data_382 # _chem_comp.id 382 _chem_comp.name "(R)-2-(2-(1H-1,2,4-TRIAZOL-1-YL)BENZYL)-N-(2,2-DIFLUORO-2-(PIPERIDIN-2-YL)ETHYL)OXAZOLO[4,5-C]PYRIDIN-4-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 F2 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-{2,2-DIFLUORO-2-[(2R)-PIPERIDIN-2-YL]ETHYL}-2-[2-(1H-1,2,4-TRIAZOL-1-YL)BENZYL][1,3]OXAZOLO[4,5-C]PYRIDIN-4-AMINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-28 _chem_comp.pdbx_modified_date 2021-03-13 _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 439.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 382 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1ZGI _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 382 C1 C1 C 0 1 N N N 22.323 -14.291 25.619 8.436 0.038 -0.160 C1 382 1 382 C2 C2 C 0 1 N N N 22.011 -14.986 24.284 7.450 1.136 0.244 C2 382 2 382 N3 N3 N 0 1 N N N 21.048 -16.102 24.508 6.122 0.833 -0.302 N3 382 3 382 C4 C4 C 0 1 N N R 19.768 -15.661 25.135 5.647 -0.387 0.358 C4 382 4 382 C5 C5 C 0 1 N N N 20.060 -15.024 26.498 6.534 -1.569 -0.040 C5 382 5 382 C6 C6 C 0 1 N N N 21.024 -13.828 26.305 7.969 -1.299 0.424 C6 382 6 382 C15 C15 C 0 1 N N N 18.719 -16.804 25.162 4.205 -0.668 -0.070 C15 382 7 382 F17 F17 F 0 1 N N N 19.267 -18.034 25.341 3.749 -1.831 0.561 F17 382 8 382 F18 F18 F 0 1 N N N 17.805 -16.599 26.148 4.155 -0.841 -1.457 F18 382 9 382 C19 C19 C 0 1 N N N 18.001 -16.849 23.807 3.315 0.511 0.329 C19 382 10 382 N20 N20 N 0 1 N N N 17.415 -15.546 23.403 1.935 0.242 -0.080 N20 382 11 382 C23 C23 C 0 1 Y N N 17.861 -14.805 22.280 0.940 1.176 0.178 C23 382 12 382 C24 C24 C 0 1 Y N N 17.005 -13.838 21.654 -0.380 0.921 -0.219 C24 382 13 382 C25 C25 C 0 1 Y N N 17.473 -13.105 20.527 -1.367 1.879 0.058 C25 382 14 382 C26 C26 C 0 1 Y N N 18.844 -13.381 20.034 -0.993 3.051 0.708 C26 382 15 382 C27 C27 C 0 1 Y N N 19.716 -14.378 20.687 0.327 3.228 1.060 C27 382 16 382 N28 N28 N 0 1 Y N N 19.171 -15.047 21.800 1.240 2.308 0.793 N28 382 17 382 N31 N31 N 0 1 Y N N 15.710 -13.397 21.890 -1.007 -0.110 -0.844 N31 382 18 382 C32 C32 C 0 1 Y N N 15.458 -12.432 20.919 -2.269 0.176 -0.958 C32 382 19 382 O33 O33 O 0 1 Y N N 16.544 -12.211 20.076 -2.524 1.380 -0.419 O33 382 20 382 C34 C34 C 0 1 N N N 14.135 -11.676 20.715 -3.300 -0.715 -1.602 C34 382 21 382 C36 C36 C 0 1 Y N N 13.024 -11.724 21.770 -3.895 -1.628 -0.561 C36 382 22 382 C39 C39 C 0 1 Y N N 12.916 -10.486 22.564 -3.386 -2.900 -0.384 C39 382 23 382 C40 C40 C 0 1 Y N N 11.877 -10.387 23.596 -3.932 -3.738 0.571 C40 382 24 382 C41 C41 C 0 1 Y N N 10.966 -11.537 23.764 -4.988 -3.306 1.352 C41 382 25 382 C42 C42 C 0 1 Y N N 11.088 -12.773 22.961 -5.501 -2.035 1.180 C42 382 26 382 C43 C43 C 0 1 Y N N 12.147 -12.895 21.949 -4.952 -1.190 0.225 C43 382 27 382 N48 N48 N 0 1 Y N N 12.334 -14.154 21.284 -5.471 0.101 0.049 N48 382 28 382 N49 N49 N 0 1 Y N N 12.616 -15.338 21.906 -5.663 0.771 -1.170 N49 382 29 382 C50 C50 C 0 1 Y N N 12.691 -16.325 20.957 -6.168 1.942 -0.882 C50 382 30 382 N51 N51 N 0 1 Y N N 12.448 -15.745 19.745 -6.294 2.047 0.440 N51 382 31 382 C52 C52 C 0 1 Y N N 12.227 -14.405 19.949 -5.879 0.947 1.014 C52 382 32 382 H11 1H1 H 0 1 N N N 22.937 -14.937 26.288 9.426 0.279 0.228 H11 382 33 382 H12 2H1 H 0 1 N N N 23.045 -13.451 25.489 8.477 -0.033 -1.246 H12 382 34 382 H21 1H2 H 0 1 N N N 21.647 -14.267 23.512 7.391 1.189 1.331 H21 382 35 382 H22 2H2 H 0 1 N N N 22.935 -15.328 23.763 7.793 2.094 -0.147 H22 382 36 382 HN3 HN3 H 0 1 N N N 21.479 -16.848 25.052 5.510 1.579 -0.007 HN3 382 37 382 H4 H4 H 0 1 N N N 19.290 -14.870 24.510 5.684 -0.253 1.439 H4 382 38 382 H51 1H5 H 0 1 N N N 19.128 -14.734 27.037 6.164 -2.478 0.434 H51 382 39 382 H52A 2H5 H 0 0 N N N 20.446 -15.764 27.237 6.518 -1.688 -1.123 H52A 382 40 382 H61 1H6 H 0 1 N N N 21.227 -13.299 27.265 7.998 -1.252 1.512 H61 382 41 382 H62 2H6 H 0 1 N N N 20.539 -12.988 25.753 8.622 -2.098 0.073 H62 382 42 382 H191 1H19 H 0 0 N N N 18.680 -17.239 23.013 3.354 0.646 1.410 H191 382 43 382 H192 2H19 H 0 0 N N N 17.225 -17.650 23.797 3.670 1.417 -0.162 H192 382 44 382 H20 H20 H 0 1 N N N 17.464 -14.927 24.212 1.716 -0.588 -0.531 H20 382 45 382 H26 H26 H 0 1 N N N 19.225 -12.829 19.158 -1.727 3.811 0.933 H26 382 46 382 H27 H27 H 0 1 N N N 20.740 -14.615 20.354 0.622 4.136 1.565 H27 382 47 382 H341 1H34 H 0 0 N N N 14.376 -10.605 20.515 -4.087 -0.102 -2.040 H341 382 48 382 H342 2H34 H 0 0 N N N 13.699 -11.998 19.740 -2.828 -1.313 -2.381 H342 382 49 382 H39 H39 H 0 1 N N N 13.605 -9.643 22.387 -2.562 -3.241 -0.993 H39 382 50 382 H40 H40 H 0 1 N N N 11.784 -9.483 24.221 -3.532 -4.732 0.707 H40 382 51 382 H41 H41 H 0 1 N N N 10.163 -11.470 24.518 -5.413 -3.963 2.097 H41 382 52 382 H42 H42 H 0 1 N N N 10.385 -13.608 23.117 -6.326 -1.699 1.790 H42 382 53 382 H50 H50 H 0 1 N N N 12.907 -17.391 21.136 -6.436 2.704 -1.600 H50 382 54 382 H52 H52 H 0 1 N N N 12.001 -13.656 19.171 -5.866 0.751 2.077 H52 382 55 # # 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 382 C1 C2 SING N N 1 382 C1 C6 SING N N 2 382 C1 H11 SING N N 3 382 C1 H12 SING N N 4 382 C2 N3 SING N N 5 382 C2 H21 SING N N 6 382 C2 H22 SING N N 7 382 N3 C4 SING N N 8 382 N3 HN3 SING N N 9 382 C4 C5 SING N N 10 382 C4 C15 SING N N 11 382 C4 H4 SING N N 12 382 C5 C6 SING N N 13 382 C5 