data_REW
# 
_chem_comp.id                                    REW 
_chem_comp.name                                  "(2S,3S)-1-(4-METHOXYPHENYL)-3-(3-(2-(5-METHYL-2-PHENYLOXAZOL-4-YL)ETHOXY)BENZYL)-4-OXOAZETIDINE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H28 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-[2-(3-{[(2S,3S)-2-carboxy-1-(4-methoxyphenyl)-4-oxoazetidin-3-yl]methyl}phenoxy)ethyl]-5-methyl-2-phenyl-1,3-oxazol-3-ium 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-30 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        512.553 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     REW 
_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        2REW 
_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 
REW C13  C13  C 0 1 N N N -24.058 18.113 4.286  4.581   -1.564 -0.945 C13  REW 1  
REW C18  C18  C 0 1 Y N N -29.261 19.807 3.060  0.232   0.001  2.221  C18  REW 2  
REW C17  C17  C 0 1 Y N N -27.922 19.497 3.286  1.325   -0.369 1.462  C17  REW 3  
REW C16  C16  C 0 1 Y N N -27.580 18.163 3.538  1.146   -1.128 0.315  C16  REW 4  
REW C19  C19  C 0 1 Y N N -30.233 18.798 3.088  -1.039  -0.384 1.839  C19  REW 5  
REW C20  C20  C 0 1 Y N N -29.884 17.471 3.341  -1.220  -1.140 0.696  C20  REW 6  
REW C21  C21  C 0 1 Y N N -28.549 17.165 3.561  -0.131  -1.513 -0.067 C21  REW 7  
REW C22  C22  C 0 1 N N N -30.923 16.373 3.416  -2.608  -1.559 0.282  C22  REW 8  
REW C23  C23  C 0 1 N N S -30.926 15.883 4.874  -3.210  -0.494 -0.636 C23  REW 9  
REW C24  C24  C 0 1 N N S -32.184 16.001 5.758  -4.587  -0.878 -1.187 C24  REW 10 
REW C11  C11  C 0 1 Y N N -21.500 15.941 10.814 10.802  2.156  0.313  C11  REW 11 
REW C12  C12  C 0 1 Y N N -22.052 15.855 9.537  9.892   1.124  0.410  C12  REW 12 
REW C33  C33  C 0 1 Y N N -32.417 12.266 6.696  -6.517  1.913  0.593  C33  REW 13 
REW O38  O38  O 0 1 N N N -34.084 15.619 4.413  -5.902  -2.256 0.199  O38  REW 14 
REW C36  C36  C 0 1 N N N -33.426 16.446 5.085  -5.096  -2.210 -0.700 C36  REW 15 
REW O37  O37  O 0 1 N N N -33.739 17.632 5.273  -4.653  -3.345 -1.264 O37  REW 16 
REW N25  N25  N 0 1 N N N -32.075 14.544 5.925  -5.050  0.268  -0.395 N25  REW 17 
REW C28  C28  C 0 1 Y N N -32.761 13.627 6.701  -6.332  0.804  -0.223 C28  REW 18 
REW C32  C32  C 0 1 Y N N -33.100 11.315 7.475  -7.781  2.441  0.763  C32  REW 19 
REW C31  C31  C 0 1 Y N N -34.162 11.720 8.291  -8.867  1.865  0.120  C31  REW 20 
REW O34  O34  O 0 1 N N N -34.831 10.774 9.055  -10.112 2.385  0.288  O34  REW 21 
REW C35  C35  C 0 1 N N N -35.911 11.123 9.923  -11.183 1.741  -0.404 C35  REW 22 
REW C30  C30  C 0 1 Y N N -34.527 13.079 8.303  -8.683  0.758  -0.695 C30  REW 23 
REW C29  C29  C 0 1 Y N N -33.829 14.007 7.519  -7.419  0.228  -0.866 C29  REW 24 
REW C26  C26  C 0 1 N N N -31.057 14.410 5.098  -3.857  0.644  0.116  C26  REW 25 
REW O27  O27  O 0 1 N N N -30.442 13.461 4.656  -3.472  1.520  0.861  O27  REW 26 
REW O15  O15  O 0 1 N N N -26.282 17.800 3.752  2.220   -1.493 -0.434 O15  REW 27 
REW C14  C14  C 0 1 N N N -25.422 18.742 4.362  3.504   -1.061 0.019  C14  REW 28 
REW C3   C3   C 0 1 Y N N -23.721 17.342 5.540  5.935   -1.108 -0.467 C3   REW 29 
REW N4   N4   N 0 1 Y N N -23.333 17.888 6.706  6.544   0.042  -0.797 N4   REW 30 
REW C5   C5   C 0 1 Y N N -23.127 16.870 7.565  7.706   0.091  -0.190 C5   REW 31 
REW O6   O6   O 0 1 Y N N -23.343 15.693 6.902  7.855   -1.030 0.538  O6   REW 32 
