data_MI1
# 
_chem_comp.id                                    MI1 
_chem_comp.name                                  3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CP-690,550 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-24 
_chem_comp.pdbx_modified_date                    2009-01-30 
_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                        312.370 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MI1 
_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        3EYG 
_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 
MI1 C1   C1   C 0 1 N N R 11.400 14.076 -15.349 -0.285 -0.034 -0.094 C1   MI1 1  
MI1 C2   C2   C 0 1 N N N 11.111 14.198 -16.832 -1.465 0.681  -0.759 C2   MI1 2  
MI1 C4   C4   C 0 1 N N N 10.043 11.904 -16.962 -2.652 -1.541 -0.986 C4   MI1 3  
MI1 C5   C5   C 0 1 N N N 10.544 11.632 -15.538 -1.458 -2.230 -0.319 C5   MI1 4  
MI1 C6   C6   C 0 1 N N R 11.713 12.552 -15.122 -0.179 -1.457 -0.647 C6   MI1 5  
MI1 N3   N3   N 0 1 N N N 9.909  13.380 -17.070 -2.676 -0.131 -0.572 N3   MI1 6  
MI1 O21  O21  O 0 1 N N N 8.664  15.160 -17.564 -3.793 1.572  0.308  O21  MI1 7  
MI1 C20  C20  C 0 1 N N N 8.779  13.946 -17.437 -3.786 0.407  -0.030 C20  MI1 8  
MI1 C22  C22  C 0 1 N N N 7.586  13.042 -17.659 -5.020 -0.439 0.156  C22  MI1 9  
MI1 C23  C23  C 0 1 N N N 6.402  13.886 -17.886 -6.086 0.375  0.762  C23  MI1 10 
MI1 N24  N24  N 0 1 N N N 5.440  14.506 -18.077 -6.909 1.004  1.230  N24  MI1 11 
MI1 C7   C7   C 0 1 N N N 13.007 11.955 -15.729 0.008  -1.403 -2.164 C7   MI1 12 
MI1 N8   N8   N 0 1 N N N 12.608 14.879 -14.929 0.956  0.697  -0.383 N8   MI1 13 
MI1 C9   C9   C 0 1 N N N 13.600 15.373 -15.888 0.810  2.125  -0.072 C9   MI1 14 
MI1 C10  C10  C 0 1 Y N N 12.872 15.198 -13.612 2.026  0.148  0.302  C10  MI1 15 
MI1 C15  C15  C 0 1 Y N N 12.037 14.796 -12.553 3.346  0.438  -0.075 C15  MI1 16 
MI1 C16  C16  C 0 1 Y N N 10.779 14.068 -12.489 3.971  1.256  -1.112 C16  MI1 17 
MI1 C11  C11  C 0 1 Y N N 10.502 14.017 -11.137 5.299  1.127  -0.961 C11  MI1 18 
MI1 N12  N12  N 0 1 Y N N 11.478 14.674 -10.421 5.568  0.291  0.092  N12  MI1 19 
MI1 C14  C14  C 0 1 Y N N 12.415 15.138 -11.268 4.399  -0.146 0.653  C14  MI1 20 
MI1 N17  N17  N 0 1 Y N N 13.530 15.816 -10.946 4.100  -0.951 1.671  N17  MI1 21 
MI1 C18  C18  C 0 1 Y N N 14.309 16.174 -12.002 2.847  -1.195 1.989  C18  MI1 22 
MI1 N19  N19  N 0 1 Y N N 14.016 15.902 -13.308 1.829  -0.664 1.336  N19  MI1 23 
MI1 H1   H1   H 0 1 N N N 10.548 14.452 -14.763 -0.442 -0.073 0.983  H1   MI1 24 
MI1 H2   H2   H 0 1 N N N 10.930 15.247 -17.109 -1.607 1.658  -0.299 H2   MI1 25 
MI1 H2A  H2A  H 0 1 N N N 11.961 13.856 -17.440 -1.266 0.803  -1.824 H2A  MI1 26 
MI1 H4   H4   H 0 1 N N N 9.074  11.412 -17.134 -2.551 -1.602 -2.069 H4   MI1 27 
MI1 H4A  H4A  H 0 1 N N N 10.738 11.506 -17.716 -3.576 -2.030 -0.677 H4A  MI1 28 
MI1 H5   H5   H 0 1 N N N 9.709  11.798 -14.841 -1.605 -2.249 0.761  H5   MI1 29 
MI1 H5A  H5A  H 0 1 N N N 10.913 10.596 -15.510 -1.372 -3.251 -0.692 H5A  MI1 30 
MI1 H6   H6   H 0 1 N N N 11.876 12.568 -14.034 0.676  -1.960 -0.194 H6   MI1 31 
MI1 H22  H22  H 0 1 N N N 7.761  12.401 -18.535 -5.353 -0.812 -0.812 H22  MI1 32 
MI1 H22A H22A H 0 0 N N N 7.430  12.399 -16.780 -4.789 -1.280 0.810  H22A MI1 33 
MI1 H7   H7   H 0 1 N N N 12.873 11.813 -16.812 0.955  -0.914 -2.396 H7   MI1 34 
MI1 H7A  H7A  H 0 1 N N N 13.847 12.643 -15.550 0.014  -2.416 -2.567 H7A  MI1 35 
MI1 H7B  H7B  H 0 1 N N N 13.220 10.985 -15.256 -0.811 -0.839 -2.611 H7B  MI1 36 
