data_9X4 # _chem_comp.id 9X4 _chem_comp.name "(5s,7s)-N~3~-methyl-10-[3-methyl-3-(5-methyl-1,3-oxazol-2-yl)but-1-yn-1-yl]-6,7-dihydro-5H-5,7-methanoimidazo[2,1-a][2]benzazepine-2,3-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-21 _chem_comp.pdbx_modified_date 2018-06-15 _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 443.498 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9X4 _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 5W5Q _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 9X4 C14 C1 C 0 1 Y N N -18.282 -7.265 25.084 0.562 -2.778 -0.040 C14 9X4 1 9X4 C5 C2 C 0 1 Y N N -18.197 -11.689 30.596 6.170 0.824 -0.095 C5 9X4 2 9X4 C11 C3 C 0 1 N N N -18.717 -9.303 28.171 2.780 0.196 0.104 C11 9X4 3 9X4 C7 C4 C 0 1 N N N -19.444 -11.060 30.026 4.959 1.696 0.113 C7 9X4 4 9X4 C8 C5 C 0 1 N N N -20.339 -12.136 29.443 5.076 2.419 1.456 C8 9X4 5 9X4 C9 C6 C 0 1 N N N -20.240 -10.334 31.142 4.874 2.727 -1.015 C9 9X4 6 9X4 C10 C7 C 0 1 N N N -19.053 -10.125 28.967 3.747 0.862 0.108 C10 9X4 7 9X4 C12 C8 C 0 1 Y N N -18.272 -8.276 27.269 1.600 -0.616 0.099 C12 9X4 8 9X4 C13 C9 C 0 1 Y N N -18.754 -8.227 25.960 1.694 -1.997 -0.080 C13 9X4 9 9X4 C3 C10 C 0 1 Y N N -16.268 -12.435 30.949 8.208 0.177 -0.333 C3 9X4 10 9X4 C1 C11 C 0 1 N N N -16.689 -13.225 33.423 7.894 -2.331 -0.637 C1 9X4 11 9X4 C2 C12 C 0 1 Y N N -16.966 -12.661 32.077 7.430 -0.915 -0.415 C2 9X4 12 9X4 N4 N1 N 0 1 Y N N -17.058 -11.811 30.016 7.405 1.238 -0.139 N4 9X4 13 9X4 O6 O1 O 0 1 Y N N -18.243 -12.190 31.875 6.155 -0.505 -0.259 O6 9X4 14 9X4 C15 C13 C 0 1 Y N N -17.334 -6.323 25.481 -0.694 -2.213 0.179 C15 9X4 15 9X4 C16 C14 C 0 1 Y N N -16.855 -6.367 26.800 -0.800 -0.838 0.269 C16 9X4 16 9X4 C17 C15 C 0 1 Y N N -17.327 -7.341 27.692 0.347 -0.037 0.273 C17 9X4 17 9X4 C18 C16 C 0 1 Y N N -15.874 -5.430 27.418 -2.111 -0.143 0.304 C18 9X4 18 9X4 N19 N2 N 0 1 Y N N -15.502 -5.646 28.663 -2.260 1.166 0.376 N19 9X4 19 9X4 C20 C17 C 0 1 Y N N -14.611 -4.630 28.990 -3.550 1.476 0.198 C20 9X4 20 9X4 C21 C18 C 0 1 Y N N -14.447 -3.765 27.916 -4.251 0.284 0.064 C21 9X4 21 9X4 N22 N3 N 0 1 Y N N -15.266 -4.315 26.869 -3.328 -0.723 0.247 N22 9X4 22 9X4 C23 C19 C 0 1 N N N -15.425 -3.886 25.457 -3.675 -2.121 0.487 C23 9X4 23 9X4 C24 C20 C 0 1 N N N -16.907 -3.802 25.025 -2.803 -2.782 1.554 C24 9X4 24 9X4 C25 C21 C 0 1 N N N -16.875 -5.269 24.491 -1.808 -3.177 0.444 C25 9X4 25 9X4 C26 C22 C 0 1 N N N -15.324 -5.080 24.469 -2.987 -3.053 -0.535 C26 9X4 26 9X4 C27 C23 C 0 1 N N N -13.694 -2.510 27.617 -5.687 0.128 -0.218 C27 9X4 27 9X4 O28 O2 O 0 1 N N N -13.824 -1.928 26.539 -6.488 