data_A14 # _chem_comp.id A14 _chem_comp.name "(1S,4S,5S,7R)-7-{[(5S)-5-AMINO-5-CARBOXYPENTANOYL]AMINO}-3,3-DIMETHYL-6-OXO-2-THIABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-12-01 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 358.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A14 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 A14 C1 C1 C 0 1 N N N 17.153 36.404 5.389 3.694 -10.375 -5.394 C1 A14 1 A14 C2 C2 C 0 1 N N S 15.729 36.504 5.926 2.412 -10.504 -4.589 C2 A14 2 A14 C3 C3 C 0 1 N N N 15.144 37.766 5.295 1.691 -9.158 -4.426 C3 A14 3 A14 C4 C4 C 0 1 N N N 13.684 38.021 5.699 2.530 -8.051 -3.769 C4 A14 4 A14 C7 C7 C 0 1 N N N 13.232 39.378 5.164 1.774 -6.723 -3.693 C7 A14 5 A14 C10 C10 C 0 1 N N N 11.849 39.712 5.631 2.570 -5.605 -3.042 C10 A14 6 A14 N11 N11 N 0 1 N N N 10.832 39.627 4.779 1.849 -4.418 -2.993 N11 A14 7 A14 C12 C12 C 0 1 N N S 9.447 39.709 5.178 2.407 -3.174 -2.429 C12 A14 8 A14 C13 C13 C 0 1 N N N 8.581 38.827 6.035 2.667 -3.274 -0.916 C13 A14 9 A14 N14 N14 N 0 1 N N N 15.624 36.557 7.395 2.741 -11.128 -3.308 N14 A14 10 A14 O15 O15 O 0 1 N N N 11.574 39.953 6.810 3.720 -5.741 -2.631 O15 A14 11 A14 C16 C16 C 0 1 N N S 8.094 39.810 4.477 1.447 -1.998 -2.121 C16 A14 12 A14 S17 S17 S 0 1 N N N 8.277 38.865 2.923 -0.321 -2.472 -2.286 S17 A14 13 A14 O18 O18 O 0 1 N N N 8.848 38.185 7.054 3.295 -4.046 -0.222 O18 A14 14 A14 O19 O19 O 0 1 N N N 17.306 36.226 4.184 4.816 -10.653 -4.992 O19 A14 15 A14 O20 O20 O 0 1 N N N 18.119 36.551 6.161 3.461 -9.908 -6.649 O20 A14 16 A14 C30 C30 C 0 1 N N R 6.652 37.728 4.700 0.583 -2.179 0.261 C30 A14 17 A14 C31 C31 C 0 1 N N N 5.303 37.449 5.303 0.109 -0.824 0.719 C31 A14 18 A14 C32 C32 C 0 1 N N N 6.738 37.940 3.191 -0.512 -2.948 -0.522 C32 A14 19 A14 C33 C33 C 0 1 N N N 6.680 36.652 2.348 -0.347 -4.472 -0.395 C33 A14 20 A14 C37 C37 C 0 1 N N N 5.668 38.927 2.674 -1.945 -2.598 -0.085 C37 A14 21 A14 O42 O42 O 0 1 N N N 4.488 36.629 4.803 0.221 0.212 0.081 O42 A14 22 A14 O43 O43 O 0 1 N N N 5.056 38.152 6.331 -0.460 -0.906 1.946 O43 A14 23 A14 C15 C15 C 0 1 N N R 7.242 38.956 5.388 1.820 -2.025 -0.620 C15 A14 24 A14 H2 H2 H 0 1 N N N 15.171 35.577 5.657 1.759 -11.204 -5.125 H2 A14 25 A14 H20 H20 H 0 1 N N N 19.006 36.489 5.827 4.258 -9.808 -7.213 H20 A14 26 A14 H3C1 1H3C H 0 0 N N N 15.251 37.742 4.185 0.778 -9.315 -3.839 H3C1 A14 27 A14 H3C2 2H3C H 0 0 N N N 15.779 38.654 5.520 1.361 -8.810 -5.414 H3C2 A14 28 A14 H141 1H14 H 0 0 N N N 16.194 37.319 7.763 3.113 -12.052 -3.320 H141 A14 29 A14 H142 2H14 H 0 0 N N N 14.672 36.624 7.754 2.396 -10.699 -2.478 H142 A14 30 A14 H4C1 1H4C H 0 0 N N N 13.531 37.931 6.800 3.439 -7.887 -4.360 H4C1 A14 31 A14 H4C2 2H4C H 0 0 N N N 13.008 37.195 5.375 2.850 -8.356 -2.766 H4C2 A14 32 A14 H7C1 1H7C H 0 0 N N N 13.312 39.428 4.053 0.827 -6.855 -3.158 H7C1 A14 33 A14 H7C2 2H7C H 0 0 N N N 13.958 40.183 5.424 1.535 -6.393 -4.712 H7C2 A14 34 A14 H11 H11 H 0 1 N N N 11.118 39.497 3.808 0.902 -4.416 -3.364 H11 A14 35 A14 H12 H12 H 0 1 N N N 10.163 40.531 5.414 3.301 -2.888 -2.992 H12 A14 36 A14 H16 H16 H 0 1 N N N 7.715 40.841 4.287 1.697 -1.066 -2.637 H16 A14 37 A14 H15 H15 H 0 1 N N N 6.308 39.239 5.927 