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 2011-06-04 _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 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" 616 InChI InChI 1.03 "InChI=1S/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 1.03 BSBJWRKWANAVRQ-POTLKAILSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 616 "Create component" 2001-01-10 RCSB 616 "Modify descriptor" 2011-06-04 RCSB #