data_1W2 # _chem_comp.id 1W2 _chem_comp.name "2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 F2 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-25 _chem_comp.pdbx_modified_date 2013-09-13 _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 355.341 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1W2 _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 4L7J _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 1W2 C4 C4 C 0 1 Y N N 17.447 -9.062 17.682 -2.600 -0.188 0.145 C4 1W2 1 1W2 C6 C6 C 0 1 Y N N 19.763 -9.314 17.586 -4.537 0.525 1.179 C6 1W2 2 1W2 C8 C8 C 0 1 N N N 16.806 -6.928 18.687 -1.487 0.983 -1.561 C8 1W2 3 1W2 C10 C10 C 0 1 N N R 14.771 -5.754 17.927 0.875 1.735 -1.263 C10 1W2 4 1W2 C17 C17 C 0 1 Y N N 12.927 -7.089 16.817 1.884 0.005 0.258 C17 1W2 5 1W2 C20 C20 C 0 1 Y N N 10.191 -7.331 16.585 3.733 -2.043 0.475 C20 1W2 6 1W2 C21 C21 C 0 1 Y N N 10.775 -7.288 17.841 2.615 -2.202 -0.326 C21 1W2 7 1W2 C22 C22 C 0 1 Y N N 12.143 -7.156 17.941 1.691 -1.178 -0.435 C22 1W2 8 1W2 C1 C1 C 0 1 Y N N 19.629 -10.635 17.165 -5.057 -0.756 1.199 C1 1W2 9 1W2 C2 C2 C 0 1 Y N N 18.372 -11.181 16.978 -4.314 -1.802 0.680 C2 1W2 10 1W2 C3 C3 C 0 1 Y N N 17.239 -10.390 17.235 -3.057 -1.517 0.134 C3 1W2 11 1W2 N5 N5 N 0 1 Y N N 18.693 -8.581 17.845 -3.348 0.773 0.664 N5 1W2 12 1W2 N7 N7 N 0 1 N N N 16.415 -8.169 17.978 -1.358 0.117 -0.385 N7 1W2 13 1W2 C9 C9 C 0 1 N N N 15.554 -6.159 19.158 -0.108 1.096 -2.214 C9 1W2 14 1W2 C11 C11 C 0 1 N N S 14.442 -6.986 17.012 0.878 1.121 0.141 C11 1W2 15 1W2 C12 C12 C 0 1 N N N 14.984 -8.323 17.564 -0.484 0.675 0.627 C12 1W2 16 1W2 N13 N13 N 0 1 N N N 15.044 -6.652 15.726 1.281 2.298 0.956 N13 1W2 17 1W2 C14 C14 C 0 1 N N N 15.629 -5.455 15.860 1.080 3.366 0.243 C14 1W2 18 1W2 O15 O15 O 0 1 N N N 15.481 -4.868 17.078 0.565 3.109 -0.982 O15 1W2 19 1W2 N16 N16 N 0 1 N N N 16.298 -4.814 14.847 1.342 4.635 0.697 N16 1W2 20 1W2 C18 C18 C 0 1 Y N N 12.359 -7.117 15.556 2.998 0.162 1.062 C18 1W2 21 1W2 C19 C19 C 0 1 Y N N 10.946 -7.256 15.430 3.922 -0.860 1.170 C19 1W2 22 1W2 F23 F23 F 0 1 N N N 12.710 -7.121 19.169 0.599 -1.332 -1.216 F23 1W2 23 1W2 F24 F24 F 0 1 N N N 8.844 -7.426 16.528 4.636 -3.042 0.581 F24 1W2 24 1W2 C25 C25 C 0 1 N N N 15.930 -10.949 17.061 -2.253 -2.561 -0.427 C25 1W2 25 1W2 N26 N26 N 0 1 N N N 14.860 -11.358 16.926 -1.614 -3.389 -0.871 N26 1W2 26 1W2 H1 H1 H 0 1 N N N 20.748 -8.885 17.702 -5.115 1.339 1.592 H1 1W2 27 1W2 H2 H2 H 0 1 N N N 17.421 -7.189 19.561 -2.194 0.547 -2.266 H2 1W2 28 1W2 H3 H3 H 0 1 N N N 17.388 -6.290 18.006 -1.832 1.971 -1.256 H3 1W2 29 1W2 H4 H4 H 0 1 N N N 13.821 -5.298 18.243 1.881 1.666 -1.677 H4 1W2 30 1W2 H5 H5 H 0 1 N N N 10.166 -7.357 18.730 2.467 -3.124 -0.869 H5 1W2 31 1W2 H6 H6 H 0 1 N N N 20.509 -11.234 16.984 -6.032 -0.941 1.625 H6 1W2 32 1W2 H7 H7 H 0 1 N N