data_AIA
# 
_chem_comp.id                                    AIA 
_chem_comp.name                                  (1S)-2-[(2S,5R)-2-(AMINOMETHYL)-5-ETHYNYLPYRROLIDIN-1-YL]-1-CYCLOPENTYL-2-OXOETHANAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H23 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-28 
_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                        249.352 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AIA 
_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        2GBF 
_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 
AIA C2   C2   C 0 1 N N R 14.277 39.318 -83.274 1.151  -1.351 0.855  C2   AIA 1  
AIA C3   C3   C 0 1 N N S 16.303 38.039 -83.799 2.508  0.525  0.251  C3   AIA 2  
AIA C4   C4   C 0 1 N N N 14.808 37.193 -81.951 0.067  0.911  0.688  C4   AIA 3  
AIA C5   C5   C 0 1 N N N 14.705 39.653 -84.705 2.613  -1.680 1.245  C5   AIA 4  
AIA C6   C6   C 0 1 N N N 14.643 40.417 -82.337 0.768  -2.085 -0.363 C6   AIA 5  
AIA C7   C7   C 0 1 N N N 16.170 39.240 -84.762 3.406  -0.728 0.311  C7   AIA 6  
AIA C8   C8   C 0 1 N N N 17.642 38.286 -83.087 2.521  1.107  -1.164 C8   AIA 7  
AIA C9   C9   C 0 1 N N S 13.514 37.361 -81.106 -1.250 0.362  1.174  C9   AIA 8  
AIA N1   N1   N 0 1 N N N 15.097 38.124 -82.937 1.144  0.105  0.605  N1   AIA 9  
AIA O10  O10  O 0 1 N N N 15.513 36.221 -81.698 0.158  2.078  0.371  O10  AIA 10 
AIA C11  C11  C 0 1 N N N 14.962 41.257 -81.554 0.463  -2.670 -1.334 C11  AIA 11 
AIA N12  N12  N 0 1 N N N 17.688 38.586 -81.772 3.869  1.602  -1.477 N12  AIA 12 
AIA C13  C13  C 0 1 N N N 13.663 38.085 -79.754 -1.943 -0.384 0.032  C13  AIA 13 
AIA N14  N14  N 0 1 N N N 12.976 36.028 -80.930 -2.104 1.468  1.627  N14  AIA 14 
AIA C16  C16  C 0 1 N N N 12.342 38.540 -79.132 -3.319 -0.895 0.496  C16  AIA 15 
AIA C17  C17  C 0 1 N N N 14.301 37.300 -78.614 -2.204 0.577  -1.146 C17  AIA 16 
AIA C18  C18  C 0 1 N N N 12.730 38.959 -77.714 -4.368 -0.226 -0.417 C18  AIA 17 
AIA C19  C19  C 0 1 N N N 13.997 38.156 -77.379 -3.580 0.132  -1.701 C19  AIA 18 
AIA H2   H2   H 0 1 N N N 13.191 39.163 -83.194 0.475  -1.598 1.673  H2   AIA 19 
AIA H3   H3   H 0 1 N N N 16.330 37.026 -84.227 2.863  1.271  0.962  H3   AIA 20 
AIA H51  1H5  H 0 1 N N N 14.584 40.726 -84.917 2.849  -2.723 1.032  H51  AIA 21 
AIA H52  2H5  H 0 1 N N N 14.093 39.135 -85.458 2.800  -1.445 2.293  H52  AIA 22 
AIA H71  1H7  H 0 1 N N N 16.455 38.953 -85.785 3.523  -1.168 -0.679 H71  AIA 23 
AIA H72  2H7  H 0 1 N N N 16.835 40.067 -84.472 4.378  -0.486 0.743  H72  AIA 24 
AIA H81  1H8  H 0 1 N N N 18.217 37.355 -83.201 1.809  1.929  -1.226 H81  AIA 25 
AIA H82  2H8  H 0 1 N N N 18.011 39.206 -83.564 2.244  0.332  -1.879 H82  AIA 26 
AIA H9   H9   H 0 1 N N N 12.841 38.035 -81.656 -1.074 -0.324 2.002  H9   AIA 27 
AIA H11  H11  H 0 1 N N N 15.230 41.962 -80.897 0.190  -3.194 -2.202 H11  AIA 28 
AIA H121 1H12 H 0 0 N N N 17.699 37.741 -81.237 3.853  1.894  -2.443 H121 AIA 29 
AIA H122 2H12 H 0 0 N N N 18.515 39.113 -81.579 4.007  2.435  -0.924 H122 AIA 30 
AIA H13  H13  H 0 1 N N N 14.312 38.909 -80.086 -1.326 -1.220 -0.296 H13  AIA 31 
AIA H141 1H14 H 0 0 N N N 12.852 35.597 -81.824 -1.626 1.906  2.400  H141 AIA 32 
AIA H142 2H14 H 0 0 N N N 13.610 35.482 -80.382 -2.125 2.144  0.878  H142 AIA 33 
