # _chem_comp.id CEI _chem_comp.name "N-[3-BENZYL-5-(4-HYDROXYPHENYL)PYRAZIN-2-YL]-2-(4-HYDROXYPHENYL)ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms COELENTERAMIDE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-26 _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 411.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CEI _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 1S36 _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 CEI O33 O33 O 0 1 N N N 52.990 28.600 -60.568 -0.996 -0.048 2.272 O33 CEI 1 CEI C2 C2 C 0 1 N N N 53.872 28.725 -61.393 0.112 -0.533 2.346 C2 CEI 2 CEI C10 C10 C 0 1 N N N 54.020 30.020 -62.162 0.745 -0.764 3.694 C10 CEI 3 CEI C11 C11 C 0 1 Y N N 55.178 30.647 -61.366 -0.200 -0.312 4.777 C11 CEI 4 CEI C12 C12 C 0 1 Y N N 56.483 30.543 -61.823 -0.151 0.991 5.235 C12 CEI 5 CEI C13 C13 C 0 1 Y N N 57.543 31.102 -61.070 -1.020 1.410 6.224 C13 CEI 6 CEI C14 C14 C 0 1 Y N N 57.273 31.733 -59.846 -1.935 0.518 6.765 C14 CEI 7 CEI O17 O17 O 0 1 N N N 58.339 32.298 -59.068 -2.787 0.926 7.742 O17 CEI 8 CEI C15 C15 C 0 1 Y N N 55.962 31.814 -59.384 -1.982 -0.788 6.304 C15 CEI 9 CEI C16 C16 C 0 1 Y N N 54.917 31.261 -60.136 -1.114 -1.201 5.311 C16 CEI 10 CEI N1 N1 N 0 1 N N N 54.717 27.736 -61.647 0.779 -0.864 1.223 N1 CEI 11 CEI C9 C9 C 0 1 Y N N 54.802 26.523 -60.836 0.194 -0.650 -0.023 C9 CEI 12 CEI C8 C8 C 0 1 Y N N 53.794 25.532 -60.838 0.886 -0.988 -1.183 C8 CEI 13 CEI C26 C26 C 0 1 N N N 52.502 25.715 -61.631 2.264 -1.590 -1.089 C26 CEI 14 CEI C27 C27 C 0 1 Y N N 52.477 24.943 -62.931 3.295 -0.491 -1.110 C27 CEI 15 CEI C28 C28 C 0 1 Y N N 52.207 25.605 -64.125 3.822 -0.061 -2.313 C28 CEI 16 CEI C29 C29 C 0 1 Y N N 52.183 24.889 -65.336 4.765 0.950 -2.333 C29 CEI 17 CEI C30 C30 C 0 1 Y N N 52.424 23.511 -65.339 5.186 1.524 -1.148 C30 CEI 18 CEI C31 C31 C 0 1 Y N N 52.685 22.844 -64.140 4.663 1.090 0.054 C31 CEI 19 CEI C32 C32 C 0 1 Y N N 52.707 23.558 -62.934 3.717 0.082 0.073 C32 CEI 20 CEI N7 N7 N 0 1 Y N N 53.971 24.420 -60.092 0.331 -0.791 -2.363 N7 CEI 21 CEI C6 C6 C 0 1 Y N N 55.118 24.249 -59.384 -0.885 -0.260 -2.446 C6 CEI 22 CEI C5 C5 C 0 1 Y N N 56.108 25.221 -59.419 -1.574 0.082 -1.283 C5 CEI 23 CEI N4 N4 N 0 1 Y N N 55.937 26.321 -60.123 -1.019 -0.120 -0.103 N4 CEI 24 CEI C19 C19 C 0 1 Y N N 55.330 23.065 -58.623 -1.507 -0.033 -3.772 C19 CEI 25 CEI C20 C20 C 0 1 Y N N 54.840 21.836 -59.082 -2.241 1.128 -4.010 C20 CEI 26 CEI C21 C21 C 0 1 Y N N 55.076 20.668 -58.341 -2.818 1.336 -5.244 C21 CEI 27 CEI C22 C22 C 0 1 Y N N 55.800 20.728 -57.156 -2.669 0.391 -6.250 C22 CEI 28 CEI O25 O25 O 0 1 N N N 56.020 19.548 -56.401 -3.240 0.599 -7.466 O25 CEI 29 CEI C23 C23 C 0 1 Y N N 56.292 21.956 -56.695 -1.939 -0.765 -6.017 C23 CEI 30 CEI C24 C24 C 0 1 Y N N 56.081 23.115 -57.438 -1.355 -0.977 -4.786 C24 CEI 31 CEI H101 1H10 H 0 0 N N N 53.099 30.641 -62.262 0.958 -1.826 3.818 H101 CEI 32 CEI H102 2H10 H 0 0 N N N 54.175 29.924 -63.262 1.673 -0.197 3.762 H102 CEI 33 CEI H12 H12 H 0 1 N N N 56.676 30.021 -62.775 0.563 1.684 4.817 H12 CEI 34 CEI H13 H13 H 0 1 N N N 58.581 31.046 -61.438 -0.982 2.428 6.581 H13 CEI 35 CEI H17 H17 H 0 1 N N N 58.156 32.725 -58.239 -2.345 0.761 8.586 H17 CEI 36 CEI H15 H15 H 0 1 N N N 55.752 32.315 -58.424 -2.696 -1.483 6.721 H15 CEI 37 CEI H16 H16 H 0 1 N N N 53.882 31.309 -59.757 -1.150 -2.219 4.952 H16 CEI 38 CEI HN1 HN1 H 0 1 N N N 55.301 27.908 -62.465 1.666 -1.252 1.282 HN1 CEI 39 CEI H261 1H26 H 0 0 N N N 52.299 26.797 -61.810 2.427 -2.257 -1.936 H261 CEI 40 CEI H262 