MI1 H9   H9   H 0 1 N N N 13.128 15.497 -16.874 0.466  2.240  0.957  H9   MI1 37 
MI1 H9A  H9A  H 0 1 N N N 13.991 16.342 -15.545 1.772  2.624  -0.191 H9A  MI1 38 
MI1 H9B  H9B  H 0 1 N N N 14.426 14.651 -15.965 0.083  2.572  -0.749 H9B  MI1 39 
MI1 H16  H16  H 0 1 N N N 10.199 13.663 -13.305 3.463  1.850  -1.858 H16  MI1 40 
MI1 H11  H11  H 0 1 N N N 9.641  13.530 -10.702 6.044  1.610  -1.576 H11  MI1 41 
MI1 H18  H18  H 0 1 N N N 15.223 16.711 -11.793 2.642  -1.853 2.820  H18  MI1 42 
MI1 HN12 HN12 H 0 0 N N N 11.489 14.788 -9.428  6.456  0.045  0.395  HN12 MI1 43 
# 
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 
MI1 C2  C1   SING N N 1  
MI1 C1  C6   SING N N 2  
MI1 C1  N8   SING N N 3  
MI1 C1  H1   SING N N 4  
MI1 N3  C2   SING N N 5  
MI1 C2  H2   SING N N 6  
MI1 C2  H2A  SING N N 7  
MI1 N3  C4   SING N N 8  
MI1 C4  C5   SING N N 9  
MI1 C4  H4   SING N N 10 
MI1 C4  H4A  SING N N 11 
MI1 C5  C6   SING N N 12 
MI1 C5  H5   SING N N 13 
MI1 C5  H5A  SING N N 14 
MI1 C7  C6   SING N N 15 
MI1 C6  H6   SING N N 16 
MI1 C20 N3   SING N N 17 
MI1 O21 C20  DOUB N N 18 
MI1 C22 C20  SING N N 19 
MI1 C23 C22  SING N N 20 
MI1 C22 H22  SING N N 21 
MI1 C22 H22A SING N N 22 
MI1 N24 C23  TRIP N N 23 
MI1 C7  H7   SING N N 24 
MI1 C7  H7A  SING N N 25 
MI1 C7  H7B  SING N N 26 
MI1 C9  N8   SING N N 27 
MI1 N8  C10  SING N N 28 
MI1 C9  H9   SING N N 29 
MI1 C9  H9A  SING N N 30 
MI1 C9  H9B  SING N N 31 
MI1 C10 N19  DOUB Y N 32 
MI1 C10 C15  SING Y N 33 
MI1 C15 C16  SING Y N 34 
MI1 C15 C14  DOUB Y N 35 
MI1 C16 C11  DOUB Y N 36 
MI1 C16 H16  SING N N 37 
MI1 C11 N12  SING Y N 38 
MI1 C11 H11  SING N N 39 
MI1 C14 N12  SING N N 40 
MI1 C14 N17  SING Y N 41 
MI1 C18 N17  DOUB Y N 42 
MI1 N19 C18  SING Y N 43 
MI1 C18 H18  SING N N 44 
MI1 N12 HN12 SING Y N 45 
# 
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 
MI1 SMILES           ACDLabs              10.04 N#CCC(=O)N3CC(N(c1ncnc2c1ccn2)C)C(C)CC3                                                                                                                   
MI1 InChI            InChI                1.02b InChI=1/C16H20N6O/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20)/t11-,13+/m1/s1/f/h18H 
MI1 InChIKey         InChI                1.02b UJLAWZDWDVHWOW-MUIYPFLHDF                                                                                                                                 
MI1 SMILES_CANONICAL CACTVS               3.341 C[C@@H]1CCN(C[C@@H]1N(C)c2ncnc3[nH]ccc23)C(=O)CC#N                                                                                                        
MI1 SMILES           CACTVS               3.341 C[CH]1CCN(C[CH]1N(C)c2ncnc3[nH]ccc23)C(=O)CC#N                                                                                                            
MI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1CCN(C[C@@H]1N(C)c2c3cc[nH]c3ncn2)C(=O)CC#N                                                                                                        
MI1 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCN(CC1N(C)c2c3cc[nH]c3ncn2)C(=O)CC#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 
MI1 "SYSTEMATIC NAME" ACDLabs              10.04 3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile   
MI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(3R,4R)-4-methyl-3-(methyl-(7H-pyrrolo[3,2-e]pyrimidin-4-yl)amino)piperidin-1-yl]-3-oxo-propanenitrile 
# 
