data_0VS # _chem_comp.id 0VS _chem_comp.name "L-gamma-glutamyl-S-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-L-cysteinylglycine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N3 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-13 _chem_comp.pdbx_modified_date 2012-09-07 _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 477.488 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0VS _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 4G0K _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 0VS C13 C13 C 0 1 N N N -63.181 32.206 30.414 -5.309 1.129 -0.120 C13 0VS 1 0VS C15 C15 C 0 1 N N N -64.522 32.506 32.627 -7.545 2.195 -0.218 C15 0VS 2 0VS C20 C20 C 0 1 N N N -58.286 32.031 28.632 -1.084 -2.307 0.357 C20 0VS 3 0VS C22 C22 C 0 1 N N N -57.037 31.776 26.402 -0.577 -4.684 0.531 C22 0VS 4 0VS C28 C28 C 0 1 N N N -59.104 36.904 31.432 2.835 1.212 -3.001 C28 0VS 5 0VS O01 O01 O 0 1 N N N -58.828 39.256 30.171 5.530 1.477 -2.447 O01 0VS 6 0VS C02 C02 C 0 1 N N N -57.889 38.480 29.983 4.816 1.452 -1.462 C02 0VS 7 0VS C03 C03 C 0 1 Y N N -56.755 38.893 29.095 5.418 1.566 -0.115 C03 0VS 8 0VS C04 C04 C 0 1 Y N N -55.689 37.991 28.907 4.587 1.537 1.020 C04 0VS 9 0VS C05 C05 C 0 1 N N N -55.674 36.632 29.577 3.127 1.392 0.835 C05 0VS 10 0VS C06 C06 C 0 1 N N N -56.815 36.217 30.463 2.585 1.283 -0.544 C06 0VS 11 0VS S07 S07 S 0 1 N N N -56.773 34.645 31.393 0.849 1.110 -0.790 S07 0VS 12 0VS C08 C08 C 0 1 N N N -57.018 33.027 30.525 0.587 -0.520 -0.048 C08 0VS 13 0VS C09 C09 C 0 1 N N R -58.445 32.893 29.889 -0.866 -0.950 -0.261 C09 0VS 14 0VS N10 N10 N 0 1 N N N -59.458 32.479 30.869 -1.760 0.023 0.370 N10 0VS 15 0VS C11 C11 C 0 1 N N N -60.739 33.103 30.888 -3.024 0.166 -0.077 C11 0VS 16 0VS C12 C12 C 0 1 N N N -61.945 32.284 31.363 -3.944 1.167 0.572 C12 0VS 17 0VS C14 C14 C 0 1 N N S -64.421 32.853 31.074 -6.243 2.145 0.539 C14 0VS 18 0VS O16 O16 O 0 1 N N N -65.340 33.106 33.382 -7.633 2.902 -1.356 O16 0VS 19 0VS O17 O17 O 0 1 N N N -63.937 31.450 32.947 -8.510 1.599 0.198 O17 0VS 20 0VS N18 N18 N 0 1 N N N -64.290 34.308 30.881 -6.501 1.745 1.929 N18 0VS 21 0VS O19 O19 O 0 1 N N N -60.882 34.251 30.457 -3.420 -0.512 -1.002 O19 0VS 22 0VS N21 N21 N 0 1 N N N -57.618 32.519 27.540 -0.365 -3.365 -0.069 N21 0VS 23 0VS C23 C23 C 0 1 N N N -57.311 32.533 25.029 0.343 -5.685 -0.118 C23 0VS 24 0VS O24 O24 O 0 1 N N N -58.036 33.550 25.114 0.324 -6.969 0.276 O24 0VS 25 0VS O25 O25 O 0 1 N N N -56.791 32.031 23.971 1.099 -5.333 -0.992 