data_524
# 
_chem_comp.id                                    524 
_chem_comp.name                                  (2S,3S)-3-AMINO-4-[(3S)-3-FLUOROPYRROLIDIN-1-YL]-N,N-DIMETHYL-4-OXO-2-(TRANS-4-[1,2,4]TRIAZOLO[1,5-A]PYRIDIN-5-YLCYCLOHEXYL)BUTANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H31 F N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         5-(4-{(1S,2S)-2-AMMONIO-1-[(DIMETHYLAMINO)CARBONYL]-3-[(3S)-3-FLUOROPYRROLIDIN-1-YL]-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                        430.519 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     524 
_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        2QT9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
524 C2   C2   C 0 1 Y N N 47.879 52.612 33.567 6.807  -0.062 1.304  C2   524 1  
524 C4   C4   C 0 1 Y N N 45.416 52.466 33.168 4.753  1.041  1.830  C4   524 2  
524 C5   C5   C 0 1 Y N N 45.183 51.939 34.434 4.129  0.385  0.826  C5   524 3  
524 C1   C1   C 0 1 Y N N 47.630 52.045 34.913 6.136  -0.743 0.273  C1   524 4  
524 C3   C3   C 0 1 Y N N 46.800 52.804 32.738 6.117  0.823  2.076  C3   524 5  
524 N6   N6   N 0 1 Y N N 46.371 51.739 35.310 4.809  -0.505 0.055  N6   524 6  
524 N7   N7   N 0 1 Y N N 46.382 51.282 36.462 4.439  -1.314 -1.029 N7   524 7  
524 C8   C8   C 0 1 Y N N 47.666 51.287 36.844 5.508  -1.983 -1.393 C8   524 8  
524 N9   N9   N 0 1 Y N N 48.496 51.765 35.893 6.530  -1.646 -0.620 N9   524 9  
524 C14  C14  C 0 1 N N S 39.491 51.790 36.107 -1.269 0.344  -1.211 C14  524 10 
524 C15  C15  C 0 1 N N S 38.368 51.308 35.148 -2.031 -0.979 -1.105 C15  524 11 
524 C16  C16  C 0 1 N N N 36.953 51.246 35.754 -3.504 -0.728 -1.299 C16  524 12 
524 N17  N17  N 0 1 N N N 36.158 50.161 35.702 -4.365 -0.956 -0.288 N17  524 13 
524 C18  C18  C 0 1 N N N 39.694 50.678 37.237 -1.803 1.314  -0.188 C18  524 14 
524 N19  N19  N 0 1 N N N 38.200 52.221 34.033 -1.551 -1.904 -2.140 N19  524 15 
524 O20  O20  O 0 1 N N N 36.535 52.277 36.289 -3.914 -0.320 -2.365 O20  524 16 
524 O21  O21  O 0 1 N N N 39.755 49.496 36.802 -2.210 0.907  0.879  O21  524 17 
524 N22  N22  N 0 1 N N N 39.825 50.916 38.624 -1.827 2.634  -0.460 N22  524 18 
524 C23  C23  C 0 1 N N N 39.790 52.187 39.354 -2.240 3.587  0.574  C23  524 19 
524 C27  C27  C 0 1 N N N 40.034 49.709 39.458 -1.442 3.116  -1.788 C27  524 20 
524 C31  C31  C 0 1 N N N 36.486 48.867 35.137 -3.998 -1.362 1.076  C31  524 21 
524 C32  C32  C 0 1 N N S 35.208 48.051 35.384 -5.305 -1.476 1.888  C32  524 22 
524 C33  C33  C 0 1 N N N 34.115 48.922 36.045 -6.289 -0.580 1.091  C33  524 23 
524 C34  C34  C 0 1 N N N 34.854 50.298 36.240 -5.832 -0.832 -0.366 C34  524 24 
524 F41  F41  F 0 1 N N N 35.495 47.244 36.479 -5.126 -0.983 3.185  F41  524 25 
524 C43  C43  C 0 1 N N N 43.854 51.562 35.007 2.664  0.627  0.572  C43  524 26 
524 C44  C44  C 0 1 N N N 43.324 52.776 35.783 2.474  1.167  -0.847 C44  524 27 
524 C45  C45  C 0 1 N N N 41.953 52.513 36.438 0.987  1.413  -1.105 C45  524 28 
524 C46  C46  C 0 1 N N N 40.875 52.013 35.406 0.219  0.098  -0.953 C46  524 29 
