data_578 # _chem_comp.id 578 _chem_comp.name "(5R,6S,8S)-8-[3-(AMINOMETHYL)PHENYL]-6-HYDROXY-5-ISOPROPYL-3-OXO-1-PHENYL-2,7-DIOXA-4-AZA-6-PHOSPHANONAN-9-OIC ACID 6-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H27 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-20 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 450.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 578 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _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 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 578 C27 C27 C 0 1 Y N N 37.130 13.994 68.227 7.171 0.407 -0.742 C27 578 1 578 C28 C28 C 0 1 Y N N 38.241 13.779 69.082 8.431 0.479 -0.179 C28 578 2 578 C29 C29 C 0 1 Y N N 39.527 13.542 68.533 8.651 1.285 0.922 C29 578 3 578 C30 C30 C 0 1 Y N N 39.705 13.518 67.127 7.611 2.020 1.460 C30 578 4 578 C31 C31 C 0 1 Y N N 38.597 13.730 66.272 6.351 1.948 0.897 C31 578 5 578 C26 C26 C 0 1 Y N N 37.305 13.972 66.821 6.130 1.141 -0.204 C26 578 6 578 C23 C23 C 0 1 N N N 36.219 14.206 65.973 4.756 1.063 -0.818 C23 578 7 578 O22 O22 O 0 1 N N N 36.492 14.489 64.584 4.005 -0.008 -0.189 O22 578 8 578 C20 C20 C 0 1 N N N 35.428 14.461 63.732 2.748 -0.212 -0.626 C20 578 9 578 O21 O21 O 0 1 N N N 34.260 14.361 64.155 2.291 0.486 -1.510 O21 578 10 578 N19 N19 N 0 1 N N N 35.733 14.632 62.446 1.996 -1.191 -0.084 N19 578 11 578 C15 C15 C 0 1 N N R 34.738 14.598 61.371 0.629 -1.413 -0.559 C15 578 12 578 C16 C16 C 0 1 N N N 34.813 15.850 60.473 0.395 -2.912 -0.759 C16 578 13 578 C18 C18 C 0 1 N N N 34.329 17.091 61.234 -0.973 -3.133 -1.406 C18 578 14 578 C17 C17 C 0 1 N N N 36.203 16.085 59.908 1.487 -3.482 -1.666 C17 578 15 578 P14 P14 P 0 1 N N S 34.933 13.008 60.473 -0.554 -0.771 0.670 P14 578 16 578 O24 O24 O 0 1 N N N 34.074 12.998 59.274 -0.345 0.683 0.845 O24 578 17 578 O25 O25 O 0 1 N N N 34.723 11.980 61.520 -0.324 -1.519 2.077 O25 578 18 578 O13 O13 O 0 1 N N N 36.485 12.893 60.006 -2.057 -1.040 0.160 O13 578 19 578 C1 C1 C 0 1 N N S 36.968 11.579 59.621 -3.212 -0.561 0.853 C1 578 20 578 C2 C2 C 0 1 N N N 37.280 10.709 60.849 -4.073 -1.729 1.261 C2 578 21 578 O12 O12 O 0 1 N N N 37.043 9.490 60.743 -3.733 -2.855 0.986 O12 578 22 578 O11 O11 O 0 1 N N N 37.754 11.284 61.852 -5.218 -1.517 1.929 O11 578 23 578 C3 C3 C 0 1 Y N N 38.231 11.647 58.762 -3.999 0.351 -0.052 C3 578 24 578 C8 C8 C 0 1 Y N N 38.374 10.741 57.684 -4.572 1.502 0.456 C8 578 25 578 C4 C4 C 0 1 Y N N 39.308 12.492 59.128 -4.142 0.041 -1.392 C4 578 26 578 C5 C5 C 0 1 Y N N 40.532 12.417 58.425 -4.864 0.878 -2.222 C5 578 27 578 C6 C6 C 0 