data_EEJ # _chem_comp.id EEJ _chem_comp.name "methyl (4-{6-[(1S)-2-[(3R)-1-acetylpiperidin-3-yl]-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)ethyl]-3-chloropyridazin-4-yl}phenyl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H31 Cl2 N9 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-04 _chem_comp.pdbx_modified_date 2018-03-02 _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 664.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EEJ _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 6C0S _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 EEJ C13 C1 C 0 1 Y N N 45.955 -20.878 30.957 -5.417 0.570 1.043 C13 EEJ 1 EEJ C17 C2 C 0 1 Y N N 44.429 -22.444 31.925 -4.378 -0.303 -0.953 C17 EEJ 2 EEJ C16 C3 C 0 1 Y N N 45.350 -22.734 32.920 -5.286 -1.340 -0.969 C16 EEJ 3 EEJ C15 C4 C 0 1 Y N N 46.604 -22.121 32.924 -6.264 -1.425 0.015 C15 EEJ 4 EEJ C19 C5 C 0 1 Y N N 37.779 -15.036 27.673 4.585 -3.473 0.479 C19 EEJ 5 EEJ C20 C6 C 0 1 Y N N 37.109 -13.814 27.584 4.846 -4.814 0.242 C20 EEJ 6 EEJ C21 C7 C 0 1 Y N N 35.982 -13.565 28.355 4.040 -5.535 -0.618 C21 EEJ 7 EEJ C22 C8 C 0 1 Y N N 35.523 -14.545 29.213 2.966 -4.928 -1.248 C22 EEJ 8 EEJ C23 C9 C 0 1 Y N N 36.163 -15.758 29.324 2.690 -3.595 -1.024 C23 EEJ 9 EEJ C24 C10 C 0 1 Y N N 37.306 -16.021 28.556 3.498 -2.853 -0.158 C24 EEJ 10 EEJ C11 C11 C 0 1 Y N N 42.366 -21.170 30.205 -2.088 1.539 -0.032 C11 EEJ 11 EEJ C12 C12 C 0 1 Y N N 44.711 -21.511 30.921 -4.438 0.659 0.054 C12 EEJ 12 EEJ C34 C13 C 0 1 N N N 48.840 -22.187 34.074 -8.455 -2.268 0.391 C34 EEJ 13 EEJ C27 C14 C 0 1 Y N N 38.889 -15.145 25.399 6.747 -2.756 1.422 C27 EEJ 14 EEJ CL1 CL1 CL 0 0 N N N 34.078 -14.258 30.155 1.962 -5.848 -2.325 CL1 EEJ 15 EEJ CL2 CL2 CL 0 0 N N N 45.617 -21.125 27.848 -5.577 3.471 0.346 CL2 EEJ 16 EEJ N3 N1 N 0 1 N N N 39.248 -19.890 29.238 0.535 1.016 -0.372 N3 EEJ 17 EEJ C4 C15 C 0 1 N N S 39.950 -21.146 29.504 0.250 2.432 -0.130 C4 EEJ 18 EEJ C5 C16 C 0 1 Y N N 41.419 -20.955 29.209 -1.240 2.632 -0.012 C5 EEJ 19 EEJ C6 C17 C 0 1 N N N 39.441 -22.364 28.712 0.786 3.267 -1.294 C6 EEJ 20 EEJ N7 N2 N 0 1 Y N N 41.768 -20.724 27.943 -1.735 3.849 0.109 N7 EEJ 21 EEJ N8 N3 N 0 1 Y N N 43.059 -20.758 27.592 -2.994 4.075 0.211 N8 EEJ 22 EEJ C9 C18 C 0 1 Y N N 43.998 -21.007 28.480 -3.886 3.103 0.203 C9 EEJ 23 EEJ C10 C19 C 0 1 Y N N 43.713 -21.212 29.849 -3.463 1.776 0.073 C10 EEJ 24 EEJ C14 C20 C 0 1 Y N N 46.898 -21.191 31.926 -6.323 -0.469 1.023 C14 EEJ 25 EEJ N18 N4 N 0 1 N N N 47.525 -22.531 33.938 -7.183 -2.477 -0.004 N18 EEJ 26 EEJ N25 N5 N 0 1 Y N N 38.783 -15.361 26.712 5.398 -2.743 1.353 N25 EEJ 27 EEJ C26 C21 C 0 1 N N N 37.978 -17.316 28.745 3.212 -1.431 0.086 C26 EEJ 28 EEJ N28 N6 N 0 1 Y N N 40.076 -15.495 24.988 7.095 -1.934 2.378 N28 EEJ 29 EEJ N29 N7 N 0 1 Y N N 40.740 -15.902 26.097 6.057 -1.403 2.917 N29 EEJ 30 EEJ N30 N8 N 0 1 Y N N 39.980 -15.834 27.143 4.986 -1.838 2.347 N30 EEJ 31 EEJ C31 C22 C 0 1 N N N 38.495 -17.702 29.904 2.015 -0.915 -0.264 C31 EEJ 32 EEJ C32 C23 C 0 1 N N N 39.237 -18.949 30.206 1.730 0.500 -0.022 C32 EEJ 33 EEJ O33 O1 O 0 1 N N N 39.862 -19.093 31.260 2.572 1.211 0.495 O33 EEJ 34 EEJ O35 O2 O 0 1 N N N 49.485 -21.489 33.319 -8.782 -1.188 0.841 O35 EEJ 35 EEJ O36 O3 O 0 1 N N N 49.341 -22.758 35.183 -9.363 -3.257 0.288 O36 EEJ 36 EEJ C37 C24 C 0 1 N N N 50.765 -22.581 35.407 -10.713 -2.961 0.733 C37 EEJ 37 EEJ C38 C25 C 0 1 N N R 40.131 -23.705 29.062 2.312 3.163 -1.336 C38 EEJ 38 EEJ C39 C26 C 0 1 N N N 40.090 -24.063 30.546 2.840 3.895 -2.572 C39 EEJ 39 EEJ C40 C27 C 0 1 N N N 40.887 -25.329 30.834 4.363 3.763 -2.633 C40 EEJ 40 EEJ C41 C28 C 0 1 N N N 40.455 -26.476 29.917 4.978 4.412 -1.388 C41 EEJ 41 EEJ N42 N9 N 0 1 N N N 40.362 -26.079 28.499 4.367 3.813 -0.193 N42 EEJ 42 EEJ C43 C29 C 0 1 N N N 39.558 -24.873 28.271 2.903 3.805 -0.077 C43 EEJ 43 EEJ C44 C30 C 0 1 N N N 41.028 -26.764 27.517 5.136 3.281 0.778 C44 EEJ 44 EEJ O45 O4 O 0 1 N N N 41.806 -27.662 27.793 4.621 2.790 1.759 O45 EEJ 45 EEJ C46 C31 C 0 1 N N N 40.823 -26.347 26.094 6.637 3.297 0.643 C46 EEJ 46 EEJ H52 H1 H 0 1 N N N 46.188 -20.129 30.215 -5.463 1.311 1.827 H52 EEJ 47 EEJ H55 H2 H 0 1 N N N 43.474 -22.949 31.925 -3.618 -0.238 -1.717 H55 EEJ 48 EEJ H54 H3 H 0 1 N N N 45.095 -23.439 33.697 -5.237 -2.088 -1.747 H54 EEJ 49 EEJ H57 H4 H 0 1 N N N 37.472 -13.054 26.908 5.681 -5.295 0.729 H57 EEJ 50 EEJ H58 H5 H 0 1 N N N 35.470 -12.617 28.285 4.248 -6.580 -0.799 H58 EEJ 51 EEJ H59 H6 H 0 1 N N N 35.785 -16.508 30.003 1.852 -3.125 -1.518 H59 EEJ 52 EEJ H51 H7 H 0 1 N N N 42.064 -21.302 31.233 -1.701 0.535 -0.131 H51 EEJ 53 EEJ H61 H8 H 0 1 N N N 38.109 -14.741 24.771 7.415 -3.340 0.806 H61 EEJ 54 EEJ H47 H9 H 0 1 N N N 38.789 -19.733 28.363 -0.136 0.449 -0.784 H47 EEJ 55 EEJ H48 H10 H 0 1 N N N 39.849 -21.381 30.574 0.732 2.747 0.796 H48 EEJ 56 EEJ H50 H11 H 0 1 N N N 39.601 -22.167 27.642 0.370 2.894 -2.230 H50 EEJ 57 EEJ H49 H12 H 0 1 N N N 38.364 -22.473 28.908 0.496 4.309 -1.158 H49 EEJ 58 EEJ H53 H13 H 0 1 N N N 47.866 -20.712 31.908 -7.078 -0.542 1.791 H53 EEJ 59 EEJ H56 H14 H 0 1 N N N 47.160 -23.148 34.636 -6.906 -3.358 -0.301 H56 EEJ 60 EEJ H60 H15 H 0 1 N N N 38.054 -17.984 27.900 3.959 -0.801 0.544 H60 EEJ 61 EEJ H62 H16 H 0 1 N N N 38.358 -17.022 30.732 1.268 -1.545 -0.723 H62 EEJ 62 EEJ H64 H17 H 0 1 N N N 51.056 -23.089 36.338 -10.696 -2.688 1.788 H64 EEJ 63 EEJ H63 H18 H 0 1 N N N 51.325 -23.012 34.564 -11.115 -2.132 0.149 H63 EEJ 64 EEJ H65 H19 H 0 1 N N N 50.993 -21.508 35.488 -11.342 -3.841 0.595 H65 EEJ 65 EEJ H66 H20 H 0 1 N N N 41.189 -23.606 28.779 2.604 2.114 -1.382 H66 EEJ 66 EEJ H68 H21 H 0 1 N N N 40.516 -23.232 31.127 2.402 3.456 -3.469 H68 EEJ 67 EEJ H67 H22 H 0 1 N N N 39.044 -24.222 30.847 2.568 4.949 -2.514 H67 EEJ 68 EEJ H70 H23 H 0 1 N N N 40.724 -25.625 31.881 4.637 2.709 -2.666 H70 EEJ 69 EEJ H69 H24 H 0 1 N N N 41.956 -25.124 30.673 4.737 4.264 -3.526 H69 EEJ 70 EEJ H72 H25 H 0 1 N N N 39.468 -26.835 30.246 6.053 4.234 -1.377 H72 EEJ 71 EEJ H71 H26 H 0 1 N N N 41.189 -27.290 30.005 4.784 5.484 -1.401 H71 EEJ 72 EEJ H73 H27 H 0 1 N N N 39.568 -24.626 27.199 2.538 4.827 0.018 H73 EEJ 73 EEJ H74 H28 H 0 1 N N N 38.523 -25.059 28.595 2.609 3.227 0.800 H74 EEJ 74 EEJ H75 H29 H 0 1 N N N 41.457 -26.961 25.437 6.966 2.389 0.138 H75 EEJ 75 EEJ H77 H30 H 0 1 N N N 39.767 -26.487 25.820 6.941 4.168 0.062 H77 EEJ 76 EEJ H76 H31 H 0 1 N N N 41.095 -25.287 25.980 7.090 3.346 1.634 H76 EEJ 77 # 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 EEJ N28 C27 DOUB Y N 1 EEJ N28 N29 SING Y N 2 EEJ C27 N25 SING Y N 3 EEJ C46 C44 SING N N 4 EEJ N29 N30 DOUB Y N 5 EEJ N25 N30 SING Y N 6 EEJ N25 C19 SING N N 7 EEJ C44 O45 DOUB N N 8 EEJ C44 N42 SING N N 9 EEJ C20 C19 DOUB Y N 10 EEJ C20 C21 SING Y N 11 EEJ N8 N7 DOUB Y N 12 EEJ N8 C9 SING Y N 13 EEJ C19 C24 SING Y N 14 EEJ CL2 C9 SING N N 15 EEJ N7 C5 SING Y N 16 EEJ C43 N42 SING N N 17 EEJ C43 C38 SING N N 18 EEJ C21 C22 DOUB Y N 19 EEJ C9 C10 DOUB Y N 20 EEJ N42 C41 SING N N 21 EEJ C24 C26 SING N N 22 EEJ C24 C23 DOUB Y N 23 EEJ C6 C38 SING N N 24 EEJ C6 C4 SING N N 25 EEJ C26 C31 DOUB N E 26 EEJ C38 C39 SING N N 27 EEJ C5 C4 SING N N 28 EEJ C5 C11 DOUB Y N 29 EEJ C22 C23 SING Y N 30 EEJ C22 CL1 SING N N 31 EEJ N3 C4 SING N N 32 EEJ N3 C32 SING N N 33 EEJ C10 C11 SING Y N 34 EEJ C10 C12 SING N N 35 EEJ C31 C32 SING N N 36 EEJ C41 C40 SING N N 37 EEJ C32 O33 DOUB N N 38 EEJ C39 C40 SING N N 39 EEJ C12 C13 DOUB Y N 40 EEJ C12 C17 SING Y N 41 EEJ C13 C14 SING Y N 42 EEJ C17 C16 DOUB Y N 43 EEJ C14 C15 DOUB Y N 44 EEJ C16 C15 SING Y N 45 EEJ C15 N18 SING N N 46 EEJ O35 C34 DOUB