524 C47  C47  C 0 1 N N N 41.464 50.784 34.614 0.408  -0.442 0.466  C47  524 30 
524 C48  C48  C 0 1 N N N 42.796 51.148 33.947 1.896  -0.688 0.724  C48  524 31 
524 H191 1H19 H 0 0 N N N 38.161 53.160 34.374 -1.992 -2.807 -2.051 H191 524 32 
524 H192 2H19 H 0 0 N N N 38.972 52.126 33.405 -1.695 -1.521 -3.062 H192 524 33 
524 H15  H15  H 0 1 N N N 38.717 50.301 34.877 -1.863 -1.416 -0.121 H15  524 34 
524 H341 1H34 H 0 0 N N N 34.910 50.550 37.309 -6.110 0.008  -1.002 H341 524 35 
524 H342 2H34 H 0 0 N N N 34.308 51.106 35.730 -6.271 -1.756 -0.743 H342 524 36 
524 H331 1H33 H 0 0 N N N 33.226 49.020 35.405 -7.319 -0.902 1.240  H331 524 37 
524 H332 2H33 H 0 0 N N N 33.725 48.498 36.982 -6.166 0.470  1.359  H332 524 38 
524 H32  H32  H 0 1 N N N 34.909 47.587 34.432 -5.655 -2.508 1.911  H32  524 39 
524 H311 1H31 H 0 0 N N N 36.722 48.939 34.065 -3.491 -2.326 1.051  H311 524 40 
524 H312 2H31 H 0 0 N N N 37.381 48.414 35.587 -3.347 -0.610 1.524  H312 524 41 
524 H14  H14  H 0 1 N N N 39.168 52.762 36.509 -1.401 0.760  -2.210 H14  524 42 
524 H231 1H23 H 0 0 N N N 39.781 51.989 40.436 -1.367 3.906  1.143  H231 524 43 
524 H232 2H23 H 0 0 N N N 40.679 52.782 39.097 -2.704 4.454  0.104  H232 524 44 
524 H233 3H23 H 0 0 N N N 38.883 52.744 39.076 -2.956 3.109  1.243  H233 524 45 
524 H271 1H27 H 0 0 N N N 40.086 48.820 38.812 -1.252 2.265  -2.442 H271 524 46 
524 H272 2H27 H 0 0 N N N 40.975 49.810 40.019 -2.248 3.721  -2.203 H272 524 47 
524 H273 3H27 H 0 0 N N N 39.196 49.601 40.163 -0.538 3.720  -1.707 H273 524 48 
524 H46  H46  H 0 1 N N N 40.653 52.777 34.647 0.597  -0.628 -1.672 H46  524 49 
524 H451 1H45 H 0 0 N N N 42.079 51.741 37.211 0.608  2.140  -0.386 H451 524 50 
524 H452 2H45 H 0 0 N N N 41.596 53.464 36.861 0.852  1.798  -2.115 H452 524 51 
524 H441 1H44 H 0 0 N N N 44.046 53.023 36.576 3.022  2.104  -0.955 H441 524 52 
524 H442 2H44 H 0 0 N N N 43.198 53.601 35.066 2.853  0.440  -1.566 H442 524 53 
524 H43  H43  H 0 1 N N N 44.010 50.679 35.644 2.286  1.354  1.291  H43  524 54 
524 H8   H8   H 0 1 N N N 48.002 50.944 37.812 5.550  -2.695 -2.204 H8   524 55 
524 H2   H2   H 0 1 N N N 48.879 52.867 33.247 7.856  -0.242 1.486  H2   524 56 
524 H3   H3   H 0 1 N N N 46.960 53.210 31.750 6.616  1.354  2.873  H3   524 57 
524 H4   H4   H 0 1 N N N 44.588 52.631 32.494 4.201  1.742  2.439  H4   524 58 
524 H481 1H48 H 0 0 N N N 42.633 51.989 33.257 2.274  -1.414 0.005  H481 524 59 
524 H482 2H48 H 0 0 N N N 43.169 50.268 33.403 2.031  -1.073 1.735  H482 524 60 
524 H471 1H47 H 0 0 N N N 41.631 49.953 35.315 0.030  0.285  1.185  H471 524 61 
524 H472 2H47 H 0 0 N N N 40.747 50.494 33.832 -0.139 -1.378 0.574  H472 524 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 
524 C2  C1   SING Y N 1  
524 C2  H2   SING N N 2  
524 C2  C3   DOUB Y N 3  
524 C4  C3   SING Y N 4  
524 C4  C5   DOUB Y N 5  
524 C4  H4   SING N N 6  
524 C5  C43  SING N N 7  
524 C5  N6   SING Y N 8  
524 C1  N9   DOUB Y N 9  
524 C1  N6   SING Y N 10 
524 C3  H3   SING N N 11 
524 N6  N7   SING Y N 12 
524 N7  C8   DOUB Y N 13 
524 C8  H8   SING N N 14 
524 C8  N9   SING Y N 15 
524 C14 C15  SING N N 16 
