data_616
# 
_chem_comp.id                                    616 
_chem_comp.name                                  N-[2-(1-FORMYL-2-METHYL-PROPYL)-1-(4-PIPERIDIN-1-YL-BUT-2-ENOYL)-PYRROLIDIN-3-YL]-METHANESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H33 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-10 
_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                        399.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     616 
_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        1HV7 
_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 
616 O5   O5   O 0 1 N N N -8.494  24.691 36.443 1.838  -1.744 0.115  O5   616 1  
616 C30  C30  C 0 1 N N N -8.801  24.023 37.410 1.395  -1.435 -0.964 C30  616 2  
616 C7   C7   C 0 1 N N S -10.179 23.436 37.708 1.455  -0.001 -1.422 C7   616 3  
616 C27  C27  C 0 1 N N N -11.322 24.497 37.895 2.122  0.068  -2.797 C27  616 4  
616 C17  C17  C 0 1 N N N -10.800 25.434 39.017 2.302  1.532  -3.203 C17  616 5  
616 C1   C1   C 0 1 N N N -11.563 25.274 36.599 3.488  -0.616 -2.737 C1   616 6  
616 C8   C8   C 0 1 N N S -10.471 22.284 36.709 0.037  0.565  -1.513 C8   616 7  
616 C29  C29  C 0 1 N N R -9.261  21.664 36.018 -0.748 -0.164 -2.622 C29  616 8  
616 N2   N2   N 0 1 N N N -9.838  20.951 34.900 -0.778 0.636  -3.849 N2   616 9  
616 S1   S1   S 0 1 N N N -8.970  20.988 33.446 -0.679 -0.106 -5.325 S1   616 10 
616 O2   O2   O 0 1 N N N -7.869  19.833 33.594 -0.695 0.988  -6.231 O2   616 11 
616 O1   O1   O 0 1 N N N -8.315  22.328 33.285 0.456  -0.948 -5.179 O1   616 12 
616 C3   C3   C 0 1 N N N -10.001 20.583 32.195 -2.215 -1.066 -5.409 C3   616 13 
616 C28  C28  C 0 1 N N N -8.677  20.596 36.966 -2.169 -0.294 -2.013 C28  616 14 
616 C26  C26  C 0 1 N N N -9.986  20.038 37.592 -1.846 -0.522 -0.515 C26  616 15 
616 N1   N1   N 0 1 N N N -10.968 21.082 37.358 -0.674 0.336  -0.247 N1   616 16 
616 C2   C2   C 0 1 N N N -12.247 20.827 37.719 -0.318 0.824  0.957  C2   616 17 
616 O3   O3   O 0 1 N N N -13.110 21.694 37.657 0.608  1.607  1.046  O3   616 18 
616 C4   C4   C 0 1 N N N -12.568 19.417 38.150 -1.049 0.410  2.164  C4   616 19 
616 C5   C5   C 0 1 N N N -14.020 19.241 38.429 -0.698 0.892  3.353  C5   616 20 
616 C6   C6   C 0 1 N N N -14.414 17.772 38.550 -1.447 0.468  4.589  C6   616 21 
616 N49  N49  N 0 1 N N N -15.563 17.596 39.453 -0.521 -0.183 5.524  N49  616 22 
616 C50  C50  C 0 1 N N N -15.945 16.149 39.449 -1.309 -0.569 6.699  C50  616 23 
616 C45  C45  C 0 1 N N N -17.184 15.987 40.338 -0.406 -1.253 7.727  C45  616 24 
616 C46  C46  C 0 1 N N N -16.854 16.396 41.754 0.678  -0.269 8.178  C46  616 25 
616 C47  C47  C 0 1 N N N -16.371 17.865 41.821 1.432  0.237  6.944  C47  616 26 
616 C48  C48  C 0 1 N N N -15.204 18.000 40.843 0.433  0.842  5.957  C48  616 27 
616 H30C CH30 H 0 0 N N N -7.867  23.952 37.993 0.955  -2.187 -1.603 H30C 616 28 
616 HC7  HC7  H 0 1 N N N -10.159 22.985 38.727 2.035  0.583  -0.707 HC7  616 29 
616 H27C CH27 H 0 0 N N N -12.298 24.027 38.157 1.494  -0.437 -3.531 H27C 616 30 
