data_474
# 
_chem_comp.id                                    474 
_chem_comp.name                                  (2S,3S)-3-AMINO-4-(3,3-DIFLUOROPYRROLIDIN-1-YL)-N,N-DIMETHYL-4-OXO-2-(TRANS-4-[1,2,4]TRIAZOLO[1,5-A]PYRIDIN-6-YLCYCLOHEXYL)BUTANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H30 F2 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "6-(4-{(1S,2S)-2-AMMONIO-3-(3,3-DIFLUOROPYRROLIDIN-1-YL)-1-[(DIMETHYLAMINO)CARBONYL] -3-OXOPROPYL}CYCLOHEXYL)[1,2,4]TRIAZOLO[1,5-A]PYRIDIN-1-IUM" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-05 
_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                        448.509 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     474 
_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        2QTB 
_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 
474 C1   C1   C 0 1 N N S 39.460 51.474 36.307 -1.385 1.447  0.064  C1   474 1  
474 C2   C2   C 0 1 N N S 38.349 51.084 35.283 -2.174 1.189  -1.221 C2   474 2  
474 C3   C3   C 0 1 N N N 36.934 51.222 35.891 -3.650 1.286  -0.933 C3   474 3  
474 N4   N4   N 0 1 N N N 36.134 50.115 35.865 -4.408 0.172  -0.916 N4   474 4  
474 C5   C5   C 0 1 N N N 39.662 50.503 37.312 -1.758 0.416  1.098  C5   474 5  
474 N6   N6   N 0 1 N N N 38.335 51.922 34.080 -1.805 2.189  -2.231 N6   474 6  
474 O7   O7   O 0 1 N N N 36.565 52.283 36.369 -4.156 2.367  -0.716 O7   474 7  
474 O8   O8   O 0 1 N N N 39.669 49.341 36.867 -1.660 -0.765 0.840  O8   474 8  
474 N9   N9   N 0 1 N N N 39.841 50.743 38.684 -2.200 0.806  2.310  N9   474 9  
474 C10  C10  C 0 1 N N N 39.840 52.053 39.365 -2.473 -0.192 3.347  C10  474 10 
474 C14  C14  C 0 1 N N N 40.049 49.540 39.521 -2.408 2.229  2.591  C14  474 11 
474 C18  C18  C 0 1 N N N 36.468 48.775 35.341 -3.914 -1.207 -1.082 C18  474 12 
474 C19  C19  C 0 1 N N N 35.221 47.969 35.621 -4.976 -2.096 -0.389 C19  474 13 
474 C20  C20  C 0 1 N N N 34.137 49.000 35.629 -6.289 -1.354 -0.752 C20  474 14 
474 C21  C21  C 0 1 N N N 34.775 50.158 36.393 -5.865 0.130  -0.721 C21  474 15 
474 F28  F28  F 0 1 N N N 35.312 47.443 36.859 -4.781 -2.121 0.997  F28  474 16 
474 C29  C29  C 0 1 N N N 43.915 51.570 35.235 2.727  0.108  0.212  C29  474 17 
474 C30  C30  C 0 1 N N N 43.212 52.743 35.965 2.400  1.496  0.766  C30  474 18 
474 C31  C31  C 0 1 N N N 41.906 52.370 36.639 0.901  1.587  1.061  C31  474 19 
474 C32  C32  C 0 1 N N N 40.865 51.830 35.616 0.113  1.356  -0.230 C32  474 20 
474 C33  C33  C 0 1 N N N 41.539 50.619 34.828 0.440  -0.032 -0.785 C33  474 21 
474 C34  C34  C 0 1 N N N 42.909 50.993 34.184 1.939  -0.123 -1.079 C34  474 22 
474 C48  C48  C 0 1 Y N N 47.928 52.338 33.703 6.892  -0.160 -0.592 C48  474 23 
474 C49  C49  C 0 1 Y N N 46.835 52.723 32.765 6.125  0.814  -1.256 C49  474 24 
474 C50  C50  C 0 1 Y N N 45.541 52.544 33.161 4.790  0.900  -0.998 C50  474 25 
474 C51  C51  C 0 1 Y N N 45.238 51.889 34.487 4.203  0.018  -0.078 C51  474 26 
474 C52  C52  C 0 1 Y N N 46.237 51.518 35.343 4.958  -0.911 0.550  C52  474 27 
474 N53  N53  N 0 1 Y N N 47.647 51.712 34.878 6.291  -1.004 0.299  N53  474 28 
474 N54  N54  N 0 1 Y N N 48.702 51.468 35.508 7.301  -1.849 0.781  N54  474 29 
