data_S03
# 
_chem_comp.id                                    S03 
_chem_comp.name                                  1-{4-[4-AMINO-5-(3-METHOXYPHENYL)-7H-PYRROLO[2,3-D]PYRIMIDIN-7-YL]BENZYL}PIPERIDIN-4-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-07 
_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                        429.514 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S03 
_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        1YOL 
_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 
S03 N33  N33  N 0 1 N N N 1.493  27.565 32.633 5.043  2.136  0.841  N33  S03 1  
S03 C1   C1   C 0 1 Y N N 1.085  26.607 31.763 3.713  2.507  0.755  C1   S03 2  
S03 N6   N6   N 0 1 Y N N -0.242 26.493 31.491 3.321  3.725  1.120  N6   S03 3  
S03 C5   C5   C 0 1 Y N N -0.724 25.568 30.626 2.052  4.083  1.039  C5   S03 4  
S03 C2   C2   C 0 1 Y N N 1.962  25.717 31.109 2.746  1.609  0.286  C2   S03 5  
S03 C9   C9   C 0 1 Y N N 3.342  25.553 31.107 2.764  0.225  -0.207 C9   S03 6  
S03 C10  C10  C 0 1 Y N N 4.337  26.293 31.932 3.949  -0.658 -0.325 C10  S03 7  
S03 C11  C11  C 0 1 Y N N 5.483  26.896 31.415 5.100  -0.202 -0.966 C11  S03 8  
S03 C12  C12  C 0 1 Y N N 6.381  27.546 32.274 6.202  -1.027 -1.073 C12  S03 9  
S03 C13  C13  C 0 1 Y N N 6.138  27.578 33.648 6.168  -2.305 -0.547 C13  S03 10 
S03 C14  C14  C 0 1 Y N N 4.999  26.955 34.150 5.026  -2.766 0.093  C14  S03 11 
S03 O16  O16  O 0 1 N N N 4.658  26.937 35.477 4.997  -4.023 0.609  O16  S03 12 
S03 C17  C17  C 0 1 N N N 5.619  26.798 36.504 6.271  -4.611 0.337  C17  S03 13 
S03 C15  C15  C 0 1 Y N N 4.120  26.323 33.290 3.914  -1.948 0.201  C15  S03 14 
S03 C8   C8   C 0 1 Y N N 3.699  24.492 30.267 1.485  -0.088 -0.528 C8   S03 15 
S03 C3   C3   C 0 1 Y N N 1.491  24.780 30.228 1.409  2.035  0.209  C3   S03 16 
S03 N4   N4   N 0 1 Y N N 0.074  24.693 29.971 1.112  3.274  0.599  N4   S03 17 
S03 N7   N7   N 0 1 Y N N 2.520  24.048 29.761 0.673  0.987  -0.282 N7   S03 18 
S03 C18  C18  C 0 1 Y N N 2.451  23.058 28.834 -0.711 1.013  -0.500 C18  S03 19 
S03 C19  C19  C 0 1 Y N N 3.041  21.786 28.928 -1.231 0.600  -1.719 C19  S03 20 
S03 C20  C20  C 0 1 Y N N 2.948  20.805 27.908 -2.595 0.625  -1.931 C20  S03 21 
S03 C23  C23  C 0 1 Y N N 1.795  23.280 27.631 -1.566 1.446  0.505  C23  S03 22 
S03 C22  C22  C 0 1 Y N N 1.696  22.336 26.618 -2.929 1.474  0.286  C22  S03 23 
S03 C21  C21  C 0 1 Y N N 2.266  21.074 26.719 -3.444 1.062  -0.930 C21  S03 24 
S03 C24  C24  C 0 1 N N N 2.054  20.172 25.504 -4.932 1.089  -1.164 C24  S03 25 
S03 N26  N26  N 0 1 N N N 2.726  18.885 25.335 -5.515 -0.197 -0.759 N26  S03 26 
S03 C27  C27  C 0 1 N N N 4.005  18.818 24.656 -6.971 -0.025 -0.780 C27  S03 27 
S03 C28  C28  C 0 1 N N N 3.833  18.435 23.178 -7.653 -1.329 -0.360 C28  S03 28 
S03 C31  C31  C 0 1 N N N 1.935  17.657 25.265 -5.122 -0.417 0.637  C31  S03 29 
S03 C30  C30  C 0 1 N N N 1.539  17.379 23.814 -5.701 -1.743 1.135  C30  S03 30 
S03 C29  C29  C 0 1 N N N 2.678  17.502 22.778 -7.230 -1.680 1.070  C29  S03 31 
