data_N8J # _chem_comp.id N8J _chem_comp.name "(2S)-N-(benzylsulfonyl)-4-(cyclobutylmethyl)-2-(2,4-dichlorophenyl)-3,4-dihydro-2H-1,4-benzoxazine-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 Cl2 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-08 _chem_comp.pdbx_modified_date 2019-05-17 _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 545.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N8J _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 6OVC _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 N8J N1 N1 N 0 1 N N N -11.794 16.294 13.318 1.706 -1.200 -0.190 N1 N8J 1 N8J C4 C1 C 0 1 Y N N -11.054 16.763 12.187 0.827 -0.117 -0.298 C4 N8J 2 N8J C5 C2 C 0 1 Y N N -11.679 17.387 11.106 -0.535 -0.374 -0.355 C5 N8J 3 N8J C6 C3 C 0 1 Y N N -10.917 17.915 10.053 -1.442 0.681 -0.467 C6 N8J 4 N8J C7 C4 C 0 1 N N N -11.598 18.598 8.959 -2.892 0.407 -0.527 C7 N8J 5 N8J C8 C5 C 0 1 Y N N -9.517 17.812 10.088 -0.975 1.996 -0.522 C8 N8J 6 N8J C10 C6 C 0 1 Y N N -9.654 16.602 12.159 1.284 1.198 -0.350 C10 N8J 7 N8J C15 C7 C 0 1 N N N -14.463 18.923 14.303 1.551 -4.660 1.466 C15 N8J 8 N8J C17 C8 C 0 1 N N N -12.673 18.616 15.486 1.624 -4.441 -0.640 C17 N8J 9 N8J C21 C9 C 0 1 Y N N -7.016 14.238 16.422 6.324 2.135 1.337 C21 N8J 10 N8J C22 C10 C 0 1 Y N N -7.729 14.789 15.360 5.057 1.774 0.917 C22 N8J 11 N8J C24 C11 C 0 1 Y N N -9.607 13.375 15.893 6.010 0.170 -0.586 C24 N8J 12 N8J CL20 CL1 CL 0 0 N N N -6.738 12.636 18.580 9.026 1.970 1.317 CL20 N8J 13 N8J CL25 CL2 CL 0 0 N N N -11.176 12.704 15.558 5.811 -1.067 -1.787 CL25 N8J 14 N8J C2 C12 C 0 1 N N N -13.151 16.811 13.644 1.126 -2.269 0.635 C2 N8J 15 N8J O3 O1 O 0 1 N N N -9.013 15.851 13.123 2.611 1.487 -0.288 O3 N8J 16 N8J C9 C13 C 0 1 Y N N -8.888 17.168 11.150 0.378 2.247 -0.463 C9 N8J 17 N8J C11 C14 C 0 1 N N S -9.853 14.974 13.934 3.518 0.400 -0.499 C11 N8J 18 N8J C12 C15 C 0 1 N N N -10.988 15.865 14.488 3.020 -0.796 0.322 C12 N8J 19 N8J O13 O2 O 0 1 N N N -11.711 18.110 7.840 -3.302 -0.728 -0.383 O13 N8J 20 N8J C14 C16 C 0 1 N N N -13.059 18.320 14.004 1.998 -3.521 0.535 C14 N8J 21 N8J C16 C17 C 0 1 N N N -14.192 18.669 15.814 1.869 -5.624 0.311 C16 N8J 22 N8J C18 C18 C 0 1 Y N N -8.911 12.867 16.988 7.278 0.527 -0.163 C18 N8J 23 N8J C19 C19 C 0 1 Y N N -7.614 13.289 17.242 7.435 1.513 0.794 C19 N8J 24 N8J C23 C20 C 0 1 Y N N -9.040 14.377 15.085 4.899 0.793 -0.043 C23 N8J 25 N8J S26 S1 S 0 1 N N N -11.987 20.891 10.387 -5.385 1.109 -0.810 S26 N8J 26 N8J O27 O3 O 0 1 N N N -11.120 20.320 11.353 -5.971 2.377 -1.072 O27 N8J 27 N8J O28 O4 O 0 1 N N N -11.542 22.123 9.832 -5.502 0.042 -1.742 O28 N8J 28 N8J N29 N2 N 0 1 N N N -12.210 19.809 9.128 -3.759 1.416 -0.743 N29 N8J 29 N8J C30 C21 C 0 1 N N N -13.606 21.115 11.125 -5.809 0.544 0.861 C30 N8J 30 N8J C31 C22 C 0 1 Y N N -13.733 22.083 12.302 -7.281 0.230 0.926 C31 N8J 31 N8J C32 C23 C 0 1 Y N N -14.828 22.946 12.364 -7.730 -1.044 0.632 C32 N8J 32 N8J C33 C24 C 0 1 Y N N -14.991 23.807 13.445 -9.080 -1.333 0.692 C33 N8J 33 N8J C34 C25 C 0 1 Y N N -14.063 23.810 14.480 -9.983 -0.347 1.047 C34 N8J 34 N8J C35 C26 C 0 1 Y N N -12.967 22.955 14.428 -9.534 0.927 1.342 C35 N8J 35 N8J C36 C27 C 0 1 Y N N -12.801 22.099 13.344 -8.183 1.214 1.286 C36 N8J 36 N8J H6 H1 H 0 1 N N N -12.756 17.464 11.080 -0.894 -1.391 -0.313 H6 N8J 37 N8J H7 H2 H 0 1 N N N -8.926 18.234 9.288 -1.673 2.815 -0.611 H7 N8J 38 N8J H10 H3 H 0 1 N N N -14.572 19.983 14.031 2.195 -4.792 2.335 H10 N8J 39 N8J H11 H4 H 0 1 N N N -15.304 18.349 13.887 0.493 -4.623 1.725 H11 N8J 40 N8J H15 H5 H 0 1 N N N -12.126 17.804 15.986 0.586 -4.343 -0.957 H15 N8J 41 N8J H14 H6 H 0 1 N N N -12.139 19.566 15.638 2.327 -4.396 -1.472 H14 N8J 42 N8J H17 H7 H 0 1 N N N -5.998 14.548 16.608 6.447 2.905 2.083 H17 N8J 43 N8J H18 H8 H 0 1 N N N -7.266 15.543 14.741 4.190 2.260 1.340 H18 N8J 44 N8J H2 H9 H 0 1 N N N -13.811 16.681 12.774 1.078 -1.941 1.673 H2 N8J 45 N8J H4 H10 H 0 1 N N N -13.559 16.254 14.500 0.121 -2.497 0.279 H4 N8J 46 N8J H8 H11 H 0 1 N N N -7.810 17.109 11.188 0.738 3.264 -0.506 H8 N8J 47 N8J H5 H12 H 0 1 N N N -10.282 14.167 13.322 3.539 0.138 -1.557 H5 N8J 48 N8J H3 H13 H 0 1 N N N -10.567 16.742 15.002 2.932 -0.509 1.370 H3 N8J 49 N8J H1 H14 H 0 1 N N N -11.612 15.293 15.191 3.722 -1.624 0.225 H1 N8J 50 N8J H9 H15 H 0 1 N N N -12.478 18.907 13.278 3.064 -3.301 0.595 H9 N8J 51 N8J H12 H16 H 0 1 N N N -14.487 19.497 16.475 2.899 -5.979 0.310 H12 N8J 52 N8J H13 H17 H 0 1 N N N -14.608 17.726 16.199 1.142 -6.430 0.201 H13 N8J 53 N8J H16 H18 H 0 1 N N N -9.381 12.145 17.639 8.144 0.035 -0.580 H16 N8J 54 N8J H19 H19 H 0 1 N N N -12.864 20.079 8.421 -3.432 2.322 -0.858 H19 N8J 55 N8J H21 H20 H 0 1 N N N -14.279 21.474 10.333 -5.235 -0.352 1.098 H21 N8J 56 N8J H20 H21 H 0 1 N N N -13.945 20.129 11.475 -5.573 1.328 1.580 H20 N8J 57 N8J H22 H22 H 0 1 N N N -15.555 22.946 11.566 -7.025 -1.814 0.355 H22 N8J 58 N8J H23 H23 H 0 1 N N N -15.840 24.474 13.480 -9.431 -2.328 0.462 H23 N8J 59 N8J H24 H24 H 0 1 N N N -14.193 24.474 15.322 -11.038 -0.572 1.094 H24 N8J 60 N8J H25 H25 H 0 1 N N N -12.244 22.956 15.230 -10.239 1.697 1.619 H25 N8J 61 N8J H26 H26 H 0 1 N N N -11.945 21.441 13.307 -7.832 2.208 1.520 H26 N8J 62 # # 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 N8J O13 C7 DOUB N N 1 N8J C7 N29 SING N N 2 N8J C7 C6 SING N N 3 N8J N29 S26 SING N N 4 N8J O28 S26 DOUB N N 5 N8J C6 C8 DOUB Y N 6 N8J C6 C5 SING Y N 7 N8J C8 C9 SING Y N 8 N8J S26 C30 SING N N 9 N8J