data_GAZ # _chem_comp.id GAZ _chem_comp.name "L-gamma-glutamyl-3-{(E)-[2-(3,4-dimethoxyphenyl)-2-oxoethylidene]-lambda~4~-sulfanyl}-L-alanylglycine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N3 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2016-03-18 _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 485.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GAZ _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 4YAV _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 GAZ N1 N1 N 0 1 N N N -11.317 -20.662 -6.839 -6.418 -2.872 -2.029 N1 GAZ 1 GAZ CA1 C1 C 0 1 N N S -11.228 -20.460 -8.241 -5.984 -3.275 -0.685 CA1 GAZ 2 GAZ C1 C2 C 0 1 N N N -11.165 -19.024 -8.510 -7.173 -3.765 0.102 C1 GAZ 3 GAZ O11 O1 O 0 1 N N N -11.628 -18.257 -7.626 -6.989 -4.545 1.179 O11 GAZ 4 GAZ O12 O2 O 0 1 N N N -10.646 -18.588 -9.577 -8.290 -3.456 -0.238 O12 GAZ 5 GAZ CB1 C3 C 0 1 N N N -12.509 -21.106 -8.858 -5.359 -2.075 0.030 CB1 GAZ 6 GAZ CG1 C4 C 0 1 N N N -12.402 -21.401 -10.321 -4.082 -1.656 -0.699 CG1 GAZ 7 GAZ CD1 C5 C 0 1 N N N -13.344 -22.570 -10.820 -3.466 -0.474 0.005 CD1 GAZ 8 GAZ OE1 O3 O 0 1 N N N -14.013 -23.236 -9.994 -3.997 -0.013 0.993 OE1 GAZ 9 GAZ N2 N2 N 0 1 N N N -13.387 -22.816 -12.267 -2.326 0.071 -0.463 N2 GAZ 10 GAZ CA2 C6 C 0 1 N N R -14.180 -23.848 -12.929 -1.727 1.220 0.221 CA2 GAZ 11 GAZ C2 C7 C 0 1 N N N -13.327 -24.506 -13.980 -2.368 2.490 -0.276 C2 GAZ 12 GAZ O2 O4 O 0 1 N N N -12.440 -23.856 -14.477 -3.238 2.440 -1.119 O2 GAZ 13 GAZ CB2 C8 C 0 1 N N N -15.243 -23.262 -13.767 -0.225 1.259 -0.067 CB2 GAZ 14 GAZ SG2 S1 S 0 1 N N N -16.587 -22.815 -12.791 0.546 -0.270 0.532 SG2 GAZ 15 GAZ N3 N3 N 0 1 N N N -13.563 -25.830 -14.414 -1.973 3.681 0.216 N3 GAZ 16 GAZ CA3 C9 C 0 1 N N N -12.743 -26.412 -15.442 -2.596 4.916 -0.267 CA3 GAZ 17 GAZ C3 C10 C 0 1 N N N -11.232 -26.523 -15.068 -1.981 6.098 0.437 C3 GAZ 18 GAZ O31 O5 O 0 1 N N N -10.792 -25.963 -14.029 -2.398 7.341 0.152 O31 GAZ 19 GAZ O32 O6 O 0 1 N N N -10.449 -27.182 -15.820 -1.111 5.926 1.258 O32 GAZ 20 GAZ C01 C11 C 0 1 Y N N -19.468 -23.815 -8.629 5.334 -1.865 0.457 C01 GAZ 21 GAZ C02 C12 C 0 1 Y N N -20.178 -24.526 -7.661 6.663 -1.685 0.132 C02 GAZ 22 GAZ C03 C13 C 0 1 Y N N -20.660 -25.792 -7.963 7.072 -0.514 -0.512 C03 GAZ 23 GAZ C04 C14 C 0 1 Y N N -20.420 -26.333 -9.252 6.143 0.471 -0.826 C04 GAZ 24 GAZ C05 C15 C 0 1 Y N N -19.717 -25.606 -10.210 4.815 0.297 -0.505 C05 GAZ 25 GAZ C06 C16 C 0 1 Y N N -19.237 -24.355 -9.891 4.398 -0.876 0.135 C06 GAZ 26 GAZ C07 C17 C 0 1 N N N -18.470 -23.450 -10.884 2.975 -1.065 0.480 C07 GAZ 27 GAZ O08 O7 O 0 1 N N N -21.370 -26.525 -6.965 8.380 -0.337 -0.830 O08 GAZ 28 GAZ O09 O8 O 0 1 N N N -18.549 -22.282 -10.765 2.612 -2.088 1.038 O09 GAZ 29 GAZ O10 