S03 O32  O32  O 0 1 N N N 3.207  16.222 22.412 -7.777 -2.950 1.432  O32  S03 32 
S03 H331 1H33 H 0 0 N N N 2.372  27.935 32.333 5.702  2.766  1.172  H331 S03 33 
S03 H332 2H33 H 0 0 N N N 1.593  27.167 33.545 5.316  1.245  0.572  H332 S03 34 
S03 H5   H5   H 0 1 N N N -1.789 25.527 30.452 1.775  5.080  1.346  H5   S03 35 
S03 H11  H11  H 0 1 N N N 5.679  26.863 30.353 5.130  0.796  -1.378 H11  S03 36 
S03 H12  H12  H 0 1 N N N 7.262  28.023 31.871 7.093  -0.673 -1.570 H12  S03 37 
S03 H13  H13  H 0 1 N N N 6.825  28.080 34.313 7.033  -2.946 -0.634 H13  S03 38 
S03 H171 1H17 H 0 0 N N N 5.429  25.868 37.060 7.053  -4.016 0.809  H171 S03 39 
S03 H172 2H17 H 0 0 N N N 5.550  27.656 37.189 6.296  -5.625 0.734  H172 S03 40 
S03 H173 3H17 H 0 0 N N N 6.626  26.762 36.062 6.436  -4.638 -0.740 H173 S03 41 
S03 H15  H15  H 0 1 N N N 3.242  25.841 33.694 3.024  -2.306 0.698  H15  S03 42 
S03 H8   H8   H 0 1 N N N 4.690  24.112 30.066 1.156  -1.039 -0.918 H8   S03 43 
S03 H19  H19  H 0 1 N N N 3.594  21.543 29.823 -0.569 0.259  -2.501 H19  S03 44 
S03 H20  H20  H 0 1 N N N 3.410  19.839 28.052 -3.000 0.304  -2.879 H20  S03 45 
S03 H23  H23  H 0 1 N N N 1.334  24.244 27.474 -1.164 1.767  1.455  H23  S03 46 
S03 H22  H22  H 0 1 N N N 1.156  22.593 25.719 -3.594 1.815  1.066  H22  S03 47 
S03 H241 1H24 H 0 0 N N N 2.503  20.770 24.697 -5.378 1.891  -0.576 H241 S03 48 
S03 H242 2H24 H 0 0 N N N 0.979  19.937 25.505 -5.130 1.261  -2.222 H242 S03 49 
S03 H271 1H27 H 0 0 N N N 4.619  18.048 25.146 -7.253 0.770  -0.089 H271 S03 50 
S03 H272 2H27 H 0 0 N N N 4.490  19.803 24.714 -7.290 0.242  -1.788 H272 S03 51 
S03 H281 1H28 H 0 0 N N N 4.739  17.858 22.942 -8.735 -1.204 -0.400 H281 S03 52 
S03 H282 2H28 H 0 0 N N N 3.676  19.376 22.630 -7.353 -2.130 -1.036 H282 S03 53 
S03 H311 1H31 H 0 0 N N N 1.026  17.774 25.874 -4.034 -0.448 0.706  H311 S03 54 
S03 H312 2H31 H 0 0 N N N 2.532  16.816 25.648 -5.500 0.398  1.253  H312 S03 55 
S03 H301 1H30 H 0 0 N N N 0.799  18.148 23.547 -5.387 -1.913 2.165  H301 S03 56 
S03 H302 2H30 H 0 0 N N N 1.159  16.348 23.767 -5.342 -2.557 0.504  H302 S03 57 
S03 H29  H29  H 0 1 N N N 2.187  17.971 21.913 -7.595 -0.917 1.756  H29  S03 58 
S03 H32  H32  H 0 1 N N N 3.324  16.185 21.470 -7.487 -3.132 2.336  H32  S03 59 
# 
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 
S03 N33 C1   SING N N 1  
S03 N33 H331 SING N N 2  
S03 N33 H332 SING N N 3  
S03 C1  N6   SING Y N 4  
S03 C1  C2   DOUB Y N 5  
S03 N6  C5   DOUB Y N 6  
S03 C5  N4   SING Y N 7  
S03 C5  H5   SING N N 8  
S03 C2  C9   SING Y N 9  
S03 C2  C3   SING Y N 10 
S03 C9  C10  SING N N 11 
S03 C9  C8   DOUB Y N 12 
S03 C10 C11  SING Y N 13 
S03 C10 C15  DOUB Y N 14 
S03 C11 C12  DOUB Y N 15 
S03 C11 H11  SING N N 16 
S03 C12 C13  SING Y N 17 
S03 C12 H12  SING N N 18 
S03 C13 C14  DOUB Y N 19 
S03 C13 H13  SING N N 20 
S03 C14 O16  SING N N 21 
S03 C14 C15  SING Y N 22 
S03 O16 C17  SING N N 23 
S03 C17 H171 SING N N 24 
S03 C17 H172 SING N N 25 
