data_PCZ
# 
_chem_comp.id                                    PCZ 
_chem_comp.name                                  "PCNOTAXIME GROUP" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H15 N5 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-16 
_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                        413.429 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PCZ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_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                  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 
PCZ O1    O1    O 0 1 N N N 37.582 17.498 60.940 -0.345 2.821  -2.033 O1    PCZ 1  
PCZ C1    C1    C 0 1 N N N 36.900 17.985 61.810 0.674  2.681  -1.400 C1    PCZ 2  
PCZ C2    C2    C 0 1 N N R 37.389 19.184 62.576 0.772  1.597  -0.358 C2    PCZ 3  
PCZ C3    C3    C 0 1 N N R 36.246 20.337 62.397 1.909  0.640  -0.721 C3    PCZ 4  
PCZ C5    C5    C 0 1 N N N 35.455 22.643 60.628 4.347  -0.771 0.406  C5    PCZ 5  
PCZ C51   C51   C 0 1 N N N 35.052 23.605 59.764 5.315  -1.307 1.144  C51   PCZ 6  
PCZ C52   C52   C 0 1 N N N 36.105 23.042 61.870 4.685  0.162  -0.740 C52   PCZ 7  
PCZ C6    C6    C 0 1 N N N 35.215 21.180 60.273 2.940  -1.076 0.693  C6    PCZ 8  
PCZ C61   C61   C 0 1 N N N 34.525 20.596 58.982 2.674  -2.202 1.628  C61   PCZ 9  
PCZ O62   O62   O 0 1 N N N 33.725 19.641 59.087 3.589  -2.900 2.013  O62   PCZ 10 
PCZ O63   O63   O 0 1 N N N 34.829 21.135 57.890 1.418  -2.447 2.046  O63   PCZ 11 
PCZ N7    N7    N 0 1 N N N 35.593 20.227 61.113 1.924  -0.469 0.220  N7    PCZ 12 
PCZ N8    N8    N 0 1 N N N 38.738 19.673 62.204 -0.491 0.857  -0.304 N8    PCZ 13 
PCZ C9    C9    C 0 1 N N N 39.738 19.336 63.091 -1.509 1.314  0.452  C9    PCZ 14 
PCZ O91   O91   O 0 1 N N N 39.492 18.664 64.127 -1.411 2.383  1.020  O91   PCZ 15 
PCZ C10   C10   C 0 1 N N N 41.065 19.787 62.741 -2.748 0.512  0.591  C10   PCZ 16 
PCZ N11   N11   N 0 1 N N N 41.525 21.079 62.736 -3.686 0.899  1.408  N11   PCZ 17 
PCZ O12   O12   O 0 1 N N N 40.547 22.087 63.127 -3.575 2.142  2.076  O12   PCZ 18 
PCZ C13   C13   C 0 1 N N N 41.128 23.342 62.798 -4.674 2.438  2.940  C13   PCZ 19 
PCZ C14   C14   C 0 1 Y N N 42.101 18.800 62.347 -2.919 -0.726 -0.199 C14   PCZ 20 
PCZ C15   C15   C 0 1 Y N N 41.866 17.380 62.160 -4.072 -1.423 -0.208 C15   PCZ 21 
PCZ S16   S16   S 0 1 Y N N 43.234 16.552 61.726 -3.866 -2.819 -1.263 S16   PCZ 22 
PCZ C17   C17   C 0 1 Y N N 44.145 17.943 61.759 -2.210 -2.324 -1.602 C17   PCZ 23 
PCZ N18   N18   N 0 1 Y N N 43.414 18.998 62.095 -1.945 -1.230 -0.958 N18   PCZ 24 
PCZ N19   N19   N 0 1 N N N 45.520 17.984 61.465 -1.329 -2.996 -2.432 N19   PCZ 25 
PCZ S1    S1    S 0 1 N N N 36.755 21.890 63.120 3.489  1.536  -0.667 S1    PCZ 26 
PCZ O11   O11   O 0 1 N Y N ?      ?      ?      1.723  3.488  -1.629 O11   PCZ 27 
PCZ H2    H2    H 0 1 N N N 37.528 18.895 63.628 0.971  2.046  0.615  H2    PCZ 28 
PCZ H3    H3    H 0 1 N N N 35.354 20.191 63.024 1.749  0.256  -1.729 H3    PCZ 29 
PCZ H511  H511  H 0 0 N N N 35.304 24.568 60.183 6.346  -1.201 0.841  H511  PCZ 30 
PCZ H512  H512  H 0 0 N N N 34.562 23.437 58.816 5.069  -1.850 2.045  H512  PCZ 31 
PCZ H521  H521  H 0 0 N N N 36.980 23.628 61.550 5.699  0.544  -0.623 H521  PCZ 32 
PCZ H522  H522  H 0 0 N N N 35.261 23.489 62.415 4.590  -0.365 -1.689 H522  PCZ 33 
PCZ H63   H63   H 0 1 N N N 34.361 20.705 57.183 1.295  -3.190 2.653  H63   PCZ 34 
PCZ H8    H8    H 0 1 N N N 38.909 20.205 61.375 -0.595 0.038  -0.813 H8    PCZ 35 
PCZ H131  H131  H 0 0 N N N 41.278 23.929 63.716 -4.513 3.407  3.414  H131  PCZ 36 
PCZ H132  H132  H 0 0 N N N 42.098 23.179 62.305 -5.596 2.466  2.359  H132  PCZ 37 