O9 O 0 1 N N N -20.404 -23.938 -6.335 7.574 -2.646 0.439 O10 GAZ 30 GAZ C11 C18 C 0 1 N N N -20.149 -22.515 -6.165 7.086 -3.817 1.097 C11 GAZ 31 GAZ C12 C19 C 0 1 N N N -17.605 -23.955 -12.050 2.043 -0.072 0.169 C12 GAZ 32 GAZ C14 C20 C 0 1 N N N -22.165 -27.648 -7.390 8.728 0.883 -1.487 C14 GAZ 33 GAZ HA11 H4 H 0 0 N N N -10.341 -20.963 -8.654 -5.247 -4.074 -0.765 HA11 GAZ 34 GAZ H2 H5 H 0 1 N N N -11.518 -17.354 -7.900 -7.782 -4.834 1.651 H2 GAZ 35 GAZ HB12 H6 H 0 0 N N N -13.351 -20.415 -8.706 -6.066 -1.245 0.032 HB12 GAZ 36 GAZ HB11 H7 H 0 0 N N N -12.709 -22.050 -8.329 -5.118 -2.349 1.057 HB11 GAZ 37 GAZ HG13 H8 H 0 0 N N N -11.361 -21.680 -10.541 -3.375 -2.486 -0.701 HG13 GAZ 38 GAZ HG12 H9 H 0 0 N N N -12.662 -20.488 -10.876 -4.323 -1.381 -1.726 HG12 GAZ 39 GAZ H21 H10 H 0 1 N N N -12.826 -22.227 -12.848 -1.901 -0.298 -1.254 H21 GAZ 40 GAZ HA21 H11 H 0 0 N N N -14.579 -24.585 -12.216 -1.889 1.127 1.295 HA21 GAZ 41 GAZ HB21 H12 H 0 0 N N N -14.853 -22.370 -14.279 -0.063 1.352 -1.141 HB21 GAZ 42 GAZ HB22 H13 H 0 0 N N N -15.566 -24.002 -14.514 0.220 2.114 0.443 HB22 GAZ 43 GAZ H31 H14 H 0 1 N N N -14.303 -26.364 -14.005 -1.277 3.720 0.891 H31 GAZ 44 GAZ HA32 H15 H 0 0 N N N -12.830 -25.791 -16.346 -2.434 5.008 -1.341 HA32 GAZ 45 GAZ HA31 H16 H 0 0 N N N -13.121 -27.423 -15.654 -3.666 4.887 -0.062 HA31 GAZ 46 GAZ H3 H17 H 0 1 N N N -9.860 -26.128 -13.951 -1.974 8.067 0.629 H3 GAZ 47 GAZ H011 H18 H 0 0 N N N -19.092 -22.830 -8.395 5.017 -2.770 0.954 H011 GAZ 48 GAZ H041 H19 H 0 0 N N N -20.786 -27.320 -9.494 6.463 1.375 -1.324 H041 GAZ 49 GAZ H051 H20 H 0 0 N N N -19.550 -26.019 -11.194 4.094 1.062 -0.754 H051 GAZ 50 GAZ H112 H21 H 0 0 N N N -20.362 -22.225 -5.125 6.626 -3.536 2.045 H112 GAZ 51 GAZ H111 H22 H 0 0 N N N -19.095 -22.301 -6.396 6.345 -4.306 0.465 H111 GAZ 52 GAZ H113 H23 H 0 0 N N N -20.797 -21.943 -6.845 7.914 -4.501 1.283 H113 GAZ 53 GAZ H121 H24 H 0 0 N N N -17.643 -24.982 -12.381 2.364 0.834 -0.325 H121 GAZ 54 GAZ H143 H26 H 0 0 N N N -22.648 -28.108 -6.515 8.185 0.956 -2.429 H143 GAZ 55 GAZ H141 H27 H 0 0 N N N -22.936 -27.305 -8.096 8.466 1.727 -0.849 H141 GAZ 56 GAZ H142 H28 H 0 0 N N N -21.519 -28.389 -7.884 9.800 0.896 -1.684 H142 GAZ 57 GAZ H1 H25 H 0 1 N N N -16.106 -22.084 -11.830 0.535 -0.112 1.867 H1 GAZ 58 GAZ H4 HN1 H 0 1 N N N -10.515 -20.264 -6.393 -7.102 -2.132 -1.981 H4 GAZ 59 GAZ H5 HN2 H 0 1 N N N -12.145 -20.222 -6.491 -5.630 -2.601 -2.597 H5 GAZ 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 GAZ O32 C3 DOUB N N 1 GAZ CA3 C3 SING N N 2 GAZ CA3 N3 SING N N 3 GAZ C3 O31 SING N N 4 GAZ O2 C2 DOUB N N 5 GAZ N3 C2 SING N N 6 GAZ C2 CA2 SING N N 7 GAZ CB2 CA2 SING N N 8 GAZ CB2 SG2 SING N N 9 GAZ CA2 N2 SING N N 10 GAZ SG2 C12 DOUB N E 11 GAZ N2 CD1 SING N N 12 GAZ C12 C07 SING N N 13 GAZ C07 O09 DOUB N N 14 GAZ C07 C06 SING N N 15 GAZ CD1 CG1 SING N N 16 GAZ CD1 OE1 DOUB N N 17 GAZ CG1 CB1 SING N N 18 GAZ C05 C06 DOUB Y N 19 GAZ C05 C04 SING Y N 20 GAZ C06 C01 SING Y N 21 GAZ O12 C1 DOUB N N 22 GAZ C04 C03 DOUB Y N 23 GAZ CB1 CA1 SING N N 24 GAZ C01 C02 DOUB Y N 25 GAZ C1 CA1 SING N N 26 GAZ C1 O11 SING N N 27 GAZ CA1 N1 SING N N 28 GAZ C03 C02 SING Y N 29 GAZ C03 O08 SING N N 30 GAZ C02 O10 SING N N 31 GAZ C14 O08 SING N N 32 GAZ O10 C11 SING N N 33 GAZ CA1 HA11 SING N N 34 GAZ O11 H2 SING N N 35 GAZ CB1 HB12 SING N N 36 GAZ CB1 HB11 SING N N 37 GAZ CG1 HG13 SING N N 38 GAZ CG1 HG12 SING N N 39 GAZ N2 H21 SING N N 40 GAZ CA2 HA21 SING N N 41 GAZ CB2 HB21 SING N N 42 GAZ CB2 HB22 SING N N 43 GAZ N3 H31 SING N N 44 GAZ CA3 HA32 SING N N 45 GAZ CA3 HA31 SING N N 46 GAZ O31 H3 SING N N 47 GAZ C01 H011 SING N N 48 GAZ C04 H041 SING N N 49 GAZ C05 H051 SING N N 50 GAZ C11 H112 SING N N 51 GAZ C11 H111 SING N N 52 GAZ C11 H113 SING N N 53 GAZ C12 H121 SING N N 54 GAZ C14 H143 SING N N 55 GAZ C14 H141 SING N N 56 GAZ C14 H142 SING N N 57 GAZ SG2 H1 SING N N 58 GAZ N1 H4 SING N N 59 GAZ N1 H5 SING N N 60 # 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 GAZ SMILES ACDLabs 12.01 "NC(C(O)=O)CCC(=O)NC(C(=O)NCC(O)=O)C\S=C\C(c1cc(OC)c(OC)cc1)=O" GAZ InChI InChI 1.03 "InChI=1S/C20H27N3O9S/c1-31-15-5-3-11(7-16(15)32-2)14(24)10-33-9-13(19(28)22-8-18(26)27)23-17(25)6-4-12(21)20(29)30/h3,5,7,10,12-13,33H,4,6,8-9,21H2,1-2H3,(H,22,28)(H,23,25)(H,26,27)(H,29,30)/t12-,13-/m0/s1" GAZ InChIKey InChI 1.03 RZTBZJFXQSGYRQ-STQMWFEESA-N GAZ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1OC)C(=O)/C=[SH]/C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O" GAZ SMILES CACTVS 3.385 "COc1ccc(cc1OC)C(=O)C=[SH]C[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NCC(O)=O" GAZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1OC)C(=O)/C=S/C[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N" GAZ SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1OC)C(=O)C=SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)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 GAZ "SYSTEMATIC NAME" ACDLabs 12.01 "L-gamma-glutamyl-3-{(E)-[2-(3,4-dimethoxyphenyl)-2-oxoethylidene]-lambda~4~-sulfanyl}-L-alanylglycine" GAZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-5-[[(2R)-3-[(E)-[2-(3,4-dimethoxyphenyl)-2-oxidanylidene-ethylidene]-$l^{4}-sulfanyl]-1-(2-hydroxy-2-oxoethylamino)-1-oxidanylidene-propan-2-yl]amino]-5-oxidanylidene-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 GAZ "Create component" 2015-02-27 RCSB GAZ "Other modification" 2015-03-09 RCSB GAZ "Initial release" 2016-03-09 RCSB GAZ "Other modification" 2016-03-18 RCSB #