474 C55  C55  C 0 1 Y N N 49.696 51.871 34.693 8.416  -1.493 0.187  C55  474 30 
474 N56  N56  N 0 1 Y N N 49.251 52.413 33.533 8.180  -0.483 -0.637 N56  474 31 
474 F62  F62  F 0 1 N N N 35.035 47.002 34.723 -4.969 -3.391 -0.918 F62  474 32 
474 HN61 1HN6 H 0 0 N N N 38.332 52.886 34.345 -2.264 2.002  -3.110 HN61 474 33 
474 HN62 2HN6 H 0 0 N N N 39.148 51.730 33.531 -2.011 3.122  -1.908 HN62 474 34 
474 H2   H2   H 0 1 N N N 38.592 50.044 35.021 -1.942 0.191  -1.595 H2   474 35 
474 H211 1H21 H 0 0 N N N 34.742 50.012 37.483 -6.123 0.571  0.242  H211 474 36 
474 H212 2H21 H 0 0 N N N 34.267 51.124 36.258 -6.362 0.673  -1.525 H212 474 37 
474 H201 1H20 H 0 0 N N N 33.848 49.295 34.610 -6.631 -1.640 -1.747 H201 474 38 
474 H202 2H20 H 0 0 N N N 33.203 48.642 36.087 -7.061 -1.548 -0.007 H202 474 39 
474 H181 1H18 H 0 0 N N N 36.695 48.807 34.265 -3.841 -1.458 -2.140 H181 474 40 
474 H182 2H18 H 0 0 N N N 37.367 48.346 35.807 -2.945 -1.324 -0.596 H182 474 41 
474 H1   H1   H 0 1 N N N 39.070 52.385 36.784 -1.622 2.442  0.442  H1   474 42 
474 H101 1H10 H 0 0 N N N 39.840 51.901 40.454 -1.570 -0.364 3.933  H101 474 43 
474 H102 2H10 H 0 0 N N N 40.738 52.618 39.074 -3.267 0.169  4.000  H102 474 44 
474 H103 3H10 H 0 0 N N N 38.941 52.617 39.074 -2.785 -1.126 2.879  H103 474 45 
474 H141 1H14 H 0 0 N N N 40.101 48.649 38.877 -3.209 2.611  1.958  H141 474 46 
474 H142 2H14 H 0 0 N N N 40.990 49.642 40.082 -2.680 2.357  3.639  H142 474 47 
474 H143 3H14 H 0 0 N N N 39.211 49.435 40.226 -1.489 2.778  2.385  H143 474 48 
474 H32  H32  H 0 1 N N N 40.599 52.609 34.887 0.386  2.114  -0.964 H32  474 49 
474 H311 1H31 H 0 0 N N N 42.105 51.588 37.387 0.628  0.829  1.794  H311 474 50 
474 H312 2H31 H 0 0 N N N 41.490 53.274 37.109 0.668  2.576  1.456  H312 474 51 
474 H301 1H30 H 0 0 N N N 43.897 53.116 36.741 2.962  1.661  1.686  H301 474 52 
474 H302 2H30 H 0 0 N N N 42.969 53.493 35.198 2.673  2.254  0.033  H302 474 53 
474 H29  H29  H 0 1 N N N 44.202 50.873 36.036 2.454  -0.650 0.945  H29  474 54 
474 H52  H52  H 0 1 N N N 46.018 51.102 36.315 4.498  -1.586 1.257  H52  474 55 
474 H55  H55  H 0 1 N N N 50.743 51.772 34.939 9.380  -1.954 0.345  H55  474 56 
474 H49  H49  H 0 1 N N N 47.062 53.135 31.793 6.589  1.487  -1.962 H49  474 57 
474 H50  H50  H 0 1 N N N 44.732 52.872 32.524 4.187  1.643  -1.500 H50  474 58 
474 H341 1H34 H 0 0 N N N 42.736 51.754 33.409 2.212  0.635  -1.813 H341 474 59 
474 H342 2H34 H 0 0 N N N 43.347 50.077 33.760 2.172  -1.112 -1.474 H342 474 60 
474 H331 1H33 H 0 0 N N N 41.705 49.796 35.538 0.167  -0.790 -0.051 H331 474 61 
474 H332 2H33 H 0 0 N N N 40.857 50.337 34.012 -0.121 -0.197 -1.704 H332 474 62 
# 
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 
474 C1  C2   SING N N 1  
474 C1  H1   SING N N 2  
474 C1  C5   SING N N 3  
474 C1  C32  SING N N 4  
474 C2  N6   SING N N 5  
474 C2  H2   SING N N 6  
474 C2  C3   SING N N 7  
474 C3  O7   DOUB N N 8  
474 C3  N4   SING N N 9  
474 N4  C21  SING N N 10 
474 N4  C18  SING N N 11 
474 C5  O8   DOUB N N 12 
474 C5  N9   SING N N 13 
474 N6  HN61 SING N N 14 
474 N6  HN62 SING N N 15 
474 N9  C10  SING N N 16 
474 N9  C14  SING N N 17 
474 C10 H101 SING N N 18 
474 C10 H102 SING N N 19 
474 C10 H103 SING N N 20 
