data_H2A # _chem_comp.id H2A _chem_comp.name "(6R,7R)-3-[(ACETYLOXY)METHYL]-7-{[(6S)-6-(GLYCYLAMINO)-7-OXIDO-7-OXOHEPTANOYL]AMINO}-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCTANE-2-CARBOXYLATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C19 H27 N4 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2003-07-18 _chem_comp.pdbx_modified_date 2011-06-04 _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 487.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H2A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1PW8 _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 H2A S1 S1 S 0 1 N N N 17.725 -12.937 40.919 3.953 -1.227 4.164 S1 H2A 1 H2A C2 C2 C 0 1 N N N 18.308 -11.797 42.215 4.267 -1.169 2.365 C2 H2A 2 H2A C3 C3 C 0 1 N N N 18.841 -10.491 41.812 3.105 -1.705 1.498 C3 H2A 3 H2A "C3'" "C3'" C 0 1 N N N 19.771 -9.867 42.601 2.890 -3.210 1.712 "C3'" H2A 4 H2A C4 C4 C 0 1 N N N 18.677 -9.865 40.500 1.789 -0.930 1.714 C4 H2A 5 H2A "C4'" "C4'" C 0 1 N N N 19.351 -8.540 39.996 1.905 0.386 0.968 "C4'" H2A 6 H2A O4A O4A O -1 1 N N N 18.546 -7.836 39.343 2.654 0.366 -0.048 O4A H2A 7 H2A O4B O4B O 0 1 N N N 20.518 -8.309 40.337 1.235 1.336 1.462 O4B H2A 8 H2A N5 N5 N 0 1 N N N 18.069 -10.576 39.561 1.523 -0.728 3.113 N5 H2A 9 H2A C6 C6 C 0 1 N N R 17.115 -11.621 39.822 2.428 -0.226 4.136 C6 H2A 10 H2A C7 C7 C 0 1 N N S 16.713 -12.264 38.440 1.374 -0.687 5.171 C7 H2A 11 H2A C8 C8 C 0 1 N N N 16.335 -11.048 37.621 0.582 -1.216 3.953 C8 H2A 12 H2A O9 O9 O 0 1 N N N 17.020 -10.507 36.812 -0.435 -1.847 3.779 O9 H2A 13 H2A N10 N10 N 0 1 N N N 17.832 -12.888 37.704 1.747 -1.741 6.132 N10 H2A 14 H2A C11 C11 C 0 1 N N N 18.040 -14.184 37.814 1.010 -1.995 7.282 C11 H2A 15 H2A O12 O12 O 0 1 N N N 17.341 -14.923 38.473 -0.004 -1.385 7.611 O12 H2A 16 H2A C13 C13 C 0 1 N N N 19.293 -14.587 37.074 1.623 -3.111 8.112 C13 H2A 17 H2A C14 C14 C 0 1 N N N 19.746 -15.907 37.305 1.721 -4.444 7.371 C14 H2A 18 H2A C15 C15 C 0 1 N N N 21.067 -16.410 36.858 0.360 -4.929 6.861 C15 H2A 19 H2A C16 C16 C 0 1 N N N 21.979 -15.340 36.201 0.489 -6.283 6.149 C16 H2A 20 H2A C17 C17 C 0 1 N N S 23.415 -15.835 35.944 -0.846 -6.846 5.645 C17 H2A 21 H2A C18 C18 C 0 1 N N N 24.164 -14.719 35.262 -1.914 -7.063 6.735 C18 H2A 22 H2A O19 O19 O 0 1 N N N 24.061 -14.642 34.069 -1.467 -7.294 7.895 O19 H2A 23 H2A O20 O20 O -1 1 N N N 24.873 -13.883 35.978 -3.114 -6.958 6.355 O20 H2A 24 H2A N21 N21 N 0 1 N N N 24.051 -16.148 37.221 -1.336 -6.073 4.525 N21 H2A 25 H2A C22 C22 C 0 1 N N N 24.420 -17.377 37.554 -0.939 -6.331 3.224 C22 H2A 26 H2A O23 O23 O 0 1 N N N 24.286 -18.378 36.816 -0.154 -7.213 2.884 O23 H2A 27 H2A C24 C24 C 0 1 N N N 25.027 -17.579 38.901 -1.595 -5.387 2.248 C24 H2A 28 H2A N25 N25 N 1 1 N N N 25.731 -18.911 38.968 -0.733 -5.141 1.067 N25 H2A 29 H2A O1 O1 O 0 1 N N N ? ? ? 