data_MC1
# 
_chem_comp.id                                    MC1 
_chem_comp.name                                  "METHICILLIN ACYL-SERINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C20 H25 N3 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               SER 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -2 
_chem_comp.pdbx_initial_date                     2002-10-07 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        483.492 
_chem_comp.one_letter_code                       S 
_chem_comp.three_letter_code                     MC1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MWU 
_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 
MC1 S1   S1  S 0  1 N N N 26.994 30.350 89.219 -0.463 1.078  2.487  S1   MC1 1  
MC1 C2   C2  C 0  1 N N N 26.865 31.999 88.427 0.748  2.287  1.841  C2   MC1 2  
MC1 C3   C3  C 0  1 N N S 26.345 31.685 86.962 0.264  3.589  2.506  C3   MC1 3  
MC1 N4   N4  N 0  1 N N N 25.512 30.483 87.085 -0.041 3.301  3.910  N4   MC1 4  
MC1 C5   C5  C 0  1 N N R 25.570 29.672 88.339 -0.872 2.093  3.946  C5   MC1 5  
MC1 C6   C6  C 0  1 N N N 25.896 32.837 89.279 0.654  2.357  0.317  C6   MC1 6  
MC1 C7   C7  C 0  1 N N N 25.053 27.842 86.522 -3.184 1.146  3.965  C7   MC1 7  
MC1 O8   O8  O 0  1 N N N 25.633 27.485 85.459 -3.099 0.313  4.863  O8   MC1 8  
MC1 C9   C9  C 0  1 N N R 25.878 28.194 87.801 -2.361 2.424  3.951  C9   MC1 9  
MC1 C10  C10 C 0  1 N N N 28.270 32.587 88.424 2.149  1.830  2.272  C10  MC1 10 
MC1 C11  C11 C 0  1 N N N 25.572 32.825 86.298 1.294  4.674  2.488  C11  MC1 11 
MC1 O12  O12 O 0  1 N N N 25.996 33.936 86.059 1.269  5.445  3.488  O12  MC1 12 
MC1 O13  O13 O -1 1 N N N 24.322 32.453 86.000 2.054  4.680  1.480  O13  MC1 13 
MC1 N14  N14 N 0  1 N N N 27.302 27.974 87.380 -2.670 3.280  5.066  N14  MC1 14 
MC1 C15  C15 C 0  1 N N N 28.331 27.590 88.326 -3.695 4.217  5.030  C15  MC1 15 
MC1 O16  O16 O 0  1 N N N 28.145 27.419 89.555 -4.431 4.411  4.066  O16  MC1 16 
MC1 C17  C17 C 0  1 Y N N 29.689 27.372 87.674 -3.868 5.042  6.253  C17  MC1 17 
MC1 C18  C18 C 0  1 Y N N 30.628 28.453 87.553 -3.181 6.236  6.359  C18  MC1 18 
MC1 C19  C19 C 0  1 Y N N 31.874 28.129 86.910 -3.345 7.011  7.507  C19  MC1 19 
MC1 C20  C20 C 0  1 Y N N 32.159 26.832 86.430 -4.193 6.578  8.526  C20  MC1 20 
MC1 C21  C21 C 0  1 Y N N 31.204 25.802 86.575 -4.877 5.369  8.397  C21  MC1 21 
MC1 C22  C22 C 0  1 Y N N 29.936 26.036 87.203 -4.714 4.594  7.249  C22  MC1 22 
MC1 O23  O23 O 0  1 N N N 28.968 25.026 87.356 -5.392 3.417  7.144  O23  MC1 23 
MC1 C24  C24 C 0  1 N N N 29.281 23.726 86.870 -6.236 3.056  8.236  C24  MC1 24 
MC1 O25  O25 O 0  1 N N N 30.300 29.718 88.042 -2.347 6.678  5.376  O25  MC1 25 
MC1 C26  C26 C 0  1 N N N 31.223 30.795 87.927 -2.922 7.496  4.359  C26  MC1 26 