616 H171 1H17 H 0 0 N N N -11.611 26.187 39.149 2.867  1.584  -4.134 H171 616 31 
616 H172 2H17 H 0 0 N N N -10.511 24.904 39.955 1.325  1.993  -3.345 H172 616 32 
616 H173 3H17 H 0 0 N N N -9.797  25.876 38.811 2.844  2.062  -2.419 H173 616 33 
616 HC11 1HC1 H 0 0 N N N -12.374 26.027 36.731 4.116  -0.111 -2.003 HC11 616 34 
616 HC12 2HC1 H 0 0 N N N -10.625 25.741 36.218 3.359  -1.659 -2.448 HC12 616 35 
616 HC13 3HC1 H 0 0 N N N -11.770 24.591 35.742 3.963  -0.567 -3.717 HC13 616 36 
616 HC8  HC8  H 0 1 N N N -11.164 22.817 36.018 0.077  1.633  -1.728 HC8  616 37 
616 H29C CH29 H 0 0 N N N -8.481  22.409 35.736 -0.320 -1.147 -2.816 H29C 616 38 
616 HN2  HN2  H 0 1 N N N -10.790 21.279 34.738 -0.855 1.601  -3.796 HN2  616 39 
616 HC31 1HC3 H 0 0 N N N -9.429  20.607 31.237 -2.256 -1.605 -6.356 HC31 616 40 
616 HC32 2HC3 H 0 0 N N N -10.511 19.605 32.362 -2.244 -1.778 -4.584 HC32 616 41 
616 HC33 3HC3 H 0 0 N N N -10.909 21.228 32.165 -3.069 -0.392 -5.337 HC33 616 42 
616 H281 1H28 H 0 0 N N N -8.006  19.841 36.492 -2.741 0.622  -2.155 H281 616 43 
616 H282 2H28 H 0 0 N N N -7.909  20.957 37.689 -2.697 -1.151 -2.433 H282 616 44 
616 H261 1H26 H 0 0 N N N -10.285 19.035 37.206 -2.689 -0.216 0.104  H261 616 45 
616 H262 2H26 H 0 0 N N N -9.888  19.734 38.660 -1.600 -1.568 -0.335 H262 616 46 
616 HC4  HC4  H 0 1 N N N -11.825 18.607 38.249 -1.872 -0.284 2.085  HC4  616 47 
616 HC5  HC5  H 0 1 N N N -14.715 20.090 38.532 0.124  1.587  3.432  HC5  616 48 
616 HC61 1HC6 H 0 0 N N N -14.606 17.317 37.550 -1.887 1.344  5.066  HC61 616 49 
616 HC62 2HC6 H 0 0 N N N -13.549 17.141 38.862 -2.237 -0.230 4.314  HC62 616 50 
616 H501 1H50 H 0 0 N N N -16.094 15.744 38.420 -1.756 0.319  7.144  H501 616 51 
616 H502 2H50 H 0 0 N N N -15.105 15.479 39.750 -2.098 -1.257 6.396  H502 616 52 
616 H451 1H45 H 0 0 N N N -18.064 16.540 39.935 -1.000 -1.558 8.588  H451 616 53 
616 H452 2H45 H 0 0 N N N -17.605 14.955 40.286 0.060  -2.128 7.277  H452 616 54 
616 H461 1H46 H 0 0 N N N -17.713 16.217 42.441 0.216  0.571  8.694  H461 616 55 
616 H462 2H46 H 0 0 N N N -16.115 15.701 42.217 1.373  -0.774 8.848  H462 616 56 
616 H471 1H47 H 0 0 N N N -17.186 18.602 41.633 2.153  0.997  7.245  H471 616 57 
616 H472 2H47 H 0 0 N N N -16.115 18.194 42.855 1.955  -0.593 6.470  H472 616 58 
616 H481 1H48 H 0 0 N N N -14.313 17.435 41.204 0.968  1.228  5.090  H481 616 59 
616 H482 2H48 H 0 0 N N N -14.784 19.033 40.862 -0.105 1.657  6.441  H482 616 60 
# 
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 
616 O5  C30  DOUB N N 1  
616 C30 C7   SING N N 2  
616 C30 H30C SING N N 3  
616 C7  C27  SING N N 4  
616 C7  C8   SING N N 5  
616 C7  HC7  SING N N 6  
616 C27 C17  SING N N 7  
616 C27 C1   SING N N 8  
616 C27 H27C SING N N 9  
616 C17 H171 SING N N 10 
616 C17 H172 SING N N 11 
616 C17 H173 SING N N 12 
616 C1  HC11 SING N N 13 
616 C1  HC12 SING N N 14 
616 C1  HC13 SING N N 15 
616 C8  C29  SING N N 16 
616 C8  N1   SING N N 17 
616 C8  HC8  SING N N 18 
