data_M18
# 
_chem_comp.id                                    M18 
_chem_comp.name                                  "{(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 Cl N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3-Chloro-Phenyl)-acetic acid (S)-1-(2-tert-butoxycarbonylamino-acetyl)-pyrrolidin-2-ylmethyl ester" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-11 
_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                        410.892 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M18 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3EGK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
M18 C1   C1   C  0 1 N N N 13.934 -10.417 20.629 -3.106 -0.025 1.127  C1   M18 1  
M18 C2   C2   C  0 1 N N N 14.919 -11.526 20.801 -2.470 -0.649 -0.088 C2   M18 2  
M18 O1   O1   O  0 1 N N N 15.084 -12.319 22.104 -2.815 -0.306 -1.194 O1   M18 3  
M18 O2   O2   O  0 1 N N N 15.686 -11.785 19.664 -1.520 -1.586 0.058  O2   M18 4  
M18 C3   C3   C  0 1 N N N 16.492 -12.976 19.751 -0.951 -2.143 -1.156 C3   M18 5  
M18 C4   C4   C  0 1 N N S 17.727 -12.707 20.653 0.107  -3.187 -0.792 C4   M18 6  
M18 C5   C5   C  0 1 N N N 18.718 -11.707 20.008 -0.498 -4.233 0.169  C5   M18 7  
M18 C6   C6   C  0 1 N N N 20.129 -12.211 20.377 0.668  -4.515 1.153  C6   M18 8  
M18 C7   C7   C  0 1 N N N 19.970 -13.745 20.334 1.325  -3.117 1.266  C7   M18 9  
M18 N1   N1   N  0 1 N N N 18.581 -13.893 20.755 1.224  -2.542 -0.087 N1   M18 10 
M18 C8   C8   C  0 1 N N N 18.218 -15.019 21.440 2.024  -1.583 -0.595 C8   M18 11 
M18 C9   C9   C  0 1 N N N 19.174 -16.194 21.606 3.136  -1.008 0.243  C9   M18 12 
M18 N2   N2   N  0 1 N N N 19.979 -16.054 22.817 3.855  0.008  -0.529 N2   M18 13 
M18 C10  C10  C  0 1 N N N 19.376 -16.183 24.018 4.897  0.662  0.022  C10  M18 14 
M18 O3   O3   O  0 1 N N N 19.733 -15.294 24.940 5.557  1.596  -0.689 O3   M18 15 
M18 C11  C11  C  0 1 N N N 20.241 -14.069 24.797 6.669  2.260  -0.032 C11  M18 16 
M18 C12  C12  C  0 1 N N N 19.923 -13.364 26.121 7.722  1.222  0.362  C12  M18 17 
M18 C13  C13  C  0 1 N N N 21.747 -14.270 24.678 7.291  3.280  -0.987 C13  M18 18 
M18 C14  C14  C  0 1 N N N 19.788 -13.195 23.688 6.166  2.977  1.223  C14  M18 19 
M18 O4   O4   O  0 1 N N N 18.554 -17.072 24.237 5.240  0.409  1.159  O4   M18 20 
M18 O5   O5   O  0 1 N N N 17.336 -14.983 22.293 1.849  -1.184 -1.727 O5   M18 21 
M18 C15  C15  C  0 1 Y N N 12.897 -10.295 21.752 -4.133 0.989  0.692  C15  M18 22 
M18 C16  C16  C  0 1 Y N N 12.951 -9.185  22.603 -5.444 0.601  0.491  C16  M18 23 
M18 C17  C17  C  0 1 Y N N 12.035 -9.040  23.652 -6.387 1.532  0.092  C17  M18 24 
M18 CL1  CL1  CL 0 0 N N N 12.126 -7.628  24.694 -8.034 1.046  -0.161 CL1  M18 25 
M18 C18  C18  C  0 1 Y N N 11.017 -9.982  23.815 -6.016 2.850  -0.105 C18  M18 26 
