data_6Z0 # _chem_comp.id 6Z0 _chem_comp.name "N-[3-[(4R)-2-azanylidene-5,5-bis(fluoranyl)-4-methyl-1,3-oxazinan-4-yl]-4-fluoranyl-phenyl]-5-cyano-pyridine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-08 _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 389.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6Z0 _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 3ZMG _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 6Z0 C2 C2 C 0 1 Y N N -21.589 43.697 2.436 6.048 -0.574 -0.882 C2 6Z0 1 6Z0 C3 C3 C 0 1 Y N N -21.759 43.068 3.648 4.765 -1.088 -0.933 C3 6Z0 2 6Z0 C4 C4 C 0 1 Y N N -20.819 42.132 4.077 3.777 -0.532 -0.122 C4 6Z0 3 6Z0 N5 N5 N 0 1 Y N N -19.738 41.869 3.357 4.053 0.478 0.693 N5 6Z0 4 6Z0 C6 C6 C 0 1 Y N N -19.526 42.490 2.220 5.259 0.995 0.771 C6 6Z0 5 6Z0 N9 N9 N 0 1 N N N -19.830 40.887 5.869 1.437 -0.546 0.610 N9 6Z0 6 6Z0 C15 C15 C 0 1 Y N N -19.054 39.132 9.556 -2.495 -1.881 0.267 C15 6Z0 7 6Z0 C1 C1 C 0 1 Y N N -20.428 43.417 1.708 6.303 0.491 -0.011 C1 6Z0 8 6Z0 C7 C7 C 0 1 N N N -20.947 41.484 5.386 2.399 -1.077 -0.170 C7 6Z0 9 6Z0 O8 O8 O 0 1 N N N -22.016 41.537 5.975 2.137 -2.002 -0.914 O8 6Z0 10 6Z0 C10 C10 C 0 1 N N N -20.213 44.023 0.428 7.615 1.058 0.079 C10 6Z0 11 6Z0 N11 N11 N 0 1 N N N -20.006 44.492 -0.599 8.656 1.507 0.149 N11 6Z0 12 6Z0 C12 C12 C 0 1 Y N N -19.631 40.256 7.100 0.117 -0.994 0.495 C12 6Z0 13 6Z0 C13 C13 C 0 1 Y N N -20.666 39.853 7.953 -0.142 -2.329 0.213 C13 6Z0 14 6Z0 C14 C14 C 0 1 Y N N -20.361 39.287 9.170 -1.446 -2.769 0.099 C14 6Z0 15 6Z0 C16 C16 C 0 1 Y N N -18.010 39.526 8.715 -2.239 -0.549 0.549 C16 6Z0 16 6Z0 C17 C17 C 0 1 Y N N -18.318 40.096 7.527 -0.936 -0.105 0.663 C17 6Z0 17 6Z0 F18 F18 F 0 1 N N N -18.758 38.586 10.739 -3.770 -2.312 0.150 F18 6Z0 18 6Z0 C20 C20 C 0 1 N N N -16.326 37.957 9.704 -4.264 -0.042 1.894 C20 6Z0 19 6Z0 O22 O22 O 0 1 N N N -15.090 41.665 8.242 -2.926 2.404 -1.246 O22 6Z0 20 6Z0 C23 C23 C 0 1 N N N -15.071 40.501 7.617 -2.278 2.445 -0.052 C23 6Z0 21 6Z0 N28 N28 N 0 1 N N N -15.717 39.419 7.939 -2.857 1.764 1.005 N28 6Z0 22 6Z0 C25 C25 C 0 1 N N N -16.112 40.492 10.069 -4.215 0.480 -0.557 C25 6Z0 23 6Z0 C60 C60 C 0 1 N N N -16.034 41.809 9.327 -3.367 1.108 -1.668 C60 6Z0 24 6Z0 F26 F26 F 0 1 N N N -14.848 40.229 10.607 -5.354 1.262 -0.339 F26 6Z0 25 6Z0 F27 F27 F 0 1 N N N -17.018 40.614 11.134 -4.599 -0.812 -0.934 F27 6Z0 26 6Z0 C5 C5 C 0 1 N N R -16.579 39.355 9.125 -3.382 0.415 0.730 C5 6Z0 27 6Z0 N24 N24 N 0 1 N N N -14.258 40.523 6.521 -1.161 3.096 0.091 N24 6Z0 28 6Z0 H2 H2 H 0 1 N N N -22.330 44.386 2.058 6.834 -0.988 -1.496 H2 6Z0 29 6Z0 H3 H3 H 0 1 N N N -22.616 43.298 4.264 4.531 -1.910 -1.594 H3 6Z0 30 6Z0 H6 H6 H 0 1 N N N -18.624 42.275 1.666 5.445 1.817 1.446 H6 6Z0 31 6Z0 H9 H9 H 0 1 N N N -19.038 40.900 5.259 1.660 0.146 1.252 H9 6Z0 32 6Z0 H14 H14 H 0 1 N N N -21.156 38.963 9.825 -1.648 -3.807 -0.120 H14 6Z0 33 6Z0 H13 H13 H 0 1 N N N -21.696 39.985 7.658 0.675 -3.023 0.082 H13 6Z0 34 6Z0 H17 H17 H 0 1 N N N -17.517 40.438 6.889 -0.737 