616 C29 N2   SING N N 19 
616 C29 C28  SING N N 20 
616 C29 H29C SING N N 21 
616 N2  S1   SING N N 22 
616 N2  HN2  SING N N 23 
616 S1  O2   DOUB N N 24 
616 S1  O1   DOUB N N 25 
616 S1  C3   SING N N 26 
616 C3  HC31 SING N N 27 
616 C3  HC32 SING N N 28 
616 C3  HC33 SING N N 29 
616 C28 C26  SING N N 30 
616 C28 H281 SING N N 31 
616 C28 H282 SING N N 32 
616 C26 N1   SING N N 33 
616 C26 H261 SING N N 34 
616 C26 H262 SING N N 35 
616 N1  C2   SING N N 36 
616 C2  O3   DOUB N N 37 
616 C2  C4   SING N N 38 
616 C4  C5   DOUB N E 39 
616 C4  HC4  SING N N 40 
616 C5  C6   SING N N 41 
616 C5  HC5  SING N N 42 
616 C6  N49  SING N N 43 
616 C6  HC61 SING N N 44 
616 C6  HC62 SING N N 45 
616 N49 C50  SING N N 46 
616 N49 C48  SING N N 47 
616 C50 C45  SING N N 48 
616 C50 H501 SING N N 49 
616 C50 H502 SING N N 50 
616 C45 C46  SING N N 51 
616 C45 H451 SING N N 52 
616 C45 H452 SING N N 53 
616 C46 C47  SING N N 54 
616 C46 H461 SING N N 55 
616 C46 H462 SING N N 56 
616 C47 C48  SING N N 57 
616 C47 H471 SING N N 58 
616 C47 H472 SING N N 59 
616 C48 H481 SING N N 60 
616 C48 H482 SING N N 61 
# 
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 
616 SMILES           ACDLabs              10.04 O=S(=O)(NC2CCN(C(=O)/C=C/CN1CCCCC1)C2C(C=O)C(C)C)C                                                                                                             
616 InChI            InChI                1.02b InChI=1/C19H33N3O4S/c1-15(2)16(14-23)19-17(20-27(3,25)26)9-13-22(19)18(24)8-7-12-21-10-5-4-6-11-21/h7-8,14-17,19-20H,4-6,9-13H2,1-3H3/b8-7+/t16-,17+,19-/m0/s1 
616 InChIKey         InChI                1.02b BSBJWRKWANAVRQ-POTLKAILBR                                                                                                                                      
616 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](C=O)[C@H]1[C@@H](CCN1C(=O)\C=C\CN2CCCCC2)N[S](C)(=O)=O                                                                                              
616 SMILES           CACTVS               3.341 CC(C)[CH](C=O)[CH]1[CH](CCN1C(=O)C=CCN2CCCCC2)N[S](C)(=O)=O                                                                                                    
616 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@H](C=O)[C@H]1[C@@H](CCN1C(=O)\C=C\CN2CCCCC2)NS(=O)(=O)C                                                                                                
616 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C=O)C1C(CCN1C(=O)C=CCN2CCCCC2)NS(=O)(=O)C                                                                                                               
# 
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 
616 "SYSTEMATIC NAME" ACDLabs              10.04 N-{(2S,3R)-2-[(1S)-1-formyl-2-methylpropyl]-1-[(2E)-4-piperidin-1-ylbut-2-enoyl]pyrrolidin-3-yl}methanesulfonamide  
616 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3R)-2-[(2S)-3-methyl-1-oxo-butan-2-yl]-1-[(E)-4-piperidin-1-ylbut-2-enoyl]pyrrolidin-3-yl]methanesulfonamide 
# 