M18 C19  C19  C  0 1 Y N N 10.972 -11.102 22.980 -4.704 3.237  0.097  C19  M18 27 
M18 C20  C20  C  0 1 Y N N 11.922 -11.278 21.962 -3.764 2.307  0.501  C20  M18 28 
M18 H1   H1   H  0 1 N N N 14.497 -9.473  20.589 -3.589 -0.800 1.722  H1   M18 29 
M18 H1A  H1A  H  0 1 N N N 13.373 -10.638 19.709 -2.340 0.468  1.726  H1A  M18 30 
M18 H3   H3   H  0 1 N N N 15.894 -13.791 20.184 -1.739 -2.614 -1.743 H3   M18 31 
M18 H3A  H3A  H  0 1 N N N 16.831 -13.261 18.744 -0.490 -1.347 -1.740 H3A  M18 32 
M18 H4   H4   H  0 1 N N N 17.290 -12.362 21.602 0.469  -3.678 -1.695 H4   M18 33 
M18 H5   H5   H  0 1 N N N 18.588 -11.681 18.916 -1.357 -3.821 0.697  H5   M18 34 
M18 H5A  H5A  H  0 1 N N N 18.549 -10.683 20.372 -0.774 -5.139 -0.372 H5A  M18 35 
M18 H6   H6   H  0 1 N N N 20.887 -11.860 19.661 0.291  -4.850 2.119  H6   M18 36 
M18 H6A  H6A  H  0 1 N N N 20.478 -11.841 21.352 1.365  -5.241 0.735  H6A  M18 37 
M18 H7   H7   H  0 1 N N N 20.150 -14.157 19.330 0.782  -2.500 1.982  H7   M18 38 
M18 H7A  H7A  H  0 1 N N N 20.691 -14.290 20.961 2.370  -3.211 1.562  H7A  M18 39 
M18 H9   H9   H  0 1 N N N 18.588 -17.123 21.673 2.717  -0.553 1.141  H9   M18 40 
M18 H9A  H9A  H  0 1 N N N 19.850 -16.219 20.739 3.826  -1.803 0.527  H9A  M18 41 
M18 HN2  HN2  H  0 1 N N N 20.959 -15.866 22.757 3.581  0.211  -1.438 HN2  M18 42 
M18 H12  H12  H  0 1 N N N 19.847 -14.110 26.925 8.080  0.711  -0.532 H12  M18 43 
M18 H12A H12A H  0 0 N N N 20.726 -12.650 26.358 8.557  1.720  0.855  H12A M18 44 
M18 H12B H12B H  0 0 N N N 18.968 -12.826 26.029 7.279  0.495  1.043  H12B M18 45 
M18 H13  H13  H  0 1 N N N 22.028 -14.318 23.616 6.541  4.019  -1.268 H13  M18 46 
M18 H13A H13A H  0 0 N N N 22.268 -13.428 25.157 8.125  3.778  -0.494 H13A M18 47 
M18 H13B H13B H  0 0 N N N 22.032 -15.209 25.176 7.649  2.769  -1.881 H13B M18 48 
M18 H14  H14  H  0 1 N N N 19.676 -12.164 24.055 5.723  2.250  1.904  H14  M18 49 
M18 H14A H14A H  0 0 N N N 20.531 -13.216 22.877 7.000  3.475  1.716  H14A M18 50 
M18 H14B H14B H  0 0 N N N 18.821 -13.556 23.309 5.416  3.716  0.942  H14B M18 51 
M18 H16  H16  H  0 1 N N N 13.709 -8.431  22.449 -5.732 -0.428 0.644  H16  M18 52 
M18 H18  H18  H  0 1 N N N 10.269 -9.846  24.582 -6.752 3.577  -0.417 H18  M18 53 
M18 H19  H19  H  0 1 N N N 10.197 -11.841 23.120 -4.415 4.266  -0.057 H19  M18 54 
M18 H20  H20  H  0 1 N N N 11.901 -12.165 21.345 -2.740 2.611  0.663  H20  M18 55 
# 
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 
M18 C1  C2   SING N N 1  
M18 C1  C15  SING N N 2  
M18 C2  O1   DOUB N N 3  
M18 C2  O2   SING N N 4  
M18 O2  C3   SING N N 5  
M18 C3  C4   SING N N 6  
M18 C4  C5   SING N N 7  
M18 C4  N1   SING N N 8  
M18 C5  C6   SING N N 9  
M18 C6  C7   SING N N 10 
M18 C7  N1   SING N N 11 
M18 N1  C8   SING N N 12 
M18 C8  C9   SING N N 13 
M18 C8  O5   DOUB N N 14 
M18 C9  N2   SING N N 15 
M18 N2  C10  SING N N 16 