0.117 0.697 O28 9X4 28 9X4 N29 N4 N 0 1 N N N -12.887 -2.040 28.562 -6.114 -0.003 -1.489 N29 9X4 29 9X4 C30 C24 C 0 1 N N N -12.196 -0.771 28.422 -7.550 -0.042 -1.779 C30 9X4 30 9X4 C31 C25 C 0 1 N N N -13.893 -4.681 30.269 -4.125 2.838 0.154 C31 9X4 31 9X4 O32 O3 O 0 1 N N N -13.171 -3.741 30.643 -5.319 2.989 -0.014 O32 9X4 32 9X4 N33 N5 N 0 1 N N N -14.091 -5.770 30.999 -3.324 3.912 0.300 N33 9X4 33 9X4 H1 H1 H 0 1 N N N -18.656 -7.244 24.071 0.647 -3.845 -0.185 H1 9X4 34 9X4 H2 H2 H 0 1 N N N -20.633 -12.839 30.237 5.973 3.037 1.460 H2 9X4 35 9X4 H3 H3 H 0 1 N N N -21.238 -11.671 29.013 4.200 3.050 1.607 H3 9X4 36 9X4 H4 H4 H 0 1 N N N -19.795 -12.679 28.656 5.136 1.685 2.260 H4 9X4 37 9X4 H5 H5 H 0 1 N N N -20.521 -11.057 31.922 4.791 2.212 -1.972 H5 9X4 38 9X4 H6 H6 H 0 1 N N N -19.615 -9.543 31.582 3.998 3.358 -0.864 H6 9X4 39 9X4 H7 H7 H 0 1 N N N -21.149 -9.887 30.713 5.772 3.345 -1.011 H7 9X4 40 9X4 H8 H8 H 0 1 N N N -19.495 -8.940 25.631 2.658 -2.454 -0.250 H8 9X4 41 9X4 H9 H9 H 0 1 N N N -15.233 -12.706 30.799 9.285 0.200 -0.415 H9 9X4 42 9X4 H10 H10 H 0 1 N N N -17.596 -13.161 34.042 8.087 -2.806 0.325 H10 9X4 43 9X4 H11 H11 H 0 1 N N N -16.387 -14.278 33.324 7.122 -2.887 -1.169 H11 9X4 44 9X4 H12 H12 H 0 1 N N N -15.879 -12.654 33.900 8.810 -2.324 -1.229 H12 9X4 45 9X4 H13 H13 H 0 1 N N N -16.959 -7.367 28.707 0.260 1.030 0.413 H13 9X4 46 9X4 H14 H14 H 0 1 N N N -14.823 -3.013 25.164 -4.745 -2.290 0.607 H14 9X4 47 9X4 H15 H15 H 0 1 N N N -17.100 -3.050 24.245 -2.400 -2.073 2.277 H15 9X4 48 9X4 H16 H16 H 0 1 N N N -17.605 -3.650 25.862 -3.281 -3.638 2.030 H16 9X4 49 9X4 H17 H17 H 0 1 N N N -17.314 -5.376 23.488 -1.454 -4.203 0.537 H17 9X4 50 9X4 H18 H18 H 0 1 N N N -14.766 -5.940 24.867 -3.520 -3.991 -0.693 H18 9X4 51 9X4 H19 H19 H 0 1 N N N -14.923 -4.807 23.482 -2.725 -2.555 -1.469 H19 9X4 52 9X4 H20 H20 H 0 1 N N N -12.751 -2.577 29.395 -5.471 -0.072 -2.212 H20 9X4 53 9X4 H21 H21 H 0 1 N N N -11.587 -0.584 29.319 -7.701 -0.152 -2.853 H21 9X4 54 9X4 H22 H22 H 0 1 N N N -11.544 -0.804 27.537 -8.002 -0.888 -1.261 H22 9X4 55 9X4 H23 H23 H 0 1 N N N -12.933 0.037 28.304 -8.014 0.883 -1.439 H23 9X4 56 9X4 H24 H24 H 0 1 N N N -13.650 -5.860 31.892 -2.371 3.792 0.434 H24 9X4 57 9X4 H25 H25 H 0 1 N N N -14.681 -6.501 30.656 -3.701 4.806 0.271 H25 9X4 58 # 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 9X4 C26 C25 SING N N 1 9X4 C26 C23 SING N N 2 9X4 C25 C24 SING N N 3 9X4 C25 C15 SING N N 4 9X4 C24 C23 SING N N 5 9X4 C14 C15 DOUB Y N 6 9X4 C14 C13 SING Y N 7 9X4 C23 N22 SING N N 8 9X4 C15 C16 SING Y N 9 9X4 C13 C12 DOUB Y N 10 9X4 O28 C27 DOUB