data_277
# 
_chem_comp.id                                    277 
_chem_comp.name                                  N-(TRANS-4-{(1S,2S)-2-AMINO-3-[(3S)-3-FLUOROPYRROLIDIN-1-YL]-1-METHYL-3-OXOPROPYL}CYCLOHEXYL)-N-METHYLACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H30 F N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-13 
_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                        327.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     277 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
277 C1   C1   C 0 1 N N N 42.789 50.911 34.547 -0.592 -3.647 -1.367 C1   277 1  
277 C2   C2   C 0 1 N N N 41.415 50.619 35.149 0.842  -3.179 -1.130 C2   277 2  
277 C3   C3   C 0 1 N N N 40.752 51.911 35.704 0.894  -1.967 -0.190 C3   277 3  
277 C4   C4   C 0 1 N N N 41.692 52.572 36.774 0.006  -0.831 -0.716 C4   277 4  
277 C5   C5   C 0 1 N N N 43.096 52.875 36.210 -1.428 -1.299 -0.954 C5   277 5  
277 C6   C6   C 0 1 N N N 43.709 51.586 35.591 -1.477 -2.512 -1.885 C6   277 6  
277 C15  C15  C 0 1 N N N 39.356 51.622 36.319 2.332  -1.487 -0.008 C15  277 7  
277 C17  C17  C 0 1 N N N 38.295 51.219 35.231 3.222  -2.589 0.593  C17  277 8  
277 C18  C18  C 0 1 N N N 36.853 51.236 35.839 4.645  -2.132 0.795  C18  277 9  
277 N19  N19  N 0 1 N N N 36.107 50.111 35.785 5.613  -2.907 0.183  N19  277 10 
277 N20  N20  N 0 1 N N N 45.068 51.881 35.047 -2.838 -2.963 -2.057 N20  277 11 
277 C22  C22  C 0 1 N N N 46.270 51.590 35.650 -3.469 -2.965 -3.308 C22  277 12 
277 C23  C23  C 0 1 N N N 45.200 52.553 33.725 -3.517 -3.417 -0.840 C23  277 13 
277 C27  C27  C 0 1 N N N 46.294 50.903 37.035 -4.893 -3.460 -3.357 C27  277 14 
277 O31  O31  O 0 1 N N N 47.347 51.859 35.124 -2.926 -2.590 -4.350 O31  277 15 
277 O32  O32  O 0 1 N N N 36.438 52.231 36.399 4.888  -1.126 1.464  O32  277 16 
277 N33  N33  N 0 1 N N N 38.310 51.971 34.404 2.821  -2.964 1.923  N33  277 17 
277 C35  C35  C 0 1 N N N 39.423 50.509 37.413 2.885  -1.013 -1.359 C35  277 18 
277 C42  C42  C 0 1 N N N 36.656 48.821 35.428 5.389  -4.104 -0.626 C42  277 19 
277 C43  C43  C 0 1 N N N 35.523 47.845 35.532 6.747  -4.396 -1.244 C43  277 20 
277 C44  C44  C 0 1 N N N 34.288 48.714 35.409 7.732  -3.850 -0.222 C44  277 21 
277 C45  C45  C 0 1 N N N 34.656 50.028 36.092 7.031  -2.595 0.278  C45  277 22 
277 F52  F52  F 0 1 N N N 35.558 47.285 36.810 6.864  -3.676 -2.393 F52  277 23 
277 H11  1H1  H 0 1 N N N 43.247 49.966 34.221 -0.592 -4.480 -2.081 H11  277 24 
277 H12  2H1  H 0 1 N N N 42.664 51.591 33.691 -1.005 -4.045 -0.430 H12  277 25 
277 H21  1H2  H 0 1 N N N 40.768 50.196 34.367 1.428  -4.004 -0.706 H21  277 26 
277 H22  2H2  H 0 1 N N N 41.544 49.910 35.980 1.303  -2.924 -2.092 H22  277 27 
277 H3   H3   H 0 1 N N N 40.605 52.606 34.864 0.521  -2.274 0.795  H3   277 28 
277 H41  1H4  H 0 1 N N N 41.236 53.517 37.105 0.420  -0.438 -1.653 H41  277 29 
277 H42  2H4  H 0 1 N N N 41.807 51.864 37.608 0.001  -0.001 0.002  H42  277 30 
277 H51  1H5  H 0 1 N N N 43.016 53.649 35.433 -1.894 -1.547 0.008  H51  277 31 
277 H52  2H5  H 0 1 N N N 43.745 53.229 37.025 -2.015 -0.476 -1.379 H52  277 32 
277 H6   H6   H 0 1 N N N 43.808 50.845 36.398 -1.132 -2.214 -2.882 H6   277 33 
277 H15  H15  H 0 1 N N N 39.034 52.565 36.786 2.320  -0.621 0.669  H15  277 34 
277 H17  H17  H 0 1 N N N 38.545 50.212 34.866 3.221  -3.492 -0.025 H17  277 35 
277 H231 1H23 H 0 0 N N N 45.233 53.643 33.869 -3.837 -4.456 -0.954 H231 277 36 
277 H232 2H23 H 0 0 N N N 46.127 52.220 33.236 -4.396 -2.798 -0.644 H232 277 37 
277 H233 3H23 H 0 0 N N N 44.338 52.292 33.094 -2.841 -3.349 0.018  H233 277 38 
277 H271 1H27 H 0 0 N N N 46.300 49.811 36.903 -5.261 -3.408 -4.386 H271 277 39 
277 H272 2H27 H 0 0 N N N 47.198 51.211 37.581 -4.943 -4.502 -3.030 H272 277 40 
277 H273 3H27 H 0 0 N N N 45.401 51.198 37.606 -5.534 -2.830 -2.734 H273 277 41 
277 H331 1H33 H 0 0 N N N 38.314 52.893 34.791 3.079  -3.872 2.275  H331 277 42 
277 H332 2H33 H 0 0 N N N 39.131 51.839 33.848 2.127  -2.412 2.400  H332 277 43 
