data_1JP # _chem_comp.id 1JP _chem_comp.name "D-gamma-glutamyl-(Z)-N-(carboxymethylidene)-S-[(2R)-2-hydroxy-4-phenylbutyl]-L-cysteinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-19 _chem_comp.pdbx_modified_date 2013-12-27 _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 453.509 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1JP _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 4J7Y _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 1JP O O O 0 1 N N N 12.992 -4.340 -66.048 6.386 4.672 0.988 O 1JP 1 1JP C C C 0 1 N N N 14.183 -4.450 -65.646 6.401 3.835 0.117 C 1JP 2 1JP OXT OXT O 0 1 N N N 14.516 -4.033 -64.512 7.560 3.260 -0.241 OXT 1JP 3 1JP CA CA C 0 1 N N R 15.176 -5.127 -66.531 5.119 3.431 -0.564 CA 1JP 4 1JP N N N 0 1 N N N 14.456 -6.077 -67.344 4.109 4.479 -0.366 N 1JP 5 1JP CB CB C 0 1 N N N 16.214 -5.903 -65.785 4.614 2.117 0.036 CB 1JP 6 1JP CG CG C 0 1 N N N 17.077 -5.234 -64.777 3.382 1.643 -0.737 CG 1JP 7 1JP CD CD C 0 1 N N N 16.865 -5.742 -63.387 2.885 0.349 -0.147 CD 1JP 8 1JP OE1 OE1 O 0 1 N N N 16.424 -6.878 -63.254 3.461 -0.146 0.800 OE1 1JP 9 1JP NE2 NE2 N 0 1 N N N 17.155 -4.938 -62.243 1.802 -0.259 -0.670 NE2 1JP 10 1JP CBE CBE C 0 1 N N R 16.900 -5.487 -60.947 1.319 -1.517 -0.095 CBE 1JP 11 1JP CBA CBA C 0 1 N N N 15.437 -5.675 -60.855 2.079 -2.670 -0.700 CBA 1JP 12 1JP OAE OAE O 0 1 N N N 14.727 -4.786 -61.301 2.939 -2.460 -1.529 OAE 1JP 13 1JP NAU NAU N 0 1 N N N 14.921 -6.887 -60.277 1.803 -3.933 -0.320 NAU 1JP 14 1JP CAO CAO C 0 1 N N N 13.528 -7.186 -60.138 2.760 -4.710 0.101 CAO 1JP 15 1JP CAX CAX C 0 1 N N N 12.493 -6.292 -60.729 4.119 -4.158 0.330 CAX 1JP 16 1JP OAF OAF O 0 1 N N N 11.533 -5.874 -60.035 5.136 -4.982 0.643 OAF 1JP 17 1JP OAB OAB O 0 1 N N N 12.602 -5.935 -61.930 4.312 -2.964 0.236 OAB 1JP 18 1JP CAT CAT C 0 1 N N N 17.273 -4.586 -59.821 -0.172 -1.676 -0.396 CAT 1JP 19 1JP S1 S1 S 0 1 N N N 18.961 -4.125 -59.563 -1.087 -0.289 0.332 S1 1JP 20 1JP CAS CAS C 0 1 N N N 19.248 -4.004 -57.831 -2.805 -0.649 -0.124 CAS 1JP 21 1JP CBD CBD C 0 1 N N R 20.475 -4.676 -57.340 -3.719 0.448 0.426 CBD 1JP 22 1JP OAH OAH O 0 1 N N N 21.424 -4.619 -58.342 -3.604 0.495 1.850 OAH 1JP 23 1JP CAR CAR C 0 1 N N N 20.164 -6.105 -57.048 -5.169 0.144 0.042 CAR 1JP 24 1JP CAP CAP C 0 1 N N N 20.697 -7.140 -57.973 -6.067 1.302 0.483 CAP 1JP 25 1JP CBB CBB C 0 1 Y N N 21.760 -8.046 -57.445 -7.494 1.003 0.104 CBB 1JP 26 1JP CAL CAL C 0 1 Y N N 22.373 -8.969 -58.274 -7.979 1.394 -1.130 CAL 1JP 27 1JP CAJ CAJ C 0 1 Y N N 23.361 -9.801 -57.759 -9.288 1.120 -1.477 CAJ 1JP 28 1JP CAI CAI C 0 1 Y N N 23.727 -9.709 -56.424 -10.113 0.453 -0.590 CAI 1JP 29 1JP CAK CAK C 0 1 Y N N 23.107 -8.782 -55.598 -9.628 0.061 0.644 CAK 1JP 30 1JP CAM CAM C 0 1 Y N N 22.118 -7.953 -56.112 -8.318 0.332 0.989 CAM 1JP 31 1JP H1 H1 H 0 1 N N N 13.759 -3.660 -64.076 8.356 3.548 0.227 H1 1JP 32 1JP H2 H2 H 0 1 N N N 15.668 -4.378 -67.169 5.299 3.298 -1.630 H2 1JP 33 1JP H3 H3 H 0 1 N N N 13.747 -5.601 -67.864 3.260 4.263 -0.866 H3 1JP 34 1JP H4 H4 H 0 1 N N N 15.090 -6.523 -67.976 3.923 4.622 0.616 H4 1JP 35 1JP H6 H6 H 0 1 N N N 15.685 -6.712 -65.260 5.398 1.363 -0.032 H6 1JP 36 1JP H7 H7 H 0 1 N N N 16.888 -6.335 -66.540 4.349 2.273 1.082 H7 1JP 37 1JP H8 H8 H 0 1 N N N 18.129 -5.400 -65.053 2.598 2.398 -0.670 H8 1JP 38 1JP H9 H9 H 0 1 N N N 16.860 -4.156 -64.792 3.647 1.487 -1.783 H9 1JP 39 1JP H10 H10 H 0 1 N N N 17.527 -4.015 -62.345 1.342 0.137 -1.427 H10 1JP 40 1JP H11 H11 H 0 1 N N N 17.409 -6.455 -60.831 1.474 -1.507 0.984 H11 1JP 41 1JP H12 H12 H 0 1 N N N 13.224 -8.070 -59.598 2.565 -5.757 0.282 H12 1JP 42 1JP H13 H13 H 0 1 N N N 10.986 -5.303 -60.562 6.003 -4.576 0.783 H13 1JP 43 1JP H14 H14 H 0 1 N N N 16.709 -3.652 -59.964 -0.326 -1.686 -1.475 H14 1JP 44 1JP H15 H15 H 0 1 N N N 16.936 -5.079 -58.897 -0.531 -2.612 0.031 H15 1JP 45 1JP H16 H16 H 0 1 N N N 19.319 -2.937 -57.573 -2.893 -0.685 -1.209 H16 1JP 46 1JP H17 H17 H 0 1 N N N 18.386 -4.450 -57.313 -3.099 -1.611 0.297 H17 1JP 47 1JP H18 H18 H 0 1 N N N 20.830 -4.180 -56.425 -3.426 1.410 0.006 H18 1JP 48 1JP H19 H19 H 0 1 N N N 22.221 -5.045 -58.049 -3.849 -0.329 2.292 H19 1JP 49 1JP H20 H20 H 0 1 N N N 19.069 -6.206 -57.041 -5.240 0.020 -1.039 H20 1JP 50 1JP H21 H21 H 0 1 N N N 20.560 -6.327 -56.046 -5.491 -0.773 0.535 H21 1JP 51 1JP H22 H22 H 0 1 N N N 21.111 -6.619 -58.849 -5.995 1.426 1.563 H22 1JP 52 1JP H23 H23 H 0 1 N N N 19.852 -7.770 -58.287 -5.745 2.219 -0.010 H23 1JP 53 1JP H24 H24 H 0 1 N N N 22.086 -9.043 -59.313 -7.334 1.915 -1.822 H24 1JP 54 1JP H25 H25 H 0 1 N N N 23.845 -10.522 -58.401 -9.667 1.426 -2.441 H25 1JP 55 1JP H26 H26 H 0 1 N N N 24.494 -10.358 -56.028 -11.137 0.240 -0.861 H26 1JP 56 1JP H27 H27 H 0 1 N N N 23.392 -8.705 -54.559 -10.273 -0.459 1.337 H27 1JP 57 1JP H28 H28 H 0 1 N N N 21.628 -7.235 -55.471 -7.938 0.022 1.952 H28 1JP 58 # 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 1JP N CA SING N N 1 1JP CA CB SING N N 2 1JP CA C SING N N 3 1JP O C DOUB N N 4 1JP CB CG SING N N 5 1JP C OXT SING N N 6 1JP CG CD SING N N 7 1JP CD OE1 DOUB N N 8 1JP CD NE2 SING N N 9 1JP NE2 