data_ELP # _chem_comp.id ELP _chem_comp.name "(1R)-1-[((1E)-{3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYLENE)AMINO]-1-PHENYLETHYLPHOSPHONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 N2 O8 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-07-09 _chem_comp.pdbx_modified_date 2011-06-04 _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 430.286 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ELP _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 1M0P _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 ELP C3 C3 C 0 1 Y N N 15.850 52.380 15.997 2.737 -0.065 0.235 C3 ELP 1 ELP C2 C2 C 0 1 Y N N 16.089 52.988 14.708 3.811 -0.248 1.094 C2 ELP 2 ELP N1 N1 N 0 1 Y N N 17.219 52.647 13.955 3.631 -0.292 2.398 N1 ELP 3 ELP C6 C6 C 0 1 Y N N 18.145 51.746 14.454 2.438 -0.172 2.947 C6 ELP 4 ELP C4 C4 C 0 1 Y N N 16.789 51.397 16.545 1.448 0.060 0.778 C4 ELP 5 ELP C4A C4A C 0 1 N N N 16.534 50.701 17.887 0.272 0.249 -0.092 C4A ELP 6 ELP N2 N2 N 0 1 N N N 16.468 51.375 18.946 0.419 0.296 -1.376 N2 ELP 7 ELP C C C 0 1 N N R 15.948 50.972 20.211 -0.748 0.484 -2.241 C ELP 8 ELP CA1 CA1 C 0 1 N N N 16.611 49.631 20.662 -1.428 1.811 -1.898 CA1 ELP 9 ELP CA2 CA2 C 0 1 Y N N 16.451 52.169 20.838 -0.308 0.503 -3.682 CA2 ELP 10 ELP P2 P2 P 0 1 N N N 14.210 51.031 20.297 -1.922 -0.885 -1.982 P2 ELP 11 ELP O6 O6 O 0 1 N N N 13.808 51.164 21.766 -2.295 -0.952 -0.551 O6 ELP 12 ELP O7 O7 O 0 1 N N N 13.624 52.202 19.542 -3.243 -0.634 -2.869 O7 ELP 13 ELP O8 O8 O 0 1 N N N 13.612 49.810 19.706 -1.235 -2.272 -2.423 O8 ELP 14 ELP O1 O1 O 0 1 N N N 14.742 52.790 16.676 2.928 -0.020 -1.108 O1 ELP 15 ELP C2A C2A C 0 1 N N N 15.095 54.004 14.192 5.201 -0.391 0.529 C2A ELP 16 ELP C5 C5 C 0 1 Y N N 17.962 51.095 15.741 1.312 0.006 2.170 C5 ELP 17 ELP C5A C5A C 0 1 N N N 19.028 50.200 16.286 -0.044 0.141 2.811 C5A ELP 18 ELP O2 O2 O 0 1 N N N 18.881 48.853 15.834 0.088 0.053 4.231 O2 ELP 19 ELP P1 P1 P 0 1 N N N 19.892 48.005 16.593 -1.391 0.205 4.847 P1 ELP 20 ELP O3 O3 O 0 1 N N N 19.472 46.616 16.438 -2.254 -0.880 4.332 O3 ELP 21 ELP O4 O4 O 0 1 N N N 21.236 48.125 16.086 -1.315 0.115 6.453 O4 ELP 22 ELP O5 O5 O 0 1 N N N 19.723 48.294 17.999 -2.007 1.629 4.419 O5 ELP 23 ELP CB2 CB2 C 0 1 Y N N 17.521 52.039 21.786 -1.091 1.126 -4.636 CB2 ELP 24 ELP CG2 CG2 C 0 1 Y N N 18.015 53.209 22.431 -0.687 1.143 -5.958 CG2 ELP 25 ELP CD CD C 0 1 Y N N 17.422 54.500 22.100 0.499 0.538 -6.326 CD ELP 26 ELP CG1 CG1 C 0 1 Y N N 16.331 54.602 21.114 1.283 -0.083 -5.372 CG1 ELP 27 ELP CB1 CB1 C 0 1 Y N N 15.860 53.442 20.495 0.881 -0.097 -4.049 CB1 ELP 28 ELP HC6 HC6 H 0 1 N N N 19.029 51.547 13.826 2.341 -0.214 4.022 HC6 ELP 29 ELP H4A H4A H 0 1 N N N 16.386 49.631 18.108 -0.711 0.348 0.342 H4A ELP 30 ELP HA11 1HA1 H 0 0 N N N 17.724 49.698 20.671 -0.725 2.630 -2.053 HA11 ELP 31 ELP HA12 2HA1 H 0 0 N N N 16.204 49.316 21.651 -2.297 1.951 -2.541 HA12 ELP 32 ELP HA13 3HA1 H 0 0 N N N 16.501 48.832 19.892 -1.746 1.797 -0.856 HA13 ELP 33 ELP HO7 HO7 H 0 1 N N N 12.676 52.234 19.589 -3.836 -1.379 -2.703 HO7 ELP 34 ELP HO8 HO8 H 0 1 N N N 12.664 49.842 19.753 -1.008 -2.186 -3.360 HO8 ELP 35 ELP HO1 HO1 H 0 1 N N N 14.585 52.390 17.523 3.076 0.907 -1.338 HO1 ELP 36 ELP H2A1 1H2A H 0 