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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h16,20,22H 
IP1 InChIKey         InChI                1.02b MIFYHUACUWQUKT-GMAJMRHMDO                                                                                                                                                        
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                                                                                                                                 
# 
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" 
# 
