data_6EA
# 
_chem_comp.id                                    6EA 
_chem_comp.name                                  (1S)-1-(1H-INDOL-3-YLMETHYL)-2-(2-PYRIDIN-4-YL-[1,7]NAPHTYRIDIN-5-YLOXY)-EHYLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-23 
_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                        395.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6EA 
_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        2F7Z 
_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 
6EA N1   N1   N 0 1 Y N N 2.902  10.060 4.368  8.678  1.705  0.020  N1   6EA 1  
6EA C2   C2   C 0 1 Y N N 3.231  10.165 3.048  8.318  0.797  -0.866 C2   6EA 2  
6EA C3   C3   C 0 1 Y N N 4.541  10.011 2.576  7.026  0.310  -0.897 C3   6EA 3  
6EA C4   C4   C 0 1 Y N N 5.580  9.730  3.483  6.097  0.795  0.028  C4   6EA 4  
6EA C5   C5   C 0 1 Y N N 5.241  9.619  4.848  6.520  1.761  0.945  C5   6EA 5  
6EA C6   C6   C 0 1 Y N N 3.902  9.792  5.245  7.832  2.188  0.909  C6   6EA 6  
6EA C11  C11  C 0 1 Y N N 6.972  9.554  2.954  4.698  0.301  0.032  C11  6EA 7  
6EA C12  C12  C 0 1 Y N N 8.096  9.249  3.744  3.652  1.211  0.253  C12  6EA 8  
6EA C13  C13  C 0 1 Y N N 9.361  9.088  3.127  2.360  0.771  0.260  C13  6EA 9  
6EA C14  C14  C 0 1 Y N N 9.517  9.237  1.710  2.124  -0.596 0.035  C14  6EA 10 
6EA C15  C15  C 0 1 Y N N 8.361  9.560  0.916  3.225  -1.467 -0.177 C15  6EA 11 
6EA N16  N16  N 0 1 Y N N 7.144  9.700  1.570  4.467  -0.981 -0.172 N16  6EA 12 
6EA C19  C19  C 0 1 Y N N 10.793 9.062  1.089  0.826  -1.143 0.030  C19  6EA 13 
6EA C20  C20  C 0 1 Y N N 10.832 9.239  -0.331 0.683  -2.496 -0.192 C20  6EA 14 
6EA N21  N21  N 0 1 Y N N 9.740  9.554  -1.086 1.732  -3.279 -0.392 N21  6EA 15 
6EA C22  C22  C 0 1 Y N N 8.511  9.713  -0.495 2.966  -2.832 -0.393 C22  6EA 16 
6EA O25  O25  O 0 1 N N N 11.880 8.724  1.919  -0.261 -0.354 0.234  O25  6EA 17 
6EA C26  C26  C 0 1 N N N 13.143 8.515  1.351  -1.408 -1.203 0.161  C26  6EA 18 
6EA C27  C27  C 0 1 N N S 14.039 8.190  2.535  -2.673 -0.372 0.383  C27  6EA 19 
6EA N30  N30  N 0 1 N N N 14.904 7.093  2.147  -2.829 0.586  -0.719 N30  6EA 20 
6EA C31  C31  C 0 1 N N N 14.910 9.374  3.040  -3.890 -1.299 0.430  C31  6EA 21 
6EA C33  C33  C 0 1 Y N N 15.505 10.303 1.994  -5.119 -0.496 0.770  C33  6EA 22 
6EA C36  C36  C 0 1 Y N N 16.768 10.149 1.452  -5.648 -0.326 1.992  C36  6EA 23 
6EA N37  N37  N 0 1 Y N N 17.005 11.143 0.540  -6.762 0.465  1.912  N37  6EA 24 
6EA C38  C38  C 0 1 Y N N 15.895 11.962 0.476  -6.983 0.832  0.603  C38  6EA 25 
6EA C39  C39  C 0 1 Y N N 14.920 11.465 1.380  -5.960 0.250  -0.169 C39  6EA 26 
6EA C43  C43  C 0 1 Y N N 15.691 13.093 -0.315 -7.951 1.610  -0.023 C43  6EA 27 
6EA C44  C44  C 0 1 Y N N 14.455 13.786 -0.221 -7.900 1.797  -1.387 C44  6EA 28 
6EA C45  C45  C 0 1 Y N N 13.435 13.333 0.672  -6.893 1.217  -2.145 C45  6EA 29 
6EA C46  C46  C 0 1 Y N N 13.648 12.179 1.480  -5.932 0.448  -1.550 C46  6EA 30 
6EA H2   H2   H 0 1 N N N 2.447  10.376 2.336  9.043  0.428  -1.576 H2   6EA 31 
6EA H3   H3   H 0 1 N N N 4.753  10.107 1.521  6.739  -0.434 -1.625 H3   6EA 32 
6EA H5   H5   H 0 1 N N N 6.003  9.403  5.582  5.833  2.161  1.675  H5   6EA 33 
6EA H6   H6   H 0 1 N N N 3.660  9.708  6.294  8.170  2.931  1.617  H6   6EA 34 
6EA H12  H12  H 0 1 N N N 7.995  9.138  4.814  3.869  2.256  0.418  H12  6EA 35 
6EA H13  H13  H 0 1 N N N 10.222 8.849  3.734  1.541  1.455  0.428  H13  6EA 36 
6EA H20  H20  H 0 1 N N N 11.780 9.116  -0.833 -0.307 -2.928 -0.203 H20  6EA 37 
6EA H22  H22  H 0 1 N N N 7.651  9.956  -1.102 3.785  -3.515 -0.561 H22  6EA 38 
6EA H261 1H26 H 0 0 N N N 13.497 9.390  0.787  -1.339 -1.973 0.930  H261 6EA 39 
6EA H262 2H26 H 0 0 N N N 13.122 7.686  0.628  -1.450 -1.674 -0.821 H262 6EA 40 
6EA H27  H27  H 0 1 N N N 13.378 7.935  3.376  -2.592 0.168  1.326  H27  6EA 41 
6EA H301 1H30 H 0 0 N N N 15.758 7.143  2.665  -1.965 1.104  -0.777 H301 6EA 42 