1 Y N N 40.681 11.506 57.351 -5.442 2.025 -1.712 C6 578 28 578 C7 C7 C 0 1 Y N N 39.598 10.669 56.980 -5.294 2.339 -0.375 C7 578 29 578 C9 C9 C 0 1 N N N 39.754 9.683 55.828 -5.919 3.593 0.179 C9 578 30 578 N10 N10 N 0 1 N N N 40.387 8.449 56.317 -4.968 4.706 0.066 N10 578 31 578 H27 H27 H 0 1 N N N 36.152 14.174 68.647 7.000 -0.219 -1.606 H27 578 32 578 H28 H28 H 0 1 N N N 38.107 13.796 70.154 9.244 -0.094 -0.600 H28 578 33 578 H29 H29 H 0 1 N N N 40.371 13.380 69.187 9.636 1.341 1.362 H29 578 34 578 H30 H30 H 0 1 N N N 40.684 13.338 66.709 7.782 2.648 2.321 H30 578 35 578 H31 H31 H 0 1 N N N 38.732 13.708 65.201 5.538 2.522 1.317 H31 578 36 578 H231 1H23 H 0 0 N N N 35.599 13.298 65.995 4.236 2.009 -0.667 H231 578 37 578 H232 2H23 H 0 0 N N N 35.755 15.125 66.360 4.846 0.865 -1.886 H232 578 38 578 HN19 HN19 H 0 0 N N N 36.690 14.792 62.202 2.361 -1.748 0.622 HN19 578 39 578 H15 H15 H 0 1 N N N 33.719 14.636 61.783 0.485 -0.893 -1.507 H15 578 40 578 H16 H16 H 0 1 N N N 34.146 15.666 59.618 0.426 -3.416 0.207 H16 578 41 578 H181 1H18 H 0 0 N N N 34.213 16.846 62.300 -1.056 -2.516 -2.301 H181 578 42 578 H182 2H18 H 0 0 N N N 35.066 17.900 61.122 -1.081 -4.183 -1.678 H182 578 43 578 H183 3H18 H 0 0 N N N 33.361 17.417 60.826 -1.758 -2.857 -0.701 H183 578 44 578 H171 1H17 H 0 0 N N N 36.149 16.142 58.811 2.452 -3.405 -1.166 H171 578 45 578 H172 2H17 H 0 0 N N N 36.605 17.029 60.304 1.271 -4.528 -1.881 H172 578 46 578 H173 3H17 H 0 0 N N N 36.862 15.254 60.200 1.516 -2.918 -2.599 H173 578 47 578 HO25 HO25 H 0 0 N N N 34.678 11.121 61.117 -0.371 -2.484 2.023 HO25 578 48 578 H1 H1 H 0 1 N N N 36.153 11.130 59.033 -2.900 -0.012 1.741 H1 578 49 578 HO11 HO11 H 0 0 N N N 37.912 10.646 62.538 -5.736 -2.297 2.169 HO11 578 50 578 H8 H8 H 0 1 N N N 37.549 10.105 57.399 -4.456 1.747 1.501 H8 578 51 578 H4 H4 H 0 1 N N N 39.194 13.192 59.942 -3.690 -0.856 -1.789 H4 578 52 578 H5 H5 H 0 1 N N N 41.356 13.056 58.708 -4.975 0.635 -3.268 H5 578 53 578 H6 H6 H 0 1 N N N 41.617 11.449 56.816 -6.006 2.680 -2.361 H6 578 54 578 H91 1H9 H 0 1 N N N 38.763 9.446 55.412 -6.822 3.829 -0.384 H91 578 55 578 H92 2H9 H 0 1 N N N 40.384 10.132 55.046 -6.176 3.439 1.227 H92 578 56 578 H101 1H10 H 0 0 N N N 40.531 7.822 55.552 -5.364 5.560 0.431 H101 578 57 578 H102 2H10 H 0 0 N N N 41.267 8.670 56.737 -4.097 4.486 0.527 H102 578 58 # 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 578 C27 C26 SING Y N 1 578 C27 C28 DOUB Y N 2 578 C27 H27 SING N N 3 578 C28 C29 SING Y N 4 578 C28 H28 SING N N 5 578 C29 C30 DOUB Y N 6 578 C29 H29 SING N N 7 578 C30 C31 SING Y N 8 