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 2020-06-17 _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 Y 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 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" MMB InChI InChI 1.03 "InChI=1S/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" MMB InChIKey InChI 1.03 YAWURVGPVQWWHE-UJUJBVAOSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MMB "Create component" 2006-10-31 RCSB MMB "Modify aromatic_flag" 2011-06-04 RCSB MMB "Modify descriptor" 2011-06-04 RCSB MMB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MMB _pdbx_chem_comp_synonyms.name "(R,E)-2-(4-((5-METHYL-2-PHENYLOXAZOL-4-YL)METHOXY)BENZYL)-3-(PROPOXYIMINO)BUTANOIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##