data_2PY
# 
_chem_comp.id                                    2PY 
_chem_comp.name                                  (2S)-1-{[5-(1H-INDAZOL-5-YL)PYRIDIN-3-YL]OXY}-3-[(7AS)-7AH-INDOL-3-YL]PROPAN-2-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 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                     2007-01-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        383.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2PY 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
2PY N1   N1   N 0 1 Y N N 3.325  10.201 4.858  5.987  -6.633 -7.795  N1   2PY 1  
2PY N3   N3   N 0 1 Y N N 9.506  10.530 -0.905 -1.546 -3.091 -7.480  N3   2PY 2  
2PY C4   C4   C 0 1 Y N N 4.027  10.065 2.723  3.993  -6.025 -8.713  C4   2PY 3  
2PY C5   C5   C 0 1 Y N N 4.210  9.971  1.351  2.943  -5.766 -9.597  C5   2PY 4  
2PY C6   C6   C 0 1 Y N N 5.526  9.960  0.810  1.767  -5.244 -9.049  C6   2PY 5  
2PY C8   C8   C 0 1 Y N N 4.667  10.238 4.968  5.166  -6.185 -6.843  C8   2PY 6  
2PY C10  C10  C 0 1 N N N 13.449 13.544 0.279  1.414  -0.357 -5.091  C10  2PY 7  
2PY C13  C13  C 0 1 N N N 14.102 11.045 1.489  0.731  -1.629 -2.703  C13  2PY 8  
2PY C15  C15  C 0 1 N N N 12.819 13.179 1.508  1.773  -1.749 -4.856  C15  2PY 9  
2PY C17  C17  C 0 1 N N N 14.651 9.749  1.801  -0.186 -2.036 -1.826  C17  2PY 10 
2PY C20  C20  C 0 1 Y N N 8.073  10.008 1.006  0.420  -4.458 -7.149  C20  2PY 11 
2PY C21  C21  C 0 1 Y N N 9.197  9.424  1.644  0.007  -4.752 -5.854  C21  2PY 12 
2PY C22  C22  C 0 1 Y N N 10.473 9.398  0.997  -1.177 -4.214 -5.385  C22  2PY 13 
2PY C24  C24  C 0 1 N N N 11.804 8.220  2.723  -2.384 -3.479 -3.472  C24  2PY 14 
2PY C1   C1   C 0 1 Y N N 6.695  10.044 1.639  1.651  -4.996 -7.678  C1   2PY 15 
2PY C2   C2   C 0 1 Y N N 6.486  10.142 3.059  2.719  -5.266 -6.810  C2   2PY 16 
2PY C3   C3   C 0 1 Y N N 5.180  10.154 3.606  3.907  -5.789 -7.345  C3   2PY 17 
2PY N5   N5   N 0 1 Y N N 2.958  10.102 3.576  5.251  -6.525 -8.914  N5   2PY 18 
2PY C11  C11  C 0 1 N N N 14.400 12.669 -0.340 0.968  0.423  -4.088  C11  2PY 19 
2PY C12  C12  C 0 1 N N N 14.704 11.449 0.272  0.885  -0.134 -2.696  C12  2PY 20 
2PY C14  C14  C 0 1 N N N 13.129 11.937 2.131  1.431  -2.377 -3.716  C14  2PY 21 
2PY N2   N2   N 0 1 N N N 15.580 10.448 -0.133 -0.269 0.348  -1.908  N2   2PY 22 
2PY C16  C16  C 0 1 N N N 15.543 9.432  0.788  -0.754 -0.749 -1.403  C16  2PY 23 
2PY C18  C18  C 0 1 Y N N 10.565 9.971  -0.286 -1.915 -3.399 -6.217  C18  2PY 24 
2PY C19  C19  C 0 1 Y N N 8.292  10.548 -0.280 -0.385 -3.630 -7.914  C19  2PY 25 
2PY O1   O1   O 0 1 N N N 11.675 8.855  1.463  -1.609 -4.483 -4.113  O1   2PY 26 