REW C2   C2   C 0 1 Y N N -23.696 15.969 5.745  6.747   -1.778 0.370  C2   REW 33 
REW C1   C1   C 0 1 N N N -24.001 14.752 4.919  6.470   -3.119 1.001  C1   REW 34 
REW C7   C7   C 0 1 Y N N -22.613 16.992 8.941  8.686   1.193  -0.289 C7   REW 35 
REW C10  C10  C 0 1 Y N N -21.476 17.175 11.464 10.522  3.258  -0.475 C10  REW 36 
REW C9   C9   C 0 1 Y N N -21.990 18.324 10.848 9.331   3.330  -1.175 C9   REW 37 
REW C8   C8   C 0 1 Y N N -22.554 18.232 9.573  8.410   2.307  -1.083 C8   REW 38 
REW H131 1H13 H 0 0 N N N -24.037 17.421 3.431  4.556   -2.653 -0.981 H131 REW 39 
REW H132 2H13 H 0 0 N N N -23.317 18.918 4.170  4.393   -1.163 -1.941 H132 REW 40 
REW H18  H18  H 0 1 N N N -29.551 20.828 2.863  0.372   0.588  3.117  H18  REW 41 
REW H17  H17  H 0 1 N N N -27.165 20.268 3.267  2.318   -0.068 1.761  H17  REW 42 
REW H19  H19  H 0 1 N N N -31.268 19.051 2.911  -1.892  -0.093 2.434  H19  REW 43 
REW H21  H21  H 0 1 N N N -28.259 16.142 3.752  -0.273  -2.104 -0.960 H21  REW 44 
REW H221 1H22 H 0 0 N N N -31.914 16.759 3.136  -2.557  -2.510 -0.249 H221 REW 45 
REW H222 2H22 H 0 0 N N N -30.689 15.554 2.720  -3.233  -1.671 1.168  H222 REW 46 
REW H23  H23  H 0 1 N N N -30.025 16.473 5.099  -2.513  -0.161 -1.404 H23  REW 47 
REW H24  H24  H 0 1 N N N -32.231 16.707 6.600  -4.688  -0.745 -2.264 H24  REW 48 
REW H11  H11  H 0 1 N N N -21.096 15.062 11.295 11.733  2.106  0.858  H11  REW 49 
REW H12  H12  H 0 1 N N N -22.047 14.913 9.008  10.112  0.264  1.026  H12  REW 50 
REW H33  H33  H 0 1 N N N -31.599 11.938 6.072  -5.673  2.359  1.097  H33  REW 51 
REW HO37 HO37 H 0 0 N N N -34.557 17.818 4.828  -5.009  -4.175 -0.917 HO37 REW 52 
REW H32  H32  H 0 1 N N N -32.806 10.276 7.444  -7.925  3.304  1.397  H32  REW 53 
REW H351 1H35 H 0 0 N N N -35.539 11.213 10.954 -11.254 0.703  -0.079 H351 REW 54 
REW H352 2H35 H 0 0 N N N -36.342 12.084 9.604  -12.119 2.255  -0.183 H352 REW 55 
REW H353 3H35 H 0 0 N N N -36.684 10.341 9.879  -10.995 1.775  -1.477 H353 REW 56 
REW H30  H30  H 0 1 N N N -35.350 13.409 8.920  -9.528  0.309  -1.196 H30  REW 57 
REW H29  H29  H 0 1 N N N -34.124 15.045 7.547  -7.276  -0.634 -1.501 H29  REW 58 
REW H141 1H14 H 0 0 N N N -25.446 19.704 3.829  3.692   -1.462 1.015  H141 REW 59 
REW H142 2H14 H 0 0 N N N -25.719 18.967 5.397  3.529   0.028  0.054  H142 REW 60 
REW H11A 1H1  H 0 0 N N N -24.076 15.037 3.859  6.845   -3.910 0.351  H11A REW 61 
REW H12A 2H1  H 0 0 N N N -23.196 14.013 5.044  6.971   -3.175 1.968  H12A REW 62 
REW H13  3H1  H 0 1 N N N -24.955 14.315 5.249  5.396   -3.240 1.140  H13  REW 63 
REW H10  H10  H 0 1 N N N -21.055 17.246 12.456 11.236  4.065  -0.544 H10  REW 64 
REW H9   H9   H 0 1 N N N -21.950 19.276 11.356 9.118   4.193  -1.789 H9   REW 65 
REW H8   H8   H 0 1 N N N -22.940 19.113 9.082  7.478   2.366  -1.627 H8   REW 66 
# 
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 
REW C18 C19  DOUB N N 1  
REW C18 C17  SING N N 2  
REW C19 C20  SING N N 3  
REW C17 C16  DOUB N N 4  
REW C20 C22  SING Y N 5  
REW C20 C21  DOUB Y N 6  
REW C22 C23  SING N N 7  
REW C16 C21  SING Y N 8  
REW C16 O15  SING N N 9  
REW O15 C14  SING Y N 10 
REW C13 C14  SING N N 11 
REW C13 C3   SING Y N 12 
REW O38 C36  DOUB N N 13 
REW O27 C26  DOUB N N 14 
REW C23 C26  SING Y N 15 
REW C23 C24  SING N N 16 
REW C1  C2   SING N N 17 
REW C36 O37  SING N N 18 
REW C36 C24  SING N N 19 
REW C26 N25  SING N N 20 