N 18.263 -12.201 16.639 -4.699 -2.810 0.686 H7 1W2 33 1W2 H8 H8 H 0 1 N N N 15.855 -5.264 19.722 0.246 0.101 -2.483 H8 1W2 34 1W2 H9 H9 H 0 1 N N N 14.936 -6.806 19.799 -0.184 1.704 -3.116 H9 1W2 35 1W2 H10 H10 H 0 1 N N N 14.384 -8.626 18.435 -0.979 1.530 1.088 H10 1W2 36 1W2 H11 H11 H 0 1 N N N 14.913 -9.094 16.783 -0.341 -0.085 1.396 H11 1W2 37 1W2 H12 H12 H 0 1 N N N 16.369 -5.241 13.946 1.695 4.767 1.591 H12 1W2 38 1W2 H13 H13 H 0 1 N N N 16.714 -3.920 15.010 1.175 5.400 0.124 H13 1W2 39 1W2 H14 H14 H 0 1 N N N 12.980 -7.034 14.676 3.146 1.083 1.605 H14 1W2 40 1W2 H15 H15 H 0 1 N N N 10.478 -7.301 14.458 4.792 -0.737 1.798 H15 1W2 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 1W2 N16 C14 SING N N 1 1W2 C19 C18 DOUB Y N 2 1W2 C19 C20 SING Y N 3 1W2 C18 C17 SING Y N 4 1W2 N13 C14 DOUB N N 5 1W2 N13 C11 SING N N 6 1W2 C14 O15 SING N N 7 1W2 F24 C20 SING N N 8 1W2 C20 C21 DOUB Y N 9 1W2 C17 C11 SING N N 10 1W2 C17 C22 DOUB Y N 11 1W2 N26 C25 TRIP N N 12 1W2 C2 C1 DOUB Y N 13 1W2 C2 C3 SING Y N 14 1W2 C11 C12 SING N N 15 1W2 C11 C10 SING N N 16 1W2 C25 C3 SING N N 17 1W2 O15 C10 SING N N 18 1W2 C1 C6 SING Y N 19 1W2 C3 C4 DOUB Y N 20 1W2 C12 N7 SING N N 21 1W2 C6 N5 DOUB Y N 22 1W2 C4 N5 SING Y N 23 1W2 C4 N7 SING N N 24 1W2 C21 C22 SING Y N 25 1W2 C10 C9 SING N N 26 1W2 C22 F23 SING N N 27 1W2 N7 C8 SING N N 28 1W2 C8 C9 SING N N 29 1W2 C6 H1 SING N N 30 1W2 C8 H2 SING N N 31 1W2 C8 H3 SING N N 32 1W2 C10 H4 SING N N 33 1W2 C21 H5 SING N N 34 1W2 C1 H6 SING N N 35 1W2 C2 H7 SING N N 36 1W2 C9 H8 SING N N 37 1W2 C9 H9 SING N N 38 1W2 C12 H10 SING N N 39 1W2 C12 H11 SING N N 40 1W2 N16 H12 SING N N 41 1W2 N16 H13 SING N N 42 1W2 C18 H14 SING N N 43 1W2 C19 H15 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 1W2 SMILES ACDLabs 12.01 "N#Cc4cccnc4N1CC2(N=C(OC2CC1)N)c3ccc(F)cc3F" 1W2 InChI InChI 1.03 "InChI=1S/C18H15F2N5O/c19-12-3-4-13(14(20)8-12)18-10-25(7-5-15(18)26-17(22)24-18)16-11(9-21)2-1-6-23-16/h1-4,6,8,15H,5,7,10H2,(H2,22,24)/t15-,18-/m1/s1" 1W2 InChIKey InChI 1.03 UKQSZNNDBLMQNX-CRAIPNDOSA-N 1W2 SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(CN(CC[C@H]2O1)c3ncccc3C#N)c4ccc(F)cc4F" 1W2 SMILES CACTVS 3.385 "NC1=N[C]2(CN(CC[CH]2O1)c3ncccc3C#N)c4ccc(F)cc4F" 1W2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CC[C@@H]3[C@](C2)(N=C(O3)N)c4ccc(cc4F)F)C#N" 1W2 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CCC3C(C2)(N=C(O3)N)c4ccc(cc4F)F)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 1W2 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile" 1W2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3aS,7aR)-2-azanyl-3a-[2,4-bis(fluoranyl)phenyl]-4,6,7,7a-tetrahydro-[1,3]oxazolo[4,5-c]pyridin-5-yl]pyridine-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1W2 "Create component" 2013-06-25 RCSB 1W2 "Initial release" 2013-09-18 RCSB #