6EA H302 2H30 H 0 0 N N N 15.103 7.155  1.169  -2.900 0.044  -1.567 H302 6EA 43 
6EA H311 1H31 H 0 0 N N N 15.776 8.903  3.529  -4.023 -1.773 -0.543 H311 6EA 44 
6EA H312 2H31 H 0 0 N N N 14.268 9.990  3.686  -3.734 -2.065 1.189  H312 6EA 45 
6EA H36  H36  H 0 1 N N N 17.463 9.363  1.709  -5.253 -0.750 2.903  H36  6EA 46 
6EA H37  H37  H 0 1 N N N 17.844 11.257 0.008  -7.314 0.728  2.665  H37  6EA 47 
6EA H43  H43  H 0 1 N N N 16.462 13.436 -0.989 -8.739 2.065  0.558  H43  6EA 48 
6EA H44  H44  H 0 1 N N N 14.284 14.662 -0.829 -8.653 2.401  -1.872 H44  6EA 49 
6EA H45  H45  H 0 1 N N N 12.499 13.868 0.735  -6.868 1.374  -3.213 H45  6EA 50 
6EA H46  H46  H 0 1 N N N 12.880 11.836 2.157  -5.151 -0.001 -2.146 H46  6EA 51 
# 
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 
6EA N1  C2   SING Y N 1  
6EA N1  C6   DOUB Y N 2  
6EA C2  C3   DOUB Y N 3  
6EA C2  H2   SING N N 4  
6EA C3  C4   SING Y N 5  
6EA C3  H3   SING N N 6  
6EA C4  C5   DOUB Y N 7  
6EA C4  C11  SING N N 8  
6EA C5  C6   SING Y N 9  
6EA C5  H5   SING N N 10 
6EA C6  H6   SING N N 11 
6EA C11 C12  SING Y N 12 
6EA C11 N16  DOUB Y N 13 
6EA C12 C13  DOUB Y N 14 
6EA C12 H12  SING N N 15 
6EA C13 C14  SING Y N 16 
6EA C13 H13  SING N N 17 
6EA C14 C15  SING Y N 18 
6EA C14 C19  DOUB Y N 19 
6EA C15 N16  SING Y N 20 
6EA C15 C22  DOUB Y N 21 
6EA C19 C20  SING Y N 22 
6EA C19 O25  SING N N 23 
6EA C20 N21  DOUB Y N 24 
6EA C20 H20  SING N N 25 
6EA N21 C22  SING Y N 26 
6EA C22 H22  SING N N 27 
6EA O25 C26  SING N N 28 
6EA C26 C27  SING N N 29 
6EA C26 H261 SING N N 30 
6EA C26 H262 SING N N 31 
6EA C27 N30  SING N N 32 
6EA C27 C31  SING N N 33 
6EA C27 H27  SING N N 34 
6EA N30 H301 SING N N 35 
6EA N30 H302 SING N N 36 
6EA C31 C33  SING N N 37 
6EA C31 H311 SING N N 38 
6EA C31 H312 SING N N 39 
6EA C33 C36  DOUB Y N 40 
6EA C33 C39  SING Y N 41 
6EA C36 N37  SING Y N 42 
6EA C36 H36  SING N N 43 
6EA N37 C38  SING Y N 44 
6EA N37 H37  SING N N 45 
6EA C38 C39  DOUB Y N 46 
6EA C38 C43  SING Y N 47 
6EA C39 C46  SING Y N 48 
6EA C43 C44  DOUB Y N 49 
6EA C43 H43  SING N N 50 
6EA C44 C45  SING Y N 51 
6EA C44 H44  SING N N 52 
6EA C45 C46  DOUB Y N 53 
6EA C45 H45  SING N N 54 
6EA C46 H46  SING N N 55 
# 
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 
6EA SMILES           ACDLabs              10.04 n1ccc(cc1)c2nc5c(cc2)c(OCC(N)Cc4c3ccccc3nc4)cnc5                                                                                                            
6EA InChI            InChI                1.02b InChI=1/C24H21N5O/c25-18(11-17-12-28-22-4-2-1-3-19(17)22)15-30-24-14-27-13-23-20(24)5-6-21(29-23)16-7-9-26-10-8-16/h1-10,12-14,18,28H,11,15,25H2/t18-/m0/s1 
6EA InChIKey         InChI                1.02b DQIXTEDFNFZMCM-SFHVURJKBL                                                                                                                                   
6EA SMILES_CANONICAL CACTVS               3.341 N[C@H](COc1cncc2nc(ccc12)c3ccncc3)Cc4c[nH]c5ccccc45                                                                                                         
6EA SMILES           CACTVS               3.341 N[CH](COc1cncc2nc(ccc12)c3ccncc3)Cc4c[nH]c5ccccc45                                                                                                          
6EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)C[C@@H](COc3cncc4c3ccc(n4)c5ccncc5)N                                                                                                    
6EA SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)CC(COc3cncc4c3ccc(n4)c5ccncc5)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 
6EA "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-(1H-indol-3-yl)-3-[(2-pyridin-4-yl-1,7-naphthyridin-5-yl)oxy]propan-2-amine 
6EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-(1H-indol-3-yl)-3-[(2-pyridin-4-yl-1,7-naphthyridin-5-yl)oxy]propan-2-amine 
# 