MC1 N    N   N 0  1 N N N 23.544 26.317 83.892 -6.915 -1.130 3.594  N    MC1 27 
MC1 CA   CA  C 0  1 N N S 22.599 26.748 84.919 -6.169 0.108  3.533  CA   MC1 28 
MC1 CB   CB  C 0  1 N N N 23.024 28.101 85.493 -4.833 -0.117 2.830  CB   MC1 29 
MC1 OG   OG  O 0  1 N N N 23.710 27.966 86.732 -4.012 1.054  2.887  OG   MC1 30 
MC1 C    C   C 0  1 N N N 21.164 26.860 84.418 -7.032 1.258  2.981  C    MC1 31 
MC1 O    O   O 0  1 N N N 20.231 26.849 85.218 -7.292 2.198  3.782  O    MC1 32 
MC1 OXT  O1  O -1 1 N Y N ?      ?      ?      -7.396 1.114  1.777  OXT  MC1 33 
MC1 H14  H14 H 0  1 N N N 27.221 31.539 86.288 -0.628 3.989  2.006  H14  MC1 34 
MC1 H13  H13 H 0  1 N N N 25.705 29.871 86.292 0.834  3.091  4.393  H13  MC1 35 
MC1 H12  H12 H 0  1 N N N 24.669 29.676 88.996 -0.644 1.518  4.849  H12  MC1 36 
MC1 H16  H16 H 0  1 N N N 26.192 32.890 90.353 1.242  1.556  -0.142 H16  MC1 37 
MC1 H17  H17 H 0  1 N N N 25.818 33.840 88.798 -0.385 2.251  -0.010 H17  MC1 38 
MC1 H18  H18 H 0  1 N N N 24.907 32.345 89.427 1.034  3.316  -0.049 H18  MC1 39 
MC1 H11  H11 H 0  1 N N N 25.615 27.560 88.680 -2.631 2.979  3.048  H11  MC1 40 
MC1 H19  H19 H 0  1 N N N 29.026 31.923 87.942 2.529  1.063  1.590  H19  MC1 41 
MC1 H20  H20 H 0  1 N N N 28.192 33.590 87.943 2.847  2.672  2.267  H20  MC1 42 
MC1 H21  H21 H 0  1 N N N 28.738 32.618 89.436 2.122  1.410  3.282  H21  MC1 43 
MC1 H10  H10 H 0  1 N N N 27.583 28.091 86.407 -2.063 3.224  5.881  H10  MC1 44 
MC1 H6   H6  H 0  1 N N N 32.644 28.908 86.780 -2.815 7.954  7.614  H6   MC1 45 
MC1 H5   H5  H 0  1 N N N 33.126 26.624 85.943 -4.320 7.181  9.420  H5   MC1 46 
MC1 H4   H4  H 0  1 N N N 31.453 24.798 86.191 -5.537 5.038  9.195  H4   MC1 47 
MC1 H241 H1  H 0  0 N N N 30.240 23.386 87.325 -7.022 3.806  8.353  H241 MC1 48 
MC1 H242 H2  H 0  0 N N N 28.514 22.926 86.991 -5.642 2.990  9.150  H242 MC1 49 
MC1 H243 H3  H 0  0 N N N 29.570 23.796 85.796 -6.691 2.085  8.028  H243 MC1 50 
MC1 H7   H7  H 0  1 N N N 31.510 30.898 86.854 -2.134 8.061  3.856  H7   MC1 51 
MC1 H8   H8  H 0  1 N N N 30.961 31.806 88.318 -3.646 8.181  4.808  H8   MC1 52 
MC1 H9   H9  H 0  1 N N N 32.188 30.480 88.389 -3.429 6.857  3.633  H9   MC1 53 
MC1 H    H25 H 0  1 N N N 24.503 26.299 84.240 -7.642 -1.290 2.921  H    MC1 54 
MC1 H2   H26 H 0  1 N Y N 23.261 25.415 83.509 -6.835 -1.702 4.415  H2   MC1 55 
MC1 H24  H24 H 0  1 N N N 22.619 25.956 85.704 -5.953 0.375  4.576  H24  MC1 56 
MC1 HB2  H22 H 0  1 N N N 22.153 28.791 85.587 -4.278 -0.948 3.278  HB2  MC1 57 
MC1 HB3  H23 H 0  1 N N N 23.630 28.680 84.757 -4.992 -0.352 1.772  HB3  MC1 58 
# 
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 
MC1 S1  C2   SING N N 1  
MC1 S1  C5   SING N N 2  
MC1 C2  C3   SING N N 3  
MC1 C2  C6   SING N N 4  
MC1 C2  C10  SING N N 5  
MC1 C3  N4   SING N N 6  