O25 0VS 26 0VS O26 O26 O 0 1 N N N -58.325 30.785 28.839 -1.906 -2.447 1.237 O26 0VS 27 0VS C27 C27 C 0 1 N N N -57.851 37.134 30.635 3.416 1.320 -1.615 C27 0VS 28 0VS O29 O29 O 0 1 N N N -54.712 35.881 29.375 2.383 1.363 1.794 O29 0VS 29 0VS C30 C30 C 0 1 Y N N -54.630 38.385 28.075 5.142 1.643 2.289 C30 0VS 30 0VS C31 C31 C 0 1 Y N N -54.638 39.643 27.445 6.515 1.776 2.429 C31 0VS 31 0VS C32 C32 C 0 1 Y N N -55.692 40.538 27.632 7.332 1.805 1.315 C32 0VS 32 0VS C33 C33 C 0 1 Y N N -56.753 40.158 28.458 6.791 1.700 0.042 C33 0VS 33 0VS H1 H1 H 0 1 N N N -63.400 31.151 30.192 -5.189 1.376 -1.175 H1 0VS 34 0VS H2 H2 H 0 1 N N N -62.952 32.737 29.479 -5.735 0.130 -0.027 H2 0VS 35 0VS H3 H3 H 0 1 N N N -57.490 30.774 26.357 -0.366 -4.635 1.599 H3 0VS 36 0VS H4 H4 H 0 1 N N N -55.951 31.681 26.551 -1.612 -4.990 0.379 H4 0VS 37 0VS H5 H5 H 0 1 N N N -59.061 35.912 31.905 3.626 1.343 -3.738 H5 0VS 38 0VS H6 H6 H 0 1 N N N -59.191 37.677 32.210 2.378 0.231 -3.128 H6 0VS 39 0VS H7 H7 H 0 1 N N N -59.977 36.955 30.765 2.078 1.985 -3.139 H7 0VS 40 0VS H8 H8 H 0 1 N N N -56.878 32.213 31.252 1.253 -1.244 -0.518 H8 0VS 41 0VS H9 H9 H 0 1 N N N -56.267 32.939 29.726 0.799 -0.471 1.020 H9 0VS 42 0VS H10 H10 H 0 1 N N N -58.720 33.900 29.543 -1.077 -0.999 -1.329 H10 0VS 43 0VS H11 H11 H 0 1 N N N -59.248 31.755 31.526 -1.444 0.565 1.109 H11 0VS 44 0VS H12 H12 H 0 1 N N N -62.286 32.721 32.313 -3.518 2.166 0.479 H12 0VS 45 0VS H13 H13 H 0 1 N N N -61.597 31.255 31.536 -4.065 0.920 1.626 H13 0VS 46 0VS H14 H14 H 0 1 N N N -65.329 32.485 30.574 -5.777 3.130 0.525 H14 0VS 47 0VS H15 H15 H 0 1 N N N -65.425 32.630 34.200 -8.488 2.905 -1.806 H15 0VS 48 0VS H16 H16 H 0 1 N N N -65.074 34.771 31.294 -6.933 0.834 1.969 H16 0VS 49 0VS H17 H17 H 0 1 N N N -63.448 34.627 31.315 -5.652 1.766 2.474 H17 0VS 50 0VS H19 H19 H 0 1 N N N -57.509 33.513 27.509 0.292 -3.253 -0.774 H19 0VS 51 0VS H20 H20 H 0 1 N N N -58.160 33.924 24.250 0.932 -7.574 -0.170 H20 0VS 52 0VS H21 H21 H 0 1 N N N -53.799 37.714 27.916 4.508 1.621 3.162 H21 0VS 53 0VS H22 H22 H 0 1 N N N -53.814 39.921 26.805 6.949 1.859 3.415 H22 0VS 54 0VS H23 H23 H 0 1 N N N -55.688 41.504 27.149 8.400 1.910 1.436 H23 0VS 55 0VS H24 H24 H 0 1 N N N -57.580 40.836 28.612 7.436 1.723 -0.824 H24 0VS 56 # 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 0VS O25 C23 DOUB N N 1 0VS C23 O24 SING N N 2 0VS C23 C22 SING N N 3 0VS C22 N21 SING N N 4 0VS C31 C32 DOUB Y N 5 0VS C31 C30 SING Y N 6 0VS N21 C20 SING N N 7 0VS C32 C33 