data_IP1 # _chem_comp.id IP1 _chem_comp.name "ISOPENICILLIN N" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 359.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IP1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1QJE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 IP1 C1 C1 C 0 1 N N N 17.216 36.083 5.488 0.658 0.642 -7.094 C1 IP1 1 IP1 C2 C2 C 0 1 N N S 15.787 36.298 5.938 -0.289 0.205 -6.007 C2 IP1 2 IP1 C3 C3 C 0 1 N N N 15.107 37.425 5.207 0.409 0.309 -4.649 C3 IP1 3 IP1 C4 C4 C 0 1 N N N 13.789 37.835 5.902 -0.552 -0.134 -3.545 C4 IP1 4 IP1 C7 C7 C 0 1 N N N 13.132 38.936 5.101 0.146 -0.030 -2.188 C7 IP1 5 IP1 C10 C10 C 0 1 N N N 11.767 39.297 5.609 -0.801 -0.467 -1.101 C10 IP1 6 IP1 N11 N11 N 0 1 N N N 10.735 39.402 4.756 -0.400 -0.459 0.185 N11 IP1 7 IP1 C12 C12 C 0 1 N N R 9.399 39.672 5.256 -1.321 -0.884 1.242 C12 IP1 8 IP1 C13 C13 C 0 1 N N N 8.859 38.323 5.831 -1.732 0.231 2.181 C13 IP1 9 IP1 N14 N14 N 0 1 N N N 15.612 36.358 7.417 -0.697 -1.186 -6.242 N14 IP1 10 IP1 O15 O15 O 0 1 N N N 11.598 39.462 6.823 -1.924 -0.826 -1.383 O15 IP1 11 IP1 C16 C16 C 0 1 N N R 8.191 39.574 4.331 -0.624 -1.510 2.452 C16 IP1 12 IP1 S17 S17 S 0 1 N N N 8.332 38.650 2.786 1.211 -1.484 2.357 S17 IP1 13 IP1 O18 O18 O 0 1 N N N 9.182 37.370 6.496 -2.469 1.188 2.080 O18 IP1 14 IP1 O19 O19 O 0 1 N N N 18.097 36.198 6.343 0.702 1.930 -7.468 O19 IP1 15 IP1 O20 O20 O 0 1 N N N 17.423 35.787 4.301 1.377 -0.167 -7.630 O20 IP1 16 IP1 N29 N29 N 0 1 N N N 7.653 38.537 5.199 -0.944 -0.279 3.215 N29 IP1 17 IP1 C30 C30 C 0 1 N N S 6.873 37.424 4.683 0.205 0.540 3.615 C30 IP1 18 IP1 C31 C31 C 0 1 N N N 5.477 37.244 5.356 -0.109 1.224 4.920 C31 IP1 19 IP1 C32 C32 C 0 1 N N N 6.736 37.770 3.179 1.496 -0.312 3.758 C32 IP1 20 IP1 C33 C33 C 0 1 N N N 6.747 36.469 2.424 1.542 -1.041 5.102 C33 IP1 21 IP1 C37 C37 C 0 1 N N N 5.492 38.620 2.977 2.754 0.531 3.538 C37 IP1 22 IP1 O42 O42 O 0 1 N N N 5.275 37.961 6.316 0.458 2.404 5.214 O42 IP1 23 IP1 O43 O43 O 0 1 N N N 4.706 36.370 4.850 -0.873 0.709 5.703 O43 IP1 24 IP1 H2 H2 H 0 1 N N N 15.248 35.369 5.637 -1.169 0.848 -6.012 H2 IP1 25 IP1 H32 2H3 H 0 1 N N N 15.788 38.297 5.077 0.712 1.341 -4.474 H32 IP1 26 IP1 H31 1H3 H 0 1 N N N 14.941 37.174 4.133 1.289 -0.333 -4.644 H31 IP1 27 IP1 H42A 2H4 H 0 0 N N N 13.108 36.967 6.068 -0.855 -1.166 -3.720 H42A IP1 28 IP1 H41 1H4 H 0 1 N N N 13.942 38.119 6.969 -1.433 0.508 -3.551 H41 IP1 29 IP1 H72 2H7 H 0 1 N N N 13.788 39.836 5.049 0.448 1.001 -2.013 H72 IP1 30 IP1 H71 1H7 H 0 1 N N N 13.096 38.673 4.018 1.026 -0.673 -2.183 H71 IP1 31 IP1 H11 H11 H 0 1 N N N 10.957 39.281 3.767 0.498 -0.172 0.411 H11 IP1 32 IP1 H12 H12 H 0 1 N N N 9.589 40.645 5.765 -2.158 -1.471 0.866 H12 IP1 33 IP1 H142 2H14 H 0 0 N N N 14.649 36.502 7.720 0.145 -1.741 -6.229 H142 IP1 34 IP1 H141 1H14 H 0 0 N N N 16.223 37.068 7.819 -1.243 -1.467 -5.442 H141 IP1 35 IP1 H16 H16 H 0 1 N N N 7.764 40.561 4.035 -1.054 -2.440 2.822 H16 IP1 36 IP1 H19 H19 H 