CBE SING N N 10 1JP OAB CAX DOUB N N 11 1JP OAE CBA DOUB N N 12 1JP CBE CBA SING N N 13 1JP CBE CAT SING N N 14 1JP CBA NAU SING N N 15 1JP CAX CAO SING N N 16 1JP CAX OAF SING N N 17 1JP NAU CAO DOUB N N 18 1JP CAT S1 SING N N 19 1JP S1 CAS SING N N 20 1JP OAH CBD SING N N 21 1JP CAL CAJ DOUB Y N 22 1JP CAL CBB SING Y N 23 1JP CAP CBB SING N N 24 1JP CAP CAR SING N N 25 1JP CAS CBD SING N N 26 1JP CAJ CAI SING Y N 27 1JP CBB CAM DOUB Y N 28 1JP CBD CAR SING N N 29 1JP CAI CAK DOUB Y N 30 1JP CAM CAK SING Y N 31 1JP OXT H1 SING N N 32 1JP CA H2 SING N N 33 1JP N H3 SING N N 34 1JP N H4 SING N N 35 1JP CB H6 SING N N 36 1JP CB H7 SING N N 37 1JP CG H8 SING N N 38 1JP CG H9 SING N N 39 1JP NE2 H10 SING N N 40 1JP CBE H11 SING N N 41 1JP CAO H12 SING N N 42 1JP OAF H13 SING N N 43 1JP CAT H14 SING N N 44 1JP CAT H15 SING N N 45 1JP CAS H16 SING N N 46 1JP CAS H17 SING N N 47 1JP CBD H18 SING N N 48 1JP OAH H19 SING N N 49 1JP CAR H20 SING N N 50 1JP CAR H21 SING N N 51 1JP CAP H22 SING N N 52 1JP CAP H23 SING N N 53 1JP CAL H24 SING N N 54 1JP CAJ H25 SING N N 55 1JP CAI H26 SING N N 56 1JP CAK H27 SING N N 57 1JP CAM H28 SING N N 58 # 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 1JP SMILES ACDLabs 12.01 "O=C(O)C(N)CCC(=O)NC(C(=O)/N=C\C(=O)O)CSCC(O)CCc1ccccc1" 1JP InChI InChI 1.03 "InChI=1S/C20H27N3O7S/c21-15(20(29)30)8-9-17(25)23-16(19(28)22-10-18(26)27)12-31-11-14(24)7-6-13-4-2-1-3-5-13/h1-5,10,14-16,24H,6-9,11-12,21H2,(H,23,25)(H,26,27)(H,29,30)/b22-10-/t14-,15-,16+/m1/s1" 1JP InChIKey InChI 1.03 KDFNCYWVNRYFMM-KDRACAPMSA-N 1JP SMILES_CANONICAL CACTVS 3.370 "N[C@H](CCC(=O)N[C@@H](CSC[C@H](O)CCc1ccccc1)C(=O)N=CC(O)=O)C(O)=O" 1JP SMILES CACTVS 3.370 "N[CH](CCC(=O)N[CH](CSC[CH](O)CCc1ccccc1)C(=O)N=CC(O)=O)C(O)=O" 1JP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC[C@H](CSC[C@@H](C(=O)/N=C\C(=O)O)NC(=O)CC[C@H](C(=O)O)N)O" 1JP SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCC(CSCC(C(=O)N=CC(=O)O)NC(=O)CCC(C(=O)O)N)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 1JP "SYSTEMATIC NAME" ACDLabs 12.01 "D-gamma-glutamyl-(Z)-N-(carboxymethylidene)-S-[(2R)-2-hydroxy-4-phenylbutyl]-L-cysteinamide" 1JP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-azanyl-5-oxidanylidene-5-[[(2R)-1-oxidanylidene-1-[(Z)-(2-oxidanyl-2-oxidanylidene-ethylidene)amino]-3-[(2R)-2-oxidanyl-4-phenyl-butyl]sulfanyl-propan-2-yl]amino]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 1JP "Create component" 2013-02-19 RCSB 1JP "Other modification" 2013-06-05 RCSB 1JP "Initial release" 2014-01-01 RCSB #