data_PNV
# 
_chem_comp.id                                    PNV 
_chem_comp.name                                  "(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(2-PHENOXYACETAMIDO)-4-THIA-1- AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PENICILLIN V" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-14 
_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                        350.390 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PNV 
_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        2EX9 
_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 
PNV C24  C24  C 0 1 Y N N 90.215 -7.184 44.922 -4.561 1.216  0.287  C24  PNV 1  
PNV C23  C23  C 0 1 Y N N 90.920 -8.372 45.142 -5.588 2.105  0.537  C23  PNV 2  
PNV C22  C22  C 0 1 Y N N 91.978 -8.407 46.058 -6.889 1.648  0.642  C22  PNV 3  
PNV C21  C21  C 0 1 Y N N 92.316 -7.253 46.772 -7.166 0.302  0.491  C21  PNV 4  
PNV C20  C20  C 0 1 Y N N 91.604 -6.066 46.561 -6.143 -0.591 0.236  C20  PNV 5  
PNV C19  C19  C 0 1 Y N N 90.559 -6.026 45.643 -4.837 -0.135 0.130  C19  PNV 6  
PNV O1   O1   O 0 1 N N N 89.828 -4.881 45.437 -3.829 -1.011 -0.122 O1   PNV 7  
PNV C2   C2   C 0 1 N N N 90.033 -3.803 46.321 -2.622 -0.248 -0.172 C2   PNV 8  
PNV C3   C3   C 0 1 N N N 88.885 -2.802 46.084 -1.459 -1.165 -0.450 C3   PNV 9  
PNV O18  O18  O 0 1 N N N 89.113 -1.623 46.364 -1.645 -2.355 -0.591 O18  PNV 10 
PNV N4   N4   N 0 1 N N N 87.690 -3.207 45.617 -0.211 -0.663 -0.542 N4   PNV 11 
PNV C5   C5   C 0 1 N N R 86.636 -2.214 45.384 0.919  -1.555 -0.811 C5   PNV 12 
PNV C6   C6   C 0 1 N N N 85.257 -2.769 45.722 1.830  -1.767 0.380  C6   PNV 13 
PNV O17  O17  O 0 1 N N N 85.102 -3.942 46.033 1.732  -2.391 1.415  O17  PNV 14 
PNV C8   C8   C 0 1 N N R 86.655 -1.854 43.885 2.110  -0.857 -1.471 C8   PNV 15 
PNV N7   N7   N 0 1 N N N 86.252 -2.961 43.020 2.835  -0.977 -0.183 N7   PNV 16 
PNV S11  S11  S 0 1 N N N 88.325 -1.379 43.313 1.901  0.958  -1.672 S11  PNV 17 
PNV C10  C10  C 0 1 N N N 88.553 -2.539 42.013 3.227  1.473  -0.490 C10  PNV 18 
PNV C12  C12  C 0 1 N N N 88.332 -1.792 40.689 4.597  1.523  -1.169 C12  PNV 19 
PNV C15  C15  C 0 1 N N N 90.012 -3.098 42.072 2.891  2.804  0.186  C15  PNV 20 
PNV C9   C9   C 0 1 N N S 87.482 -3.566 42.400 3.125  0.285  0.506  C9   PNV 21 
PNV C13  C13  C 0 1 N N N 87.163 -4.392 41.184 4.415  0.142  1.272  C13  PNV 22 
PNV O14  O14  O 0 1 N N N 86.148 -4.050 40.534 4.707  0.999  2.263  O14  PNV 23 
PNV O16  O16  O 0 1 N N N 87.990 -5.310 40.918 5.187  -0.745 0.994  O16  PNV 24 
PNV H24  H24  H 0 1 N N N 89.410 -7.156 44.202 -3.545 1.573  0.205  H24  PNV 25 
PNV H23  H23  H 0 1 N N N 90.647 -9.267 44.602 -5.375 3.157  0.654  H23  PNV 26 
PNV H22  H22  H 0 1 N N N 92.531 -9.322 46.213 -7.690 2.344  0.842  H22  PNV 27 
PNV H21  H21  H 0 1 N N N 93.126 -7.277 47.486 -8.183 -0.052 0.574  H21  PNV 28 
PNV H20  H20  H 0 1 N N N 91.867 -5.176 47.114 -6.360 -1.642 0.118  H20  PNV 29 
PNV H21A 1H2  H 0 0 N N N 91.009 -3.329 46.141 -2.469 0.254  0.783  H21A PNV 30 
PNV H22A 2H2  H 0 0 N N N 90.023 -4.156 47.363 -2.695 0.496  -0.966 H22A PNV 31 
PNV HN4  HN4  H 0 1 N N N 87.522 -4.175 45.431 -0.062 0.289  -0.429 HN4  PNV 32 
PNV H5   H5   H 0 1 N N N 86.824 -1.340 46.025 0.623  -2.479 -1.307 H5   PNV 33 
PNV H8   H8   H 0 1 N N N 85.942 -1.020 43.808 2.549  -1.368 -2.328 H8   PNV 34 
