data_8R2
# 
_chem_comp.id                                    8R2 
_chem_comp.name                                  "(2S)-2-amino-N-[4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-hydroxy-propanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-02-27 
_chem_comp.pdbx_modified_date                    2015-04-17 
_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                        351.359 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8R2 
_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        5AJV 
_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 
8R2 CAM  CAM  C 0 1 Y N N 42.409 -38.923 13.109 -2.578 -0.465 -0.687 CAM  8R2 1  
8R2 CAY  CAY  C 0 1 Y N N 41.954 -40.067 12.576 -3.746 0.107  -0.189 CAY  8R2 2  
8R2 CAW  CAW  C 0 1 Y N N 42.543 -41.219 12.231 -4.384 1.427  -0.354 CAW  8R2 3  
8R2 CAF  CAF  C 0 1 N N N 43.909 -41.544 12.367 -3.899 2.523  -1.138 CAF  8R2 4  
8R2 NAA  NAA  N 0 1 N N N 45.070 -41.875 12.471 -3.514 3.392  -1.760 NAA  8R2 5  
8R2 CAS  CAS  C 0 1 Y N N 41.650 -42.041 11.724 -5.547 1.395  0.401  CAS  8R2 6  
8R2 NAB  NAB  N 0 1 N N N 41.841 -43.269 11.272 -6.445 2.431  0.526  NAB  8R2 7  
8R2 NAP  NAP  N 0 1 Y N N 40.466 -41.423 11.730 -5.660 0.178  1.000  NAP  8R2 8  
8R2 CAX  CAX  C 0 1 Y N N 40.653 -40.195 12.262 -4.584 -0.628 0.663  CAX  8R2 9  
8R2 CAL  CAL  C 0 1 Y N N 39.789 -39.183 12.494 -4.238 -1.930 1.006  CAL  8R2 10 
8R2 CAK  CAK  C 0 1 Y N N 40.203 -37.982 13.051 -3.080 -2.490 0.510  CAK  8R2 11 
8R2 CAV  CAV  C 0 1 Y N N 41.547 -37.855 13.363 -2.248 -1.762 -0.336 CAV  8R2 12 
8R2 OAQ  OAQ  O 0 1 N N N 42.023 -36.709 13.915 -1.110 -2.327 -0.818 OAQ  8R2 13 
8R2 CAU  CAU  C 0 1 Y N N 41.530 -36.362 15.136 0.081  -1.815 -0.407 CAU  8R2 14 
8R2 CAJ  CAJ  C 0 1 Y N N 41.046 -37.260 16.084 1.264  -2.277 -0.964 CAJ  8R2 15 
8R2 CAH  CAH  C 0 1 Y N N 40.565 -36.819 17.321 2.474  -1.758 -0.546 CAH  8R2 16 
8R2 CAI  CAI  C 0 1 Y N N 41.540 -35.030 15.456 0.111  -0.826 0.566  CAI  8R2 17 
8R2 CAG  CAG  C 0 1 Y N N 41.075 -34.593 16.688 1.320  -0.305 0.984  CAG  8R2 18 
8R2 CAT  CAT  C 0 1 Y N N 40.563 -35.463 17.648 2.505  -0.772 0.431  CAT  8R2 19 
8R2 NAO  NAO  N 0 1 N N N 40.153 -34.895 18.803 3.731  -0.244 0.855  NAO  8R2 20 
8R2 C    C    C 0 1 N N N 40.101 -35.565 19.976 4.740  -0.092 -0.025 C    8R2 21 
8R2 O    O    O 0 1 N N N 40.373 -36.755 20.139 4.611  -0.479 -1.168 O    8R2 22 
8R2 CA   CA   C 0 1 N N S 39.775 -34.715 21.213 6.028  0.560  0.409  CA   8R2 23 
8R2 N    N    N 0 1 N N N 38.652 -35.290 22.007 7.101  0.194  -0.524 N    8R2 24 
8R2 CB   CB   C 0 1 N N N 41.101 -34.688 21.968 5.853  2.080  0.415  CB   8R2 25 
8R2 OG   OG   O 0 1 N N N 41.120 -33.418 22.601 7.034  2.693  0.937  OG   8R2 26 
8R2 HAM  HAM  H 0 1 N N N 43.458 -38.827 13.345 -1.935 0.099  -1.347 HAM  8R2 27 
8R2 HAB1 HAB1 H 0 0 N N N 40.973 -43.644 10.948 -6.287 3.269  0.062  HAB1 8R2 28 
8R2 HAB2 HAB2 H 0 0 N N N 42.497 -43.248 10.517 -7.236 2.324  1.077  HAB2 8R2 29 
8R2 HAP  HAP  H 0 1 N N N 39.600 -41.800 11.401 -6.390 -0.087 1.582  HAP  8R2 30 
8R2 HAL  HAL  H 0 1 N N N 38.748 -39.312 12.239 -4.876 -2.504 1.661  HAL  8R2 31 
8R2 HAK  HAK  H 0 1 N N N 39.506 -37.178 13.234 -2.815 -3.501 0.780  HAK  8R2 32 
8R2 HAJ  HAJ  H 0 1 N N N 41.042 -38.316 15.860 1.240  -3.044 -1.724 HAJ  8R2 33 
8R2 HAI  HAI  H 0 1 N N N 41.914 -34.312 14.741 -0.811 -0.463 0.996  HAI  8R2 34 
8R2 HAH  HAH  H 0 1 N N N 40.190 -37.539 18.033 3.395  -2.119 -0.979 HAH  8R2 35 
8R2 HAG  HAG  H 0 1 N N N 41.111 -33.537 16.911 1.343  0.465  1.741  HAG  8R2 36 