0 N N N 14.971 54.809 14.954 5.409 -1.444 0.341 H2A1 ELP 37 ELP H2A2 2H2A H 0 0 N N N 15.279 54.473 13.197 5.272 0.165 -0.405 H2A2 ELP 38 ELP H2A3 3H2A H 0 0 N N N 14.078 53.548 14.194 5.925 0.000 1.242 H2A3 ELP 39 ELP H5A1 1H5A H 0 0 N N N 19.068 50.251 17.399 -0.477 1.106 2.546 H5A1 ELP 40 ELP H5A2 2H5A H 0 0 N N N 20.045 50.595 16.055 -0.695 -0.657 2.457 H5A2 ELP 41 ELP HO4 HO4 H 0 1 N N N 21.867 47.596 16.560 -2.220 0.210 6.781 HO4 ELP 42 ELP HO5 HO5 H 0 1 N N N 20.354 47.765 18.473 -1.416 2.308 4.773 HO5 ELP 43 ELP HB2 HB2 H 0 1 N N N 17.958 51.053 22.016 -2.018 1.599 -4.348 HB2 ELP 44 ELP HG2 HG2 H 0 1 N N N 18.833 53.118 23.165 -1.299 1.629 -6.703 HG2 ELP 45 ELP HCD HCD H 0 1 N N N 17.802 55.407 22.600 0.814 0.551 -7.359 HCD ELP 46 ELP HG1 HG1 H 0 1 N N N 15.860 55.560 20.835 2.210 -0.557 -5.660 HG1 ELP 47 ELP HB1 HB1 H 0 1 N N N 15.045 53.529 19.757 1.493 -0.583 -3.304 HB1 ELP 48 # 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 ELP C3 C2 DOUB Y N 1 ELP C3 C4 SING Y N 2 ELP C3 O1 SING N N 3 ELP C2 N1 SING Y N 4 ELP C2 C2A SING N N 5 ELP N1 C6 DOUB Y N 6 ELP C6 C5 SING Y N 7 ELP C6 HC6 SING N N 8 ELP C4 C4A SING N N 9 ELP C4 C5 DOUB Y N 10 ELP C4A N2 DOUB N N 11 ELP C4A H4A SING N N 12 ELP N2 C SING N N 13 ELP C CA1 SING N N 14 ELP C CA2 SING N N 15 ELP C P2 SING N N 16 ELP CA1 HA11 SING N N 17 ELP CA1 HA12 SING N N 18 ELP CA1 HA13 SING N N 19 ELP CA2 CB2 DOUB Y N 20 ELP CA2 CB1 SING Y N 21 ELP P2 O6 DOUB N N 22 ELP P2 O7 SING N N 23 ELP P2 O8 SING N N 24 ELP O7 HO7 SING N N 25 ELP O8 HO8 SING N N 26 ELP O1 HO1 SING N N 27 ELP C2A H2A1 SING N N 28 ELP C2A H2A2 SING N N 29 ELP C2A H2A3 SING N N 30 ELP C5 C5A SING N N 31 ELP C5A O2 SING N N 32 ELP C5A H5A1 SING N N 33 ELP C5A H5A2 SING N N 34 ELP O2 P1 SING N N 35 ELP P1 O3 DOUB N N 36 ELP P1 O4 SING N N 37 ELP P1 O5 SING N N 38 ELP O4 HO4 SING N N 39 ELP O5 HO5 SING N N 40 ELP CB2 CG2 SING Y N 41 ELP CB2 HB2 SING N N 42 ELP CG2 CD DOUB Y N 43 ELP CG2 HG2 SING N N 44 ELP CD CG1 SING Y N 45 ELP CD HCD SING N N 46 ELP CG1 CB1 DOUB Y N 47 ELP CG1 HG1 SING N N 48 ELP CB1 HB1 SING N N 49 # 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 ELP SMILES ACDLabs 10.04 "O=P(O)(O)OCc2cnc(c(O)c2/C=N/C(c1ccccc1)(C)P(=O)(O)O)C" ELP SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@](C)(c2ccccc2)[P](O)(O)=O)c1O" ELP SMILES CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=N[C](C)(c2ccccc2)[P](O)(O)=O)c1O" ELP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=N[C@@](C)(c2ccccc2)P(=O)(O)O)O" ELP SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(C)(c2ccccc2)P(=O)(O)O)O" ELP InChI InChI 1.03 "InChI=1S/C16H20N2O8P2/c1-11-15(19)14(12(8-17-11)10-26-28(23,24)25)9-18-16(2,27(20,21)22)13-6-4-3-5-7-13/h3-9,19H,10H2,1-2H3,(H2,20,21,22)(H2,23,24,25)/b18-9+/t16-/m1/s1" ELP InChIKey InChI 1.03 YMGMBGLRDKSMMV-TWIVVOHQSA-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 ELP "SYSTEMATIC NAME" ACDLabs 10.04 "[(1R)-1-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}-1-phenylethyl]phosphonic acid" ELP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-1-phenyl-ethyl]phosphonic 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 ELP "Create component" 2002-07-09 RCSB ELP "Modify descriptor" 2011-06-04 RCSB #