2PY C23  C23  C 0 1 N N S 13.277 7.743  2.797  -2.218 -3.564 -1.950  C23  2PY 27 
2PY C25  C25  C 0 1 N N N 14.305 8.888  3.022  -0.757 -3.352 -1.484  C25  2PY 28 
2PY N4   N4   N 0 1 N N N 13.581 7.008  1.544  -2.674 -4.886 -1.511  N4   2PY 29 
2PY H5   H5   H 0 1 N N N 3.355  9.906  0.695  3.033  -5.958 -10.660 H5   2PY 30 
2PY H6   H6   H 0 1 N N N 5.650  9.886  -0.260 0.933  -5.033 -9.717  H6   2PY 31 
2PY H8   H8   H 0 1 N N N 5.244  10.314 5.878  5.518  -6.164 -5.821  H8   2PY 32 
2PY H10  H10  H 0 1 N N N 13.206 14.487 -0.188 1.519  0.031  -6.098  H10  2PY 33 
2PY H15  H15  H 0 1 N N N 12.105 13.847 1.966  2.269  -2.284 -5.658  H15  2PY 34 
2PY H21  H21  H 0 1 N N N 9.089  8.994  2.629  0.606  -5.397 -5.215  H21  2PY 35 
2PY H241 1H24 H 0 0 N N N 11.579 8.922  3.540  -2.073 -2.500 -3.853  H241 2PY 36 
2PY H242 2H24 H 0 0 N N N 11.100 7.382  2.830  -3.429 -3.644 -3.758  H242 2PY 37 
2PY H2   H2   H 0 1 N N N 7.339  10.207 3.718  2.636  -5.075 -5.743  H2   2PY 38 
2PY HN5  HN5  H 0 1 N N N 2.006  10.060 3.274  5.669  -6.812 -9.791  HN5  2PY 39 
2PY H11  H11  H 0 1 N N N 14.876 12.948 -1.268 0.727  1.466  -4.269  H11  2PY 40 
2PY H12  H12  H 0 1 N N N 14.777 12.232 -0.497 1.801  0.150  -2.160  H12  2PY 41 
2PY H14  H14  H 0 1 N N N 12.656 11.656 3.060  1.613  -3.437 -3.583  H14  2PY 42 
2PY H16  H16  H 0 1 N N N 16.122 8.522  0.732  -1.617 -0.755 -0.720  H16  2PY 43 
2PY H18  H18  H 0 1 N N N 11.519 9.962  -0.793 -2.850 -2.953 -5.892  H18  2PY 44 
2PY H19  H19  H 0 1 N N N 7.457  10.998 -0.796 -0.118 -3.360 -8.932  H19  2PY 45 
2PY H23  H23  H 0 1 N N N 13.377 7.095  3.680  -2.848 -2.800 -1.476  H23  2PY 46 
2PY H251 1H25 H 0 0 N N N 15.240 8.422  3.366  -0.120 -4.130 -1.937  H251 2PY 47 
2PY H252 2H25 H 0 0 N N N 13.831 9.573  3.740  -0.699 -3.509 -0.394  H252 2PY 48 
2PY HN41 1HN4 H 0 0 N N N 13.649 7.656  0.785  -2.194 -5.682 -1.863  HN41 2PY 49 
2PY HN42 2HN4 H 0 0 N N N 14.448 6.521  1.646  -3.555 -4.944 -1.053  HN42 2PY 50 
# 
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 
2PY N1  N5   SING Y N 1  
2PY N1  C8   DOUB Y N 2  
2PY N3  C18  DOUB Y N 3  
2PY N3  C19  SING Y N 4  
2PY C4  C5   SING Y N 5  
2PY C4  N5   SING Y N 6  
2PY C4  C3   DOUB Y N 7  
2PY C5  C6   DOUB Y N 8  
2PY C5  H5   SING N N 9  
2PY C6  C1   SING Y N 10 
2PY C6  H6   SING N N 11 
2PY C8  C3   SING Y N 12 
2PY C8  H8   SING N N 13 
2PY C10 C11  DOUB N N 14 
2PY C10 C15  SING N N 15 
2PY C10 H10  SING N N 16 
2PY C13 C12  SING N N 17 
2PY C13 C17  DOUB N N 18 
2PY C13 C14  SING N N 19 
2PY C15 C14  DOUB N N 20 
2PY C15 H15  SING N N 21 
2PY C17 C16  SING N N 22 
2PY C17 C25  SING N N 23 
2PY C20 C19  DOUB Y N 24 
2PY C20 C1   SING N N 25 
2PY C20 C21  SING Y N 26 