PCZ H133  H133  H 0 0 N N N 40.458 23.889 62.119 -4.751 1.667  3.707  H133  PCZ 38 
PCZ H15   H15   H 0 1 N N N 40.901 16.912 62.290 -4.969 -1.170 0.338  H15   PCZ 39 
PCZ H191  H191  H 0 0 N N N 45.649 17.994 60.473 -1.610 -3.808 -2.881 H191  PCZ 40 
PCZ H192  H192  H 0 0 N N N 45.921 18.810 61.861 -0.431 -2.654 -2.564 H192  PCZ 41 
PCZ "HO'" "HO'" H 0 1 N N N -0.536 0.383  0.684  1.614  4.166  -2.310 "HO'" PCZ 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 
PCZ O1  C1    DOUB N N 1  
PCZ C1  C2    SING N N 2  
PCZ C1  O11   SING N N 3  
PCZ C2  C3    SING N N 4  
PCZ C2  N8    SING N N 5  
PCZ C2  H2    SING N N 6  
PCZ C3  N7    SING N N 7  
PCZ C3  S1    SING N N 8  
PCZ C3  H3    SING N N 9  
PCZ C5  C51   DOUB N N 10 
PCZ C5  C52   SING N N 11 
PCZ C5  C6    SING N N 12 
PCZ C51 H511  SING N N 13 
PCZ C51 H512  SING N N 14 
PCZ C52 S1    SING N N 15 
PCZ C52 H521  SING N N 16 
PCZ C52 H522  SING N N 17 
PCZ C6  C61   SING N N 18 
PCZ C6  N7    DOUB N N 19 
PCZ C61 O62   DOUB N N 20 
PCZ C61 O63   SING N N 21 
PCZ O63 H63   SING N N 22 
PCZ N8  C9    SING N N 23 
PCZ N8  H8    SING N N 24 
PCZ C9  O91   DOUB N N 25 
PCZ C9  C10   SING N N 26 
PCZ C10 N11   DOUB N Z 27 
PCZ C10 C14   SING N N 28 
PCZ N11 O12   SING N N 29 
PCZ O12 C13   SING N N 30 
PCZ C13 H131  SING N N 31 
PCZ C13 H132  SING N N 32 
PCZ C13 H133  SING N N 33 
PCZ C14 C15   DOUB Y N 34 
PCZ C14 N18   SING Y N 35 
PCZ C15 S16   SING Y N 36 
PCZ C15 H15   SING N N 37 
PCZ S16 C17   SING Y N 38 
PCZ C17 N18   DOUB Y N 39 
PCZ C17 N19   SING N N 40 
PCZ N19 H191  SING N N 41 
PCZ N19 H192  SING N N 42 
PCZ O11 "HO'" SING N N 43 
# 
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 
PCZ SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)/C(=N\OC)c1nc(sc1)N)C2N=C(\C(=C)CS2)C(=O)O                                                                                                                                          
PCZ InChI            InChI                1.02b InChI=1/C14H15N5O6S2/c1-5-3-26-11(18-7(5)12(21)22)9(13(23)24)17-10(20)8(19-25-2)6-4-27-14(15)16-6/h4,9,11H,1,3H2,2H3,(H2,15,16)(H,17,20)(H,21,22)(H,23,24)/b19-8-/t9-,11+/m0/s1/f/h17,21,23H,15H2 
PCZ InChIKey         InChI                1.02b ZRDXEERHKBZJMY-OIJUJQFXDT                                                                                                                                                                         
PCZ SMILES_CANONICAL CACTVS               3.341 CO\N=C(/C(=O)N[C@@H]([C@H]1SCC(=C)C(=N1)C(O)=O)C(O)=O)c2csc(N)n2                                                                                                                                  
PCZ SMILES           CACTVS               3.341 CON=C(C(=O)N[CH]([CH]1SCC(=C)C(=N1)C(O)=O)C(O)=O)c2csc(N)n2                                                                                                                                       
PCZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]([C@@H]2N=C(C(=C)CS2)C(=O)O)C(=O)O                                                                                                                                
PCZ SMILES           "OpenEye OEToolkits" 1.5.0 CON=C(c1csc(n1)N)C(=O)NC(C2N=C(C(=C)CS2)C(=O)O)C(=O)O                                                                                                                                             
# 
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 
PCZ "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
PCZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-1-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-hydroxy-2-oxo-ethyl]-5-methylidene-2H-1,3-thiazine-4-carboxylic acid"  
# 