2.471 -1.196 -0.310 H15 A14 38 A14 H30 H30 H 0 1 N N N 7.218 36.783 4.871 0.838 -2.717 1.182 H30 A14 39 A14 H43 H43 H 0 1 N N N 4.204 37.976 6.712 -0.774 -0.032 2.264 H43 A14 40 A14 H331 1H33 H 0 0 N N N 7.574 36.010 2.530 0.509 -4.816 -0.982 H331 A14 41 A14 H332 2H33 H 0 0 N N N 6.836 36.871 1.266 -0.185 -4.755 0.649 H332 A14 42 A14 H333 3H33 H 0 0 N N N 5.735 36.084 2.513 -1.242 -4.987 -0.757 H333 A14 43 A14 H371 1H37 H 0 0 N N N 5.825 39.287 1.630 -2.673 -3.009 -0.791 H371 A14 44 A14 H372 2H37 H 0 0 N N N 5.696 39.939 3.141 -2.156 -3.009 0.907 H372 A14 45 A14 H373 3H37 H 0 0 N N N 4.723 38.359 2.839 -2.080 -1.513 -0.044 H373 A14 46 # 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 A14 C1 C2 SING N N 1 A14 C1 O19 DOUB N N 2 A14 C1 O20 SING N N 3 A14 C2 C3 SING N N 4 A14 C2 N14 SING N N 5 A14 C2 H2 SING N N 6 A14 C3 C4 SING N N 7 A14 C3 H3C1 SING N N 8 A14 C3 H3C2 SING N N 9 A14 C4 C7 SING N N 10 A14 C4 H4C1 SING N N 11 A14 C4 H4C2 SING N N 12 A14 C7 C10 SING N N 13 A14 C7 H7C1 SING N N 14 A14 C7 H7C2 SING N N 15 A14 C10 N11 SING N N 16 A14 C10 O15 DOUB N N 17 A14 N11 C12 SING N N 18 A14 N11 H11 SING N N 19 A14 C12 C13 SING N N 20 A14 C12 C16 SING N N 21 A14 C12 H12 SING N N 22 A14 C13 O18 DOUB N N 23 A14 C13 C15 SING N N 24 A14 N14 H141 SING N N 25 A14 N14 H142 SING N N 26 A14 C16 S17 SING N N 27 A14 C16 C15 SING N N 28 A14 C16 H16 SING N N 29 A14 S17 C32 SING N N 30 A14 O20 H20 SING N N 31 A14 C30 C31 SING N N 32 A14 C30 C32 SING N N 33 A14 C30 C15 SING N N 34 A14 C30 H30 SING N N 35 A14 C31 O42 DOUB N N 36 A14 C31 O43 SING N N 37 A14 C32 C33 SING N N 38 A14 C32 C37 SING N N 39 A14 C33 H331 SING N N 40 A14 C33 H332 SING N N 41 A14 C33 H333 SING N N 42 A14 C37 H371 SING N N 43 A14 C37 H372 SING N N 44 A14 C37 H373 SING N N 45 A14 O43 H43 SING N N 46 A14 C15 H15 SING N N 47 # 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 A14 SMILES ACDLabs 10.04 "O=C(O)C1C(SC2C(C(=O)C12)NC(=O)CCCC(C(=O)O)N)(C)C" A14 SMILES_CANONICAL CACTVS 3.341 "CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(O)=O)C(=O)[C@@H]2[C@H]1C(O)=O" A14 SMILES CACTVS 3.341 "CC1(C)S[CH]2[CH](NC(=O)CCC[CH](N)C(O)=O)C(=O)[CH]2[CH]1C(O)=O" A14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1([C@@H]([C@@H]2[C@H](S1)[C@@H](C2=O)NC(=O)CCC[C@@H](C(=O)O)N)C(=O)O)C" A14 SMILES "OpenEye OEToolkits" 1.5.0 "CC1(C(C2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C" A14 InChI InChI 1.03 "InChI=1S/C15H22N2O6S/c1-15(2)9(14(22)23)8-11(19)10(12(8)24-15)17-7(18)5-3-4-6(16)13(20)21/h6,8-10,12H,3-5,16H2,1-2H3,(H,17,18)(H,20,21)(H,22,23)/t6-,8-,9-,10+,12-/m0/s1" A14 InChIKey InChI 1.03 FIHUDIADLMVJET-CEAFUOJOSA-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 A14 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,4S,5S,7R)-7-{[(5S)-5-amino-5-carboxypentanoyl]amino}-3,3-dimethyl-6-oxo-2-thiabicyclo[3.2.0]heptane-4-carboxylic acid" A14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,4S,5S,7R)-7-[[(5S)-5-amino-6-hydroxy-6-oxo-hexanoyl]amino]-3,3-dimethyl-6-oxo-2-thiabicyclo[3.2.0]heptane-4-carboxylic 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 A14 "Create component" 2006-12-01 RCSB A14 "Modify descriptor" 2011-06-04 RCSB #