277 H351 1H35 H 0 0 N N N 39.439 49.521 36.931 3.887  -0.585 -1.255 H351 277 44 
277 H352 2H35 H 0 0 N N N 40.336 50.639 38.012 2.242  -0.237 -1.789 H352 277 45 
277 H353 3H35 H 0 0 N N N 38.541 50.584 38.066 2.941  -1.840 -2.075 H353 277 46 
277 H421 1H42 H 0 0 N N N 37.058 48.841 34.404 4.611  -3.914 -1.370 H421 277 47 
277 H422 2H42 H 0 0 N N N 37.488 48.542 36.092 5.070  -4.902 0.052  H422 277 48 
277 H43  H43  H 0 1 N N N 35.556 47.040 34.784 6.898  -5.450 -1.486 H43  277 49 
277 H441 1H44 H 0 0 N N N 34.027 48.879 34.353 8.713  -3.625 -0.649 H441 277 50 
277 H442 2H44 H 0 0 N N N 33.408 48.244 35.872 7.853  -4.564 0.601  H442 277 51 
277 H451 1H45 H 0 0 N N N 34.457 50.008 37.174 7.306  -2.328 1.303  H451 277 52 
277 H452 2H45 H 0 0 N N N 34.073 50.894 35.746 7.228  -1.738 -0.375 H452 277 53 
# 
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 
277 C1  C2   SING N N 1  
277 C1  C6   SING N N 2  
277 C1  H11  SING N N 3  
277 C1  H12  SING N N 4  
277 C2  C3   SING N N 5  
277 C2  H21  SING N N 6  
277 C2  H22  SING N N 7  
277 C3  C15  SING N N 8  
277 C3  C4   SING N N 9  
277 C3  H3   SING N N 10 
277 C4  C5   SING N N 11 
277 C4  H41  SING N N 12 
277 C4  H42  SING N N 13 
277 C5  C6   SING N N 14 
277 C5  H51  SING N N 15 
277 C5  H52  SING N N 16 
277 C6  N20  SING N N 17 
277 C6  H6   SING N N 18 
277 C15 C17  SING N N 19 
277 C15 C35  SING N N 20 
277 C15 H15  SING N N 21 
277 C17 N33  SING N N 22 
277 C17 C18  SING N N 23 
277 C17 H17  SING N N 24 
277 C18 N19  SING N N 25 
277 C18 O32  DOUB N N 26 
277 N19 C42  SING N N 27 
277 N19 C45  SING N N 28 
277 N20 C23  SING N N 29 
277 N20 C22  SING N N 30 
277 C22 O31  DOUB N N 31 
277 C22 C27  SING N N 32 
277 C23 H231 SING N N 33 
277 C23 H232 SING N N 34 
277 C23 H233 SING N N 35 
277 C27 H271 SING N N 36 
277 C27 H272 SING N N 37 
277 C27 H273 SING N N 38 
277 N33 H331 SING N N 39 
277 N33 H332 SING N N 40 
277 C35 H351 SING N N 41 
277 C35 H352 SING N N 42 
277 C35 H353 SING N N 43 
277 C42 C43  SING N N 44 
277 C42 H421 SING N N 45 
277 C42 H422 SING N N 46 
277 C43 C44  SING N N 47 
277 C43 F52  SING N N 48 
277 C43 H43  SING N N 49 
277 C44 C45  SING N N 50 
277 C44 H441 SING N N 51 
277 C44 H442 SING N N 52 
277 C45 H451 SING N N 53 
277 C45 H452 SING N N 54 
# 
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 
277 SMILES           ACDLabs              10.04 FC2CCN(C(=O)C(N)C(C)C1CCC(N(C(=O)C)C)CC1)C2                                                                                                  
277 InChI            InChI                1.02b InChI=1/C17H30FN3O2/c1-11(16(19)17(23)21-9-8-14(18)10-21)13-4-6-15(7-5-13)20(3)12(2)22/h11,13-16H,4-10,19H2,1-3H3/t11-,13-,14-,15-,16-/m0/s1 
277 InChIKey         InChI                1.02b BZFQBRSDORUYAB-YDMUCJKGBO                                                                                                                    
277 SMILES_CANONICAL CACTVS               3.341 C[C@H]([C@H](N)C(=O)N1CC[C@H](F)C1)[C@@H]2CC[C@H](CC2)N(C)C(C)=O                                                                             
277 SMILES           CACTVS               3.341 C[CH]([CH](N)C(=O)N1CC[CH](F)C1)[CH]2CC[CH](CC2)N(C)C(C)=O                                                                                   
277 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C1CCC(CC1)N(C)C(=O)C)[C@@H](C(=O)N2CC[C@@H](C2)F)N                                                                                   
277 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C1CCC(CC1)N(C)C(=O)C)C(C(=O)N2CCC(C2)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 
277 "SYSTEMATIC NAME" ACDLabs              10.04 N-(trans-4-{(1S,2S)-2-amino-3-[(3S)-3-fluoropyrrolidin-1-yl]-1-methyl-3-oxopropyl}cyclohexyl)-N-methylacetamide 
277 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[(2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-4-oxo-butan-2-yl]cyclohexyl]-N-methyl-ethanamide         
# 