SING Y N 8 0VS C30 C04 DOUB Y N 9 0VS C33 C03 DOUB Y N 10 0VS C20 O26 DOUB N N 11 0VS C20 C09 SING N N 12 0VS C04 C03 SING Y N 13 0VS C04 C05 SING N N 14 0VS C03 C02 SING N N 15 0VS O29 C05 DOUB N N 16 0VS C05 C06 SING N N 17 0VS C09 C08 SING N N 18 0VS C09 N10 SING N N 19 0VS C02 O01 DOUB N N 20 0VS C02 C27 SING N N 21 0VS C13 C14 SING N N 22 0VS C13 C12 SING N N 23 0VS O19 C11 DOUB N N 24 0VS C06 C27 DOUB N N 25 0VS C06 S07 SING N N 26 0VS C08 S07 SING N N 27 0VS C27 C28 SING N N 28 0VS N10 C11 SING N N 29 0VS N18 C14 SING N N 30 0VS C11 C12 SING N N 31 0VS C14 C15 SING N N 32 0VS C15 O17 DOUB N N 33 0VS C15 O16 SING N N 34 0VS C13 H1 SING N N 35 0VS C13 H2 SING N N 36 0VS C22 H3 SING N N 37 0VS C22 H4 SING N N 38 0VS C28 H5 SING N N 39 0VS C28 H6 SING N N 40 0VS C28 H7 SING N N 41 0VS C08 H8 SING N N 42 0VS C08 H9 SING N N 43 0VS C09 H10 SING N N 44 0VS N10 H11 SING N N 45 0VS C12 H12 SING N N 46 0VS C12 H13 SING N N 47 0VS C14 H14 SING N N 48 0VS O16 H15 SING N N 49 0VS N18 H16 SING N N 50 0VS N18 H17 SING N N 51 0VS N21 H19 SING N N 52 0VS O24 H20 SING N N 53 0VS C30 H21 SING N N 54 0VS C31 H22 SING N N 55 0VS C32 H23 SING N N 56 0VS C33 H24 SING N N 57 # 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 0VS SMILES ACDLabs 12.01 "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC2=C(C(=O)c1c(cccc1)C2=O)C" 0VS InChI InChI 1.03 "InChI=1S/C21H23N3O8S/c1-10-17(28)11-4-2-3-5-12(11)18(29)19(10)33-9-14(20(30)23-8-16(26)27)24-15(25)7-6-13(22)21(31)32/h2-5,13-14H,6-9,22H2,1H3,(H,23,30)(H,24,25)(H,26,27)(H,31,32)/t13-,14-/m0/s1" 0VS InChIKey InChI 1.03 BWKXZXMVXPXYDF-KBPBESRZSA-N 0VS SMILES_CANONICAL CACTVS 3.370 "CC1=C(SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)c2ccccc2C1=O" 0VS SMILES CACTVS 3.370 "CC1=C(SC[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NCC(O)=O)C(=O)c2ccccc2C1=O" 0VS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C(C(=O)c2ccccc2C1=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N" 0VS SMILES "OpenEye OEToolkits" 1.7.6 "CC1=C(C(=O)c2ccccc2C1=O)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 0VS "SYSTEMATIC NAME" ACDLabs 12.01 "L-gamma-glutamyl-S-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-L-cysteinylglycine" 0VS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-5-[[(2R)-1-(2-hydroxy-2-oxoethylamino)-3-[3-methyl-1,4-bis(oxidanylidene)naphthalen-2-yl]sulfanyl-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 0VS "Create component" 2012-07-13 RCSB 0VS "Initial release" 2012-09-07 RCSB #