data_WM9 # _chem_comp.id WM9 _chem_comp.name "(2S)-2-[3-(3-chlorophenyl)phenyl]-2-methyl-5,6-dihydro-1,3-oxazin-4-amine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 Cl N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-16 _chem_comp.pdbx_modified_date 2014-09-05 _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 300.783 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WM9 _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 4B70 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 WM9 C1 C1 C 0 1 N N N 5.159 3.229 -22.133 2.867 -0.180 -2.066 C1 WM9 1 WM9 C2 C2 C 0 1 N N S 5.306 2.491 -20.812 2.636 -0.201 -0.553 C2 WM9 2 WM9 N3 N3 N 0 1 N N N 4.000 2.732 -20.208 2.311 1.146 -0.098 N3 WM9 3 WM9 C4 C4 C 0 1 N N N 3.971 3.156 -18.983 3.136 1.905 0.523 C4 WM9 4 WM9 C5 C5 C 0 1 N N N 5.189 3.347 -18.109 4.538 1.479 0.860 C5 WM9 5 WM9 C6 C6 C 0 1 N N N 6.430 2.742 -18.741 4.907 0.245 0.029 C6 WM9 6 WM9 O7 O7 O 0 1 N N N 6.423 3.085 -20.131 3.815 -0.680 0.097 O7 WM9 7 WM9 N8 N8 N 0 1 N N N 2.783 3.437 -18.374 2.723 3.158 0.894 N8 WM9 8 WM9 C9 C9 C 0 1 Y N N 5.627 1.035 -21.074 1.487 -1.123 -0.239 C9 WM9 9 WM9 C10 C10 C 0 1 Y N N 6.518 0.692 -22.075 1.724 -2.463 0.009 C10 WM9 10 WM9 C11 C11 C 0 1 Y N N 6.826 -0.632 -22.310 0.674 -3.315 0.298 C11 WM9 11 WM9 C12 C12 C 0 1 Y N N 6.279 -1.634 -21.530 -0.619 -2.832 0.340 C12 WM9 12 WM9 C13 C13 C 0 1 Y N N 5.379 -1.333 -20.523 -0.864 -1.483 0.092 C13 WM9 13 WM9 C14 C14 C 0 1 Y N N 5.075 0.013 -20.322 0.199 -0.628 -0.194 C14 WM9 14 WM9 C15 C15 C 0 1 Y N N 4.863 -2.373 -19.637 -2.251 -0.957 0.137 C15 WM9 15 WM9 C16 C16 C 0 1 Y N N 5.592 -3.529 -19.378 -3.313 -1.811 0.428 C16 WM9 16 WM9 C17 C17 C 0 1 Y N N 5.179 -4.497 -18.477 -4.601 -1.318 0.468 C17 WM9 17 WM9 C18 C18 C 0 1 Y N N 3.994 -4.335 -17.788 -4.840 0.022 0.220 C18 WM9 18 WM9 C19 C19 C 0 1 Y N N 3.243 -3.206 -18.053 -3.789 0.875 -0.069 C19 WM9 19 WM9 C20 C20 C 0 1 Y N N 3.662 -2.245 -18.965 -2.495 0.393 -0.106 C20 WM9 20 WM9 CL CL CL 0 0 N N N 1.780 -2.950 -17.196 -4.097 2.555 -0.379 CL WM9 21 WM9 H11C H11C H 0 0 N N N 6.089 3.134 -22.712 3.693 0.493 -2.298 H11C WM9 22 WM9 H12C H12C H 0 0 N N N 4.325 2.795 -22.704 3.111 -1.185 -2.410 H12C WM9 23 WM9 H13C H13C H 0 0 N N N 4.956 4.292 -21.938 1.964 0.167 -2.567 H13C WM9 24 WM9 H51C H51C H 0 0 N N N 5.354 4.424 -17.957 5.230 2.290 0.633 H51C WM9 25 WM9 H52C H52C H 0 0 N N N 5.011 2.863 -17.137 4.599 1.234 1.921 H52C WM9 26 WM9 H81N H81N H 0 0 N N N 1.925 3.316 -18.873 1.823 3.453 0.686 H81N WM9 27 WM9 H82N H82N H 0 0 N N N 2.771 3.764 -17.429 3.331 3.749 1.364 H82N WM9 28 WM9 H61C H61C H 0 0 N N N 7.332 3.149 -18.260 5.079 0.537 -1.007 H61C WM9 29 WM9 H62C H62C H 0 0 N N N 6.414 1.648 -18.625 5.807 -0.217 0.436 H62C WM9 30 WM9 H10 H10 H 0 1 N N N 6.975 1.465 -22.676 2.734 -2.846 -0.024 H10 WM9 31 WM9 H14 H14 H 0 1 N N N 4.375 0.270 -19.541 0.015 0.419 -0.383 H14 WM9 32 WM9 H11 H11 H 0 1 N N N 7.502 -0.889 -23.112 0.864 -4.361 0.490 H11 WM9 33 WM9 H12 H12 H 0 1 N N N 6.557 -2.662 -21.709 -1.438 -3.498 0.566 H12 WM9 34 WM9 H16 H16 H 0 1 N N N 6.523 -3.679 -19.904 -3.128 -2.858 0.621 H16 WM9 35 WM9 H20 H20 H 0 1 N N N 3.038 -1.383 -19.152 -1.675 1.059 -0.327 H20 WM9 36 WM9 H17 H17 H 0 1 N N N 5.783 -5.377 -18.314 -5.425 -1.979 0.693 H17 WM9 37 WM9 H18 H18 H 0 1 N N N 3.665 -5.067 -17.065 -5.850 0.403 0.252 H18 WM9 38 # 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 WM9 C1 C2 SING N N 1 WM9 C2 N3 SING N N 2 WM9 C2 O7 SING N N 3 WM9 C2 C9 SING N N 4 WM9 N3 C4 DOUB N N 5 WM9 C4 C5 SING N N 6 WM9 C4 N8 SING N N 7 WM9 C5 C6 SING N N 8 WM9 C6 O7 SING N N 9 WM9 C9 C10 SING Y N 10 WM9 C9 C14 DOUB Y N 11 WM9 C10 C11 DOUB Y N 12 WM9 C11 C12 SING Y N 13 WM9 C12 C13 DOUB Y N 14 WM9 C13 C14 SING Y N 15 WM9 C13 C15 SING N N 16 WM9 C15 C16 SING Y N 17 WM9 C15 C20 DOUB Y N 18 WM9 C16 C17 DOUB Y N 19 WM9 C17 C18 SING Y N 20 WM9 C18 C19 DOUB Y N 21 WM9 C19 C20 SING Y N 22 WM9 C19 CL SING N N 23 WM9 C1 H11C SING N N 24 WM9 C1 H12C SING N N 25 WM9 C1 H13C SING N N 26 WM9 C5 H51C SING N N 27 WM9 C5 H52C SING N N 28 WM9 N8 H81N SING N N 29 WM9 N8 H82N SING N N 30 WM9 C6 H61C SING N N 31 WM9 C6 H62C SING N N 32 WM9 C10 H10 SING N N 33 WM9 C14 H14 SING N N 34 WM9 C11 H11 SING N N 35 WM9 C12 H12 SING N N 36 WM9 C16 H16 SING N N 37 WM9 C20 H20 SING N N 38 WM9 C17 H17 SING N N 39 WM9 C18 H18 SING N N 40 # 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 WM9 SMILES ACDLabs 12.01 "Clc1cccc(c1)c2cc(ccc2)C3(N=C(N)CCO3)C" WM9 InChI InChI 1.03 "InChI=1S/C17H17ClN2O/c1-17(20-16(19)8-9-21-17)14-6-2-4-12(10-14)13-5-3-7-15(18)11-13/h2-7,10-11H,8-9H2,1H3,(H2,19,20)/t17-/m0/s1" WM9 InChIKey InChI 1.03 DAWFJSNCVYTRMO-KRWDZBQOSA-N WM9 SMILES_CANONICAL CACTVS 3.385 "C[C@]1(OCCC(=N1)N)c2cccc(c2)c3cccc(Cl)c3" WM9 SMILES CACTVS 3.385 "C[C]1(OCCC(=N1)N)c2cccc(c2)c3cccc(Cl)c3" WM9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@]1(N=C(CCO1)N)c2cccc(c2)c3cccc(c3)Cl" WM9 SMILES "OpenEye OEToolkits" 1.9.2 "CC1(N=C(CCO1)N)c2cccc(c2)c3cccc(c3)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 WM9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-(3'-chlorobiphenyl-3-yl)-2-methyl-5,6-dihydro-2H-1,3-oxazin-4-amine" WM9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[3-(3-chlorophenyl)phenyl]-2-methyl-5,6-dihydro-1,3-oxazin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WM9 "Create component" 2012-08-16 EBI WM9 "Initial release" 2013-06-26 RCSB WM9 "Modify descriptor" 2014-09-05 RCSB #