4.077 -3.882 1.345 O1 H2A 30 H2A C1 C1 C 0 1 N N N ? ? ? 4.063 -5.247 1.474 C1 H2A 31 H2A O2 O2 O 0 1 N N N ? ? ? 3.121 -5.918 1.874 O2 H2A 32 H2A C26 C26 C 0 1 N N N ? ? ? 5.381 -5.821 1.050 C26 H2A 33 H2A H21A 1H2 H 0 0 N N N 17.445 -11.596 42.867 5.171 -1.755 2.168 H21A H2A 34 H2A H22 2H2 H 0 1 N N N 19.165 -12.315 42.670 4.493 -0.132 2.093 H22 H2A 35 H2A H3 H3 H 0 1 N N N 17.769 -10.455 42.056 3.409 -1.594 0.448 H3 H2A 36 H2A "H3'1" "1H3'" H 0 0 N N N 19.863 -9.430 43.606 2.067 -3.551 1.088 "H3'1" H2A 37 H2A "H3'2" "2H3'" H 0 0 N N N 20.729 -10.007 43.124 2.670 -3.399 2.759 "H3'2" H2A 38 H2A H4 H4 H 0 1 N N N 18.215 -9.195 41.240 0.946 -1.476 1.274 H4 H2A 39 H2A H6 H6 H 0 1 N N N 16.264 -11.157 40.343 2.581 0.856 4.080 H6 H2A 40 H2A H7 H7 H 0 1 N N N 15.957 -13.046 38.601 0.865 0.127 5.696 H7 H2A 41 H2A H10 H10 H 0 1 N N N 18.428 -12.330 37.126 2.574 -2.306 5.958 H10 H2A 42 H2A H131 1H13 H 0 0 N N N 19.084 -14.494 35.998 2.613 -2.798 8.464 H131 H2A 43 H2A H132 2H13 H 0 0 N N N 20.089 -13.925 37.444 0.985 -3.241 8.994 H132 H2A 44 H2A H141 1H14 H 0 0 N N N 19.754 -16.018 38.399 2.171 -5.206 8.019 H141 H2A 45 H2A H142 2H14 H 0 0 N N N 19.059 -16.492 36.675 2.395 -4.316 6.515 H142 H2A 46 H2A H151 1H15 H 0 0 N N N 21.593 -16.803 37.741 -0.051 -4.183 6.170 H151 H2A 47 H2A H152 2H15 H 0 0 N N N 20.869 -17.170 36.088 -0.342 -5.013 7.697 H152 H2A 48 H2A H161 1H16 H 0 0 N N N 21.535 -15.057 35.235 1.172 -6.168 5.297 H161 H2A 49 H2A H162 2H16 H 0 0 N N N 22.045 -14.493 36.900 0.960 -7.004 6.828 H162 H2A 50 H2A H17 H17 H 0 1 N N N 23.415 -16.738 35.316 -0.648 -7.846 5.236 H17 H2A 51 H2A H21 H21 H 0 1 N N N 24.215 -15.405 37.870 -1.973 -5.307 4.716 H21 H2A 52 H2A H241 1H24 H 0 0 N N N 25.755 -16.777 39.093 -1.777 -4.416 2.719 H241 H2A 53 H2A H242 2H24 H 0 0 N N N 24.229 -17.559 39.658 -2.532 -5.812 1.879 H242 H2A 54 H2A H251 1H25 H 0 0 N N N 25.887 -19.253 38.041 0.260 -5.217 1.314 H251 H2A 55 H2A H252 2H25 H 0 0 N N N 26.609 -18.801 39.434 -0.892 -4.201 0.686 H252 H2A 56 H2A H253 3H25 H 0 0 N N N 25.164 -19.562 39.473 -0.927 -5.820 0.323 H253 H2A 57 H2A H261 1H26 H 0 0 N N N ? ? ? 6.178 -5.432 1.689 H261 H2A 58 H2A H262 2H26 H 0 0 N N N ? ? ? 5.573 -5.575 0.002 H262 H2A 59 H2A H263 3H26 H 0 0 N N N ? ? ? 