data_LZ6 # _chem_comp.id LZ6 _chem_comp.name "L-gamma-glutamyl-S-(2-{[4-(3-carboxypropyl)phenyl](2-chloroethyl)amino}ethyl)-L-cysteinylglycine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H35 Cl N4 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Chlorambucil-Glutathione Conjugate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 575.075 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LZ6 _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 3CSH _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 LZ6 O37 O37 O 0 1 N N N 18.342 15.060 8.315 -8.624 -4.396 1.251 O37 LZ6 1 LZ6 C35 C35 C 0 1 N N N 17.636 14.589 9.230 -7.645 -4.088 1.888 C35 LZ6 2 LZ6 O36 O36 O 0 1 N N N 17.634 15.087 10.375 -7.730 -3.934 3.219 O36 LZ6 3 LZ6 C34 C34 C 0 1 N N S 16.749 13.395 8.927 -6.326 -3.881 1.189 C34 LZ6 4 LZ6 N38 N38 N 0 1 N N N 16.509 12.635 10.149 -6.354 -4.553 -0.117 N38 LZ6 5 LZ6 C33 C33 C 0 1 N N N 15.396 13.883 8.369 -6.085 -2.384 0.987 C33 LZ6 6 LZ6 C32 C32 C 0 1 N N N 15.490 14.612 7.020 -4.692 -2.167 0.391 C32 LZ6 7 LZ6 C30 C30 C 0 1 N N N 14.102 14.867 6.472 -4.455 -0.692 0.192 C30 LZ6 8 LZ6 O31 O31 O 0 1 N N N 13.118 14.592 7.142 -5.315 0.107 0.497 O31 LZ6 9 LZ6 N29 N29 N 0 1 N N N 14.093 15.372 5.254 -3.287 -0.261 -0.325 N29 LZ6 10 LZ6 C21 C21 C 0 1 N N R 12.833 15.394 4.542 -3.056 1.173 -0.518 C21 LZ6 11 LZ6 C22 C22 C 0 1 N N N 13.024 15.172 3.071 -3.634 1.600 -1.842 C22 LZ6 12 LZ6 O28 O28 O 0 1 N N N 14.113 15.296 2.547 -4.185 0.788 -2.555 O28 LZ6 13 LZ6 N23 N23 N 0 1 N N N 11.912 14.816 2.436 -3.539 2.886 -2.235 N23 LZ6 14 LZ6 C24 C24 C 0 1 N N N 11.918 14.467 1.032 -4.101 3.302 -3.523 C24 LZ6 15 LZ6 C25 C25 C 0 1 N N N 11.553 13.030 0.780 -3.864 4.777 -3.721 C25 LZ6 16 LZ6 O27 O27 O 0 1 N N N 11.496 12.205 1.736 -4.296 5.382 -4.839 O27 LZ6 17 LZ6 O26 O26 O 0 1 N N N 11.321 12.709 -0.408 -3.285 5.415 -2.875 O26 LZ6 18 LZ6 C20 C20 C 0 1 N N N 12.058 16.665 4.875 -1.552 1.454 -0.503 C20 LZ6 19 LZ6 S13 S13 S 0 1 N N N 12.693 18.067 4.041 -0.857 0.938 1.091 S13 LZ6 20 LZ6 C12 C12 C 0 1 N N N 11.602 19.429 4.366 0.903 1.344 0.918 C12 LZ6 21 LZ6 C11 C11 C 0 1 N N N 10.173 19.174 3.858 1.642 0.963 2.202 C11 LZ6 22 LZ6 N7 N7 N 0 1 N N N 10.181 19.190 2.387 3.063 1.291 2.063 N7 LZ6 23 LZ6 C8 C8 C 0 1 N N N 10.172 17.915 1.651 3.553 2.612 2.464 C8 LZ6 24 LZ6 C9 C9 C 0 1 N N N 8.727 17.475 1.409 