0 1 N N N 18.993 36.063 6.060 1.310 2.210 -8.165 H19 IP1 37 IP1 H30 H30 H 0 1 N N N 7.371 36.448 4.889 0.384 1.297 2.852 H30 IP1 38 IP1 H333 3H33 H 0 0 N N N 5.792 35.942 2.659 2.417 -1.691 5.133 H333 IP1 39 IP1 H332 2H33 H 0 0 N N N 6.914 36.600 1.329 1.603 -0.311 5.910 H332 IP1 40 IP1 H331 1H33 H 0 0 N N N 7.650 35.849 2.634 0.640 -1.641 5.221 H331 IP1 41 IP1 H373 3H37 H 0 0 N N N 4.537 38.093 3.212 3.632 -0.113 3.564 H373 IP1 42 IP1 H372 2H37 H 0 0 N N N 5.568 39.568 3.558 2.694 1.026 2.569 H372 IP1 43 IP1 H371 1H37 H 0 0 N N N 5.465 39.033 1.942 2.830 1.281 4.325 H371 IP1 44 IP1 H42 H42 H 0 1 N N N 4.425 37.851 6.725 0.255 2.843 6.052 H42 IP1 45 # 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 IP1 C1 C2 SING N N 1 IP1 C1 O19 SING N N 2 IP1 C1 O20 DOUB N N 3 IP1 C2 C3 SING N N 4 IP1 C2 N14 SING N N 5 IP1 C2 H2 SING N N 6 IP1 C3 C4 SING N N 7 IP1 C3 H32 SING N N 8 IP1 C3 H31 SING N N 9 IP1 C4 C7 SING N N 10 IP1 C4 H42A SING N N 11 IP1 C4 H41 SING N N 12 IP1 C7 C10 SING N N 13 IP1 C7 H72 SING N N 14 IP1 C7 H71 SING N N 15 IP1 C10 N11 SING N N 16 IP1 C10 O15 DOUB N N 17 IP1 N11 C12 SING N N 18 IP1 N11 H11 SING N N 19 IP1 C12 C13 SING N N 20 IP1 C12 C16 SING N N 21 IP1 C12 H12 SING N N 22 IP1 C13 O18 DOUB N N 23 IP1 C13 N29 SING N N 24 IP1 N14 H142 SING N N 25 IP1 N14 H141 SING N N 26 IP1 C16 S17 SING N N 27 IP1 C16 N29 SING N N 28 IP1 C16 H16 SING N N 29 IP1 S17 C32 SING N N 30 IP1 O19 H19 SING N N 31 IP1 N29 C30 SING N N 32 IP1 C30 C31 SING N N 33 IP1 C30 C32 SING N N 34 IP1 C30 H30 SING N N 35 IP1 C31 O42 SING N N 36 IP1 C31 O43 DOUB N N 37 IP1 C32 C33 SING N N 38 IP1 C32 C37 SING N N 39 IP1 C33 H333 SING N N 40 IP1 C33 H332 SING N N 41 IP1 C33 H331 SING N N 42 IP1 C37 H373 SING N N 43 IP1 C37 H372 SING N N 44 IP1 C37 H371 SING N N 45 IP1 O42 H42 SING N N 46 # 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 IP1 SMILES ACDLabs 10.04 "O=C(O)C1N2C(=O)C(NC(=O)CCCC(C(=O)O)N)C2SC1(C)C" IP1 SMILES_CANONICAL CACTVS 3.341 "CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(O)=O)C(=O)N2[C@H]1C(O)=O" IP1 SMILES CACTVS 3.341 "CC1(C)S[CH]2[CH](NC(=O)CCC[CH](N)C(O)=O)C(=O)N2[CH]1C(O)=O" IP1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CCC[C@@H](C(=O)O)N)C(=O)O)C" IP1 SMILES "OpenEye OEToolkits" 1.5.0 "CC1(C(N2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C" IP1 InChI InChI 1.03 "InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8+,9-,11+/m0/s1" IP1 InChIKey InChI 1.03 MIFYHUACUWQUKT-GTQWGBSQSA-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 IP1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,5R,6R)-6-{[(5S)-5-amino-5-carboxypentanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" IP1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5R,6R)-6-[[(5S)-5-amino-6-hydroxy-6-oxo-hexanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-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 IP1 "Create component" 1999-07-08 EBI IP1 "Modify descriptor" 2011-06-04 RCSB #