data_1WQ # _chem_comp.id 1WQ _chem_comp.name "(2S)-6-{[4-(4-chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]methyl}-2-methyl-2H-1,4-benzoxazin-3(4H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 Cl N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-12 _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 368.857 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WQ _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 4L6S _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 1WQ C1 C1 C 0 1 N N N 7.908 -2.117 -6.836 7.265 -0.208 -0.201 C1 1WQ 1 1WQ C2 C2 C 0 1 N N S 9.375 -2.536 -6.847 6.319 -1.313 -0.677 C2 1WQ 2 1WQ O4 O4 O 0 1 N N N 9.511 -3.919 -7.335 5.356 -0.761 -1.577 O4 1WQ 3 1WQ C5 C5 C 0 1 Y N N 10.713 -4.553 -7.141 4.376 0.005 -1.028 C5 1WQ 4 1WQ C6 C6 C 0 1 Y N N 11.115 -5.569 -8.003 3.844 1.077 -1.725 C6 1WQ 5 1WQ C7 C7 C 0 1 Y N N 12.344 -6.207 -7.793 2.847 1.845 -1.151 C7 1WQ 6 1WQ C8 C8 C 0 1 Y N N 13.165 -5.819 -6.740 2.381 1.548 0.116 C8 1WQ 7 1WQ C9 C9 C 0 1 N N N 14.463 -6.552 -6.562 1.294 2.391 0.734 C9 1WQ 8 1WQ N10 N10 N 0 1 N N N 15.646 -5.837 -7.012 -0.018 1.830 0.385 N10 1WQ 9 1WQ C11 C11 C 0 1 N N N 15.516 -5.449 -8.426 -1.104 2.740 0.786 C11 1WQ 10 1WQ C12 C12 C 0 1 N N N 16.693 -4.586 -8.794 -2.402 2.269 0.125 C12 1WQ 11 1WQ C13 C13 C 0 1 N N N 17.931 -5.387 -8.525 -2.582 0.795 0.356 C13 1WQ 12 1WQ C14 C14 C 0 1 N N N 17.997 -6.347 -7.616 -1.600 0.012 0.743 C14 1WQ 13 1WQ C15 C15 C 0 1 N N N 16.812 -6.715 -6.765 -0.207 0.511 1.001 C15 1WQ 14 1WQ C16 C16 C 0 1 Y N N 19.115 -5.111 -9.335 -3.918 0.201 0.138 C16 1WQ 15 1WQ C17 C17 C 0 1 Y N N 18.994 -4.873 -10.717 -4.474 0.178 -1.142 C17 1WQ 16 1WQ C18 C18 C 0 1 Y N N 20.135 -4.644 -11.473 -5.719 -0.382 -1.340 C18 1WQ 17 1WQ C19 C19 C 0 1 Y N N 21.378 -4.668 -10.840 -6.417 -0.920 -0.272 C19 1WQ 18 1WQ CL CL CL 0 0 N N N 22.833 -4.380 -11.732 -7.984 -1.623 -0.529 CL 1WQ 19 1WQ C21 C21 C 0 1 Y N N 21.500 -4.919 -9.483 -5.870 -0.901 1.000 C21 1WQ 20 1WQ C22 C22 C 0 1 Y N N 20.373 -5.151 -8.726 -4.626 -0.343 1.210 C22 1WQ 21 1WQ C23 C23 C 0 1 Y N N 12.774 -4.805 -5.859 2.907 0.479 0.818 C23 1WQ 22 1WQ C24 C24 C 0 1 Y N N 11.571 -4.141 -6.098 3.905 -0.294 0.249 C24 1WQ 23 1WQ N25 N25 N 0 1 N N N 11.082 -3.184 -5.209 4.452 -1.383 0.943 N25 1WQ 24 1WQ C26 C26 C 0 1 N N N 9.975 -2.438 -5.451 5.615 -1.917 0.512 C26 1WQ 25 1WQ O27 O27 O 0 1 N N N 9.526 -1.691 -4.561 6.091 -2.878 1.078 O27 1WQ 26 1WQ H1 H1 H 0 1 N N N 7.824 -1.083 -6.470 8.001 -0.630 0.483 H1 1WQ 27 1WQ H2 H2 H 0 1 N N N 7.502 -2.178 -7.856 7.774 0.228 -1.060 H2 1WQ 28 1WQ H3 H3 H 0 1 N N N 7.340 -2.788 -6.174 6.692 0.564 0.313 H3 1WQ 29 1WQ H4 H4 H 0 1 N N N 9.928 -1.859 -7.515 6.893 -2.086 -1.189 H4 1WQ 30 1WQ H5 H5 H 0 1 N N N 10.484 -5.863 -8.828 4.206 1.312 -2.715 H5 1WQ 31 1WQ H6 H6 H 0 1 N N N 12.655 -7.004 -8.452 2.432 2.681 -1.695 H6 1WQ 32 1WQ H7 H7 H 0 1 N N N 14.401 -7.495 -7.125 1.411 2.396 1.817 H7 1WQ 33 1WQ H8 H8 H 0 1 N N N 14.585 -6.772 -5.491 1.366 3.410 0.355 H8 1WQ 34 1WQ H10 H10 H 0 1 N N N 14.583 -4.886 -8.572 -1.217 2.720 1.870 H10 1WQ 35 1WQ H11 H11 H 0 1 N N N 15.504 -6.349 -9.058 -0.871 3.754 0.460 H11 1WQ 36 1WQ H12 H12 H 0 1 N N N 16.696 -3.671 -8.183 -3.245 2.809 