3.968 2.578 3.936 C9 LZ6 25 LZ6 CL10 CL10 CL 0 0 N N N 8.645 16.608 -0.159 4.571 4.204 4.429 CL10 LZ6 26 LZ6 C1 C1 C 0 1 Y N N 10.213 20.397 1.655 3.951 0.344 1.548 C1 LZ6 27 LZ6 C6 C6 C 0 1 Y N N 10.127 20.373 0.258 3.488 -0.907 1.162 C6 LZ6 28 LZ6 C5 C5 C 0 1 Y N N 10.156 21.553 -0.484 4.368 -1.842 0.653 C5 LZ6 29 LZ6 C4 C4 C 0 1 Y N N 10.268 22.786 0.153 5.710 -1.533 0.528 C4 LZ6 30 LZ6 C3 C3 C 0 1 Y N N 10.365 22.813 1.545 6.175 -0.288 0.911 C3 LZ6 31 LZ6 C2 C2 C 0 1 Y N N 10.334 21.634 2.291 5.299 0.653 1.416 C2 LZ6 32 LZ6 C14 C14 C 0 1 N N N 10.303 24.056 -0.678 6.668 -2.555 -0.027 C14 LZ6 33 LZ6 C15 C15 C 0 1 N N N 9.533 25.201 -0.023 6.753 -2.402 -1.547 C15 LZ6 34 LZ6 C16 C16 C 0 1 N N N 8.442 25.759 -0.930 7.726 -3.440 -2.111 C16 LZ6 35 LZ6 C17 C17 C 0 1 N N N 7.900 27.032 -0.317 7.810 -3.289 -3.608 C17 LZ6 36 LZ6 O18 O18 O 0 1 N N N 8.382 28.132 -0.689 7.158 -2.439 -4.167 O18 LZ6 37 LZ6 O19 O19 O 0 1 N N N 6.988 26.942 0.538 8.608 -4.099 -4.320 O19 LZ6 38 LZ6 HO36 HO36 H 0 0 N N N 18.227 15.829 10.399 -8.596 -4.081 3.623 HO36 LZ6 39 LZ6 H34 H34 H 0 1 N N N 17.251 12.756 8.185 -5.523 -4.300 1.796 H34 LZ6 40 LZ6 HN38 HN38 H 0 0 N N N 16.454 11.661 9.931 -7.090 -4.182 -0.699 HN38 LZ6 41 LZ6 HN3A HN3A H 0 0 N N N 17.260 12.791 10.791 -5.459 -4.484 -0.579 HN3A LZ6 42 LZ6 H33 H33 H 0 1 N N N 14.751 13.003 8.232 -6.837 -1.983 0.308 H33 LZ6 43 LZ6 H33A H33A H 0 0 N N N 14.999 14.609 9.094 -6.152 -1.872 1.947 H33A LZ6 44 LZ6 H32 H32 H 0 1 N N N 16.007 15.572 7.161 -3.940 -2.568 1.070 H32 LZ6 45 LZ6 H32A H32A H 0 0 N N N 16.050 13.987 6.309 -4.625 -2.678 -0.570 H32A LZ6 46 LZ6 HN29 HN29 H 0 0 N N N 14.929 15.728 4.836 -2.600 -0.900 -0.569 HN29 LZ6 47 LZ6 H21 H21 H 0 1 N N N 12.216 14.550 4.883 -3.538 1.730 0.285 H21 LZ6 48 LZ6 HN23 HN23 H 0 0 N N N 11.050 14.789 2.941 -3.099 3.536 -1.666 HN23 LZ6 49 LZ6 H24 H24 H 0 1 N N N 11.186 15.105 0.515 -3.620 2.745 -4.326 H24 LZ6 50 LZ6 H24A H24A H 0 0 N N N 12.942 14.618 0.659 -5.173 3.102 -3.533 H24A LZ6 51 LZ6 HO27 HO27 H 0 0 N N N 11.258 11.348 1.402 -4.120 6.329 -4.922 HO27 LZ6 52 LZ6 H20 H20 H 0 1 N N N 11.009 16.524 4.574 -1.071 0.896 -1.307 H20 LZ6 53 LZ6 H20A H20A H 0 0 N N N 12.150 16.844 5.956 -1.381 2.520 -0.647 H20A LZ6 54 LZ6 H12 H12 H 0 1 N N N 11.561 19.591 5.453 1.323 0.790 0.079 H12 LZ6 55 LZ6 H12A H12A H 0 0 N N N 11.995 20.308 3.835 1.013 2.414 