REW C3  C2   DOUB N N 21 
REW C3  N4   SING N N 22 
REW C2  O6   SING N N 23 
REW C24 N25  SING N N 24 
REW N25 C28  SING Y N 25 
REW C33 C28  DOUB N N 26 
REW C33 C32  SING Y N 27 
REW C28 C29  SING N N 28 
REW N4  C5   DOUB Y N 29 
REW O6  C5   SING Y N 30 
REW C32 C31  DOUB N N 31 
REW C29 C30  DOUB N N 32 
REW C5  C7   SING N N 33 
REW C31 C30  SING N N 34 
REW C31 O34  SING N N 35 
REW C7  C12  DOUB N N 36 
REW C7  C8   SING Y N 37 
REW O34 C35  SING Y N 38 
REW C12 C11  SING N N 39 
REW C8  C9   DOUB Y N 40 
REW C11 C10  DOUB N N 41 
REW C9  C10  SING N N 42 
REW C13 H131 SING N N 43 
REW C13 H132 SING N N 44 
REW C18 H18  SING N N 45 
REW C17 H17  SING N N 46 
REW C19 H19  SING Y N 47 
REW C21 H21  SING N N 48 
REW C22 H221 SING N N 49 
REW C22 H222 SING N N 50 
REW C23 H23  SING N N 51 
REW C24 H24  SING N N 52 
REW C11 H11  SING N N 53 
REW C12 H12  SING Y N 54 
REW C33 H33  SING Y N 55 
REW O37 HO37 SING Y N 56 
REW C32 H32  SING N N 57 
REW C35 H351 SING Y N 58 
REW C35 H352 SING Y N 59 
REW C35 H353 SING N N 60 
REW C30 H30  SING N N 61 
REW C29 H29  SING N N 62 
REW C14 H141 SING N N 63 
REW C14 H142 SING Y N 64 
REW C1  H11A SING Y N 65 
REW C1  H12A SING N N 66 
REW C1  H13  SING Y N 67 
REW C10 H10  SING N N 68 
REW C9  H9   SING Y N 69 
REW C8  H8   SING N N 70 
# 
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 
REW SMILES           ACDLabs              10.04 O=C(O)C2N(c1ccc(OC)cc1)C(=O)C2Cc5cc(OCCc3nc(oc3C)c4ccccc4)ccc5                                                                                                                                               
REW InChI            InChI                1.02b InChI=1/C30H28N2O6/c1-19-26(31-28(38-19)21-8-4-3-5-9-21)15-16-37-24-10-6-7-20(17-24)18-25-27(30(34)35)32(29(25)33)22-11-13-23(36-2)14-12-22/h3-14,17,25,27H,15-16,18H2,1-2H3,(H,34,35)/t25-,27-/m0/s1/f/h34H 
REW InChIKey         InChI                1.02b DKIUFVFEAUCDLY-PTBYNYRBDK                                                                                                                                                                                    
REW SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)N2[C@@H]([C@H](Cc3cccc(OCCc4nc(oc4C)c5ccccc5)c3)C2=O)C(O)=O                                                                                                                                      
REW SMILES           CACTVS               3.341 COc1ccc(cc1)N2[CH]([CH](Cc3cccc(OCCc4nc(oc4C)c5ccccc5)c3)C2=O)C(O)=O                                                                                                                                         
REW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3cccc(c3)C[C@H]4[C@H](N(C4=O)c5ccc(cc5)OC)C(=O)O                                                                                                                                     
REW SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3cccc(c3)CC4C(N(C4=O)c5ccc(cc5)OC)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 
REW "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3S)-1-(4-methoxyphenyl)-3-{3-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]benzyl}-4-oxoazetidine-2-carboxylic acid"          
REW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-1-(4-methoxyphenyl)-3-[[3-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]methyl]-4-oxo-azetidine-2-carboxylic acid" 
# 
