data_MCI
# 
_chem_comp.id                                    MCI 
_chem_comp.name                                  "(2-MERCAPTOMETHYL-4-PHENYL-BUTYRYLIMINO)-(5-TETRAZOL-1-YLMETHYL-THIOPHEN-2-YL)-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 N5 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MERCAPTOCARBOXYLATE INHIBITOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-11-10 
_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                        429.516 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MCI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "not provided" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1DD6 
_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 
MCI C2   C2   C 0 1 Y N N 7.763  10.082 86.005 ? ? ? C2   MCI 1  
MCI C1   C1   C 0 1 Y N N 7.084  9.795  87.232 ? ? ? C1   MCI 2  
MCI C3   C3   C 0 1 Y N N 8.014  9.011  85.104 ? ? ? C3   MCI 3  
MCI C4   C4   C 0 1 Y N N 7.609  7.698  85.415 ? ? ? C4   MCI 4  
MCI C5   C5   C 0 1 Y N N 6.950  7.438  86.631 ? ? ? C5   MCI 5  
MCI C6   C6   C 0 1 Y N N 6.687  8.486  87.541 ? ? ? C6   MCI 6  
MCI C12  C12  C 0 1 N N N 8.241  11.492 85.681 ? ? ? C12  MCI 7  
MCI C13  C13  C 0 1 N N N 9.350  12.082 86.590 ? ? ? C13  MCI 8  
MCI C16  C16  C 0 1 N N S 10.791 11.583 86.341 ? ? ? C16  MCI 9  
MCI C19  C19  C 0 1 N N N 11.634 11.690 87.621 ? ? ? C19  MCI 10 
MCI S20  S20  S 0 1 N N N 13.317 11.078 87.333 ? ? ? S20  MCI 11 
MCI C23  C23  C 0 1 N N N 11.489 12.506 85.248 ? ? ? C23  MCI 12 
MCI O25  O25  O 0 1 N N N 11.536 13.706 85.428 ? ? ? O25  MCI 13 
MCI N26  N26  N 0 1 N N N 12.046 12.001 84.135 ? ? ? N26  MCI 14 
MCI C27  C27  C 0 1 N N N 12.776 10.773 83.856 ? ? ? C27  MCI 15 
MCI C28  C28  C 0 1 N N N 14.313 10.921 84.074 ? ? ? C28  MCI 16 
MCI O29  O29  O 0 1 N N N 14.977 11.805 83.648 ? ? ? O29  MCI 17 
MCI O30  O30  O 0 1 N N N 14.820 9.889  84.760 ? ? ? O30  MCI 18 
MCI C31  C31  C 0 1 Y N N 12.535 10.389 82.427 ? ? ? C31  MCI 19 
MCI C33  C33  C 0 1 Y N N 11.890 11.073 81.457 ? ? ? C33  MCI 20 
MCI C34  C34  C 0 1 Y N N 11.711 10.271 80.237 ? ? ? C34  MCI 21 
MCI C35  C35  C 0 1 Y N N 12.461 9.148  80.248 ? ? ? C35  MCI 22 
MCI S36  S36  S 0 1 Y N N 13.163 8.877  81.844 ? ? ? S36  MCI 23 
MCI C37  C37  C 0 1 N N N 12.754 8.147  79.119 ? ? ? C37  MCI 24 
MCI N38  N38  N 0 1 Y N N 14.128 8.039  78.488 ? ? ? N38  MCI 25 
MCI C41  C41  C 0 1 Y N N 15.334 8.470  79.105 ? ? ? C41  MCI 26 
MCI N42  N42  N 0 1 Y N N 16.267 9.010  78.238 ? ? ? N42  MCI 27 
MCI N43  N43  N 0 1 Y N N 15.573 9.110  77.039 ? ? ? N43  MCI 28 
MCI N44  N44  N 0 1 Y N N 14.199 8.783  77.262 ? ? ? N44  MCI 29 
MCI H11  1H1  H 0 1 N N N 6.862  10.598 87.954 ? ? ? H11  MCI 30 
MCI H31  1H3  H 0 1 N N N 8.531  9.201  84.148 ? ? ? H31  MCI 31 
MCI H41  1H4  H 0 1 N N N 7.807  6.875  84.707 ? ? ? H41  MCI 32 
MCI H51  1H5  H 0 1 N N N 6.638  6.407  86.872 ? ? ? H51  MCI 33 
MCI H61  1H6  H 0 1 N N N 6.170  8.281  88.494 ? ? ? H61  MCI 34 
MCI H121 1H12 H 0 0 N N N 8.567  11.539 84.615 ? ? ? H121 MCI 35 
MCI H122 2H12 H 0 0 N N N 7.368  12.185 85.659 ? ? ? H122 MCI 36 
MCI H131 1H13 H 0 0 N N N 9.325  13.195 86.534 ? ? ? H131 MCI 37 
MCI H132 2H13 H 0 0 N N N 9.079  11.924 87.660 ? ? ? H132 MCI 38 
MCI H161 1H16 H 0 0 N N N 10.731 10.521 86.005 ? ? ? H161 MCI 39 
MCI H191 1H19 H 0 0 N N N 11.635 12.727 88.029 ? ? ? H191 MCI 40 
MCI H192 2H19 H 0 0 N N N 11.147 11.172 88.480 ? ? ? H192 MCI 41 
MCI HS   HS   H 0 1 N N N 13.838 11.144 88.124 ? ? ? HS   MCI 42 
MCI H30  H30  H 0 1 N N N 15.756 9.979  84.892 ? ? ? H30  MCI 43 
