data_MMB
# 
_chem_comp.id                                    MMB 
_chem_comp.name                                  "(2R,3E)-2-{4-[(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)METHOXY]BENZYL}-3-(PROPOXYIMINO)BUTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(R,E)-2-(4-((5-METHYL-2-PHENYLOXAZOL-4-YL)METHOXY)BENZYL)-3-(PROPOXYIMINO)BUTANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-31 
_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                        436.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MMB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
MMB C1   C1   C 0 1 N N N -4.626 26.857 21.619 0.916  0.660  -2.685  C1   MMB 1  
MMB C2   C2   C 0 1 N N R -5.617 26.768 20.404 -0.131 -0.455 -2.512  C2   MMB 2  
MMB C4   C4   C 0 1 N N N -5.197 27.311 18.982 -1.478 0.006  -3.078  C4   MMB 3  
MMB C6   C6   C 0 1 N N N -6.849 27.504 20.852 -0.235 -0.897 -1.060  C6   MMB 4  
MMB O2   O2   O 0 1 N N N -7.709 26.856 21.434 0.934  -1.398 -0.584  O2   MMB 5  
MMB O3   O3   O 0 1 N N N -6.936 28.713 20.626 -1.246 -0.821 -0.374  O3   MMB 6  
MMB C7   C7   C 0 1 Y N N -3.305 26.150 21.482 1.431  0.795  -4.098  C7   MMB 7  
MMB C8   C8   C 0 1 Y N N -2.186 26.838 20.952 2.544  0.067  -4.487  C8   MMB 8  
MMB C9   C9   C 0 1 Y N N -0.946 26.200 20.818 3.020  0.193  -5.792  C9   MMB 9  
MMB C10  C10  C 0 1 Y N N -0.768 24.844 21.210 2.378  1.045  -6.690  C10  MMB 10 
MMB C11  C11  C 0 1 Y N N -1.890 24.131 21.748 1.259  1.772  -6.283  C11  MMB 11 
MMB C12  C12  C 0 1 Y N N -3.150 24.786 21.881 0.782  1.646  -4.978  C12  MMB 12 
MMB O4   O4   O 0 1 N N N 0.538  24.370 21.027 2.844  1.169  -7.963  O4   MMB 13 
MMB C13  C13  C 0 1 N N N 0.845  23.099 20.557 2.139  2.058  -8.829  C13  MMB 14 
MMB C14  C14  C 0 1 Y N N 1.127  23.109 19.076 2.781  2.033  -10.185 C14  MMB 15 
MMB C15  C15  C 0 1 Y N N 1.578  24.094 18.247 2.491  1.222  -11.229 C15  MMB 16 
MMB O5   O5   O 0 1 Y N N 1.670  23.635 16.998 3.332  1.566  -12.244 O5   MMB 17 
MMB C3   C3   C 0 1 Y N N 1.280  22.342 17.005 4.074  2.577  -11.713 C3   MMB 18 
MMB N1   N1   N 0 1 Y N N 0.937  21.955 18.227 3.783  2.899  -10.473 N1   MMB 19 
MMB C16  C16  C 0 1 Y N N 0.712  19.219 14.906 6.170  3.184  -14.746 C16  MMB 20 
MMB C17  C17  C 0 1 Y N N 0.771  20.079 16.027 5.210  2.641  -13.892 C17  MMB 21 
MMB C18  C18  C 0 1 Y N N 1.214  21.429 15.871 5.062  3.136  -12.593 C18  MMB 22 
MMB C19  C19  C 0 1 Y N N 1.592  21.897 14.587 5.882  4.181  -12.156 C19  MMB 23 
MMB C20  C20  C 0 1 Y N N 1.534  21.033 13.455 6.842  4.724  -13.010 C20  MMB 24 
MMB C21  C21  C 0 1 Y N N 1.094  19.698 13.614 6.985  4.226  -14.305 C21  MMB 25 
MMB C26  C26  C 0 1 N N N -2.236 28.412 17.302 -3.699 -0.943 -5.541  C26  MMB 26 
MMB C28  C28  C 0 1 N N N -0.295 28.847 15.679 -5.628 -1.192 -7.139  C28  MMB 27 
MMB C29  C29  C 0 1 N N N -1.813 28.730 15.865 -5.034 -0.379 -6.002  C29  MMB 28 
MMB C32  C32  C 0 1 N N N -6.189 27.149 17.803 -2.154 1.221  -2.479  C32  MMB 29 
MMB N4   N4   N 0 1 N N N -4.004 27.908 18.716 -1.982 -0.680 -4.060  N4   MMB 30 