2H26 H 0 0 N N N 51.615 25.461 -61.004 2.352 -2.153 -0.160 H262 CEI 41 CEI H28 H28 H 0 1 N N N 52.013 26.691 -64.112 3.493 -0.510 -3.239 H28 CEI 42 CEI H29 H29 H 0 1 N N N 51.975 25.410 -66.286 5.173 1.289 -3.273 H29 CEI 43 CEI H30 H30 H 0 1 N N N 52.408 22.950 -66.288 5.924 2.312 -1.163 H30 CEI 44 CEI H31 H31 H 0 1 N N N 52.873 21.757 -64.145 4.992 1.539 0.980 H31 CEI 45 CEI H32 H32 H 0 1 N N N 52.906 23.030 -61.986 3.308 -0.256 1.014 H32 CEI 46 CEI H5 H5 H 0 1 N N N 57.059 25.116 -58.871 -2.562 0.514 -1.349 H5 CEI 47 CEI H20 H20 H 0 1 N N N 54.270 21.788 -60.025 -2.358 1.863 -3.227 H20 CEI 48 CEI H21 H21 H 0 1 N N N 54.690 19.696 -58.692 -3.387 2.236 -5.429 H21 CEI 49 CEI H25 H25 H 0 1 N N N 56.515 19.589 -55.591 -2.588 1.069 -8.004 H25 CEI 50 CEI H23 H23 H 0 1 N N N 56.848 22.011 -55.744 -1.824 -1.499 -6.802 H23 CEI 51 CEI H24 H24 H 0 1 N N N 56.508 24.070 -57.089 -0.786 -1.877 -4.605 H24 CEI 52 # # 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 CEI O33 C2 DOUB N N 1 CEI C2 C10 SING N N 2 CEI C2 N1 SING N N 3 CEI C10 C11 SING N N 4 CEI C10 H101 SING N N 5 CEI C10 H102 SING N N 6 CEI C11 C12 DOUB Y N 7 CEI C11 C16 SING Y N 8 CEI C12 C13 SING Y N 9 CEI C12 H12 SING N N 10 CEI C13 C14 DOUB Y N 11 CEI C13 H13 SING N N 12 CEI C14 O17 SING N N 13 CEI C14 C15 SING Y N 14 CEI O17 H17 SING N N 15 CEI C15 C16 DOUB Y N 16 CEI C15 H15 SING N N 17 CEI C16 H16 SING N N 18 CEI N1 C9 SING N N 19 CEI N1 HN1 SING N N 20 CEI C9 C8 DOUB Y N 21 CEI C9 N4 SING Y N 22 CEI C8 C26 SING N N 23 CEI C8 N7 SING Y N 24 CEI C26 C27 SING N N 25 CEI C26 H261 SING N N 26 CEI C26 H262 SING N N 27 CEI C27 C28 DOUB Y N 28 CEI C27 C32 SING Y N 29 CEI C28 C29 SING Y N 30 CEI C28 H28 SING N N 31 CEI C29 C30 DOUB Y N 32 CEI C29 H29 SING N N 33 CEI C30 C31 SING Y N 34 CEI C30 H30 SING N N 35 CEI C31 C32 DOUB Y N 36 CEI C31 H31 SING N N 37 CEI C32 H32 SING N N 38 CEI N7 C6 DOUB Y N 39 CEI C6 C5 SING Y N 40 CEI C6 C19 SING Y N 41 CEI C5 N4 DOUB Y N 42 CEI C5 H5 SING N N 43 CEI C19 C20 DOUB Y N 44 CEI C19 C24 SING Y N 45 CEI C20 C21 SING Y N 46 CEI C20 H20 SING N N 47 CEI C21 C22 DOUB Y N 48 CEI C21 H21 SING N N 49 CEI C22 O25 SING N N 50 CEI C22 C23 SING Y N 51 CEI O25 H25 SING N N 52 CEI C23 C24 DOUB Y N 53 CEI C23 H23 SING N N 54 CEI C24 H24 SING N N 55 # # 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 CEI SMILES ACDLabs 10.04 "O=C(Nc1ncc(nc1Cc2ccccc2)c3ccc(O)cc3)Cc4ccc(O)cc4" CEI SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(CC(=O)Nc2ncc(nc2Cc3ccccc3)c4ccc(O)cc4)cc1" CEI SMILES CACTVS 3.341 "Oc1ccc(CC(=O)Nc2ncc(nc2Cc3ccccc3)c4ccc(O)cc4)cc1" CEI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cc2c(ncc(n2)c3ccc(cc3)O)NC(=O)Cc4ccc(cc4)O" CEI SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cc2c(ncc(n2)c3ccc(cc3)O)NC(=O)Cc4ccc(cc4)O" CEI InChI InChI 1.03 "InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)" CEI InChIKey InChI 1.03 CJIIERPDFZUYPI-UHFFFAOYSA-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 CEI "SYSTEMATIC NAME" ACDLabs 10.04 "N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide" CEI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(4-hydroxyphenyl)-N-[5-(4-hydroxyphenyl)-3-(phenylmethyl)pyrazin-2-yl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CEI "Create component" 2004-01-26 RCSB CEI "Modify aromatic_flag" 2011-06-04 RCSB CEI "Modify descriptor" 2011-06-04 RCSB CEI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CEI _pdbx_chem_comp_synonyms.name COELENTERAMIDE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##