data_1XB # _chem_comp.id 1XB _chem_comp.name "2-[(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-[1,2]oxazolo[5,4-c]thieno[2,3-e]azepin-6-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-24 _chem_comp.pdbx_modified_date 2013-08-02 _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 399.894 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XB _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 4LRG _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 1XB C23 C23 C 0 1 Y N N 9.525 -17.652 -3.380 2.592 1.370 0.306 C23 1XB 1 1XB C28 C28 C 0 1 Y N N 8.328 -16.345 -4.996 2.224 -0.976 0.733 C28 1XB 2 1XB C24 C24 C 0 1 Y N N 10.296 -18.236 -4.366 3.947 1.185 0.487 C24 1XB 3 1XB C27 C27 C 0 1 Y N N 9.093 -16.934 -5.986 3.581 -1.151 0.906 C27 1XB 4 1XB C8 C8 C 0 1 Y N N 6.527 -17.106 -0.105 -2.572 -0.278 0.998 C8 1XB 5 1XB C22 C22 C 0 1 Y N N 8.558 -16.709 -3.686 1.720 0.289 0.431 C22 1XB 6 1XB C5 C5 C 0 1 Y N N 8.409 -16.089 -1.284 -0.481 -0.632 -0.371 C5 1XB 7 1XB C3 C3 C 0 1 Y N N 9.712 -15.561 -1.005 0.042 -1.464 -1.375 C3 1XB 8 1XB C25 C25 C 0 1 Y N N 10.068 -17.865 -5.675 4.442 -0.074 0.787 C25 1XB 9 1XB C6 C6 C 0 1 Y N N 7.824 -16.610 -0.141 -1.765 -1.008 0.007 C6 1XB 10 1XB C9 C9 C 0 1 Y N N 5.559 -16.464 -0.833 -2.524 1.075 1.180 C9 1XB 11 1XB C12 C12 C 0 1 Y N N 5.874 -18.158 0.585 -3.530 -0.729 1.931 C12 1XB 12 1XB C2 C2 C 0 1 Y N N 10.047 -15.684 0.333 -0.730 -2.465 -1.761 C2 1XB 13 1XB C21 C21 C 0 1 N N N 7.756 -16.130 -2.591 0.263 0.484 0.244 C21 1XB 14 1XB C17 C17 C 0 1 N N N 4.665 -13.646 -3.221 -1.128 2.954 -1.817 C17 1XB 15 1XB C14 C14 C 0 1 N N S 5.714 -15.300 -1.737 -1.620 2.007 0.421 C14 1XB 16 1XB C4 C4 C 0 1 N N N 10.596 -14.916 -1.997 1.404 -1.229 -1.976 C4 1XB 17 1XB C13 C13 C 0 1 N N N 6.421 -19.157 1.520 -3.974 -2.150 2.166 C13 1XB 18 1XB C1 C1 C 0 1 N N N 11.281 -15.264 1.028 -0.360 -3.481 -2.811 C1 1XB 19 1XB C16 C16 C 0 1 N N N 4.406 -14.797 -2.298 -1.948 1.933 -1.071 C16 1XB 20 1XB N11 N11 N 0 1 Y N N 4.570 -18.153 0.272 -3.951 0.342 2.548 N11 1XB 21 1XB N20 N20 N 0 1 N N N 6.519 -15.802 -2.851 -0.226 1.615 0.636 N20 1XB 22 1XB N18 N18 N 0 1 N N N 3.655 -13.494 -4.135 -1.251 3.071 -3.154 N18 1XB 23 1XB O19 O19 O 0 1 N N N 5.651 -12.923 -3.160 -0.358 3.671 -1.214 O19 1XB 24 1XB O10 O10 O 0 1 Y N N 4.368 -17.098 -0.625 -3.407 1.348 2.141 O10 1XB 25 1XB S7 S7 S 0 1 Y N N 8.811 -16.452 1.248 -2.248 -2.446 -0.878 S7 1XB 26 1XB CL2 CL2 CL 0 0 N N N 11.025 -18.591 -6.923 6.149 -0.302 1.006 CL2 1XB 27 1XB H1 H1 H 0 1 N N N 9.679 -17.936 -2.350 2.207 2.352 0.072 H1 1XB 28 1XB H2 H2 H 0 1 N N N 7.569 -15.618 -5.243 1.552 -1.816 0.830 H2 1XB 29 1XB H3 H3 H 0 1 N N N 11.056 -18.963 -4.119 4.623 2.022 0.394 H3 1XB 30 1XB H4 H4 H 0 1 N N N 8.927 -16.663 -7.018 3.972 -2.131 1.140 H4 1XB 31 1XB H5 H5 H 0 1 N N N 6.238 -14.483 -1.220 -1.769 3.027 0.776 H5 1XB 32 1XB H6 H6 H 0 1 N N N 10.381 -13.838 -2.034 2.140 -1.845 -1.461 H6 1XB 33 1XB H7 H7 H 0 1 N N N 11.646 -15.071 -1.708 1.385 -1.494 -3.033 H7 1XB 34 1XB H8 H8 H 0 1 N