0.739 H12A LZ6 56 LZ6 H11 H11 H 0 1 N N N 9.822 18.195 4.216 1.222 1.518 3.042 H11 LZ6 57 LZ6 H11A H11A H 0 0 N N N 9.498 19.956 4.236 1.532 -0.106 2.382 H11A LZ6 58 LZ6 H8 H8 H 0 1 N N N 10.682 18.046 0.685 4.412 2.883 1.850 H8 LZ6 59 LZ6 H8A H8A H 0 1 N N N 10.695 17.148 2.241 2.762 3.350 2.327 H8A LZ6 60 LZ6 H9 H9 H 0 1 N N N 8.401 16.807 2.220 3.109 2.307 4.550 H9 LZ6 61 LZ6 H9A H9A H 0 1 N N N 8.067 18.354 1.386 4.759 1.840 4.073 H9A LZ6 62 LZ6 H6 H6 H 0 1 N N N 10.037 19.426 -0.253 2.440 -1.150 1.261 H6 LZ6 63 LZ6 H5 H5 H 0 1 N N N 10.091 21.510 -1.561 4.009 -2.815 0.353 H5 LZ6 64 LZ6 H3 H3 H 0 1 N N N 10.466 23.761 2.053 7.224 -0.050 0.812 H3 LZ6 65 LZ6 H2 H2 H 0 1 N N N 10.404 21.679 3.368 5.662 1.627 1.710 H2 LZ6 66 LZ6 H14 H14 H 0 1 N N N 11.352 24.365 -0.800 7.656 -2.402 0.409 H14 LZ6 67 LZ6 H14A H14A H 0 0 N N N 9.827 23.839 -1.646 6.314 -3.556 0.218 H14A LZ6 68 LZ6 H15 H15 H 0 1 N N N 9.063 24.825 0.898 5.766 -2.555 -1.983 H15 LZ6 69 LZ6 H15A H15A H 0 0 N N N 10.246 26.012 0.186 7.108 -1.401 -1.792 H15A LZ6 70 LZ6 H16 H16 H 0 1 N N N 8.861 25.976 -1.924 8.713 -3.287 -1.674 H16 LZ6 71 LZ6 H16A H16A H 0 0 N N N 7.632 25.022 -1.036 7.372 -4.441 -1.865 H16A LZ6 72 LZ6 HO19 HO19 H 0 0 N N N 6.744 27.811 0.834 8.628 -3.964 -5.278 HO19 LZ6 73 # # 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 LZ6 O37 C35 DOUB N N 1 LZ6 C34 C35 SING N N 2 LZ6 C35 O36 SING N N 3 LZ6 O36 HO36 SING N N 4 LZ6 C33 C34 SING N N 5 LZ6 C34 N38 SING N N 6 LZ6 C34 H34 SING N N 7 LZ6 N38 HN38 SING N N 8 LZ6 N38 HN3A SING N N 9 LZ6 C32 C33 SING N N 10 LZ6 C33 H33 SING N N 11 LZ6 C33 H33A SING N N 12 LZ6 C30 C32 SING N N 13 LZ6 C32 H32 SING N N 14 LZ6 C32 H32A SING N N 15 LZ6 N29 C30 SING N N 16 LZ6 C30 O31 DOUB N N 17 LZ6 C21 N29 SING N N 18 LZ6 N29 HN29 SING N N 19 LZ6 C22 C21 SING N N 20 LZ6 C21 C20 SING N N 21 LZ6 C21 H21 SING N N 22 LZ6 N23 C22 SING N N 23 LZ6 O28 C22 DOUB N N 24 LZ6 C24 N23 SING N N 25 LZ6 N23 HN23 SING N N 26 LZ6 C25 C24 SING N N 27 LZ6 C24 H24 SING N N 28 LZ6 C24 H24A SING N N 29 LZ6 O26 C25 DOUB N N 30 LZ6 C25 O27 SING N N 31 LZ6 O27 HO27 SING N N 32 LZ6 S13 C20 SING N N 33 LZ6 C20 H20 SING N N 34 LZ6 C20 H20A SING N N 35 LZ6 S13 C12 SING N N 36 LZ6 C11 C12 SING N N 37 LZ6 C12 H12 SING N N 38 LZ6 C12 H12A SING N N 39 LZ6 N7 C11 SING N N 40 LZ6 C11 H11 SING N N 41 LZ6 C11 H11A SING N N 42 LZ6 C8 N7 