578 C30 H30 SING N N 9 578 C31 C26 DOUB Y N 10 578 C31 H31 SING N N 11 578 C26 C23 SING N N 12 578 C23 O22 SING N N 13 578 C23 H231 SING N N 14 578 C23 H232 SING N N 15 578 O22 C20 SING N N 16 578 C20 N19 SING N N 17 578 C20 O21 DOUB N N 18 578 N19 C15 SING N N 19 578 N19 HN19 SING N N 20 578 C15 C16 SING N N 21 578 C15 P14 SING N N 22 578 C15 H15 SING N N 23 578 C16 C17 SING N N 24 578 C16 C18 SING N N 25 578 C16 H16 SING N N 26 578 C18 H181 SING N N 27 578 C18 H182 SING N N 28 578 C18 H183 SING N N 29 578 C17 H171 SING N N 30 578 C17 H172 SING N N 31 578 C17 H173 SING N N 32 578 P14 O24 DOUB N N 33 578 P14 O13 SING N N 34 578 P14 O25 SING N N 35 578 O25 HO25 SING N N 36 578 O13 C1 SING N N 37 578 C1 C3 SING N N 38 578 C1 C2 SING N N 39 578 C1 H1 SING N N 40 578 C2 O12 DOUB N N 41 578 C2 O11 SING N N 42 578 O11 HO11 SING N N 43 578 C3 C8 DOUB Y N 44 578 C3 C4 SING Y N 45 578 C8 C7 SING Y N 46 578 C8 H8 SING N N 47 578 C4 C5 DOUB Y N 48 578 C4 H4 SING N N 49 578 C5 C6 SING Y N 50 578 C5 H5 SING N N 51 578 C6 C7 DOUB Y N 52 578 C6 H6 SING N N 53 578 C7 C9 SING N N 54 578 C9 N10 SING N N 55 578 C9 H91 SING N N 56 578 C9 H92 SING N N 57 578 N10 H101 SING N N 58 578 N10 H102 SING N N 59 # 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 578 SMILES ACDLabs 10.04 "O=P(O)(OC(c1cccc(c1)CN)C(=O)O)C(NC(=O)OCc2ccccc2)C(C)C" 578 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)OCc1ccccc1)[P@@](O)(=O)O[C@H](C(O)=O)c2cccc(CN)c2" 578 SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)OCc1ccccc1)[P](O)(=O)O[CH](C(O)=O)c2cccc(CN)c2" 578 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@H](NC(=O)OCc1ccccc1)[P@](=O)(O)O[C@@H](c2cccc(c2)CN)C(=O)O" 578 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(NC(=O)OCc1ccccc1)P(=O)(O)OC(c2cccc(c2)CN)C(=O)O" 578 InChI InChI 1.03 "InChI=1S/C21H27N2O7P/c1-14(2)19(23-21(26)29-13-15-7-4-3-5-8-15)31(27,28)30-18(20(24)25)17-10-6-9-16(11-17)12-22/h3-11,14,18-19H,12-13,22H2,1-2H3,(H,23,26)(H,24,25)(H,27,28)/t18-,19+/m0/s1" 578 InChIKey InChI 1.03 RTFGEFWZCFCODU-RBUKOAKNSA-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 578 "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6S,8S)-8-[3-(aminomethyl)phenyl]-6-hydroxy-5-(1-methylethyl)-3-oxo-1-phenyl-2,7-dioxa-4-aza-6-phosphanonan-9-oic acid 6-oxide" 578 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[3-(aminomethyl)phenyl]-2-[hydroxy-[(1R)-2-methyl-1-phenylmethoxycarbonylamino-propyl]phosphoryl]oxy-ethanoic 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 578 "Create component" 2007-04-20 PDBJ 578 "Modify descriptor" 2011-06-04 RCSB #