N N 11 9X4 C16 C18 SING N N 12 9X4 C16 C17 DOUB Y N 13 9X4 N22 C18 SING Y N 14 9X4 N22 C21 SING Y N 15 9X4 C12 C17 SING Y N 16 9X4 C12 C11 SING N N 17 9X4 C18 N19 DOUB Y N 18 9X4 C27 C21 SING N N 19 9X4 C27 N29 SING N N 20 9X4 C21 C20 DOUB Y N 21 9X4 C11 C10 TRIP N N 22 9X4 C30 N29 SING N N 23 9X4 N19 C20 SING Y N 24 9X4 C10 C7 SING N N 25 9X4 C20 C31 SING N N 26 9X4 C8 C7 SING N N 27 9X4 N4 C5 DOUB Y N 28 9X4 N4 C3 SING Y N 29 9X4 C7 C5 SING N N 30 9X4 C7 C9 SING N N 31 9X4 C31 O32 DOUB N N 32 9X4 C31 N33 SING N N 33 9X4 C5 O6 SING Y N 34 9X4 C3 C2 DOUB Y N 35 9X4 O6 C2 SING Y N 36 9X4 C2 C1 SING N N 37 9X4 C14 H1 SING N N 38 9X4 C8 H2 SING N N 39 9X4 C8 H3 SING N N 40 9X4 C8 H4 SING N N 41 9X4 C9 H5 SING N N 42 9X4 C9 H6 SING N N 43 9X4 C9 H7 SING N N 44 9X4 C13 H8 SING N N 45 9X4 C3 H9 SING N N 46 9X4 C1 H10 SING N N 47 9X4 C1 H11 SING N N 48 9X4 C1 H12 SING N N 49 9X4 C17 H13 SING N N 50 9X4 C23 H14 SING N N 51 9X4 C24 H15 SING N N 52 9X4 C24 H16 SING N N 53 9X4 C25 H17 SING N N 54 9X4 C26 H18 SING N N 55 9X4 C26 H19 SING N N 56 9X4 N29 H20 SING N N 57 9X4 C30 H21 SING N N 58 9X4 C30 H22 SING N N 59 9X4 C30 H23 SING N N 60 9X4 N33 H24 SING N N 61 9X4 N33 H25 SING N N 62 # 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 9X4 SMILES ACDLabs 12.01 "c5c2c(c1nc(C(=O)N)c(n1C3CC2C3)C(NC)=O)cc(C#CC(c4oc(cn4)C)(C)C)c5" 9X4 InChI InChI 1.03 "InChI=1S/C25H25N5O3/c1-13-12-28-24(33-13)25(2,3)8-7-14-5-6-17-15-10-16(11-15)30-20(23(32)27-4)19(21(26)31)29-22(30)18(17)9-14/h5-6,9,12,15-16H,10-11H2,1-4H3,(H2,26,31)(H,27,32)/t15-,16+" 9X4 InChIKey InChI 1.03 BVQAJAHFWBYNPF-IYBDPMFKSA-N 9X4 SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1n2C3CC(C3)c4ccc(cc4c2nc1C(N)=O)C#CC(C)(C)c5oc(C)cn5" 9X4 SMILES CACTVS 3.385 "CNC(=O)c1n2C3CC(C3)c4ccc(cc4c2nc1C(N)=O)C#CC(C)(C)c5oc(C)cn5" 9X4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cnc(o1)C(C)(C)C#Cc2ccc3c(c2)-c4nc(c(n4C5CC3C5)C(=O)NC)C(=O)N" 9X4 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cnc(o1)C(C)(C)C#Cc2ccc3c(c2)-c4nc(c(n4C5CC3C5)C(=O)NC)C(=O)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 9X4 "SYSTEMATIC NAME" ACDLabs 12.01 "(5s,7s)-N~3~-methyl-10-[3-methyl-3-(5-methyl-1,3-oxazol-2-yl)but-1-yn-1-yl]-6,7-dihydro-5H-5,7-methanoimidazo[2,1-a][2]benzazepine-2,3-dicarboxamide" 9X4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}3-methyl-10-[3-methyl-3-(5-methyl-1,3-oxazol-2-yl)but-1-ynyl]-5,6,7,12-tetrahydro-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2,3-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9X4 "Create component" 2017-06-21 RCSB 9X4 "Initial release" 2018-06-20 RCSB #