data_1W1 # _chem_comp.id 1W1 _chem_comp.name "2-[(3aR,7aR)-2-amino-7a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[5,4-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 1W1 _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 4L7H _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 1W1 C4 C4 C 0 1 Y N N 17.904 -7.204 19.360 2.834 -0.887 -0.064 C4 1W1 1 1W1 C6 C6 C 0 1 Y N N 18.439 -6.909 21.606 3.727 -3.006 0.141 C6 1W1 2 1W1 C8 C8 C 0 1 N N N 16.573 -8.122 17.534 0.860 -0.420 -1.250 C8 1W1 3 1W1 C10 C10 C 0 1 N N R 14.457 -6.909 16.906 -1.037 0.858 -0.115 C10 1W1 4 1W1 C17 C17 C 0 1 Y N N 12.946 -7.073 16.907 -2.226 -0.056 0.027 C17 1W1 5 1W1 C20 C20 C 0 1 Y N N 10.177 -7.392 16.839 -4.410 -1.735 0.288 C20 1W1 6 1W1 C21 C21 C 0 1 Y N N 10.865 -7.581 18.022 -4.323 -0.879 -0.795 C21 1W1 7 1W1 C22 C22 C 0 1 Y N N 12.242 -7.426 18.059 -3.230 -0.039 -0.926 C22 1W1 8 1W1 C1 C1 C 0 1 Y N N 19.692 -7.463 21.438 5.020 -2.524 0.045 C1 1W1 9 1W1 C2 C2 C 0 1 Y N N 20.071 -7.898 20.182 5.231 -1.165 -0.111 C2 1W1 10 1W1 C3 C3 C 0 1 Y N N 19.183 -7.773 19.105 4.116 -0.321 -0.168 C3 1W1 11 1W1 N5 N5 N 0 1 Y N N 17.608 -6.799 20.590 2.689 -2.194 0.085 N5 1W1 12 1W1 N7 N7 N 0 1 N N N 16.915 -6.994 18.399 1.716 -0.071 -0.112 N7 1W1 13 1W1 C9 C9 C 0 1 N N N 15.048 -8.252 17.317 -0.278 0.566 -1.392 C9 1W1 14 1W1 C11 C11 C 0 1 N N R 14.923 -5.771 17.894 -0.169 0.856 1.147 C11 1W1 15 1W1 C12 C12 C 0 1 N N N 15.718 -6.385 19.024 0.942 -0.166 1.132 C12 1W1 16 1W1 O13 O13 O 0 1 N N N 15.616 -4.851 17.060 0.313 2.208 1.176 O13 1W1 17 1W1 C14 C14 C 0 1 N N N 15.530 -5.277 15.766 -0.646 2.965 0.592 C14 1W1 18 1W1 N15 N15 N 0 1 N N N 14.887 -6.410 15.611 -1.456 2.284 -0.160 N15 1W1 19 1W1 N16 N16 N 0 1 N N N 16.072 -4.573 14.717 -0.748 4.322 0.774 N16 1W1 20 1W1 C18 C18 C 0 1 Y N N 12.249 -6.891 15.726 -2.312 -0.916 1.106 C18 1W1 21 1W1 C19 C19 C 0 1 Y N N 10.872 -7.045 15.691 -3.402 -1.755 1.237 C19 1W1 22 1W1 F23 F23 F 0 1 N N N 12.865 -7.620 19.242 -3.144 0.798 -1.983 F23 1W1 23 1W1 F24 F24 F 0 1 N N N 8.831 -7.542 16.810 -5.476 -2.556 0.417 F24 1W1 24 1W1 C25 C25 C 0 1 N N N 19.635 -8.242 17.822 4.279 1.092 -0.329 C25 1W1 25 1W1 N26 N26 N 0 1 N N N 20.002 -8.622 16.814 4.408 2.214 -0.457 N26 1W1 26 1W1 H1 H1 H 0 1 N N N 18.136 -6.561 22.583 3.564 -4.066 0.263 H1 1W1 27 1W1 H2 H2 H 0 1 N N N 16.945 -9.048 17.996 1.456 -0.413 -2.162 H2 1W1 28 1W1 H3 H3 H 0 1 N N N 17.059 -7.979 16.557 0.451 -1.419 -1.097 H3 1W1 29 1W1 H4 H4 H 0 1 N N N 10.329 -7.850 18.920 -5.109 -0.863 -1.536 H4 1W1 30 1W1 H5 H5 H 0 1 N N N 20.367 -7.555 22.276 5.859 -3.203 0.093 H5 1W1 31 1W1 H6 H6 H 0 1 N N N 21.048 -8.333 20.031 6.232 -0.766 -0.188 H6 1W1 32 1W1 H7 H7 H 0 1 N N N 14.575 -8.586 18.253 0.125 1.503 -1.774 H7 1W1 33 1W1 H8 H8 H 0 1 N N N 14.856 -8.991 16.525 -0.982 0.174 -2.127 H8 1W1 34 1W1 H9 H9 H 0 1 N N N 14.023 -5.296 18.312 -0.798 0.691 2.021 H9 1W1 35 1W1 H10 H10 H 0 1 N N N 16.016 -5.611 19.746 0.513 -1.164 1.213 H10 1W1 36 1W1 H11 H11 H 0 1 N N N 15.122 -7.154 19.537 1.603 0.010 1.981 H11 1W1 37 1W1 H12 H12 H 0 1 N N N 15.985 -4.921 13.783 -0.113 4.784 1.343 H12 1W1 38 1W1 H13 H13 H 0 1 N N N 16.553 -3.713 14.887 -1.454 4.819 0.333 H13 1W1 39 1W1 H14 H14 H 0 1 N N N 12.782 -6.627 14.824 -1.526 -0.932 1.847 H14 1W1 40 1W1 H15 H15 H 0 1 N N N 10.338 -6.894 14.765 -3.468 -2.427 2.081 H15 1W1 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 1W1 N16 C14 SING N N 1 1W1 N15 C14 DOUB N N 2 1W1 N15 C10 SING N N 3 1W1 C19 C18 DOUB Y N 4 1W1 C19 C20 SING Y N 5 1W1 C18 C17 SING Y N 6 1W1 C14 O13 SING N N 7 1W1 F24 C20 SING N N 8 1W1 N26 C25 TRIP N N 9 1W1 C20 C21 DOUB Y N 10 1W1 C10 C17 SING N N 11 1W1 C10 C9 SING N N 12 1W1 C10 C11 SING N N 13 1W1 C17 C22 DOUB Y N 14 1W1 O13 C11 SING N N 15 1W1 C9 C8 SING N N 16 1W1 C8 N7 SING N N 17 1W1 C25 C3 SING N N 18 1W1 C11 C12 SING N N 19 1W1 C21 C22 SING Y N 20 1W1 C22 F23 SING N N 21 1W1 N7 C12 SING N N 22 1W1 N7 C4 SING N N 23 1W1 C3 C4 DOUB Y N 24 1W1 C3 C2 SING Y N 25 1W1 C4 N5 SING Y N 26 1W1 C2 C1 DOUB Y N 27 1W1 N5 C6 DOUB Y N 28 1W1 C1 C6 SING Y N 29 1W1 C6 H1 SING N N 30 1W1 C8 H2 SING N N 31 1W1 C8 H3 SING N N 32 1W1 C21 H4 SING N N 33 1W1 C1 H5 SING N N 34 1W1 C2 H6 SING N N 35 1W1 C9 H7 SING N N 36 1W1 C9 H8 SING N N 37 1W1 C11 H9 SING N N 38 1W1 C12 H10 SING N N 39 1W1 C12 H11 SING N N 40 1W1 N16 H12 SING N N 41 1W1 N16 H13 SING N N 42 1W1 C18 H14 SING N N 43 1W1 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 1W1 SMILES ACDLabs 12.01 "Fc1ccc(c(F)c1)C42N=C(OC2CN(c3ncccc3C#N)CC4)N" 1W1 InChI InChI 1.03 "InChI=1S/C18H15F2N5O/c19-12-3-4-13(14(20)8-12)18-5-7-25(10-15(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" 1W1 InChIKey InChI 1.03 RDCJBIHDYIOWEV-CRAIPNDOSA-N 1W1 SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(CCN(C[C@H]2O1)c3ncccc3C#N)c4ccc(F)cc4F" 1W1 SMILES CACTVS 3.385 "NC1=N[C]2(CCN(C[CH]2O1)c3ncccc3C#N)c4ccc(F)cc4F" 1W1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CC[C@]3([C@@H](C2)OC(=N3)N)c4ccc(cc4F)F)C#N" 1W1 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CCC3(C(C2)OC(=N3)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 1W1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(3aR,7aR)-2-amino-7a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[5,4-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile" 1W1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3aR,7aR)-2-azanyl-7a-[2,4-bis(fluoranyl)phenyl]-3a,4,6,7-tetrahydro-[1,3]oxazolo[5,4-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 1W1 "Create component" 2013-06-25 RCSB 1W1 "Initial release" 2013-09-18 RCSB #