data_553
# 
_chem_comp.id                                    553 
_chem_comp.name                                  (7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 F N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-18 
_chem_comp.pdbx_modified_date                    2009-02-27 
_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                        275.282 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     553 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3DU8 
_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 
553 O19  O19  O 0 1 N N N 24.299 -14.592 -9.954  -1.373 -3.744 0.078  O19  553 1  
553 C15  C15  C 0 1 N N N 23.256 -14.904 -10.535 -1.741 -2.586 0.020  C15  553 2  
553 N14  N14  N 0 1 N N N 22.883 -14.408 -11.728 -3.049 -2.262 -0.105 N14  553 3  
553 C13  C13  C 0 1 N N N 21.635 -14.738 -12.440 -3.501 -0.899 -0.349 C13  553 4  
553 C12  C12  C 0 1 N N S 20.443 -15.165 -11.556 -2.698 0.143  0.430  C12  553 5  
553 C16  C16  C 0 1 N N N 19.772 -13.964 -10.868 -2.992 1.538  -0.127 C16  553 6  
553 C17  C17  C 0 1 N N N 19.675 -12.730 -11.773 -4.459 1.889  0.125  C17  553 7  
553 F18  F18  F 0 1 N N N 18.655 -12.884 -12.698 -4.728 3.164  -0.384 F18  553 8  
553 C11  C11  C 0 1 Y N N 20.957 -15.975 -10.430 -1.230 -0.162 0.278  C11  553 9  
553 N8   N8   N 0 1 Y N N 20.314 -16.880 -9.686  -0.166 0.640  0.295  N8   553 10 
553 C10  C10  C 0 1 Y N N 22.324 -15.858 -9.890  -0.786 -1.467 0.087  C10  553 11 
553 C9   C9   C 0 1 Y N N 22.455 -16.735 -8.825  0.609  -1.423 -0.013 C9   553 12 
553 C7   C7   C 0 1 Y N N 21.195 -17.335 -8.757  0.974  -0.115 0.109  C7   553 13 
553 C5   C5   C 0 1 Y N N 20.608 -18.308 -7.807  2.355  0.405  0.063  C5   553 14 
553 C6   C6   C 0 1 Y N N 21.265 -18.559 -6.590  2.605  1.775  0.214  C6   553 15 
553 C1   C1   C 0 1 Y N N 20.658 -19.455 -5.710  3.914  2.214  0.164  C1   553 16 
553 N4   N4   N 0 1 Y N N 19.379 -18.869 -8.054  3.385  -0.423 -0.117 N4   553 17 
553 C3   C3   C 0 1 Y N N 18.819 -19.734 -7.169  4.623  0.042  -0.158 C3   553 18 
553 N2   N2   N 0 1 Y N N 19.458 -20.011 -5.999  4.887  1.334  -0.023 N2   553 19 
553 N20  N20  N 0 1 N N N 17.632 -20.320 -7.486  5.670  -0.844 -0.346 N20  553 20 
553 HN14 HN14 H 0 0 N N N 23.505 -13.761 -12.169 -3.713 -2.965 -0.030 HN14 553 21 
553 H13  H13  H 0 1 N N N 21.327 -13.840 -12.995 -3.414 -0.685 -1.414 H13  553 22 
553 H13A H13A H 0 0 N N N 21.870 -15.610 -13.069 -4.550 -0.820 -0.062 H13A 553 23 
553 H12  H12  H 0 1 N N N 19.736 -15.692 -12.214 -2.974 0.105  1.483  H12  553 24 
553 H16  H16  H 0 1 N N N 18.753 -14.259 -10.576 -2.353 2.269  0.369  H16  553 25 
553 H16A H16A H 0 0 N N N 20.393 -13.690 -10.002 -2.794 1.551  -1.199 H16A 553 26 
553 H17  H17  H 0 1 N N N 19.469 -11.845 -11.154 -5.098 1.158  -0.370 H17  553 27 
553 H17A H17A H 0 0 N N N 20.627 -12.607 -12.310 -4.657 1.877  1.197  H17A 553 28 
553 H9   H9   H 0 1 N N N 23.319 -16.911 -8.201  1.271  -2.262 -0.169 H9   553 29 