S26 O27 DOUB N N 10 N8J C5 C4 DOUB Y N 11 N8J C30 C31 SING N N 12 N8J C9 C10 DOUB Y N 13 N8J C10 C4 SING Y N 14 N8J C10 O3 SING N N 15 N8J C4 N1 SING N N 16 N8J C31 C32 DOUB Y N 17 N8J C31 C36 SING Y N 18 N8J C32 C33 SING Y N 19 N8J O3 C11 SING N N 20 N8J N1 C2 SING N N 21 N8J N1 C12 SING N N 22 N8J C36 C35 DOUB Y N 23 N8J C33 C34 DOUB Y N 24 N8J C2 C14 SING N N 25 N8J C11 C12 SING N N 26 N8J C11 C23 SING N N 27 N8J C14 C15 SING N N 28 N8J C14 C17 SING N N 29 N8J C15 C16 SING N N 30 N8J C35 C34 SING Y N 31 N8J C23 C22 DOUB Y N 32 N8J C23 C24 SING Y N 33 N8J C22 C21 SING Y N 34 N8J C17 C16 SING N N 35 N8J CL25 C24 SING N N 36 N8J C24 C18 DOUB Y N 37 N8J C21 C19 DOUB Y N 38 N8J C18 C19 SING Y N 39 N8J C19 CL20 SING N N 40 N8J C5 H6 SING N N 41 N8J C8 H7 SING N N 42 N8J C15 H10 SING N N 43 N8J C15 H11 SING N N 44 N8J C17 H15 SING N N 45 N8J C17 H14 SING N N 46 N8J C21 H17 SING N N 47 N8J C22 H18 SING N N 48 N8J C2 H2 SING N N 49 N8J C2 H4 SING N N 50 N8J C9 H8 SING N N 51 N8J C11 H5 SING N N 52 N8J C12 H3 SING N N 53 N8J C12 H1 SING N N 54 N8J C14 H9 SING N N 55 N8J C16 H12 SING N N 56 N8J C16 H13 SING N N 57 N8J C18 H16 SING N N 58 N8J N29 H19 SING N N 59 N8J C30 H21 SING N N 60 N8J C30 H20 SING N N 61 N8J C32 H22 SING N N 62 N8J C33 H23 SING N N 63 N8J C34 H24 SING N N 64 N8J C35 H25 SING N N 65 N8J C36 H26 SING N N 66 # # 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 N8J SMILES ACDLabs 12.01 "N2(CC1CCC1)CC(Oc3c2cc(cc3)C(NS(Cc4ccccc4)(=O)=O)=O)c5ccc(Cl)cc5Cl" N8J InChI InChI 1.03 "InChI=1S/C27H26Cl2N2O4S/c28-21-10-11-22(23(29)14-21)26-16-31(15-18-7-4-8-18)24-13-20(9-12-25(24)35-26)27(32)30-36(33,34)17-19-5-2-1-3-6-19/h1-3,5-6,9-14,18,26H,4,7-8,15-17H2,(H,30,32)/t26-/m1/s1" N8J InChIKey InChI 1.03 HEKXNQLQQLOBSI-AREMUKBSSA-N N8J SMILES_CANONICAL CACTVS 3.385 "Clc1ccc([C@H]2CN(CC3CCC3)c4cc(ccc4O2)C(=O)N[S](=O)(=O)Cc5ccccc5)c(Cl)c1" N8J SMILES CACTVS 3.385 "Clc1ccc([CH]2CN(CC3CCC3)c4cc(ccc4O2)C(=O)N[S](=O)(=O)Cc5ccccc5)c(Cl)c1" N8J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CS(=O)(=O)NC(=O)c2ccc3c(c2)N(C[C@@H](O3)c4ccc(cc4Cl)Cl)CC5CCC5" N8J SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CS(=O)(=O)NC(=O)c2ccc3c(c2)N(CC(O3)c4ccc(cc4Cl)Cl)CC5CCC5" # # 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 N8J "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-N-(benzylsulfonyl)-4-(cyclobutylmethyl)-2-(2,4-dichlorophenyl)-3,4-dihydro-2H-1,4-benzoxazine-6-carboxamide" N8J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-4-(cyclobutylmethyl)-2-(2,4-dichlorophenyl)-~{N}-(phenylmethyl)sulfonyl-2,3-dihydro-1,4-benzoxazine-6-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N8J "Create component" 2019-05-08 RCSB N8J "Initial release" 2019-05-22 RCSB ##