S03 C17 H173 SING N N 26 
S03 C15 H15  SING N N 27 
S03 C8  N7   SING Y N 28 
S03 C8  H8   SING N N 29 
S03 C3  N4   DOUB Y N 30 
S03 C3  N7   SING Y N 31 
S03 N7  C18  SING N N 32 
S03 C18 C19  DOUB Y N 33 
S03 C18 C23  SING Y N 34 
S03 C19 C20  SING Y N 35 
S03 C19 H19  SING N N 36 
S03 C20 C21  DOUB Y N 37 
S03 C20 H20  SING N N 38 
S03 C23 C22  DOUB Y N 39 
S03 C23 H23  SING N N 40 
S03 C22 C21  SING Y N 41 
S03 C22 H22  SING N N 42 
S03 C21 C24  SING N N 43 
S03 C24 N26  SING N N 44 
S03 C24 H241 SING N N 45 
S03 C24 H242 SING N N 46 
S03 N26 C27  SING N N 47 
S03 N26 C31  SING N N 48 
S03 C27 C28  SING N N 49 
S03 C27 H271 SING N N 50 
S03 C27 H272 SING N N 51 
S03 C28 C29  SING N N 52 
S03 C28 H281 SING N N 53 
S03 C28 H282 SING N N 54 
S03 C31 C30  SING N N 55 
S03 C31 H311 SING N N 56 
S03 C31 H312 SING N N 57 
S03 C30 C29  SING N N 58 
S03 C30 H301 SING N N 59 
S03 C30 H302 SING N N 60 
S03 C29 O32  SING N N 61 
S03 C29 H29  SING N N 62 
S03 O32 H32  SING N N 63 
# 
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 
S03 SMILES           ACDLabs              10.04 O(c1cccc(c1)c3c2c(ncnc2n(c3)c4ccc(cc4)CN5CCC(O)CC5)N)C                                                                                                                             
S03 InChI            InChI                1.02b InChI=1/C25H27N5O2/c1-32-21-4-2-3-18(13-21)22-15-30(25-23(22)24(26)27-16-28-25)19-7-5-17(6-8-19)14-29-11-9-20(31)10-12-29/h2-8,13,15-16,20,31H,9-12,14H2,1H3,(H2,26,27,28)/f/h26H2 
S03 InChIKey         InChI                1.02b WUYMUVBIVVABRN-CKFYMFOVCR                                                                                                                                                          
S03 SMILES_CANONICAL CACTVS               3.341 COc1cccc(c1)c2cn(c3ccc(CN4CCC(O)CC4)cc3)c5ncnc(N)c25                                                                                                                               
S03 SMILES           CACTVS               3.341 COc1cccc(c1)c2cn(c3ccc(CN4CCC(O)CC4)cc3)c5ncnc(N)c25                                                                                                                               
S03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cccc(c1)c2cn(c3c2c(ncn3)N)c4ccc(cc4)CN5CCC(CC5)O                                                                                                                               
S03 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cccc(c1)c2cn(c3c2c(ncn3)N)c4ccc(cc4)CN5CCC(CC5)O                                                                                                                               
# 
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 
S03 "SYSTEMATIC NAME" ACDLabs              10.04 1-{4-[4-amino-5-(3-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]benzyl}piperidin-4-ol     
S03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[[4-[4-amino-5-(3-methoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperidin-4-ol 
# 
