data_2EA
# 
_chem_comp.id                                    2EA 
_chem_comp.name                                  (1S)-2-(1H-INDOL-3-YL)-1-{[(5-ISOQUINOLIN-6-YLPYRIDIN-3-YL)OXY]METHYL}ETHYLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-22 
_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                        394.468 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2EA 
_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        2F7E 
_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 
2EA C1   C1   C 0 1 Y N N 7.194  9.874  1.401  4.063  0.089  -0.293 C1   2EA 1  
2EA C2   C2   C 0 1 Y N N 7.139  10.070 2.816  4.838  -1.032 -0.059 C2   2EA 2  
2EA C3   C3   C 0 1 Y N N 5.871  10.063 3.488  6.199  -0.875 0.229  C3   2EA 3  
2EA C4   C4   C 0 1 Y N N 4.641  9.860  2.745  6.761  0.428  0.286  C4   2EA 4  
2EA C5   C5   C 0 1 Y N N 4.699  9.667  1.339  5.945  1.546  0.048  C5   2EA 5  
2EA C6   C6   C 0 1 Y N N 5.966  9.676  0.685  4.627  1.374  -0.234 C6   2EA 6  
2EA C7   C7   C 0 1 Y N N 5.808  10.256 4.894  7.043  -1.975 0.473  C7   2EA 7  
2EA C8   C8   C 0 1 Y N N 4.527  10.238 5.500  8.356  -1.743 0.752  C8   2EA 8  
2EA N1   N1   N 0 1 Y N N 3.372  10.044 4.787  8.854  -0.515 0.799  N1   2EA 9  
2EA C9   C9   C 0 1 Y N N 3.396  9.855  3.428  8.127  0.556  0.582  C9   2EA 10 
2EA C10  C10  C 0 1 Y N N 12.897 13.701 0.345  -8.493 -1.556 -0.079 C10  2EA 11 
2EA C11  C11  C 0 1 Y N N 13.782 12.975 -0.509 -7.912 -1.208 1.122  C11  2EA 12 
2EA C12  C12  C 0 1 Y N N 14.327 11.774 -0.061 -6.606 -0.709 1.149  C12  2EA 13 
2EA C13  C13  C 0 1 Y N N 14.034 11.241 1.219  -5.912 -0.577 -0.061 C13  2EA 14 
2EA C14  C14  C 0 1 Y N N 13.127 11.979 2.104  -6.499 -0.924 -1.249 C14  2EA 15 
2EA C15  C15  C 0 1 Y N N 12.569 13.207 1.648  -7.793 -1.417 -1.264 C15  2EA 16 
2EA N2   N2   N 0 1 N N N 15.198 10.905 -0.701 -5.817 -0.298 2.187  N2   2EA 17 
2EA C16  C16  C 0 1 N N N 15.459 9.846  0.130  -4.651 0.107  1.830  C16  2EA 18 
2EA C17  C17  C 0 1 N N R 14.762 10.015 1.320  -4.561 -0.020 0.323  C17  2EA 19 
2EA C18  C18  C 0 1 Y N N 10.927 9.903  -0.761 -0.011 -0.422 -1.226 C18  2EA 20 
2EA N3   N3   N 0 1 Y N N 9.827  10.509 -1.277 0.903  -1.238 -1.714 N3   2EA 21 
2EA C19  C19  C 0 1 Y N N 8.653  10.497 -0.589 2.183  -1.096 -1.435 C19  2EA 22 
2EA C20  C20  C 0 1 Y N N 8.512  9.870  0.669  2.620  -0.066 -0.604 C20  2EA 23 
2EA C21  C21  C 0 1 Y N N 9.668  9.237  1.200  1.681  0.820  -0.072 C21  2EA 24 
2EA C22  C22  C 0 1 Y N N 10.904 9.244  0.489  0.342  0.628  -0.390 C22  2EA 25 
2EA O1   O1   O 0 1 N N N 12.111 8.653  0.897  -0.609 1.462  0.107  O1   2EA 26 
