data_4PY
# 
_chem_comp.id                                    4PY 
_chem_comp.name                                  (2S)-1-(6H-INDOL-3-YL)-3-{[5-(7H-PYRAZOLO[3,4-C]PYRIDIN-5-YL)PYRIDIN-3-YL]OXY}PROPAN-2-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-02 
_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                        384.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4PY 
_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                  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 
4PY C4   C4   C 0 1 N N N 13.374 13.089 1.365  4.759  6.187 -1.194 C4   4PY 1  
4PY C5   C5   C 0 1 N N N 15.574 10.131 1.272  7.626  6.743 0.911  C5   4PY 2  
4PY C6   C6   C 0 1 N N N 14.398 10.790 3.536  7.892  5.226 -1.194 C6   4PY 3  
4PY C8   C8   C 0 1 N N N 14.505 12.590 -1.197 4.416  7.879 1.132  C8   4PY 4  
4PY C10  C10  C 0 1 N N S 13.415 9.598  3.841  8.546  3.999 -0.510 C10  4PY 5  
4PY C15  C15  C 0 1 Y N N 10.835 9.987  1.130  5.401  2.150 -0.507 C15  4PY 6  
4PY C17  C17  C 0 1 Y N N 10.942 10.160 -0.271 5.177  1.686 0.771  C17  4PY 7  
4PY C20  C20  C 0 1 N N N 6.962  10.070 1.411  1.893  1.926 -1.863 C20  4PY 8  
4PY C21  C21  C 0 1 Y N N 8.594  10.267 -0.515 2.938  1.396 0.348  C21  4PY 9  
4PY C22  C22  C 0 1 N N N 6.643  10.166 2.797  1.945  2.997 -2.897 C22  4PY 10 
4PY C24  C24  C 0 1 N N N 5.309  10.123 3.208  0.891  3.054 -3.693 C24  4PY 11 
4PY C26  C26  C 0 1 N N N 4.250  9.980  2.219  -0.220 2.143 -3.575 C26  4PY 12 
4PY C1   C1   C 0 1 N N N 14.238 11.993 1.171  5.825  6.490 -0.271 C1   4PY 13 
4PY C2   C2   C 0 1 N N N 14.729 10.964 2.051  7.098  6.083 -0.294 C2   4PY 14 
4PY C3   C3   C 0 1 N N N 14.810 11.740 -0.128 5.616  7.341 0.883  C3   4PY 15 
4PY N7   N7   N 0 1 N N N 15.617 10.596 -0.011 6.783  7.464 1.588  N7   4PY 16 
4PY C9   C9   C 0 1 N N N 13.065 13.955 0.275  3.545  6.717 -0.965 C9   4PY 17 
4PY C11  C11  C 0 1 N N N 13.633 13.702 -1.008 3.236  7.618 0.218  C11  4PY 18 
4PY C12  C12  C 0 1 N N N 11.952 9.693  3.318  7.522  3.035 0.102  C12  4PY 19 
4PY N13  N13  N 0 1 N N N 14.005 8.354  3.333  9.335  3.262 -1.501 N13  4PY 20 
4PY O14  O14  O 0 1 N N N 12.009 9.858  1.894  6.659  2.522 -0.904 O14  4PY 21 
4PY C16  C16  C 0 1 Y N N 9.522  9.956  1.696  4.335  2.235 -1.384 C16  4PY 22 
4PY C18  C18  C 0 1 Y N N 8.366  10.099 0.869  3.069  1.850 -0.954 C18  4PY 23 
4PY N19  N19  N 0 1 Y N N 9.847  10.297 -1.069 3.963  1.304 1.225  N19  4PY 24 
4PY N23  N23  N 0 1 N N N 5.892  9.936  0.503  0.943  1.071 -1.703 N23  4PY 25 
4PY C25  C25  C 0 1 N N N 4.581  9.891  0.880  -0.253 1.072 -2.549 C25  4PY 26 
4PY C27  C27  C 0 1 N N N 4.675  10.194 4.524  0.497  3.889 -4.805 C27  4PY 27 
4PY N28  N28  N 0 1 N N N 3.104  9.974  2.980  -1.135 2.397 -4.472 N28  4PY 28 
4PY N29  N29  N 0 1 N N N 3.367  10.098 4.298  -0.666 3.531 -5.267 N29  4PY 29 
4PY H4   H4   H 0 1 N N N 12.946 13.273 2.339  4.940  5.549 -2.050 H4   4PY 30 
4PY H5   H5   H 0 1 N N N 16.102 9.263  1.638  8.682  6.607 1.183  H5   4PY 31 
4PY H61  1H6  H 0 1 N N N 15.339 10.599 4.073  7.231  4.875 -2.004 H61  4PY 32 
4PY H62  2H6  H 0 1 N N N 13.893 11.712 3.861  8.677  5.828 -1.682 H62  4PY 33 
4PY H8   H8   H 0 1 N N N 14.933 12.403 -2.171 4.265  8.517 1.997  H8   4PY 34 
4PY H10  H10  H 0 1 N N N 13.307 9.635  4.935  9.219  4.358 0.278  H10  4PY 35 
4PY H17  H17  H 0 1 N N N 11.923 10.184 -0.721 5.983  1.603 1.494  H17  4PY 36 
4PY H21  H21  H 0 1 N N N 7.740  10.377 -1.167 1.975  1.082 0.741  H21  4PY 37 
4PY H22  H22  H 0 1 N N N 7.431  10.272 3.528  2.791  3.667 -2.968 H22  4PY 38 
4PY H9   H9   H 0 1 N N N 12.405 14.797 0.420  2.732  6.499 -1.651 H9   4PY 39 
4PY H111 1H11 H 0 0 N N N 14.220 14.596 -1.263 2.867  8.577 -0.161 H111 4PY 40 
4PY H112 2H11 H 0 0 N N N 12.762 13.456 -1.633 2.432  7.160 0.806  H112 4PY 41 
4PY H121 1H12 H 0 0 N N N 11.442 10.552 3.778  6.914  3.532 0.867  H121 4PY 42 