H51 SING N N 14 382 C5 H52A SING N N 15 382 C6 H61 SING N N 16 382 C6 H62 SING N N 17 382 C15 F17 SING N N 18 382 C15 F18 SING N N 19 382 C15 C19 SING N N 20 382 C19 N20 SING N N 21 382 C19 H191 SING N N 22 382 C19 H192 SING N N 23 382 N20 C23 SING N N 24 382 N20 H20 SING N N 25 382 C23 C24 SING Y N 26 382 C23 N28 DOUB Y N 27 382 C24 C25 DOUB Y N 28 382 C24 N31 SING Y N 29 382 C25 C26 SING Y N 30 382 C25 O33 SING Y N 31 382 C26 C27 DOUB Y N 32 382 C26 H26 SING N N 33 382 C27 N28 SING Y N 34 382 C27 H27 SING N N 35 382 N31 C32 DOUB Y N 36 382 C32 O33 SING Y N 37 382 C32 C34 SING N N 38 382 C34 C36 SING N N 39 382 C34 H341 SING N N 40 382 C34 H342 SING N N 41 382 C36 C39 DOUB Y N 42 382 C36 C43 SING Y N 43 382 C39 C40 SING Y N 44 382 C39 H39 SING N N 45 382 C40 C41 DOUB Y N 46 382 C40 H40 SING N N 47 382 C41 C42 SING Y N 48 382 C41 H41 SING N N 49 382 C42 C43 DOUB Y N 50 382 C42 H42 SING N N 51 382 C43 N48 SING Y N 52 382 N48 N49 SING Y N 53 382 N48 C52 SING Y N 54 382 N49 C50 DOUB Y N 55 382 C50 N51 SING Y N 56 382 C50 H50 SING N N 57 382 N51 C52 DOUB Y N 58 382 C52 H52 SING N N 59 # # 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 382 SMILES ACDLabs 10.04 "FC(F)(C1NCCCC1)CNc3nccc2oc(nc23)Cc5ccccc5n4ncnc4" 382 SMILES_CANONICAL CACTVS 3.341 "FC(F)(CNc1nccc2oc(Cc3ccccc3n4cncn4)nc12)[C@H]5CCCCN5" 382 SMILES CACTVS 3.341 "FC(F)(CNc1nccc2oc(Cc3ccccc3n4cncn4)nc12)[CH]5CCCCN5" 382 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Cc2nc3c(o2)ccnc3NCC([C@H]4CCCCN4)(F)F)n5cncn5" 382 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Cc2nc3c(o2)ccnc3NCC(C4CCCCN4)(F)F)n5cncn5" 382 InChI InChI 1.03 "InChI=1S/C22H23F2N7O/c23-22(24,18-7-3-4-9-26-18)12-28-21-20-17(8-10-27-21)32-19(30-20)11-15-5-1-2-6-16(15)31-14-25-13-29-31/h1-2,5-6,8,10,13-14,18,26H,3-4,7,9,11-12H2,(H,27,28)/t18-/m1/s1" 382 InChIKey InChI 1.03 VYJOAYZRCNHDNG-GOSISDBHSA-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 382 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl}-2-[2-(1H-1,2,4-triazol-1-yl)benzyl][1,3]oxazolo[4,5-c]pyridin-4-amine" 382 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl]-2-[[2-(1,2,4-triazol-1-yl)phenyl]methyl]-[1,3]oxazolo[4,5-c]pyridin-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 382 "Create component" 2005-04-28 RCSB 382 "Modify aromatic_flag" 2011-06-04 RCSB 382 "Modify descriptor" 2011-06-04 RCSB 382 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 382 _pdbx_chem_comp_synonyms.name "N-{2,2-DIFLUORO-2-[(2R)-PIPERIDIN-2-YL]ETHYL}-2-[2-(1H-1,2,4-TRIAZOL-1-YL)BENZYL][1,3]OXAZOLO[4,5-C]PYRIDIN-4-AMINE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##