8R2 HAO  HAO  H 0 1 N N N 39.875 -33.934 18.790 3.855  0.011  1.783  HAO  8R2 37 
8R2 HA   HA   H 0 1 N N N 39.519 -33.694 20.892 6.286  0.220  1.412  HA   8R2 38 
8R2 HN1  HN1  H 0 1 N N N 38.472 -34.709 22.801 7.279  -0.799 -0.499 HN1  8R2 39 
8R2 HN2  HN2  H 0 1 N N N 37.832 -35.339 21.437 6.885  0.498  -1.462 HN2  8R2 40 
8R2 HB1C HB1C H 0 0 N N N 41.141 -35.495 22.714 5.682  2.430  -0.603 HB1C 8R2 41 
8R2 HB2C HB2C H 0 0 N N N 41.947 -34.789 21.273 5.000  2.345  1.039  HB2C 8R2 42 
8R2 HG   HG   H 0 1 N N N 41.924 -33.323 23.097 6.994  3.658  0.970  HG   8R2 43 
# 
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 
8R2 CAM CAY  SING Y N 1  
8R2 CAM CAV  DOUB Y N 2  
8R2 CAY CAW  SING Y N 3  
8R2 CAY CAX  DOUB Y N 4  
8R2 CAW CAF  SING N N 5  
8R2 CAW CAS  DOUB Y N 6  
8R2 CAF NAA  TRIP N N 7  
8R2 CAS NAB  SING N N 8  
8R2 CAS NAP  SING Y N 9  
8R2 NAP CAX  SING Y N 10 
8R2 CAX CAL  SING Y N 11 
8R2 CAL CAK  DOUB Y N 12 
8R2 CAK CAV  SING Y N 13 
8R2 CAV OAQ  SING N N 14 
8R2 OAQ CAU  SING N N 15 
8R2 CAU CAJ  SING Y N 16 
8R2 CAU CAI  DOUB Y N 17 
8R2 CAJ CAH  DOUB Y N 18 
8R2 CAH CAT  SING Y N 19 
8R2 CAI CAG  SING Y N 20 
8R2 CAG CAT  DOUB Y N 21 
8R2 CAT NAO  SING N N 22 
8R2 NAO C    SING N N 23 
8R2 C   O    DOUB N N 24 
8R2 C   CA   SING N N 25 
8R2 CA  N    SING N N 26 
8R2 CA  CB   SING N N 27 
8R2 CB  OG   SING N N 28 
8R2 CAM HAM  SING N N 29 
8R2 NAB HAB1 SING N N 30 
8R2 NAB HAB2 SING N N 31 
8R2 NAP HAP  SING N N 32 
8R2 CAL HAL  SING N N 33 
8R2 CAK HAK  SING N N 34 
8R2 CAJ HAJ  SING N N 35 
8R2 CAI HAI  SING N N 36 
8R2 CAH HAH  SING N N 37 
8R2 CAG HAG  SING N N 38 
8R2 NAO HAO  SING N N 39 
8R2 CA  HA   SING N N 40 
8R2 N   HN1  SING N N 41 
8R2 N   HN2  SING N N 42 
8R2 CB  HB1C SING N N 43 
8R2 CB  HB2C SING N N 44 
8R2 OG  HG   SING N N 45 
# 
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 
8R2 SMILES           ACDLabs              12.01 "O=C(Nc3ccc(Oc1cc2c(cc1)nc(c2C#N)N)cc3)C(N)CO"                                                                                                     
8R2 InChI            InChI                1.03  "InChI=1S/C18H17N5O3/c19-8-14-13-7-12(5-6-16(13)23-17(14)21)26-11-3-1-10(2-4-11)22-18(25)15(20)9-24/h1-7,15,23-24H,9,20-21H2,(H,22,25)/t15-/m0/s1" 
8R2 InChIKey         InChI                1.03  COLOVWUHIINYEF-HNNXBMFYSA-N                                                                                                                        
8R2 SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1"                                                                                             
8R2 SMILES           CACTVS               3.385 "N[CH](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1"                                                                                               
8R2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1NC(=O)[C@H](CO)N)Oc2ccc3c(c2)c(c([nH]3)N)C#N"                                                                                            
8R2 SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1NC(=O)C(CO)N)Oc2ccc3c(c2)c(c([nH]3)N)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 
8R2 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl}-L-serinamide"                          
8R2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-N-[4-[(2-azanyl-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-oxidanyl-propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8R2 "Create component" 2015-02-27 EBI  
8R2 "Initial release"  2015-04-22 RCSB 
# 