0.933 0.883 H17 6Z0 35 6Z0 H201 H201 H 0 0 N N N -15.269 37.865 9.994 -3.671 -0.075 2.808 H201 6Z0 36 6Z0 H202 H202 H 0 0 N N N -16.963 37.806 10.588 -5.089 0.658 2.022 H202 6Z0 37 6Z0 H203 H203 H 0 0 N N N -16.565 37.197 8.945 -4.660 -1.035 1.682 H203 6Z0 38 6Z0 H601 H601 H 0 0 N N N -15.696 42.602 10.011 -3.966 1.203 -2.573 H601 6Z0 39 6Z0 H602 H602 H 0 0 N N N -17.025 42.069 8.926 -2.501 0.476 -1.867 H602 6Z0 40 6Z0 H24 H24 H 0 1 N N N -13.826 41.416 6.393 -0.774 3.567 -0.663 H24 6Z0 41 6Z0 H28 H28 H 0 1 N N N -15.624 38.608 7.362 -2.913 2.158 1.889 H28 6Z0 42 # 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 6Z0 C2 C3 DOUB Y N 1 6Z0 C2 C1 SING Y N 2 6Z0 C3 C4 SING Y N 3 6Z0 C4 N5 DOUB Y N 4 6Z0 C4 C7 SING N N 5 6Z0 N5 C6 SING Y N 6 6Z0 C6 C1 DOUB Y N 7 6Z0 N9 C7 SING N N 8 6Z0 N9 C12 SING N N 9 6Z0 C15 C14 SING Y N 10 6Z0 C15 C16 DOUB Y N 11 6Z0 C15 F18 SING N N 12 6Z0 C1 C10 SING N N 13 6Z0 C7 O8 DOUB N N 14 6Z0 C10 N11 TRIP N N 15 6Z0 C12 C13 SING Y N 16 6Z0 C12 C17 DOUB Y N 17 6Z0 C13 C14 DOUB Y N 18 6Z0 C16 C17 SING Y N 19 6Z0 C16 C5 SING N N 20 6Z0 C20 C5 SING N N 21 6Z0 O22 C23 SING N N 22 6Z0 O22 C60 SING N N 23 6Z0 C23 N24 DOUB N N 24 6Z0 C23 N28 SING N N 25 6Z0 C25 F26 SING N N 26 6Z0 C25 C60 SING N N 27 6Z0 C25 F27 SING N N 28 6Z0 C25 C5 SING N N 29 6Z0 N28 C5 SING N N 30 6Z0 C2 H2 SING N N 31 6Z0 C3 H3 SING N N 32 6Z0 C6 H6 SING N N 33 6Z0 N9 H9 SING N N 34 6Z0 C14 H14 SING N N 35 6Z0 C13 H13 SING N N 36 6Z0 C17 H17 SING N N 37 6Z0 C20 H201 SING N N 38 6Z0 C20 H202 SING N N 39 6Z0 C20 H203 SING N N 40 6Z0 C60 H601 SING N N 41 6Z0 C60 H602 SING N N 42 6Z0 N24 H24 SING N N 43 6Z0 N28 H28 SING N N 44 # 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 6Z0 SMILES ACDLabs 12.01 "FC1(F)C(NC(=[N@H])OC1)(c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F)C" 6Z0 InChI InChI 1.03 "InChI=1S/C18H14F3N5O2/c1-17(18(20,21)9-28-16(23)26-17)12-6-11(3-4-13(12)19)25-15(27)14-5-2-10(7-22)8-24-14/h2-6,8H,9H2,1H3,(H2,23,26)(H,25,27)/t17-/m1/s1" 6Z0 InChIKey InChI 1.03 DVMUZHLUMHPCGZ-QGZVFWFLSA-N 6Z0 SMILES_CANONICAL CACTVS 3.385 "C[C@@]1(NC(=N)OCC1(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 6Z0 SMILES CACTVS 3.385 "C[C]1(NC(=N)OCC1(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 6Z0 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C\1/N[C@](C(CO1)(F)F)(C)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 6Z0 SMILES "OpenEye OEToolkits" 1.9.2 "CC1(C(COC(=N)N1)(F)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" # 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 6Z0 "SYSTEMATIC NAME" ACDLabs 12.01 "5-cyano-N-{3-[(2Z,4R)-5,5-difluoro-2-imino-4-methyl-1,3-oxazinan-4-yl]-4-fluorophenyl}pyridine-2-carboxamide" 6Z0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(4R)-2-azanylidene-5,5-bis(fluoranyl)-4-methyl-1,3-oxazinan-4-yl]-4-fluoranyl-phenyl]-5-cyano-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 6Z0 "Create component" 2013-02-08 EBI 6Z0 "Initial release" 2013-05-01 RCSB 6Z0 "Modify descriptor" 2014-09-05 RCSB #