PNV H121 1H12 H 0 0 N N N 87.390 -2.129 40.231 5.365  1.724  -0.422 H121 PNV 35 
PNV H122 2H12 H 0 0 N N N 89.168 -2.002 40.006 4.799  0.566  -1.649 H122 PNV 36 
PNV H123 3H12 H 0 0 N N N 88.279 -0.710 40.882 4.603  2.314  -1.918 H123 PNV 37 
PNV H151 1H15 H 0 0 N N N 90.012 -4.068 42.591 2.891  3.600  -0.559 H151 PNV 38 
PNV H152 2H15 H 0 0 N N N 90.654 -2.390 42.617 1.906  2.739  0.647  H152 PNV 39 
PNV H153 3H15 H 0 0 N N N 90.397 -3.229 41.050 3.637  3.022  0.950  H153 PNV 40 
PNV H9   H9   H 0 1 N N N 87.888 -4.207 43.196 2.319  0.501  1.207  H9   PNV 41 
PNV H14  H14  H 0 1 N N N 86.065 -4.599 39.763 5.535  0.907  2.754  H14  PNV 42 
# 
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 
PNV C24 C23  DOUB Y N 1  
PNV C24 C19  SING Y N 2  
PNV C24 H24  SING N N 3  
PNV C23 C22  SING Y N 4  
PNV C23 H23  SING N N 5  
PNV C22 C21  DOUB Y N 6  
PNV C22 H22  SING N N 7  
PNV C21 C20  SING Y N 8  
PNV C21 H21  SING N N 9  
PNV C20 C19  DOUB Y N 10 
PNV C20 H20  SING N N 11 
PNV C19 O1   SING N N 12 
PNV O1  C2   SING N N 13 
PNV C2  C3   SING N N 14 
PNV C2  H21A SING N N 15 
PNV C2  H22A SING N N 16 
PNV C3  O18  DOUB N N 17 
PNV C3  N4   SING N N 18 
PNV N4  C5   SING N N 19 
PNV N4  HN4  SING N N 20 
PNV C5  C6   SING N N 21 
PNV C5  C8   SING N N 22 
PNV C5  H5   SING N N 23 
PNV C6  O17  DOUB N N 24 
PNV C6  N7   SING N N 25 
PNV C8  N7   SING N N 26 
PNV C8  S11  SING N N 27 
PNV C8  H8   SING N N 28 
PNV N7  C9   SING N N 29 
PNV S11 C10  SING N N 30 
PNV C10 C12  SING N N 31 
PNV C10 C15  SING N N 32 
PNV C10 C9   SING N N 33 
PNV C12 H121 SING N N 34 
PNV C12 H122 SING N N 35 
PNV C12 H123 SING N N 36 
PNV C15 H151 SING N N 37 
PNV C15 H152 SING N N 38 
PNV C15 H153 SING N N 39 
PNV C9  C13  SING N N 40 
PNV C9  H9   SING N N 41 
PNV C13 O14  SING N N 42 
PNV C13 O16  DOUB N N 43 
PNV O14 H14  SING N N 44 
# 
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 
PNV SMILES           ACDLabs              10.04 O=C(O)C2N3C(=O)C(NC(=O)COc1ccccc1)C3SC2(C)C                                                                                                                          
PNV InChI            InChI                1.02b InChI=1/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1/f/h17,21H 
PNV InChIKey         InChI                1.02b BPLBGHOLXOTWMN-JGBPDRTNDY                                                                                                                                            
PNV SMILES_CANONICAL CACTVS               3.341 CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(O)=O                                                                                                             
PNV SMILES           CACTVS               3.341 CC1(C)S[CH]2[CH](NC(=O)COc3ccccc3)C(=O)N2[CH]1C(O)=O                                                                                                                 
PNV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COc3ccccc3)C(=O)O)C                                                                                                          
PNV SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(N2C(S1)C(C2=O)NC(=O)COc3ccccc3)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 
PNV "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"   
PNV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyethanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" 
# 
