data_ZAH # _chem_comp.id ZAH _chem_comp.name "N-[(BENZYLOXY)CARBONYL]-L-ALANYL-L-PROLINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Z-ALA PROLINAL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-02-16 _chem_comp.pdbx_modified_date 2021-03-01 _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 320.340 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZAH _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 2BKL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 ZAH C1 C1 C 0 1 N N N -1.788 -2.070 41.320 1.659 0.232 -4.639 C1 ZAH 1 ZAH O2 O2 O 0 1 N N N -2.167 -1.316 40.397 1.798 1.164 -3.883 O2 ZAH 2 ZAH O20 O20 O 0 1 N Y N -0.909 -1.748 42.155 2.548 0.027 -5.623 O20 ZAH 3 ZAH C3 C3 C 0 1 N N S -2.426 -3.434 41.400 0.487 -0.701 -4.477 C3 ZAH 4 ZAH C4 C4 C 0 1 N N N -3.848 -3.346 41.934 -0.394 -0.661 -5.744 C4 ZAH 5 ZAH C5 C5 C 0 1 N N N -3.825 -4.051 43.272 -1.833 -0.749 -5.171 C5 ZAH 6 ZAH C6 C6 C 0 1 N N N -2.561 -4.874 43.364 -1.695 0.058 -3.856 C6 ZAH 7 ZAH N7 N7 N 0 1 N N N -1.729 -4.386 42.267 -0.352 -0.274 -3.348 N7 ZAH 8 ZAH C8 C8 C 0 1 N N N -0.473 -4.747 41.983 0.042 -0.196 -2.062 C8 ZAH 9 ZAH O9 O9 O 0 1 N N N 0.113 -4.279 41.014 1.177 -0.496 -1.756 O9 ZAH 10 ZAH C10 C10 C 0 1 N N S 0.224 -5.743 42.874 -0.925 0.265 -1.003 C10 ZAH 11 ZAH C11 C11 C 0 1 N N N 0.900 -5.062 44.067 -1.402 1.681 -1.331 C11 ZAH 12 ZAH N14 N14 N 0 1 N N N 1.218 -6.487 42.119 -0.260 0.263 0.301 N14 ZAH 13 ZAH C15 C15 C 0 1 N N N 0.797 -7.370 41.229 -0.974 0.039 1.422 C15 ZAH 14 ZAH O16 O16 O 0 1 N N N 1.565 -8.046 40.564 -2.170 -0.161 1.350 O16 ZAH 15 ZAH O17 O17 O 0 1 N N N -0.644 -7.528 41.061 -0.362 0.037 2.621 O17 ZAH 16 ZAH C18 C18 C 0 1 N N N -1.249 -8.312 40.034 -1.132 -0.203 3.828 C18 ZAH 17 ZAH C19 C19 C 0 1 Y N N -2.734 -8.296 40.297 -0.218 -0.152 5.025 C19 ZAH 18 ZAH C20 C20 C 0 1 Y N N -3.428 -7.096 40.191 -0.002 1.045 5.680 C20 ZAH 19 ZAH C21 C21 C 0 1 Y N N -4.799 -7.055 40.426 0.836 1.092 6.778 C21 ZAH 20 ZAH C22 C22 C 0 1 Y N N -5.439 -8.221 40.793 1.458 -0.059 7.222 C22 ZAH 21 ZAH C23 C23 C 0 1 Y N N -4.752 -9.414 40.915 1.241 -1.257 6.568 C23 ZAH 22 ZAH C24 C24 C 0 1 Y N N -3.389 -9.464 40.670 0.399 -1.305 5.472 C24 ZAH 23 ZAH H20 H20 H 0 1 N N N -0.621 -2.321 42.856 3.301 0.626 -5.727 H20 ZAH 24 ZAH H3 H3 H 0 1 N N N -2.465 -3.862 40.371 0.843 -1.717 -4.305 H3 ZAH 25 ZAH H4C1 1H4C H 0 0 N N N -4.615 -3.746 41.231 -0.183 -1.513 -6.390 H4C1 ZAH 26 ZAH H4C2 2H4C H 0 0 N N N -4.244 -2.305 41.984 -0.249 0.276 -6.280 H4C2 ZAH 27 ZAH H5C1 1H5C H 0 0 N N N -4.743 -4.658 43.450 -2.110 -1.783 -4.966 H5C1 ZAH 28 ZAH H5C2 2H5C H 0 0 N N N -3.938 -3.345 44.128 -2.551 -0.280 -5.844 H5C2 ZAH 29 ZAH H6C1 1H6C H 0 0 N N N -2.066 -4.838 44.362 -2.458 -0.246 -3.141 H6C1 ZAH 30 ZAH H6C2 2H6C H 0 0 N N N -2.733 -5.976 43.351 -1.769 1.127 -4.058 H6C2 ZAH 31 ZAH H10 H10 H 0 1 N N N -0.535 -6.462 43.262 -1.781 -0.409 -0.975 H10 ZAH 32 ZAH H111 1H11 H 0 0 N N N 1.416 -5.799 44.726 -0.546 2.355 -1.359 H111 ZAH 33 ZAH H112 2H11 H 0 0 N N N 0.176 -4.439 44.643 -1.897 1.682 -2.302 H112 ZAH 34 ZAH H113 3H11 H 0 0 N N N 1.597 -4.258 43.734 -2.103 2.015 -0.565 H113 ZAH 35 ZAH H14 H14 H 0 1 N N N 2.215 -6.332 42.271 0.694 0.423 0.358 H14 ZAH 36 ZAH H181 1H18 H 0 0 N N N -0.826 -9.341 39.958 -1.903 0.560 3.927 H181 ZAH 37 ZAH H182 2H18 H 0 0 N N N -0.980 -7.975 39.006 -1.600 -1.186 3.770 H182 ZAH 38 ZAH HA HA H 0 1 N N N -2.890 -6.172 39.919 -0.488 1.945 5.333 HA ZAH 39 ZAH H21 H21 H 0 1 N N N -5.361 -6.112 40.321 1.005 2.028 7.288 H21 ZAH 40 ZAH H22 H22 H 0 1 N N N -6.523 -8.200 40.993 2.114 -0.022 8.079 H22 ZAH 41 ZAH H23 H23 H 0 1 N N N -5.291 -10.330 41.209 1.728 -2.157 6.914 H23 ZAH 42 ZAH H24 H24 H 0 1 N N N -2.835 -10.412 40.769 0.230 -2.241 4.962 H24 ZAH 43 # # 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 ZAH C1 O2 DOUB N N 1 ZAH C1 O20 SING N N 2 ZAH C1 C3 SING N N 3 ZAH O20 H20 SING N N 4 ZAH C3 C4 SING N N 5 ZAH C3 N7 SING N N 6 ZAH C3 H3 SING N N 7 ZAH C4 C5 SING N N 8 ZAH C4 H4C1 SING N N 9 ZAH C4 H4C2 SING N N 10 ZAH C5 C6 SING N N 11 ZAH C5 H5C1 SING N N 12 ZAH C5 H5C2 SING N N 13 ZAH C6 N7 SING N N 14 ZAH C6 H6C1 SING N N 15 ZAH C6 H6C2 SING N N 16 ZAH N7 C8 SING N N 17 ZAH C8 O9 DOUB N N 18 ZAH C8 C10 SING N N 19 ZAH C10 C11 SING N N 20 ZAH C10 N14 SING N N 21 ZAH C10 H10 SING N N 22 ZAH C11 H111 SING N N 23 ZAH C11 H112 SING N N 24 ZAH C11 H113 SING N N 25 ZAH N14 C15 SING N N 26 ZAH N14 H14 SING N N 27 ZAH C15 O16 DOUB N N 28 ZAH C15 O17 SING N N 29 ZAH O17 C18 SING N N 30 ZAH C18 C19 SING N N 31 ZAH C18 H181 SING N N 32 ZAH C18 H182 SING N N 33 ZAH C19 C20 DOUB Y N 34 ZAH C19 C24 SING Y N 35 ZAH C20 C21 SING Y N 36 ZAH C20 HA SING N N 37 ZAH C21 C22 DOUB Y N 38 ZAH C21 H21 SING N N 39 ZAH C22 C23 SING Y N 40 ZAH C22 H22 SING N N 41 ZAH C23 C24 DOUB Y N 42 ZAH C23 H23 SING N N 43 ZAH C24 H24 SING N N 44 # # 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 ZAH SMILES ACDLabs 10.04 "O=C(O)C2N(C(=O)C(NC(=O)OCc1ccccc1)C)CCC2" ZAH SMILES_CANONICAL CACTVS 3.341 "C[C@H](NC(=O)OCc1ccccc1)C(=O)N2CCC[C@H]2C(O)=O" ZAH SMILES CACTVS 3.341 "C[CH](NC(=O)OCc1ccccc1)C(=O)N2CCC[CH]2C(O)=O" ZAH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)NC(=O)OCc2ccccc2" ZAH SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)N1CCCC1C(=O)O)NC(=O)OCc2ccccc2" ZAH InChI InChI 1.03 "InChI=1S/C16H20N2O5/c1-11(14(19)18-9-5-8-13(18)15(20)21)17-16(22)23-10-12-6-3-2-4-7-12/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,17,22)(H,20,21)/t11-,13-/m0/s1" ZAH InChIKey InChI 1.03 RSSOZTMMMIWOJB-AAEUAGOBSA-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 ZAH "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(benzyloxy)carbonyl]-L-alanyl-L-proline" ZAH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S)-2-phenylmethoxycarbonylaminopropanoyl]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 ZAH "Create component" 2005-02-16 EBI ZAH "Modify descriptor" 2011-06-04 RCSB ZAH "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ZAH _pdbx_chem_comp_synonyms.name "Z-ALA PROLINAL" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##