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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/fC19H27N4O9S/h20-22H/q-1 
H2A InChIKey         InChI                1.02b JDAREAJBQYNCGO-UIASBZPMDF 
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+] 
# 
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   
# 