M18 C10 O3   SING N N 17 
M18 C10 O4   DOUB N N 18 
M18 O3  C11  SING N N 19 
M18 C11 C12  SING N N 20 
M18 C11 C13  SING N N 21 
M18 C11 C14  SING N N 22 
M18 C15 C16  DOUB N N 23 
M18 C15 C20  SING N N 24 
M18 C16 C17  SING N N 25 
M18 C17 CL1  SING N N 26 
M18 C17 C18  DOUB N N 27 
M18 C18 C19  SING N N 28 
M18 C19 C20  DOUB N N 29 
M18 C1  H1   SING N N 30 
M18 C1  H1A  SING N N 31 
M18 C3  H3   SING N N 32 
M18 C3  H3A  SING N N 33 
M18 C4  H4   SING N N 34 
M18 C5  H5   SING N N 35 
M18 C5  H5A  SING N N 36 
M18 C6  H6   SING N N 37 
M18 C6  H6A  SING N N 38 
M18 C7  H7   SING N N 39 
M18 C7  H7A  SING N N 40 
M18 C9  H9   SING N N 41 
M18 C9  H9A  SING N N 42 
M18 N2  HN2  SING N N 43 
M18 C12 H12  SING N N 44 
M18 C12 H12A SING N N 45 
M18 C12 H12B SING Y N 46 
M18 C13 H13  SING Y N 47 
M18 C13 H13A SING Y N 48 
M18 C13 H13B SING N N 49 
M18 C14 H14  SING N N 50 
M18 C14 H14A SING Y N 51 
M18 C14 H14B SING Y N 52 
M18 C16 H16  SING N N 53 
M18 C18 H18  SING Y N 54 
M18 C19 H19  SING N N 55 
M18 C20 H20  SING N N 56 
# 
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 
M18 SMILES           ACDLabs              10.04 O=C(N1CCCC1COC(=O)Cc2cccc(Cl)c2)CNC(=O)OC(C)(C)C                                                                                                                     
M18 InChI            InChI                1.02b InChI=1/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1/f/h22H 
M18 InChIKey         InChI                1.02b ONXGIEJBNQLITK-CGJARXBLDW                                                                                                                                            
M18 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)OC(=O)NCC(=O)N1CCC[C@H]1COC(=O)Cc2cccc(Cl)c2                                                                                                                 
M18 SMILES           CACTVS               3.341 CC(C)(C)OC(=O)NCC(=O)N1CCC[CH]1COC(=O)Cc2cccc(Cl)c2                                                                                                                  
M18 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)OC(=O)NCC(=O)N1CCC[C@H]1COC(=O)Cc2cccc(c2)Cl                                                                                                                 
M18 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)OC(=O)NCC(=O)N1CCCC1COC(=O)Cc2cccc(c2)Cl                                                                                                                     
# 
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 
M18 "SYSTEMATIC NAME" ACDLabs              10.04 "{(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate"                         
M18 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethanoyl]pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)ethanoate" 
# 