AIA H161 1H16 H 0 0 N N N 11.903 39.379 -79.692 -3.369 -1.979 0.391  H161 AIA 34 
AIA H162 2H16 H 0 0 N N N 11.575 37.751 -79.145 -3.492 -0.611 1.534  H162 AIA 35 
AIA H171 1H17 H 0 0 N N N 13.867 36.293 -78.524 -2.250 1.608  -0.794 H171 AIA 36 
AIA H172 2H17 H 0 0 N N N 15.378 37.132 -78.762 -1.432 0.467  -1.907 H172 AIA 37 
AIA H181 1H18 H 0 0 N N N 12.929 40.040 -77.667 -5.174 -0.923 -0.646 H181 AIA 38 
AIA H182 2H18 H 0 0 N N N 11.921 38.759 -76.996 -4.763 0.675  0.053  H182 AIA 39 
AIA H191 1H19 H 0 0 N N N 13.829 37.518 -76.499 -3.473 -0.741 -2.345 H191 AIA 40 
AIA H192 2H19 H 0 0 N N N 14.839 38.821 -77.138 -4.064 0.950  -2.235 H192 AIA 41 
# 
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 
AIA C2  C5   SING N N 1  
AIA C2  C6   SING N N 2  
AIA C2  N1   SING N N 3  
AIA C2  H2   SING N N 4  
AIA C3  C7   SING N N 5  
AIA C3  C8   SING N N 6  
AIA C3  N1   SING N N 7  
AIA C3  H3   SING N N 8  
AIA C4  C9   SING N N 9  
AIA C4  N1   SING N N 10 
AIA C4  O10  DOUB N N 11 
AIA C5  C7   SING N N 12 
AIA C5  H51  SING N N 13 
AIA C5  H52  SING N N 14 
AIA C6  C11  TRIP N N 15 
AIA C7  H71  SING N N 16 
AIA C7  H72  SING N N 17 
AIA C8  N12  SING N N 18 
AIA C8  H81  SING N N 19 
AIA C8  H82  SING N N 20 
AIA C9  C13  SING N N 21 
AIA C9  N14  SING N N 22 
AIA C9  H9   SING N N 23 
AIA C11 H11  SING N N 24 
AIA N12 H121 SING N N 25 
AIA N12 H122 SING N N 26 
AIA C13 C16  SING N N 27 
AIA C13 C17  SING N N 28 
AIA C13 H13  SING N N 29 
AIA N14 H141 SING N N 30 
AIA N14 H142 SING N N 31 
AIA C16 C18  SING N N 32 
AIA C16 H161 SING N N 33 
AIA C16 H162 SING N N 34 
AIA C17 C19  SING N N 35 
AIA C17 H171 SING N N 36 
AIA C17 H172 SING N N 37 
AIA C18 C19  SING N N 38 
AIA C18 H181 SING N N 39 
AIA C18 H182 SING N N 40 
AIA C19 H191 SING N N 41 
AIA C19 H192 SING N N 42 
# 
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 
AIA SMILES           ACDLabs              10.04 O=C(N1C(C#C)CCC1CN)C(N)C2CCCC2                                                                                 
AIA InChI            InChI                1.02b InChI=1/C14H23N3O/c1-2-11-7-8-12(9-15)17(11)14(18)13(16)10-5-3-4-6-10/h1,10-13H,3-9,15-16H2/t11-,12-,13-/m0/s1 
AIA InChIKey         InChI                1.02b XYVMJMYCUZCIPB-AVGNSLFABC                                                                                      
AIA SMILES_CANONICAL CACTVS               3.341 NC[C@@H]1CC[C@H](C#C)N1C(=O)[C@@H](N)C2CCCC2                                                                   
AIA SMILES           CACTVS               3.341 NC[CH]1CC[CH](C#C)N1C(=O)[CH](N)C2CCCC2                                                                        
AIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C#C[C@H]1CC[C@H](N1C(=O)[C@H](C2CCCC2)N)CN                                                                     
AIA SMILES           "OpenEye OEToolkits" 1.5.0 C#CC1CCC(N1C(=O)C(C2CCCC2)N)CN                                                                                 
# 
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 
AIA "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-2-[(2S,5R)-2-(aminomethyl)-5-ethynylpyrrolidin-1-yl]-1-cyclopentyl-2-oxoethanamine   
AIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-amino-1-[(2S,5R)-2-(aminomethyl)-5-ethynyl-pyrrolidin-1-yl]-2-cyclopentyl-ethanone 
# 