2EA C24  C24  C 0 1 N N N 12.299 8.213  2.242  -1.864 1.008  -0.403 C24  2EA 27 
2EA C23  C23  C 0 1 N N S 13.801 7.852  2.394  -2.984 1.908  0.121  C23  2EA 28 
2EA C25  C25  C 0 1 N N N 14.755 9.079  2.521  -4.338 1.350  -0.323 C25  2EA 29 
2EA N4   N4   N 0 1 N N N 14.194 7.014  1.252  -2.814 3.265  -0.417 N4   2EA 30 
2EA H2   H2   H 0 1 N N N 8.049  10.223 3.377  4.399  -2.018 -0.101 H2   2EA 31 
2EA H5   H5   H 0 1 N N N 3.793  9.515  0.771  6.364  2.541  0.089  H5   2EA 32 
2EA H6   H6   H 0 1 N N N 6.003  9.529  -0.384 4.005  2.238  -0.417 H6   2EA 33 
2EA H7   H7   H 0 1 N N N 6.703  10.411 5.479  6.657  -2.984 0.439  H7   2EA 34 
2EA H8   H8   H 0 1 N N N 4.458  10.383 6.568  9.009  -2.582 0.940  H8   2EA 35 
2EA H9   H9   H 0 1 N N N 2.476  9.704  2.883  8.580  1.535  0.631  H9   2EA 36 
2EA H10  H10  H 0 1 N N N 12.471 14.633 0.004  -9.502 -1.942 -0.094 H10  2EA 37 
2EA H11  H11  H 0 1 N N N 14.026 13.353 -1.491 -8.466 -1.320 2.042  H11  2EA 38 
2EA H14  H14  H 0 1 N N N 12.886 11.597 3.085  -5.951 -0.815 -2.174 H14  2EA 39 
2EA H15  H15  H 0 1 N N N 11.899 13.765 2.285  -8.256 -1.693 -2.201 H15  2EA 40 
2EA H16  H16  H 0 1 N N N 16.104 9.012  -0.104 -3.874 0.472  2.486  H16  2EA 41 
2EA H17  H17  H 0 1 N N N 14.835 9.291  2.145  -3.766 -0.710 0.041  H17  2EA 42 
2EA H18  H18  H 0 1 N N N 11.849 9.925  -1.324 -1.050 -0.574 -1.479 H18  2EA 43 
2EA H19  H19  H 0 1 N N N 7.794  10.987 -1.023 2.900  -1.785 -1.855 H19  2EA 44 
2EA H21  H21  H 0 1 N N N 9.610  8.742  2.158  1.986  1.629  0.575  H21  2EA 45 
2EA H241 1H24 H 0 0 N N N 11.663 7.343  2.463  -2.039 -0.017 -0.077 H241 2EA 46 
2EA H242 2H24 H 0 0 N N N 12.025 9.012  2.947  -1.848 1.044  -1.492 H242 2EA 47 
2EA H23  H23  H 0 1 N N N 13.907 7.312  3.347  -2.944 1.942  1.210  H23  2EA 48 
2EA H251 1H25 H 0 0 N N N 14.389 9.670  3.374  -5.131 2.030  -0.013 H251 2EA 49 
2EA H252 2H25 H 0 0 N N N 15.778 8.695  2.651  -4.350 1.246  -1.408 H252 2EA 50 
2EA HN41 1HN4 H 0 0 N N N 15.070 6.573  1.448  -2.951 3.200  -1.414 HN41 2EA 51 
2EA HN42 2HN4 H 0 0 N N N 14.283 7.584  0.435  -3.576 3.818  -0.055 HN42 2EA 52 
# 
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 
2EA C1  C2   DOUB Y N 1  
2EA C1  C6   SING Y N 2  
2EA C1  C20  SING N N 3  
2EA C2  C3   SING Y N 4  
2EA C2  H2   SING N N 5  
2EA C3  C4   DOUB Y N 6  
2EA C3  C7   SING Y N 7  
2EA C4  C5   SING Y N 8  
2EA C4  C9   SING Y N 9  
2EA C5  C6   DOUB Y N 10 
2EA C5  H5   SING N N 11 
2EA C6  H6   SING N N 12 
2EA C7  C8   DOUB Y N 13 
2EA C7  H7   SING N N 14 
2EA C8  N1   SING Y N 15 
2EA C8  H8   SING N N 16 
2EA N1  C9   DOUB Y N 17 
2EA C9  H9   SING N N 18 
2EA C10 C11  DOUB Y N 19 
2EA C10 C15  SING Y N 20 