553 H6   H6   H 0 1 N N N 22.201 -18.078 -6.346  1.794  2.471  0.365  H6   553 30 
553 H1   H1   H 0 1 N N N 21.153 -19.709 -4.784  4.142  3.263  0.276  H1   553 31 
553 HN20 HN20 H 0 0 N N N 17.098 -20.464 -6.653  5.491  -1.792 -0.445 HN20 553 32 
553 HN2A HN2A H 0 0 N N N 17.123 -19.726 -8.110  6.582  -0.516 -0.378 HN2A 553 33 
553 HN8  HN8  H 0 1 N N N 19.362 -17.168 -9.793  -0.189 1.602  0.418  HN8  553 34 
# 
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 
553 C15 O19  DOUB N N 1  
553 N14 C15  SING N N 2  
553 C15 C10  SING N N 3  
553 C13 N14  SING N N 4  
553 N14 HN14 SING N N 5  
553 C13 C12  SING N N 6  
553 C13 H13  SING N N 7  
553 C13 H13A SING N N 8  
553 C12 C16  SING N N 9  
553 C12 C11  SING N N 10 
553 C12 H12  SING N N 11 
553 C17 C16  SING N N 12 
553 C16 H16  SING N N 13 
553 C16 H16A SING N N 14 
553 F18 C17  SING N N 15 
553 C17 H17  SING N N 16 
553 C17 H17A SING N N 17 
553 C11 C10  DOUB Y N 18 
553 C11 N8   SING Y N 19 
553 N8  C7   SING Y N 20 
553 C10 C9   SING N N 21 
553 C9  C7   DOUB Y N 22 
553 C9  H9   SING Y N 23 
553 C7  C5   SING N N 24 
553 N4  C5   DOUB N N 25 
553 C5  C6   SING Y N 26 
553 C6  C1   DOUB Y N 27 
553 C6  H6   SING N N 28 
553 N2  C1   SING N N 29 
553 C1  H1   SING Y N 30 
553 N4  C3   SING Y N 31 
553 N20 C3   SING Y N 32 
553 C3  N2   DOUB Y N 33 
553 N20 HN20 SING N N 34 
553 N20 HN2A SING N N 35 
553 N8  HN8  SING N N 36 
# 
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 
553 SMILES           ACDLabs              10.04 O=C2c1cc(nc1C(CN2)CCF)c3nc(ncc3)N                                                                                                              
553 InChI            InChI                1.02b InChI=1/C13H14FN5O/c14-3-1-7-6-17-12(20)8-5-10(18-11(7)8)9-2-4-16-13(15)19-9/h2,4-5,7,18H,1,3,6H2,(H,17,20)(H2,15,16,19)/t7-/m0/s1/f/h17H,15H2 
553 InChIKey         InChI                1.02b LCBAQTCTQXHTJG-ZVZSNNFYDS                                                                                                                      
553 SMILES_CANONICAL CACTVS               3.341 Nc1nccc(n1)c2[nH]c3[C@@H](CCF)CNC(=O)c3c2                                                                                                      
553 SMILES           CACTVS               3.341 Nc1nccc(n1)c2[nH]c3[CH](CCF)CNC(=O)c3c2                                                                                                        
553 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cnc(nc1c2cc3c([nH]2)[C@H](CNC3=O)CCF)N                                                                                                       
553 SMILES           "OpenEye OEToolkits" 1.5.0 c1cnc(nc1c2cc3c([nH]2)C(CNC3=O)CCF)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 
553 "SYSTEMATIC NAME" ACDLabs              10.04 (7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one 
553 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one     
# 