4PY H122 2H12 H 0 0 N N N 11.390 8.784  3.578  8.026  2.179 0.565  H122 4PY 43 
4PY H131 1H13 H 0 0 N N N 14.139 8.427  2.345  9.303  3.575 -2.445 H131 4PY 44 
4PY H132 2H13 H 0 0 N N N 14.887 8.197  3.778  9.699  2.376 -1.238 H132 4PY 45 
4PY H16  H16  H 0 1 N N N 9.403  9.823  2.761  4.484  2.597 -2.399 H16  4PY 46 
4PY H251 1H25 H 0 0 N N N 4.090  10.742 0.385  -1.140 1.213 -1.923 H251 4PY 47 
4PY H252 2H25 H 0 0 N N N 4.261  8.877  0.597  -0.341 0.105 -3.055 H252 4PY 48 
4PY H27  H27  H 0 1 N N N 5.166  10.302 5.480  1.129  4.707 -5.173 H27  4PY 49 
# 
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 
4PY C4  C9   DOUB N N 1  
4PY C4  C1   SING N N 2  
4PY C4  H4   SING N N 3  
4PY C5  N7   DOUB N N 4  
4PY C5  C2   SING N N 5  
4PY C5  H5   SING N N 6  
4PY C6  C2   SING N N 7  
4PY C6  C10  SING N N 8  
4PY C6  H61  SING N N 9  
4PY C6  H62  SING N N 10 
4PY C8  C11  SING N N 11 
4PY C8  C3   DOUB N N 12 
4PY C8  H8   SING N N 13 
4PY C10 C12  SING N N 14 
4PY C10 N13  SING N N 15 
4PY C10 H10  SING N N 16 
4PY C15 C17  DOUB Y N 17 
4PY C15 C16  SING Y N 18 
4PY C15 O14  SING N N 19 
4PY C17 N19  SING Y N 20 
4PY C17 H17  SING N N 21 
4PY C20 N23  DOUB N N 22 
4PY C20 C18  SING N N 23 
4PY C20 C22  SING N N 24 
4PY C21 N19  DOUB Y N 25 
4PY C21 C18  SING Y N 26 
4PY C21 H21  SING N N 27 
4PY C22 C24  DOUB N N 28 
4PY C22 H22  SING N N 29 
4PY C24 C26  SING N N 30 
4PY C24 C27  SING N N 31 
4PY C26 C25  SING N N 32 
4PY C26 N28  DOUB N N 33 
4PY C1  C3   SING N N 34 
4PY C1  C2   DOUB N N 35 
4PY C3  N7   SING N N 36 
4PY C9  C11  SING N N 37 
4PY C9  H9   SING N N 38 
4PY C11 H111 SING N N 39 
4PY C11 H112 SING N N 40 
4PY C12 O14  SING N N 41 
4PY C12 H121 SING N N 42 
4PY C12 H122 SING N N 43 
4PY N13 H131 SING N N 44 
4PY N13 H132 SING N N 45 
4PY C16 C18  DOUB Y N 46 
4PY C16 H16  SING N N 47 
4PY N23 C25  SING N N 48 
4PY C25 H251 SING N N 49 
4PY C25 H252 SING N N 50 
4PY C27 N29  DOUB N N 51 
4PY C27 H27  SING N N 52 
4PY N28 N29  SING N N 53 
# 
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 
4PY SMILES           ACDLabs              10.04 N2=C(C=C1C=NN=C1C2)c5cc(OCC(N)CC3=C4C=CCC=C4N=C3)cnc5                                                                                                     
4PY InChI            InChI                1.02b InChI=1/C22H20N6O/c23-17(5-14-9-25-20-4-2-1-3-19(14)20)13-29-18-6-15(8-24-11-18)21-7-16-10-27-28-22(16)12-26-21/h1,3-4,6-11,17H,2,5,12-13,23H2/t17-/m0/s1 
4PY InChIKey         InChI                1.02b CCIACUJJBPSOHE-KRWDZBQOBX                                                                                                                                 
4PY SMILES_CANONICAL CACTVS               3.341 N[C@H](COc1cncc(c1)C2=NCC3=NN=CC3=C2)CC4=C5C=CCC=C5N=C4                                                                                                   
4PY SMILES           CACTVS               3.341 N[CH](COc1cncc(c1)C2=NCC3=NN=CC3=C2)CC4=C5C=CCC=C5N=C4                                                                                                    
4PY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(cncc1OC[C@H](CC2=C3C=CCC=C3N=C2)N)C4=NCC5=NN=CC5=C4                                                                                                   
4PY SMILES           "OpenEye OEToolkits" 1.5.0 c1c(cncc1OCC(CC2=C3C=CCC=C3N=C2)N)C4=NCC5=NN=CC5=C4                                                                                                       
# 
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 
4PY "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-(6H-indol-3-yl)-3-{[5-(7H-pyrazolo[3,4-c]pyridin-5-yl)pyridin-3-yl]oxy}propan-2-amine 
4PY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-(6H-indol-3-yl)-3-[5-(7H-pyrazolo[4,3-d]pyridin-5-yl)pyridin-3-yl]oxy-propan-2-amine  
# 