MC1 C3  C11  SING N N 7  
MC1 C3  H14  SING N N 8  
MC1 N4  C5   SING N N 9  
MC1 N4  H13  SING N N 10 
MC1 C5  C9   SING N N 11 
MC1 C5  H12  SING N N 12 
MC1 C6  H16  SING N N 13 
MC1 C6  H17  SING N N 14 
MC1 C6  H18  SING N N 15 
MC1 C7  O8   DOUB N N 16 
MC1 C7  C9   SING N N 17 
MC1 C7  OG   SING N N 18 
MC1 C9  N14  SING N N 19 
MC1 C9  H11  SING N N 20 
MC1 C10 H19  SING N N 21 
MC1 C10 H20  SING N N 22 
MC1 C10 H21  SING N N 23 
MC1 C11 O12  DOUB N N 24 
MC1 C11 O13  SING N N 25 
MC1 N14 C15  SING N N 26 
MC1 N14 H10  SING N N 27 
MC1 C15 O16  DOUB N N 28 
MC1 C15 C17  SING N N 29 
MC1 C17 C18  DOUB Y N 30 
MC1 C17 C22  SING Y N 31 
MC1 C18 C19  SING Y N 32 
MC1 C18 O25  SING N N 33 
MC1 C19 C20  DOUB Y N 34 
MC1 C19 H6   SING N N 35 
MC1 C20 C21  SING Y N 36 
MC1 C20 H5   SING N N 37 
MC1 C21 C22  DOUB Y N 38 
MC1 C21 H4   SING N N 39 
MC1 C22 O23  SING N N 40 
MC1 O23 C24  SING N N 41 
MC1 C24 H241 SING N N 42 
MC1 C24 H242 SING N N 43 
MC1 C24 H243 SING N N 44 
MC1 O25 C26  SING N N 45 
MC1 C26 H7   SING N N 46 
MC1 C26 H8   SING N N 47 
MC1 C26 H9   SING N N 48 
MC1 N   CA   SING N N 49 
MC1 N   H    SING N N 50 
MC1 N   H2   SING N N 51 
MC1 CA  CB   SING N N 52 
MC1 CA  C    SING N N 53 
MC1 CA  H24  SING N N 54 
MC1 CB  OG   SING N N 55 
MC1 CB  HB2  SING N N 56 
MC1 CB  HB3  SING N N 57 
MC1 C   O    DOUB N N 58 
MC1 C   OXT  SING N N 59 
# 
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 
MC1 SMILES           ACDLabs              10.04 "O=C(NC(C(=O)OCC(C([O-])=O)N)C1SC(C(N1)C([O-])=O)(C)C)c2c(OC)cccc2OC" 
MC1 InChI            InChI                1.02b 
"InChI=1/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/p-2/t9-,13-,14-,16+/m0/s1/fC20H25N3O9S/h22H/q-2" 
MC1 InChIKey         InChI                1.02b GFYFFUGNPVBDAK-IRZDFOJRDI 
MC1 SMILES_CANONICAL CACTVS               3.341 "COc1cccc(OC)c1C(=O)N[C@@H]([C@@H]2N[C@@H](C([O-])=O)C(C)(C)S2)C(=O)OC[C@H](N)C([O-])=O" 
MC1 SMILES           CACTVS               3.341 "COc1cccc(OC)c1C(=O)N[CH]([CH]2N[CH](C([O-])=O)C(C)(C)S2)C(=O)OC[CH](N)C([O-])=O" 
MC1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1([C@@H](N[C@H](S1)[C@@H](C(=O)OC[C@@H](C(=O)[O-])N)NC(=O)c2c(cccc2OC)OC)C(=O)[O-])C" 
MC1 SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(C(NC(S1)C(C(=O)OCC(C(=O)[O-])N)NC(=O)c2c(cccc2OC)OC)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 
MC1 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4S)-2-[(1R)-2-[(2S)-2-amino-2-carboxylatoethoxy]-1-{[(2,6-dimethoxyphenyl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylate"  
MC1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S)-2-[(1R)-2-[(2S)-2-amino-3-oxido-3-oxo-propoxy]-1-[(2,6-dimethoxyphenyl)carbonylamino]-2-oxo-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylate" 
# 