2PY C21 C22  DOUB Y N 27 
2PY C21 H21  SING N N 28 
2PY C22 C18  SING Y N 29 
2PY C22 O1   SING N N 30 
2PY C24 O1   SING N N 31 
2PY C24 C23  SING N N 32 
2PY C24 H241 SING N N 33 
2PY C24 H242 SING N N 34 
2PY C1  C2   DOUB Y N 35 
2PY C2  C3   SING Y N 36 
2PY C2  H2   SING N N 37 
2PY N5  HN5  SING N N 38 
2PY C11 C12  SING N N 39 
2PY C11 H11  SING N N 40 
2PY C12 N2   SING N N 41 
2PY C12 H12  SING N N 42 
2PY C14 H14  SING N N 43 
2PY N2  C16  DOUB N N 44 
2PY C16 H16  SING N N 45 
2PY C18 H18  SING N N 46 
2PY C19 H19  SING N N 47 
2PY C23 N4   SING N N 48 
2PY C23 C25  SING N N 49 
2PY C23 H23  SING N N 50 
2PY C25 H251 SING N N 51 
2PY C25 H252 SING N N 52 
2PY N4  HN41 SING N N 53 
2PY N4  HN42 SING N N 54 
# 
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 
2PY SMILES           ACDLabs              10.04 N1=CC(=C2C=CC=CC12)CC(N)COc5cc(c3cc4c(cc3)nnc4)cnc5                                                                                                                        
2PY InChI            InChI                1.02b InChI=1/C23H21N5O/c24-19(8-17-11-26-23-4-2-1-3-21(17)23)14-29-20-9-16(10-25-13-20)15-5-6-22-18(7-15)12-27-28-22/h1-7,9-13,19,23H,8,14,24H2,(H,27,28)/t19-,23?/m0/s1/f/h28H 
2PY InChIKey         InChI                1.02b CAASENZOSQYNPX-MPZXUXMZDW                                                                                                                                                  
2PY SMILES_CANONICAL CACTVS               3.341 N[C@H](COc1cncc(c1)c2ccc3[nH]ncc3c2)CC4=C5C=CC=C[C@@H]5N=C4                                                                                                                
2PY SMILES           CACTVS               3.341 N[CH](COc1cncc(c1)c2ccc3[nH]ncc3c2)CC4=C5C=CC=C[CH]5N=C4                                                                                                                   
2PY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1c3cc(cnc3)OC[C@H](CC4=C5C=CC=CC5N=C4)N)cn[nH]2                                                                                                                   
2PY SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1c3cc(cnc3)OCC(CC4=C5C=CC=CC5N=C4)N)cn[nH]2                                                                                                                       
# 
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 
2PY "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-{[5-(1H-indazol-5-yl)pyridin-3-yl]oxy}-3-[(7aS)-7aH-indol-3-yl]propan-2-amine 
2PY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-(7aH-indol-3-yl)-3-[5-(1H-indazol-5-yl)pyridin-3-yl]oxy-propan-2-amine        
# 