MMB O1   O1   O 0 1 N N N -3.642 28.381 17.440 -3.210 -0.148 -4.472  O1   MMB 31 
MMB C5   C5   C 0 1 N N N 1.963  25.528 18.490 1.539  0.136  -11.490 C5   MMB 32 
MMB H11A 1H1  H 0 0 N N N -4.405 27.923 21.776 0.501  1.623  -2.361  H11A MMB 33 
MMB H12A 2H1  H 0 0 N N N -5.140 26.349 22.448 1.781  0.478  -2.032  H12A MMB 34 
MMB H2   H2   H 0 1 N N N -5.711 25.692 20.197 0.149  -1.339 -3.102  H2   MMB 35 
MMB HO2  HO2  H 0 1 N N N -8.429 27.427 21.673 0.917  -1.697 0.350   HO2  MMB 36 
MMB H8   H8   H 0 1 N N N -2.290 27.869 20.647 3.051  -0.600 -3.795  H8   MMB 37 
MMB H9   H9   H 0 1 N N N -0.110 26.748 20.410 3.892  -0.376 -6.103  H9   MMB 38 
MMB H11  H11  H 0 1 N N N -1.781 23.100 22.052 0.754  2.438  -6.978  H11  MMB 39 
MMB H12  H12  H 0 1 N N N -3.994 24.247 22.286 -0.090 2.216  -4.670  H12  MMB 40 
MMB H131 1H13 H 0 0 N N N -0.010 22.434 20.750 2.164  3.066  -8.402  H131 MMB 41 
MMB H132 2H13 H 0 0 N N N 1.747  22.746 21.078 1.091  1.744  -8.890  H132 MMB 42 
MMB H16  H16  H 0 1 N N N 0.378  18.199 15.026 6.281  2.796  -15.753 H16  MMB 43 
MMB H17  H17  H 0 1 N N N 0.481  19.715 17.002 4.581  1.829  -14.250 H17  MMB 44 
MMB H19  H19  H 0 1 N N N 1.927  22.917 14.466 5.783  4.581  -11.149 H19  MMB 45 
MMB H20  H20  H 0 1 N N N 1.825  21.396 12.480 7.477  5.536  -12.666 H20  MMB 46 
MMB H21  H21  H 0 1 N N N 1.047  19.040 12.759 7.733  4.650  -14.969 H21  MMB 47 
MMB H261 1H26 H 0 0 N N N -1.832 27.427 17.579 -3.812 -1.973 -5.186  H261 MMB 48 
MMB H262 2H26 H 0 0 N N N -1.844 29.203 17.958 -2.966 -0.925 -6.353  H262 MMB 49 
MMB H281 1H28 H 0 0 N N N -0.058 28.875 14.605 -5.802 -2.228 -6.831  H281 MMB 50 
MMB H282 2H28 H 0 0 N N N 0.063  29.771 16.158 -6.587 -0.765 -7.450  H282 MMB 51 
MMB H283 3H28 H 0 0 N N N 0.199  27.979 16.141 -4.961 -1.198 -8.007  H283 MMB 52 
MMB H291 1H29 H 0 0 N N N -2.267 29.691 15.581 -5.734 -0.353 -5.158  H291 MMB 53 
MMB H292 2H29 H 0 0 N N N -2.152 27.894 15.236 -4.904 0.663  -6.318  H292 MMB 54 
MMB H321 1H32 H 0 0 N N N -7.218 27.111 18.191 -2.333 1.965  -3.261  H321 MMB 55 
MMB H322 2H32 H 0 0 N N N -6.087 28.004 17.118 -1.538 1.680  -1.704  H322 MMB 56 
MMB H323 3H32 H 0 0 N N N -5.966 26.217 17.262 -3.108 0.923  -2.035  H323 MMB 57 
MMB H51  1H5  H 0 1 N N N 2.057  25.705 19.572 1.673  -0.700 -10.779 H51  MMB 58 
MMB H52  2H5  H 0 1 N N N 2.925  25.737 18.000 0.486  0.468  -11.410 H52  MMB 59 
MMB H53  3H5  H 0 1 N N N 1.188  26.190 18.076 1.642  -0.281 -12.510 H53  MMB 60 
# 
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 
MMB C1  C2   SING N N 1  
MMB C1  C7   SING N N 2  
MMB C1  H11A SING N N 3  
MMB C1  H12A SING N N 4  
MMB C2  C4   SING N N 5  
MMB C2  C6   SING N N 6  
MMB C2  H2   SING N N 7  
MMB C4  C32  SING N N 8  
MMB C4  N4   DOUB N E 9  
MMB C6  O3   DOUB N N 10 
MMB C6  O2   SING N N 11 
MMB O2  HO2  SING N N 12 
MMB C7  C8   SING Y N 13 
MMB C7  C12  DOUB Y N 14 
MMB C8  C9   DOUB Y N 15 
MMB C8  H8   SING N N 16 
MMB C9  C10  SING Y N 17 
MMB C9  H9   SING N N 18 
MMB C10 O4   SING N N 19 
