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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b InChI=1/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/f/h28H 
382 InChIKey         InChI                1.02b VYJOAYZRCNHDNG-FLWNQPJIDH                                                                                                                                                                         
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                                                                                                                                              
# 
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 
# 