5.352 -6.910 1.152 H263 H2A 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 H2A S1 C2 SING N N 1 H2A S1 C6 SING N N 2 H2A C2 C3 SING N N 3 H2A C2 H21A SING N N 4 H2A C2 H22 SING N N 5 H2A C3 "C3'" SING N N 6 H2A C3 C4 SING N N 7 H2A C3 H3 SING N N 8 H2A "C3'" O1 SING N N 9 H2A "C3'" "H3'1" SING N N 10 H2A "C3'" "H3'2" SING N N 11 H2A C4 "C4'" SING N N 12 H2A C4 N5 SING N N 13 H2A C4 H4 SING N N 14 H2A "C4'" O4A SING N N 15 H2A "C4'" O4B DOUB N N 16 H2A N5 C6 SING N N 17 H2A N5 C8 SING N N 18 H2A C6 C7 SING N N 19 H2A C6 H6 SING N N 20 H2A C7 C8 SING N N 21 H2A C7 N10 SING N N 22 H2A C7 H7 SING N N 23 H2A C8 O9 DOUB N N 24 H2A N10 C11 SING N N 25 H2A N10 H10 SING N N 26 H2A C11 O12 DOUB N N 27 H2A C11 C13 SING N N 28 H2A C13 C14 SING N N 29 H2A C13 H131 SING N N 30 H2A C13 H132 SING N N 31 H2A C14 C15 SING N N 32 H2A C14 H141 SING N N 33 H2A C14 H142 SING N N 34 H2A C15 C16 SING N N 35 H2A C15 H151 SING N N 36 H2A C15 H152 SING N N 37 H2A C16 C17 SING N N 38 H2A C16 H161 SING N N 39 H2A C16 H162 SING N N 40 H2A C17 C18 SING N N 41 H2A C17 N21 SING N N 42 H2A C17 H17 SING N N 43 H2A C18 O19 DOUB N N 44 H2A C18 O20 SING N N 45 H2A N21 C22 SING N N 46 H2A N21 H21 SING N N 47 H2A C22 O23 DOUB N N 48 H2A C22 C24 SING N N 49 H2A C24 N25 SING N N 50 H2A C24 H241 SING N N 51 H2A C24 H242 SING N N 52 H2A N25 H251 SING N N 53 H2A N25 H252 SING N N 54 H2A N25 H253 SING N N 55 H2A O1 C1 SING N N 56 H2A C1 O2 DOUB N N 57 H2A C1 C26 SING N N 58 H2A C26 H261 SING N N 59 H2A C26 H262 SING N N 60 H2A C26 H263 SING N N 61 # 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 H2A SMILES ACDLabs 10.04 "[O-]C(=O)C(NC(=O)C[NH3+])CCCCC(=O)NC2C(=O)N1C2SCC(COC(=O)C)C1C([O-])=O" H2A SMILES_CANONICAL CACTVS 3.341 "CC(=O)OC[C@@H]1CS[C@@H]2[C@H](NC(=O)CCCC[C@H](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[C@@H]1C([O-])=O" H2A SMILES CACTVS 3.341 "CC(=O)OC[CH]1CS[CH]2[CH](NC(=O)CCCC[CH](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[CH]1C([O-])=O" H2A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)OCC1CS[C@@H]2[C@@H](C(=O)N2C1C(=O)[O-])NC(=O)CCCC[C@@H](C(=O)[O-])NC(=O)C[NH3+]" H2A SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)OCC1CSC2C(C(=O)N2C1C(=O)[O-])NC(=O)CCCCC(C(=O)[O-])NC(=O)C[NH3+]" H2A InChI InChI 1.03 "InChI=1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/t10-,11+,14-,15+,17-/m1/s1" H2A InChIKey InChI 1.03 JDAREAJBQYNCGO-UPMYTKPLSA-M # 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 H2A "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R,6R,7R)-3-[(acetyloxy)methyl]-7-({(6S)-6-[(ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate" H2A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6R,7R)-3-(acetyloxymethyl)-7-[[(6S)-6-(2-azaniumylethanoylamino)-7-oxido-7-oxo-heptanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H2A "Create component" 2003-07-18 RCSB H2A "Modify descriptor" 2011-06-04 RCSB #