N N 10.420 -15.359 -2.988 1.671 -0.177 -1.870 H8 1XB 35 1XB H9 H9 H 0 1 N N N 5.613 -19.820 1.863 -3.341 -2.607 2.926 H9 1XB 36 1XB H10 H10 H 0 1 N N N 7.192 -19.753 1.010 -5.010 -2.155 2.504 H10 1XB 37 1XB H11 H11 H 0 1 N N N 6.866 -18.644 2.385 -3.891 -2.714 1.237 H11 1XB 38 1XB H12 H12 H 0 1 N N N 11.210 -15.527 2.094 0.143 -4.325 -2.340 H12 1XB 39 1XB H13 H13 H 0 1 N N N 12.146 -15.776 0.581 -1.263 -3.830 -3.313 H13 1XB 40 1XB H14 H14 H 0 1 N N N 11.407 -14.176 0.926 0.306 -3.022 -3.541 H14 1XB 41 1XB H15 H15 H 0 1 N N N 3.757 -14.466 -1.474 -3.008 2.138 -1.221 H15 1XB 42 1XB H16 H16 H 0 1 N N N 3.910 -15.607 -2.853 -1.714 0.936 -1.445 H16 1XB 43 1XB H17 H17 H 0 1 N N N 3.697 -12.755 -4.808 -0.724 3.729 -3.634 H17 1XB 44 1XB H18 H18 H 0 1 N N N 2.877 -14.122 -4.129 -1.867 2.498 -3.636 H18 1XB 45 # 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 1XB CL2 C25 SING N N 1 1XB C27 C25 DOUB Y N 2 1XB C27 C28 SING Y N 3 1XB C25 C24 SING Y N 4 1XB C28 C22 DOUB Y N 5 1XB C24 C23 DOUB Y N 6 1XB N18 C17 SING N N 7 1XB C22 C23 SING Y N 8 1XB C22 C21 SING N N 9 1XB C17 O19 DOUB N N 10 1XB C17 C16 SING N N 11 1XB N20 C21 DOUB N N 12 1XB N20 C14 SING N N 13 1XB C21 C5 SING N N 14 1XB C16 C14 SING N N 15 1XB C4 C3 SING N N 16 1XB C14 C9 SING N N 17 1XB C5 C3 SING Y N 18 1XB C5 C6 DOUB Y N 19 1XB C3 C2 DOUB Y N 20 1XB C9 O10 SING Y N 21 1XB C9 C8 DOUB Y N 22 1XB O10 N11 SING Y N 23 1XB C6 C8 SING N N 24 1XB C6 S7 SING Y N 25 1XB C8 C12 SING Y N 26 1XB N11 C12 DOUB Y N 27 1XB C2 C1 SING N N 28 1XB C2 S7 SING Y N 29 1XB C12 C13 SING N N 30 1XB C23 H1 SING N N 31 1XB C28 H2 SING N N 32 1XB C24 H3 SING N N 33 1XB C27 H4 SING N N 34 1XB C14 H5 SING N N 35 1XB C4 H6 SING N N 36 1XB C4 H7 SING N N 37 1XB C4 H8 SING N N 38 1XB C13 H9 SING N N 39 1XB C13 H10 SING N N 40 1XB C13 H11 SING N N 41 1XB C1 H12 SING N N 42 1XB C1 H13 SING N N 43 1XB C1 H14 SING N N 44 1XB C16 H15 SING N N 45 1XB C16 H16 SING N N 46 1XB N18 H17 SING N N 47 1XB N18 H18 SING N N 48 # 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 1XB SMILES ACDLabs 12.01 "Clc4ccc(C2=NC(c1onc(c1c3sc(c(c23)C)C)C)CC(=O)N)cc4" 1XB InChI InChI 1.03 "InChI=1S/C20H18ClN3O2S/c1-9-11(3)27-20-16(9)18(12-4-6-13(21)7-5-12)23-14(8-15(22)25)19-17(20)10(2)24-26-19/h4-7,14H,8H2,1-3H3,(H2,22,25)/t14-/m0/s1" 1XB InChIKey InChI 1.03 DRSQZZRFHBWKKZ-AWEZNQCLSA-N 1XB SMILES_CANONICAL CACTVS 3.385 "Cc1sc2c3c(C)noc3[C@H](CC(N)=O)N=C(c4ccc(Cl)cc4)c2c1C" 1XB SMILES CACTVS 3.385 "Cc1sc2c3c(C)noc3[CH](CC(N)=O)N=C(c4ccc(Cl)cc4)c2c1C" 1XB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc-2c1C(=N[C@H](c3c2c(no3)C)CC(=O)N)c4ccc(cc4)Cl)C" 1XB SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(sc-2c1C(=NC(c3c2c(no3)C)CC(=O)N)c4ccc(cc4)Cl)C" # 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 1XB "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-[1,2]oxazolo[5,4-c]thieno[2,3-e]azepin-6-yl]acetamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1XB "Create component" 2013-07-24 RCSB 1XB "Initial release" 2013-08-07 RCSB #