2EA C10 H10  SING N N 21 
2EA C11 C12  SING Y N 22 
2EA C11 H11  SING N N 23 
2EA C12 C13  DOUB Y N 24 
2EA C12 N2   SING N N 25 
2EA C13 C14  SING Y N 26 
2EA C13 C17  SING N N 27 
2EA C14 C15  DOUB Y N 28 
2EA C14 H14  SING N N 29 
2EA C15 H15  SING N N 30 
2EA N2  C16  DOUB N N 31 
2EA C16 C17  SING N N 32 
2EA C16 H16  SING N N 33 
2EA C17 C25  SING N N 34 
2EA C17 H17  SING N N 35 
2EA C18 N3   SING Y N 36 
2EA C18 C22  DOUB Y N 37 
2EA C18 H18  SING N N 38 
2EA N3  C19  DOUB Y N 39 
2EA C19 C20  SING Y N 40 
2EA C19 H19  SING N N 41 
2EA C20 C21  DOUB Y N 42 
2EA C21 C22  SING Y N 43 
2EA C21 H21  SING N N 44 
2EA C22 O1   SING N N 45 
2EA O1  C24  SING N N 46 
2EA C24 C23  SING N N 47 
2EA C24 H241 SING N N 48 
2EA C24 H242 SING N N 49 
2EA C23 C25  SING N N 50 
2EA C23 N4   SING N N 51 
2EA C23 H23  SING N N 52 
2EA C25 H251 SING N N 53 
2EA C25 H252 SING N N 54 
2EA N4  HN41 SING N N 55 
2EA N4  HN42 SING N N 56 
# 
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 
2EA SMILES           ACDLabs              10.04 n2ccc1cc(ccc1c2)c5cc(OCC(N)CC3c4ccccc4N=C3)cnc5                                                                                                                
2EA InChI            InChI                1.02b InChI=1/C25H22N4O/c26-22(10-21-14-29-25-4-2-1-3-24(21)25)16-30-23-11-20(13-28-15-23)17-5-6-19-12-27-8-7-18(19)9-17/h1-9,11-15,21-22H,10,16,26H2/t21?,22-/m0/s1 
2EA InChIKey         InChI                1.02b BUCZDJYEOAQTHL-KEKNWZKVBQ                                                                                                                                      
2EA SMILES_CANONICAL CACTVS               3.341 N[C@H](COc1cncc(c1)c2ccc3cnccc3c2)C[C@H]4C=Nc5ccccc45                                                                                                          
2EA SMILES           CACTVS               3.341 N[CH](COc1cncc(c1)c2ccc3cnccc3c2)C[CH]4C=Nc5ccccc45                                                                                                            
2EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(C=N2)C[C@@H](COc3cc(cnc3)c4ccc5cnccc5c4)N                                                                                                         
2EA SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(C=N2)CC(COc3cc(cnc3)c4ccc5cnccc5c4)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 
2EA "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-[(3R)-3H-indol-3-yl]-3-[(5-isoquinolin-6-ylpyridin-3-yl)oxy]propan-2-amine 
2EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-(3H-indol-3-yl)-3-(5-isoquinolin-6-ylpyridin-3-yl)oxy-propan-2-amine       
# 