MCI H331 1H33 H 0 0 N N N 11.564 12.112 81.631 ? ? ? H331 MCI 44 
MCI H341 1H34 H 0 0 N N N 11.060 10.495 79.375 ? ? ? H341 MCI 45 
MCI H371 1H37 H 0 0 N N N 12.461 7.132  79.477 ? ? ? H371 MCI 46 
MCI H372 2H37 H 0 0 N N N 12.016 8.326  78.302 ? ? ? H372 MCI 47 
MCI H411 1H41 H 0 0 N N N 15.533 8.390  80.187 ? ? ? H411 MCI 48 
# 
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 
MCI C2  C1   DOUB Y N 1  
MCI C2  C3   SING Y N 2  
MCI C2  C12  SING N N 3  
MCI C1  C6   SING Y N 4  
MCI C1  H11  SING N N 5  
MCI C3  C4   DOUB Y N 6  
MCI C3  H31  SING N N 7  
MCI C4  C5   SING Y N 8  
MCI C4  H41  SING N N 9  
MCI C5  C6   DOUB Y N 10 
MCI C5  H51  SING N N 11 
MCI C6  H61  SING N N 12 
MCI C12 C13  SING N N 13 
MCI C12 H121 SING N N 14 
MCI C12 H122 SING N N 15 
MCI C13 C16  SING N N 16 
MCI C13 H131 SING N N 17 
MCI C13 H132 SING N N 18 
MCI C16 C19  SING N N 19 
MCI C16 C23  SING N N 20 
MCI C16 H161 SING N N 21 
MCI C19 S20  SING N N 22 
MCI C19 H191 SING N N 23 
MCI C19 H192 SING N N 24 
MCI S20 HS   SING N N 25 
MCI C23 O25  DOUB N N 26 
MCI C23 N26  SING N N 27 
MCI N26 C27  DOUB N N 28 
MCI C27 C28  SING N N 29 
MCI C27 C31  SING N N 30 
MCI C28 O29  DOUB N N 31 
MCI C28 O30  SING N N 32 
MCI O30 H30  SING N N 33 
MCI C31 C33  DOUB Y N 34 
MCI C31 S36  SING Y N 35 
MCI C33 C34  SING Y N 36 
MCI C33 H331 SING N N 37 
MCI C34 C35  DOUB Y N 38 
MCI C34 H341 SING N N 39 
MCI C35 S36  SING Y N 40 
MCI C35 C37  SING N N 41 
MCI C37 N38  SING N N 42 
MCI C37 H371 SING N N 43 
MCI C37 H372 SING N N 44 
MCI N38 C41  SING Y N 45 
MCI N38 N44  SING Y N 46 
MCI C41 N42  DOUB Y N 47 
MCI C41 H411 SING N N 48 
MCI N42 N43  SING Y N 49 
MCI N43 N44  DOUB Y N 50 
# 
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 
MCI SMILES           ACDLabs              10.04 O=C(O)C(=N\C(=O)C(CCc1ccccc1)CS)/c2sc(cc2)Cn3nnnc3                                                                                                                      
MCI InChI            InChI                1.02b InChI=1/C19H19N5O3S2/c25-18(14(11-28)7-6-13-4-2-1-3-5-13)21-17(19(26)27)16-9-8-15(29-16)10-24-12-20-22-23-24/h1-5,8-9,12,14,28H,6-7,10-11H2,(H,26,27)/t14-/m1/s1/f/h26H 
MCI InChIKey         InChI                1.02b DUKDFMPUZRDWLT-BQHDESHJDY                                                                                                                                               
MCI SMILES_CANONICAL CACTVS               3.341 OC(=O)C(=NC(=O)[C@@H](CS)CCc1ccccc1)c2sc(Cn3cnnn3)cc2                                                                                                                   
MCI SMILES           CACTVS               3.341 OC(=O)C(=NC(=O)[CH](CS)CCc1ccccc1)c2sc(Cn3cnnn3)cc2                                                                                                                     
MCI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@H](CS)C(=O)N=C(c2ccc(s2)Cn3cnnn3)C(=O)O                                                                                                                  
MCI SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(CS)C(=O)N=C(c2ccc(s2)Cn3cnnn3)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 
MCI "SYSTEMATIC NAME" ACDLabs              10.04 "(2E)-{[(2S)-4-phenyl-2-(sulfanylmethyl)butanoyl]imino}[5-(1H-tetrazol-1-ylmethyl)thiophen-2-yl]ethanoic acid"    
MCI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2S)-4-phenyl-2-(sulfanylmethyl)butanoyl]imino-2-[5-(1,2,3,4-tetrazol-1-ylmethyl)thiophen-2-yl]ethanoic acid" 
# 
