data_52K # _chem_comp.id 52K _chem_comp.name "N-{3-[(3R)-5-amino-3-methyl-3,6-dihydro-2H-1,4-oxazin-3-yl]phenyl}-5-chloropyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-16 _chem_comp.pdbx_modified_date 2015-09-25 _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 344.795 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 52K _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 5CLM _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 52K C1 C1 C 0 1 N N N 69.025 49.362 9.258 5.195 0.577 -0.123 C1 52K 1 52K C2 C2 C 0 1 N N R 69.434 50.340 8.143 3.938 0.054 0.576 C2 52K 2 52K C5 C3 C 0 1 N N N 68.338 47.690 7.680 6.039 -1.613 -0.542 C5 52K 3 52K C6 C4 C 0 1 N N N 68.049 48.876 6.765 4.648 -2.102 -0.244 C6 52K 4 52K C8 C5 C 0 1 N N N 69.114 51.775 8.572 4.100 0.201 2.090 C8 52K 5 52K C11 C6 C 0 1 Y N N 71.916 50.677 8.647 2.900 2.175 -0.256 C11 52K 6 52K C12 C7 C 0 1 Y N N 72.708 49.258 6.386 0.395 1.003 -0.338 C12 52K 7 52K C16 C8 C 0 1 N N N 74.065 47.848 4.681 -1.966 1.138 -0.085 C16 52K 8 52K C18 C9 C 0 1 Y N N 73.947 47.082 3.424 -3.295 0.488 -0.030 C18 52K 9 52K C21 C10 C 0 1 Y N N 72.733 46.682 1.380 -4.562 -1.430 -0.234 C21 52K 10 52K C23 C11 C 0 1 Y N N 73.597 45.656 1.046 -5.726 -0.738 0.064 C23 52K 11 52K CL CL1 CL 0 0 N N N 73.354 44.817 -0.434 -7.251 -1.566 0.112 CL 52K 12 52K N19 N1 N 0 1 Y N N 72.904 47.389 2.561 -3.401 -0.813 -0.273 N19 52K 13 52K C22 C12 C 0 1 Y N N 74.643 45.337 1.904 -5.659 0.623 0.330 C22 52K 14 52K C20 C13 C 0 1 Y N N 74.816 46.038 3.094 -4.422 1.245 0.282 C20 52K 15 52K O17 O1 O 0 1 N N N 75.137 47.906 5.246 -1.862 2.329 0.136 O17 52K 16 52K N15 N2 N 0 1 N N N 72.951 48.494 5.217 -0.871 0.410 -0.381 N15 52K 17 52K C10 C14 C 0 1 Y N N 71.365 49.421 6.686 1.495 0.266 0.081 C10 52K 18 52K C14 C15 C 0 1 Y N N 73.669 49.798 7.235 0.556 2.329 -0.721 C14 52K 19 52K C13 C16 C 0 1 Y N N 73.267 50.505 8.360 1.808 2.910 -0.679 C13 52K 20 52K C9 C17 C 0 1 Y N N 70.933 50.141 7.806 2.744 0.854 0.121 C9 52K 21 52K N4 N3 N 0 1 N N N 68.607 50.036 6.952 3.731 -1.352 0.244 N4 52K 22 52K N7 N4 N 0 1 N N N 67.180 48.737 5.721 4.347 -3.412 -0.509 N7 52K 23 52K O3 O2 O 0 1 N N N 69.164 48.017 8.805 6.260 -0.356 0.102 O3 52K 24 52K H1 H1 H 0 1 N N N 69.670 49.519 10.135 5.009 0.669 -1.193 H1 52K 25 52K H2 H2 H 0 1 N N N 67.977 49.546 9.537 5.466 1.550 0.288 H2 52K 26 52K H3 H3 H 0 1 N N N 67.380 47.299 8.054 6.765 -2.340 -0.178 H3 52K 27 52K H4 H4 H 0 1 N N N 68.846 46.913 7.091 6.156 -1.493 -1.619 H4 52K 28 52K H5 H5 H 0 1 N N N 69.713 52.036 9.457 4.246 1.252 2.340 H5 52K 29 52K H6 H6 H 0 1 N N N 69.355 52.466 7.750 3.205 -0.171 2.589 H6 52K 30 52K H7 H7 H 0 1 N N N 68.044 51.855 8.816 4.966 -0.374 2.420 H7 52K 31 52K H8 H8 H 0 1 N N N 71.623 51.230 9.527 3.878 2.632 -0.223 H8 52K 32 52K H9 H9 H 0 1 N N N 71.919 46.935 0.717 -4.609 -2.490 -0.437 H9 52K 33 52K H10 H10 H 0 1 N N N 75.325 44.541 1.646 -6.551 1.184 0.565 H10 52K 34 52K H11 H11 H 0 1 N N N 75.622 45.775 3.763 -4.333 2.302 0.484 H11 52K 35 52K H12 H12 H 0 1 N N N 72.137 48.396 4.645 -0.961 -0.525 -0.623 H12 52K 36 52K H13 H13 H 0 1 N N N 70.627 48.978 6.034 1.373 -0.765 0.379 H13 52K 37 52K H14 H14 H 0 1 N N N 74.719 49.668 7.020 -0.297 2.905 -1.048 H14 52K 38 52K H15 H15 H 0 1 N N N 74.011 50.926 9.020 1.934 3.941 -0.976 H15 52K 39 52K H16 H16 H 0 1 N N N 66.987 49.516 5.124 3.457 -3.752 -0.326 H16 52K 40 52K H17 H17 H 0 1 N N N 66.736 47.857 5.554 5.024 -4.001 -0.879 H17 52K 41 # 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 52K CL C23 SING N N 1 52K C23 C21 DOUB Y N 2 52K C23 C22 SING Y N 3 52K C21 N19 SING Y N 4 52K C22 C20 DOUB Y N 5 52K N19 C18 DOUB Y N 6 52K C20 C18 SING Y N 7 52K C18 C16 SING N N 8 52K C16 N15 SING N N 9 52K C16 O17 DOUB N N 10 52K N15 C12 SING N N 11 52K N7 C6 SING N N 12 52K C12 C10 DOUB Y N 13 52K C12 C14 SING Y N 14 52K C10 C9 SING Y N 15 52K C6 N4 DOUB N N 16 52K C6 C5 SING N N 17 52K N4 C2 SING N N 18 52K C14 C13 DOUB Y N 19 52K C5 O3 SING N N 20 52K C9 C2 SING N N 21 52K C9 C11 DOUB Y N 22 52K C2 C8 SING N N 23 52K C2 C1 SING N N 24 52K C13 C11 SING Y N 25 52K O3 C1 SING N N 26 52K C1 H1 SING N N 27 52K C1 H2 SING N N 28 52K C5 H3 SING N N 29 52K C5 H4 SING N N 30 52K C8 H5 SING N N 31 52K C8 H6 SING N N 32 52K C8 H7 SING N N 33 52K C11 H8 SING N N 34 52K C21 H9 SING N N 35 52K C22 H10 SING N N 36 52K C20 H11 SING N N 37 52K N15 H12 SING N N 38 52K C10 H13 SING N N 39 52K C14 H14 SING N N 40 52K C13 H15 SING N N 41 52K N7 H16 SING N N 42 52K N7 H17 SING N N 43 # 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 52K SMILES ACDLabs 12.01 "C3C(C)(c1cccc(c1)NC(=O)c2ncc(cc2)Cl)N=C(CO3)N" 52K InChI InChI 1.03 "InChI=1S/C17H17ClN4O2/c1-17(10-24-9-15(19)22-17)11-3-2-4-13(7-11)21-16(23)14-6-5-12(18)8-20-14/h2-8H,9-10H2,1H3,(H2,19,22)(H,21,23)/t17-/m0/s1" 52K InChIKey InChI 1.03 ZZUPAAPYPBQGKS-KRWDZBQOSA-N 52K SMILES_CANONICAL CACTVS 3.385 "C[C@]1(COCC(=N1)N)c2cccc(NC(=O)c3ccc(Cl)cn3)c2" 52K SMILES CACTVS 3.385 "C[C]1(COCC(=N1)N)c2cccc(NC(=O)c3ccc(Cl)cn3)c2" 52K SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]1(COCC(=N1)N)c2cccc(c2)NC(=O)c3ccc(cn3)Cl" 52K SMILES "OpenEye OEToolkits" 1.9.2 "CC1(COCC(=N1)N)c2cccc(c2)NC(=O)c3ccc(cn3)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 52K "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(3R)-5-amino-3-methyl-3,6-dihydro-2H-1,4-oxazin-3-yl]phenyl}-5-chloropyridine-2-carboxamide" 52K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(3R)-5-azanyl-3-methyl-2,6-dihydro-1,4-oxazin-3-yl]phenyl]-5-chloranyl-pyridine-2-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 52K "Create component" 2015-07-16 EBI 52K "Initial release" 2015-09-30 RCSB #