0.556 H12 1WQ 37 1WQ H13 H13 H 0 1 N N N 16.643 -4.315 -9.859 -2.355 2.466 -0.946 H13 1WQ 38 1WQ H14 H14 H 0 1 N N N 18.926 -6.880 -7.482 -1.804 -1.040 0.883 H14 1WQ 39 1WQ H15 H15 H 0 1 N N N 16.526 -7.753 -6.988 0.512 -0.191 0.578 H15 1WQ 40 1WQ H16 H16 H 0 1 N N N 17.098 -6.633 -5.706 -0.044 0.587 2.076 H16 1WQ 41 1WQ H17 H17 H 0 1 N N N 18.021 -4.869 -11.185 -3.931 0.599 -1.975 H17 1WQ 42 1WQ H18 H18 H 0 1 N N N 20.062 -4.451 -12.533 -6.151 -0.400 -2.330 H18 1WQ 43 1WQ H19 H19 H 0 1 N N N 22.476 -4.933 -9.020 -6.419 -1.322 1.829 H19 1WQ 44 1WQ H20 H20 H 0 1 N N N 20.460 -5.362 -7.670 -4.198 -0.333 2.202 H20 1WQ 45 1WQ H21 H21 H 0 1 N N N 13.390 -4.542 -5.012 2.542 0.249 1.808 H21 1WQ 46 1WQ H22 H22 H 0 1 N N N 11.572 -3.040 -4.349 4.002 -1.747 1.722 H22 1WQ 47 # 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 1WQ CL C19 SING N N 1 1WQ C18 C19 DOUB Y N 2 1WQ C18 C17 SING Y N 3 1WQ C19 C21 SING Y N 4 1WQ C17 C16 DOUB Y N 5 1WQ C21 C22 DOUB Y N 6 1WQ C16 C22 SING Y N 7 1WQ C16 C13 SING N N 8 1WQ C12 C13 SING N N 9 1WQ C12 C11 SING N N 10 1WQ C13 C14 DOUB N N 11 1WQ C11 N10 SING N N 12 1WQ C6 C7 DOUB Y N 13 1WQ C6 C5 SING Y N 14 1WQ C7 C8 SING Y N 15 1WQ C14 C15 SING N N 16 1WQ O4 C5 SING N N 17 1WQ O4 C2 SING N N 18 1WQ C5 C24 DOUB Y N 19 1WQ N10 C15 SING N N 20 1WQ N10 C9 SING N N 21 1WQ C2 C1 SING N N 22 1WQ C2 C26 SING N N 23 1WQ C8 C9 SING N N 24 1WQ C8 C23 DOUB Y N 25 1WQ C24 C23 SING Y N 26 1WQ C24 N25 SING N N 27 1WQ C26 N25 SING N N 28 1WQ C26 O27 DOUB N N 29 1WQ C1 H1 SING N N 30 1WQ C1 H2 SING N N 31 1WQ C1 H3 SING N N 32 1WQ C2 H4 SING N N 33 1WQ C6 H5 SING N N 34 1WQ C7 H6 SING N N 35 1WQ C9 H7 SING N N 36 1WQ C9 H8 SING N N 37 1WQ C11 H10 SING N N 38 1WQ C11 H11 SING N N 39 1WQ C12 H12 SING N N 40 1WQ C12 H13 SING N N 41 1WQ C14 H14 SING N N 42 1WQ C15 H15 SING N N 43 1WQ C15 H16 SING N N 44 1WQ C17 H17 SING N N 45 1WQ C18 H18 SING N N 46 1WQ C21 H19 SING N N 47 1WQ C22 H20 SING N N 48 1WQ C23 H21 SING N N 49 1WQ N25 H22 SING N N 50 # 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 1WQ SMILES ACDLabs 12.01 "Clc1ccc(cc1)C2=CCN(CC2)Cc4ccc3OC(C(=O)Nc3c4)C" 1WQ InChI InChI 1.03 "InChI=1S/C21H21ClN2O2/c1-14-21(25)23-19-12-15(2-7-20(19)26-14)13-24-10-8-17(9-11-24)16-3-5-18(22)6-4-16/h2-8,12,14H,9-11,13H2,1H3,(H,23,25)/t14-/m0/s1" 1WQ InChIKey InChI 1.03 UXKGKMDPTXLNNA-AWEZNQCLSA-N 1WQ SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1Oc2ccc(CN3CCC(=CC3)c4ccc(Cl)cc4)cc2NC1=O" 1WQ SMILES CACTVS 3.385 "C[CH]1Oc2ccc(CN3CCC(=CC3)c4ccc(Cl)cc4)cc2NC1=O" 1WQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1C(=O)Nc2cc(ccc2O1)CN3CCC(=CC3)c4ccc(cc4)Cl" 1WQ SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(=O)Nc2cc(ccc2O1)CN3CCC(=CC3)c4ccc(cc4)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 1WQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-6-{[4-(4-chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]methyl}-2-methyl-2H-1,4-benzoxazin-3(4H)-one" 1WQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-6-[[4-(4-chlorophenyl)-3,6-dihydro-2H-pyridin-1-yl]methyl]-2-methyl-4H-1,4-benzoxazin-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1WQ "Create component" 2013-07-12 RCSB 1WQ "Initial release" 2013-08-07 RCSB #