474 C14 H141 SING N N 21 
474 C14 H142 SING N N 22 
474 C14 H143 SING N N 23 
474 C18 C19  SING N N 24 
474 C18 H181 SING N N 25 
474 C18 H182 SING N N 26 
474 C19 C20  SING N N 27 
474 C19 F62  SING N N 28 
474 C19 F28  SING N N 29 
474 C20 C21  SING N N 30 
474 C20 H201 SING N N 31 
474 C20 H202 SING N N 32 
474 C21 H211 SING N N 33 
474 C21 H212 SING N N 34 
474 C29 C30  SING N N 35 
474 C29 H29  SING N N 36 
474 C29 C51  SING N N 37 
474 C29 C34  SING N N 38 
474 C30 C31  SING N N 39 
474 C30 H301 SING N N 40 
474 C30 H302 SING N N 41 
474 C31 C32  SING N N 42 
474 C31 H311 SING N N 43 
474 C31 H312 SING N N 44 
474 C32 H32  SING N N 45 
474 C32 C33  SING N N 46 
474 C33 C34  SING N N 47 
474 C33 H331 SING N N 48 
474 C33 H332 SING N N 49 
474 C34 H341 SING N N 50 
474 C34 H342 SING N N 51 
474 C48 N53  SING Y N 52 
474 C48 N56  DOUB Y N 53 
474 C48 C49  SING Y N 54 
474 C49 H49  SING N N 55 
474 C49 C50  DOUB Y N 56 
474 C50 C51  SING Y N 57 
474 C50 H50  SING N N 58 
474 C51 C52  DOUB Y N 59 
474 C52 H52  SING N N 60 
474 C52 N53  SING Y N 61 
474 N53 N54  SING Y N 62 
474 N54 C55  DOUB Y N 63 
474 C55 N56  SING Y N 64 
474 C55 H55  SING N N 65 
# 
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 
474 SMILES           ACDLabs              10.04 FC4(F)CCN(C(=O)C(N)C(C(=O)N(C)C)C3CCC(c1ccc2ncnn2c1)CC3)C4                                                                                                                                  
474 InChI            InChI                1.02b InChI=1/C22H30F2N6O2/c1-28(2)20(31)18(19(25)21(32)29-10-9-22(23,24)12-29)15-5-3-14(4-6-15)16-7-8-17-26-13-27-30(17)11-16/h7-8,11,13-15,18-19H,3-6,9-10,12,25H2,1-2H3/t14-,15-,18-,19-/m0/s1 
474 InChIKey         InChI                1.02b JNAZOMVWUGPITI-LNMJFAINBH                                                                                                                                                                   
474 SMILES_CANONICAL CACTVS               3.341 CN(C)C(=O)[C@H]([C@H](N)C(=O)N1CCC(F)(F)C1)[C@H]2CC[C@@H](CC2)c3ccc4ncnn4c3                                                                                                                 
474 SMILES           CACTVS               3.341 CN(C)C(=O)[CH]([CH](N)C(=O)N1CCC(F)(F)C1)[CH]2CC[CH](CC2)c3ccc4ncnn4c3                                                                                                                      
474 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)C(=O)[C@@H](C1CCC(CC1)c2ccc3ncnn3c2)[C@@H](C(=O)N4CCC(C4)(F)F)N                                                                                                                        
474 SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)C(=O)C(C1CCC(CC1)c2ccc3ncnn3c2)C(C(=O)N4CCC(C4)(F)F)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 
474 "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3S)-3-amino-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxo-2-(trans-4-[1,2,4]triazolo[1,5-a]pyridin-6-ylcyclohexyl)butanamide 
474 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S)-3-amino-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxo-2-[4-([1,2,4]triazolo[5,1-f]pyridin-6-yl)cyclohexyl]butanamide     
# 