524 C14 H14  SING N N 17 
524 C14 C18  SING N N 18 
524 C14 C46  SING N N 19 
524 C15 N19  SING N N 20 
524 C15 H15  SING N N 21 
524 C15 C16  SING N N 22 
524 C16 O20  DOUB N N 23 
524 C16 N17  SING N N 24 
524 N17 C34  SING N N 25 
524 N17 C31  SING N N 26 
524 C18 O21  DOUB N N 27 
524 C18 N22  SING N N 28 
524 N19 H191 SING N N 29 
524 N19 H192 SING N N 30 
524 N22 C23  SING N N 31 
524 N22 C27  SING N N 32 
524 C23 H231 SING N N 33 
524 C23 H232 SING N N 34 
524 C23 H233 SING N N 35 
524 C27 H271 SING N N 36 
524 C27 H272 SING N N 37 
524 C27 H273 SING N N 38 
524 C31 C32  SING N N 39 
524 C31 H311 SING N N 40 
524 C31 H312 SING N N 41 
524 C32 C33  SING N N 42 
524 C32 H32  SING N N 43 
524 C32 F41  SING N N 44 
524 C33 C34  SING N N 45 
524 C33 H331 SING N N 46 
524 C33 H332 SING N N 47 
524 C34 H341 SING N N 48 
524 C34 H342 SING N N 49 
524 C43 C44  SING N N 50 
524 C43 H43  SING N N 51 
524 C43 C48  SING N N 52 
524 C44 C45  SING N N 53 
524 C44 H441 SING N N 54 
524 C44 H442 SING N N 55 
524 C45 C46  SING N N 56 
524 C45 H451 SING N N 57 
524 C45 H452 SING N N 58 
524 C46 H46  SING N N 59 
524 C46 C47  SING N N 60 
524 C47 C48  SING N N 61 
524 C47 H471 SING N N 62 
524 C47 H472 SING N N 63 
524 C48 H481 SING N N 64 
524 C48 H482 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 
524 SMILES           ACDLabs              10.04 FC4CCN(C(=O)C(N)C(C(=O)N(C)C)C3CCC(c1cccc2ncnn12)CC3)C4                                                                                                                           
524 InChI            InChI                1.02b InChI=1/C22H31FN6O2/c1-27(2)21(30)19(20(24)22(31)28-11-10-16(23)12-28)15-8-6-14(7-9-15)17-4-3-5-18-25-13-26-29(17)18/h3-5,13-16,19-20H,6-12,24H2,1-2H3/t14-,15-,16-,19-,20-/m0/s1 
524 InChIKey         InChI                1.02b ZPWDKZWKUOYOHA-UKSSEWCLBS                                                                                                                                                         
524 SMILES_CANONICAL CACTVS               3.341 CN(C)C(=O)[C@H]([C@H](N)C(=O)N1CC[C@H](F)C1)[C@H]2CC[C@@H](CC2)c3cccc4ncnn34                                                                                                      
524 SMILES           CACTVS               3.341 CN(C)C(=O)[CH]([CH](N)C(=O)N1CC[CH](F)C1)[CH]2CC[CH](CC2)c3cccc4ncnn34                                                                                                            
524 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)C(=O)[C@@H](C1CCC(CC1)c2cccc3n2ncn3)[C@@H](C(=O)N4CC[C@@H](C4)F)N                                                                                                            
524 SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)C(=O)C(C1CCC(CC1)c2cccc3n2ncn3)C(C(=O)N4CCC(C4)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 
524 "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-(trans-4-[1,2,4]triazolo[1,5-a]pyridin-5-ylcyclohexyl)butanamide 
524 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-[4-([1,2,4]triazolo[5,1-f]pyridin-5-yl)cyclohexyl]butanamide     
# 