N N 47 EEJ N18 C34 SING N N 48 EEJ C34 O36 SING N N 49 EEJ O36 C37 SING N N 50 EEJ C13 H52 SING N N 51 EEJ C17 H55 SING N N 52 EEJ C16 H54 SING N N 53 EEJ C20 H57 SING N N 54 EEJ C21 H58 SING N N 55 EEJ C23 H59 SING N N 56 EEJ C11 H51 SING N N 57 EEJ C27 H61 SING N N 58 EEJ N3 H47 SING N N 59 EEJ C4 H48 SING N N 60 EEJ C6 H50 SING N N 61 EEJ C6 H49 SING N N 62 EEJ C14 H53 SING N N 63 EEJ N18 H56 SING N N 64 EEJ C26 H60 SING N N 65 EEJ C31 H62 SING N N 66 EEJ C37 H64 SING N N 67 EEJ C37 H63 SING N N 68 EEJ C37 H65 SING N N 69 EEJ C38 H66 SING N N 70 EEJ C39 H68 SING N N 71 EEJ C39 H67 SING N N 72 EEJ C40 H70 SING N N 73 EEJ C40 H69 SING N N 74 EEJ C41 H72 SING N N 75 EEJ C41 H71 SING N N 76 EEJ C43 H73 SING N N 77 EEJ C43 H74 SING N N 78 EEJ C46 H75 SING N N 79 EEJ C46 H77 SING N N 80 EEJ C46 H76 SING N N 81 # 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 EEJ SMILES ACDLabs 12.01 "c1cc(ccc1c5cc(C(NC(\C=C\c2c(ccc(c2)Cl)n3cnnn3)=O)CC4CCCN(C4)C(=O)C)nnc5Cl)NC(OC)=O" EEJ InChI InChI 1.03 "InChI=1S/C31H31Cl2N9O4/c1-19(43)41-13-3-4-20(17-41)14-26(36-29(44)12-7-22-15-23(32)8-11-28(22)42-18-34-39-40-42)27-16-25(30(33)38-37-27)21-5-9-24(10-6-21)35-31(45)46-2/h5-12,15-16,18,20,26H,3-4,13-14,17H2,1-2H3,(H,35,45)(H,36,44)/b12-7+/t20-,26+/m1/s1" EEJ InChIKey InChI 1.03 QCCGVMDYTWPPFU-BONIYOLGSA-N EEJ SMILES_CANONICAL CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2cc(nnc2Cl)[C@H](C[C@H]3CCCN(C3)C(C)=O)NC(=O)/C=C/c4cc(Cl)ccc4n5cnnn5" EEJ SMILES CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2cc(nnc2Cl)[CH](C[CH]3CCCN(C3)C(C)=O)NC(=O)C=Cc4cc(Cl)ccc4n5cnnn5" EEJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCC[C@@H](C1)C[C@@H](c2cc(c(nn2)Cl)c3ccc(cc3)NC(=O)OC)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl" EEJ SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCCC(C1)CC(c2cc(c(nn2)Cl)c3ccc(cc3)NC(=O)OC)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl" # 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 EEJ "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (4-{6-[(1S)-2-[(3R)-1-acetylpiperidin-3-yl]-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)ethyl]-3-chloropyridazin-4-yl}phenyl)carbamate" EEJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl ~{N}-[4-[3-chloranyl-6-[(1~{S})-1-[[(~{E})-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-2-[(3~{R})-1-ethanoylpiperidin-3-yl]ethyl]pyridazin-4-yl]phenyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EEJ "Create component" 2018-01-04 RCSB EEJ "Initial release" 2018-03-07 RCSB #