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                    2012-02-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_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        Corina 
_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 -0.468 -1.520 1.226  S1   MC1 1  
MC1 C2   C2  C 0  1 N N N 26.865 31.999 88.427 -1.706 -2.845 0.931  C2   MC1 2  
MC1 C3   C3  C 0  1 N N S 26.345 31.685 86.962 -2.295 -2.488 -0.447 C3   MC1 3  
MC1 N4   N4  N 0  1 N N N 25.512 30.483 87.085 -1.766 -1.230 -0.982 N4   MC1 4  
MC1 C5   C5  C 0  1 N N R 25.570 29.672 88.339 -0.361 -1.012 -0.540 C5   MC1 5  
MC1 C6   C6  C 0  1 N N N 25.896 32.837 89.279 -1.028 -4.216 0.888  C6   MC1 6  
MC1 C7   C7  C 0  1 N N N 25.053 27.842 86.522 -0.977 1.317  0.050  C7   MC1 7  
MC1 O8   O8  O 0  1 N N N 25.633 27.485 85.459 -0.629 2.024  0.966  O8   MC1 8  
MC1 C9   C9  C 0  1 N N R 25.878 28.194 87.801 0.035  0.461  -0.667 C9   MC1 9  
MC1 C10  C10 C 0  1 N N N 28.270 32.587 88.424 -2.794 -2.815 2.007  C10  MC1 10 
MC1 C11  C11 C 0  1 N N N 25.572 32.825 86.298 -1.979 -3.599 -1.414 C11  MC1 11 
MC1 O12  O12 O 0  1 N N N 25.996 33.936 86.059 -2.753 -4.532 -1.545 O12  MC1 12 
MC1 O13  O13 O -1 1 N N N 24.322 32.453 86.000 -0.949 -3.565 -2.065 O13  MC1 13 
MC1 N14  N14 N 0  1 N N N 27.302 27.974 87.380 1.358  0.664  -0.070 N14  MC1 14 
MC1 C15  C15 C 0  1 N N N 28.331 27.590 88.326 2.468  0.436  -0.798 C15  MC1 15 
MC1 O16  O16 O 0  1 N N N 28.145 27.419 89.555 2.373  0.062  -1.952 O16  MC1 16 
MC1 C17  C17 C 0  1 Y N N 29.689 27.372 87.674 3.797  0.640  -0.198 C17  MC1 17 
MC1 C18  C18 C 0  1 Y N N 30.628 28.453 87.553 4.426  1.891  -0.283 C18  MC1 18 
MC1 C19  C19 C 0  1 Y N N 31.874 28.129 86.910 5.677  2.072  0.285  C19  MC1 19 
MC1 C20  C20 C 0  1 Y N N 32.159 26.832 86.430 6.304  1.026  0.935  C20  MC1 20 
MC1 C21  C21 C 0  1 Y N N 31.204 25.802 86.575 5.693  -0.211 1.025  C21  MC1 21 
MC1 C22  C22 C 0  1 Y N N 29.936 26.036 87.203 4.441  -0.413 0.468  C22  MC1 22 
MC1 O23  O23 O 0  1 N N N 28.968 25.026 87.356 3.841  -1.626 0.563  O23  MC1 23 
MC1 C24  C24 C 0  1 N N N 29.281 23.726 86.870 4.556  -2.651 1.256  C24  MC1 24 
MC1 O25  O25 O 0  1 N N N 30.300 29.718 88.042 3.812  2.920  -0.920 O25  MC1 25 
MC1 C26  C26 C 0  1 N N N 31.223 30.795 87.927 4.513  4.164  -0.968 C26  MC1 26 
MC1 N    N   N 0  1 N N N 23.544 26.317 83.892 -4.622 2.484  -1.545 N    MC1 27 
MC1 CA   CA  C 0  1 N N S 22.599 26.748 84.919 -4.594 1.984  -0.164 CA   MC1 28 
MC1 CB   CB  C 0  1 N N N 23.024 28.101 85.493 -3.183 2.144  0.407  CB   MC1 29 
MC1 OG   OG  O 0  1 N N N 23.710 27.966 86.732 -2.264 1.293  -0.329 OG   MC1 30 
MC1 C    C   C 0  1 N N N 21.164 26.860 84.418 -5.567 2.770  0.675  C    MC1 31 
MC1 O    O   O 0  1 N N N 20.231 26.849 85.218 -6.225 3.664  0.170  O    MC1 32 
MC1 OXT  O1  O -1 1 N Y N ?      ?      ?      -5.698 2.512  1.859  OXT  MC1 33 
MC1 H14  H14 H 0  1 N N N 27.222 31.453 86.340 -3.378 -2.403 -0.355 H14  MC1 34 
MC1 H13  H13 H 0  1 N N N 24.562 30.774 86.971 -1.837 -1.207 -1.989 H13  MC1 35 
MC1 H12  H12 H 0  1 N N N 24.669 29.725 88.968 0.328  -1.651 -1.092 H12  MC1 36 
MC1 H16  H16 H 0  1 N N N 25.790 33.838 88.836 -0.550 -4.416 1.847  H16  MC1 37 
MC1 H17  H17 H 0  1 N N N 24.913 32.343 89.309 -1.774 -4.985 0.687  H17  MC1 38 
MC1 H18  H18 H 0  1 N N N 26.292 32.928 90.301 -0.276 -4.225 0.099  H18  MC1 39 
MC1 H11  H11 H 0  1 N N N 25.617 27.479 88.595 0.066  0.739  -1.720 H11  MC1 40 
MC1 H19  H19 H 0  1 N N N 28.250 33.583 87.957 -3.282 -1.840 2.003  H19  MC1 41 
MC1 H20  H20 H 0  1 N N N 28.633 32.675 89.459 -3.531 -3.591 1.800  H20  MC1 42 
MC1 H21  H21 H 0  1 N N N 28.942 31.928 87.854 -2.344 -2.992 2.984  H21  MC1 43 
MC1 H10  H10 H 0  1 N N N 27.548 28.096 86.418 1.434  0.962  0.850  H10  MC1 44 
MC1 H6   H6  H 0  1 N N N 32.616 28.904 86.791 6.163  3.034  0.220  H6   MC1 45 
MC1 H5   H5  H 0  1 N N N 33.106 26.628 85.953 7.279  1.175  1.375  H5   MC1 46 
MC1 H4   H4  H 0  1 N N N 31.434 24.814 86.204 6.193  -1.022 1.534  H4   MC1 47 
MC1 H241 H1  H 0  0 N N N 28.434 23.050 87.059 5.506  -2.833 0.755  H241 MC1 48 
MC1 H242 H2  H 0  0 N N N 29.475 23.776 85.788 4.740  -2.334 2.283  H242 MC1 49 
MC1 H243 H3  H 0  0 N N N 30.175 23.347 87.386 3.965  -3.567 1.259  H243 MC1 50 
MC1 H7   H7  H 0  1 N N N 30.785 31.703 88.368 4.697  4.516  0.047  H7   MC1 51 
MC1 H8   H8  H 0  1 N N N 32.151 30.541 88.459 5.464  4.026  -1.482 H8   MC1 52 
MC1 H9   H9  H 0  1 N N N 31.447 30.974 86.865 3.913  4.899  -1.504 H9   MC1 53 
MC1 H    H25 H 0  1 N N N 23.257 25.433 83.524 -5.526 2.331  -1.967 H    MC1 54 
MC1 H2   H26 H 0  1 N Y N 23.567 26.993 83.155 -4.367 3.459  -1.582 H2   MC1 55 
MC1 H24  H24 H 0  1 N N N 22.613 26.016 85.740 -4.873 0.930  -0.154 H24  MC1 56 
MC1 HB2  H22 H 0  1 N N N 23.689 28.599 84.772 -2.869 3.183  0.314  HB2  MC1 57 
MC1 HB3  H23 H 0  1 N N N 22.126 28.717 85.650 -3.182 1.856  1.458  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              12.01 "O=C(NC(C(=O)OCC(C([O-])=O)N)C1SC(C(N1)C([O-])=O)(C)C)c2c(OC)cccc2OC" 
MC1 InChI            InChI                1.03  
"InChI=1S/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" 
MC1 InChIKey         InChI                1.03  GFYFFUGNPVBDAK-ZHBCMPEGSA-L 
MC1 SMILES_CANONICAL CACTVS               3.370 "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               3.370 "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" 1.7.6 "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" 1.7.6 "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              12.01 "(2R,4S)-2-{(1R)-2-[(2S)-2-amino-2-carboxylatoethoxy]-1-[(2,6-dimethoxybenzoyl)amino]-2-oxoethyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylate"                                     
MC1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-2-[(1R)-2-[(2S)-2-azanyl-3-oxidanidyl-3-oxidanylidene-propoxy]-1-[(2,6-dimethoxyphenyl)carbonylamino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
MC1 "Create component"   2002-10-07 RCSB 
MC1 "Modify descriptor"  2011-06-04 RCSB 
MC1 "Obsolete component" 2012-02-07 RCSB 
# 
