data_4N7 # _chem_comp.id 4N7 _chem_comp.name "1-[(1Z)-3-(4-methylphenyl)-3-oxo-1-phenylprop-1-en-1-yl]-L-proline" _chem_comp.type "L-peptide NH3 amino terminus" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C21 H21 N O3" _chem_comp.mon_nstd_parent_comp_id PRO _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-20 _chem_comp.pdbx_modified_date 2016-09-23 _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 335.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4N7 _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 4Z1U _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 4N7 N N1 N 0 1 N N N -50.414 8.892 -13.148 -1.462 -0.795 -0.656 N 4N7 1 4N7 CA C1 C 0 1 N N S -49.216 8.187 -12.716 -2.251 -1.709 0.183 CA 4N7 2 4N7 CB C2 C 0 1 N N N -48.342 8.059 -13.950 -2.467 -3.004 -0.627 CB 4N7 3 4N7 CG C3 C 0 1 N N N -48.820 9.187 -14.793 -2.272 -2.534 -2.093 CG 4N7 4 4N7 CD C4 C 0 1 N N N -50.115 9.700 -14.274 -1.163 -1.467 -1.934 CD 4N7 5 4N7 C C5 C 0 1 N N N -48.384 8.903 -11.627 -1.499 -2.017 1.452 C 4N7 6 4N7 OXT O1 O 0 1 N Y N -48.420 10.144 -11.428 -2.037 -2.836 2.369 OXT 4N7 7 4N7 O1 O2 O 0 1 N N N -52.735 9.360 -15.104 0.853 -1.429 -0.271 O1 4N7 8 4N7 C1 C6 C 0 1 N N N -53.276 9.884 -14.124 1.215 -0.269 -0.181 C1 4N7 9 4N7 C2 C7 C 0 1 Y N N -54.364 10.896 -14.352 2.659 0.053 -0.120 C2 4N7 10 4N7 C3 C8 C 0 1 Y N N -54.706 11.182 -15.692 3.076 1.380 -0.010 C3 4N7 11 4N7 C6 C9 C 0 1 Y N N -55.747 12.093 -15.942 4.423 1.674 0.047 C6 4N7 12 4N7 C8 C10 C 0 1 Y N N -56.369 12.701 -14.853 5.359 0.656 -0.004 C8 4N7 13 4N7 C10 C11 C 0 1 N N N -57.468 13.708 -15.086 6.829 0.984 0.059 C10 4N7 14 4N7 C5 C12 C 0 1 Y N N -55.997 12.416 -13.518 4.951 -0.662 -0.113 C5 4N7 15 4N7 C21 C13 C 0 1 Y N N -54.986 11.517 -13.276 3.608 -0.969 -0.166 C21 4N7 16 4N7 C4 C14 C 0 1 N N N -52.841 9.295 -12.846 0.261 0.764 -0.134 C4 4N7 17 4N7 C7 C15 C 0 1 N N N -51.576 8.914 -12.463 -1.073 0.476 -0.310 C7 4N7 18 4N7 C9 C16 C 0 1 Y N N -51.595 8.258 -11.138 -2.086 1.534 -0.125 C9 4N7 19 4N7 C12 C17 C 0 1 Y N N -51.244 8.721 -9.910 -1.716 2.778 0.391 C12 4N7 20 4N7 C14 C18 C 0 1 Y N N -51.397 7.895 -8.802 -2.668 3.762 0.559 C14 4N7 21 4N7 C15 C19 C 0 1 Y N N -51.786 6.596 -8.887 -3.987 3.519 0.219 C15 4N7 22 4N7 C13 C20 C 0 1 Y N N -52.103 6.098 -10.131 -4.361 2.289 -0.292 C13 4N7 23 4N7 C11 C21 C 0 1 Y N N -52.044 6.959 -11.246 -3.418 1.298 -0.472 C11 4N7 24 4N7 H1 H1 H 0 1 N N N -49.481 7.182 -12.356 -3.212 -1.254 0.423 H1 4N7 25 4N7 H2 H2 H 0 1 N N N -48.499 7.092 -14.451 -1.723 -3.754 -0.360 H2 4N7 26 4N7 H3 H3 H 0 1 N N N -47.277 8.173 -13.698 -3.475 -3.391 -0.474 H3 4N7 27 4N7 H4 H4 H 0 1 N N N -48.956 8.836 -15.827 -1.937 -3.353 -2.728 H4 4N7 28 4N7 H5 H5 H 0 1 N N N -48.075 9.996 -14.775 -3.188 -2.090 -2.481 H5 4N7 29 4N7 H6 H6 H 0 1 N N N -50.020 10.755 -13.977 -1.201 -0.755 -2.759 H6 4N7 30 4N7 H7 H7 H 0 1 N N N -50.901 9.603 -15.037 -0.183 -1.942 -1.887 H7 4N7 31 4N7 H9 H9 H 0 1 N N N -54.179 10.710 -16.508 2.347 2.175 0.030 H9 4N7 32 4N7 H10 H10 H 0 1 N N N -56.057 12.316 -16.952 4.748 2.701 0.131 H10 4N7 33 4N7 H11 H11 H 0 1 N N N -58.439 13.192 -15.114 7.156 0.987 1.099 H11 4N7 34 4N7 H12 H12 H 0 1 N N N -57.468 14.446 -14.270 7.392 0.235 -0.498 H12 4N7 35 4N7 H13 H13 H 0 1 N N N -57.298 14.221 -16.044 7.000 1.968 -0.379 H13 4N7 36 4N7 H14 H14 H 0 1 N N N -56.503 12.901 -12.696 5.687 -1.452 -0.153 H14 4N7 37 4N7 H15 H15 H 0 1 N N N -54.680 11.296 -12.264 3.291 -1.998 -0.246 H15 4N7 38 4N7 H16 H16 H 0 1 N N N -53.618 9.142 -12.112 0.576 1.782 0.039 H16 4N7 39 4N7 H17 H17 H 0 1 N N N -50.850 9.720 -9.796 -0.687 2.970 0.657 H17 4N7 40 4N7 H18 H18 H 0 1 N N N -51.196 8.307 -7.824 -2.383 4.725 0.959 H18 4N7 41 4N7 H19 H19 H 0 1 N N N -51.845 5.973 -8.006 -4.728 4.293 0.354 H19 4N7 42 4N7 H20 H20 H 0 1 N N N -52.392 5.064 -10.251 -5.392 2.105 -0.555 H20 4N7 43 4N7 H21 H21 H 0 1 N N N -52.359 6.591 -12.211 -3.711 0.339 -0.875 H21 4N7 44 4N7 O2 O3 O 0 1 N N N -47.658 8.150 -10.889 -0.411 -1.527 1.644 O2 4N7 45 4N7 HXT H8 H 0 1 N Y N -47.855 10.364 -10.696 -1.517 -3.004 3.167 HXT 4N7 46 # 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 4N7 C6 C3 DOUB Y N 1 4N7 C6 C8 SING Y N 2 4N7 C3 C2 SING Y N 3 4N7 O1 C1 DOUB N N 4 4N7 C10 C8 SING N N 5 4N7 C8 C5 DOUB Y N 6 4N7 CG CD SING N N 7 4N7 CG CB SING N N 8 4N7 C2 C1 SING N N 9 4N7 C2 C21 DOUB Y N 10 4N7 CD N SING N N 11 4N7 C1 C4 SING N N 12 4N7 CB CA SING N N 13 4N7 C5 C21 SING Y N 14 4N7 N CA SING N N 15 4N7 N C7 SING N N 16 4N7 C4 C7 DOUB N Z 17 4N7 CA C SING N N 18 4N7 C7 C9 SING N N 19 4N7 C OXT SING N N 20 4N7 C11 C9 DOUB Y N 21 4N7 C11 C13 SING Y N 22 4N7 C9 C12 SING Y N 23 4N7 C13 C15 DOUB Y N 24 4N7 C12 C14 DOUB Y N 25 4N7 C15 C14 SING Y N 26 4N7 CA H1 SING N N 27 4N7 CB H2 SING N N 28 4N7 CB H3 SING N N 29 4N7 CG H4 SING N N 30 4N7 CG H5 SING N N 31 4N7 CD H6 SING N N 32 4N7 CD H7 SING N N 33 4N7 C3 H9 SING N N 34 4N7 C6 H10 SING N N 35 4N7 C10 H11 SING N N 36 4N7 C10 H12 SING N N 37 4N7 C10 H13 SING N N 38 4N7 C5 H14 SING N N 39 4N7 C21 H15 SING N N 40 4N7 C4 H16 SING N N 41 4N7 C12 H17 SING N N 42 4N7 C14 H18 SING N N 43 4N7 C15 H19 SING N N 44 4N7 C13 H20 SING N N 45 4N7 C11 H21 SING N N 46 4N7 C O2 DOUB N N 47 4N7 OXT HXT SING N N 48 # 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 4N7 SMILES ACDLabs 12.01 "N1(C(C(O)=O)CCC1)/C(=C\C(=O)c2ccc(cc2)C)c3ccccc3" 4N7 InChI InChI 1.03 "InChI=1S/C21H21NO3/c1-15-9-11-17(12-10-15)20(23)14-19(16-6-3-2-4-7-16)22-13-5-8-18(22)21(24)25/h2-4,6-7,9-12,14,18H,5,8,13H2,1H3,(H,24,25)/b19-14-/t18-/m0/s1" 4N7 InChIKey InChI 1.03 IZNIJIYIMREDQL-OWBBTNHHSA-N 4N7 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1)C(=O)\C=C(/N2CCC[C@H]2C(O)=O)c3ccccc3" 4N7 SMILES CACTVS 3.385 "Cc1ccc(cc1)C(=O)C=C(N2CCC[CH]2C(O)=O)c3ccccc3" 4N7 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1)C(=O)/C=C(/c2ccccc2)\N3CCC[C@H]3C(=O)O" 4N7 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1)C(=O)C=C(c2ccccc2)N3CCCC3C(=O)O" # 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 4N7 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(1Z)-3-(4-methylphenyl)-3-oxo-1-phenylprop-1-en-1-yl]-L-proline" 4N7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-1-[(Z)-3-(4-methylphenyl)-3-oxidanylidene-1-phenyl-prop-1-enyl]pyrrolidine-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4N7 "Create component" 2015-04-20 RCSB 4N7 "Initial release" 2016-09-28 RCSB #