MMB C10 C11  DOUB Y N 20 
MMB C11 C12  SING Y N 21 
MMB C11 H11  SING N N 22 
MMB C12 H12  SING N N 23 
MMB O4  C13  SING N N 24 
MMB C13 C14  SING N N 25 
MMB C13 H131 SING N N 26 
MMB C13 H132 SING N N 27 
MMB C14 N1   SING Y N 28 
MMB C14 C15  DOUB Y N 29 
MMB C15 O5   SING Y N 30 
MMB C15 C5   SING N N 31 
MMB O5  C3   SING Y N 32 
MMB C3  C18  SING N N 33 
MMB C3  N1   DOUB Y N 34 
MMB C16 C21  SING Y N 35 
MMB C16 C17  DOUB Y N 36 
MMB C16 H16  SING N N 37 
MMB C17 C18  SING Y N 38 
MMB C17 H17  SING N N 39 
MMB C18 C19  DOUB Y N 40 
MMB C19 C20  SING Y N 41 
MMB C19 H19  SING N N 42 
MMB C20 C21  DOUB Y N 43 
MMB C20 H20  SING N N 44 
MMB C21 H21  SING N N 45 
MMB C26 C29  SING N N 46 
MMB C26 O1   SING N N 47 
MMB C26 H261 SING N N 48 
MMB C26 H262 SING N N 49 
MMB C28 C29  SING N N 50 
MMB C28 H281 SING N N 51 
MMB C28 H282 SING N N 52 
MMB C28 H283 SING N N 53 
MMB C29 H291 SING N N 54 
MMB C29 H292 SING N N 55 
MMB C32 H321 SING N N 56 
MMB C32 H322 SING N N 57 
MMB C32 H323 SING N N 58 
MMB N4  O1   SING N N 59 
MMB C5  H51  SING N N 60 
MMB C5  H52  SING N N 61 
MMB C5  H53  SING N N 62 
# 
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 
MMB SMILES           ACDLabs              10.04 O=C(O)C(C(=N\OCCC)\C)Cc3ccc(OCc1nc(oc1C)c2ccccc2)cc3                                                                                                                              
MMB InChI            InChI                1.02b InChI=1/C25H28N2O5/c1-4-14-31-27-17(2)22(25(28)29)15-19-10-12-21(13-11-19)30-16-23-18(3)32-24(26-23)20-8-6-5-7-9-20/h5-13,22H,4,14-16H2,1-3H3,(H,28,29)/b27-17+/t22-/m1/s1/f/h28H 
MMB InChIKey         InChI                1.02b YAWURVGPVQWWHE-GFBIWNOODI                                                                                                                                                         
MMB SMILES_CANONICAL CACTVS               3.341 CCCO/N=C(C)/[C@@H](Cc1ccc(OCc2nc(oc2C)c3ccccc3)cc1)C(O)=O                                                                                                                         
MMB SMILES           CACTVS               3.341 CCCON=C(C)[CH](Cc1ccc(OCc2nc(oc2C)c3ccccc3)cc1)C(O)=O                                                                                                                             
MMB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCO/N=C(\C)/[C@@H](Cc1ccc(cc1)OCc2c(oc(n2)c3ccccc3)C)C(=O)O                                                                                                                      
MMB SMILES           "OpenEye OEToolkits" 1.5.0 CCCON=C(C)C(Cc1ccc(cc1)OCc2c(oc(n2)c3ccccc3)C)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 
MMB "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3E)-2-{4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyl}-3-(propoxyimino)butanoic acid"        
MMB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3E)-2-[[4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenyl]methyl]-3-propoxyimino-butanoic acid" 
# 