SING N N 43 LZ6 C1 N7 SING N N 44 LZ6 C9 C8 SING N N 45 LZ6 C8 H8 SING N N 46 LZ6 C8 H8A SING N N 47 LZ6 CL10 C9 SING N N 48 LZ6 C9 H9 SING N N 49 LZ6 C9 H9A SING N N 50 LZ6 C6 C1 DOUB Y N 51 LZ6 C1 C2 SING Y N 52 LZ6 C5 C6 SING Y N 53 LZ6 C6 H6 SING N N 54 LZ6 C5 C4 DOUB Y N 55 LZ6 C5 H5 SING N N 56 LZ6 C14 C4 SING N N 57 LZ6 C4 C3 SING Y N 58 LZ6 C3 C2 DOUB Y N 59 LZ6 C3 H3 SING N N 60 LZ6 C2 H2 SING N N 61 LZ6 C14 C15 SING N N 62 LZ6 C14 H14 SING N N 63 LZ6 C14 H14A SING N N 64 LZ6 C16 C15 SING N N 65 LZ6 C15 H15 SING N N 66 LZ6 C15 H15A SING N N 67 LZ6 C16 C17 SING N N 68 LZ6 C16 H16 SING N N 69 LZ6 C16 H16A SING N N 70 LZ6 O18 C17 DOUB N N 71 LZ6 C17 O19 SING N N 72 LZ6 O19 HO19 SING N N 73 # # 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 LZ6 SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSCCN(c1ccc(cc1)CCCC(=O)O)CCCl" LZ6 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)N[C@@H](CSCCN(CCCl)c1ccc(CCCC(O)=O)cc1)C(=O)NCC(O)=O)C(O)=O" LZ6 SMILES CACTVS 3.341 "N[CH](CCC(=O)N[CH](CSCCN(CCCl)c1ccc(CCCC(O)=O)cc1)C(=O)NCC(O)=O)C(O)=O" LZ6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCCC(=O)O)N(CCSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)CCCl" LZ6 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCCC(=O)O)N(CCSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)CCCl" LZ6 InChI InChI 1.03 "InChI=1S/C24H35ClN4O8S/c25-10-11-29(17-6-4-16(5-7-17)2-1-3-21(31)32)12-13-38-15-19(23(35)27-14-22(33)34)28-20(30)9-8-18(26)24(36)37/h4-7,18-19H,1-3,8-15,26H2,(H,27,35)(H,28,30)(H,31,32)(H,33,34)(H,36,37)/t18-,19-/m0/s1" LZ6 InChIKey InChI 1.03 BQVGPQFUMPRIMA-OALUTQOASA-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 LZ6 "SYSTEMATIC NAME" ACDLabs 10.04 "L-gamma-glutamyl-S-(2-{[4-(3-carboxypropyl)phenyl](2-chloroethyl)amino}ethyl)-L-cysteinylglycine" LZ6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[2-[2-chloroethyl-[4-(4-hydroxy-4-oxo-butyl)phenyl]amino]ethylsulfanyl]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic 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 LZ6 "Create component" 2008-04-17 RCSB LZ6 "Modify aromatic_flag" 2011-06-04 RCSB LZ6 "Modify descriptor" 2011-06-04 RCSB LZ6 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LZ6 _pdbx_chem_comp_synonyms.name "Chlorambucil-Glutathione Conjugate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##