data_922 # _chem_comp.id 922 _chem_comp.name "(5R,6S,8S)-8-(3-{[AMINO(IMINO)METHYL]AMINO}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 N4 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 478.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 922 _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 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 922 C37 C37 C 0 1 Y N N 38.687 14.567 67.365 7.550 1.064 -0.773 C37 922 1 922 C38 C38 C 0 1 Y N N 39.938 14.151 67.902 8.798 1.292 -0.224 C38 922 2 922 C39 C39 C 0 1 Y N N 40.861 13.439 67.093 8.926 2.106 0.887 C39 922 3 922 C40 C40 C 0 1 Y N N 40.537 13.139 65.745 7.806 2.691 1.447 C40 922 4 922 C41 C41 C 0 1 Y N N 39.290 13.552 65.208 6.558 2.464 0.897 C41 922 5 922 C36 C36 C 0 1 Y N N 38.360 14.272 66.015 6.430 1.649 -0.212 C36 922 6 922 C33 C33 C 0 1 N N N 37.150 14.729 65.456 5.070 1.401 -0.812 C33 922 7 922 O32 O32 O 0 1 N N N 37.135 15.001 64.036 4.473 0.233 -0.189 O32 922 8 922 C30 C30 C 0 1 N N N 35.948 14.854 63.363 3.247 -0.127 -0.615 C30 922 9 922 O31 O31 O 0 1 N N N 34.863 14.734 63.962 2.692 0.517 -1.483 O31 922 10 922 N29 N29 N 0 1 N N N 36.047 14.957 62.037 2.637 -1.202 -0.078 N29 922 11 922 C25 C25 C 0 1 N N R 34.908 14.815 61.123 1.303 -1.594 -0.542 C25 922 12 922 C26 C26 C 0 1 N N N 34.886 15.987 60.115 1.264 -3.108 -0.760 C26 922 13 922 C28 C28 C 0 1 N N N 34.509 17.287 60.844 -0.096 -3.505 -1.338 C28 922 14 922 C27 C27 C 0 1 N N N 36.217 16.161 59.375 2.370 -3.512 -1.736 C27 922 15 922 P24 P24 P 0 1 N N S 34.948 13.149 60.352 0.063 -1.128 0.711 P24 922 16 922 O34 O34 O 0 1 N N N 33.897 13.071 59.316 0.175 0.318 1.002 O34 922 17 922 O35 O35 O 0 1 N N N 34.888 12.192 61.477 0.322 -1.969 2.060 O35 922 18 922 O23 O23 O 0 1 N N N 36.379 13.007 59.646 -1.412 -1.451 0.152 O23 922 19 922 C1 C1 C 0 1 N N S 36.748 11.702 59.179 -2.605 -1.103 0.858 C1 922 20 922 C2 C2 C 0 1 N N N 37.318 10.864 60.332 -3.394 -2.351 1.156 C2 922 21 922 O14 O14 O 0 1 N N N 36.974 9.662 60.367 -2.977 -3.429 0.802 O14 922 22 922 O13 O13 O 0 1 N N N 38.049 11.448 61.163 -4.560 -2.266 1.817 O13 922 23 922 C3 C3 C 0 1 Y N N 37.733 11.760 57.985 -3.436 -0.174 0.011 C3 922 24 922 C8 C8 C 0 1 Y N N 38.378 10.576 57.578 -4.085 0.897 0.595 C8 922 25 922 C4 C4 C 0 1 Y N N 37.961 12.965 57.259 -3.544 -0.391 -1.350 C4 922 26 922 C5 C5 C 0 1 Y N N 38.832 12.958 56.138 -4.305 0.460 -2.131 C5 922 27 922 C6 C6 C 0 1 Y N N 39.478 11.755 55.741 -4.960 1.529 -1.553 C6 922 28 922 C7 C7 C 0 1 Y N N 39.251 10.558 56.465 -4.850 1.753 -0.186 C7 922 29 922 N9 N9 N 0 1 N N N 39.855 9.401 56.092 -5.509 2.837 0.402 N9 922 30 922 C10 C10 C 0 1 N N N 40.525 8.594 56.959 -6.788 3.161 0.009 C10 922 31 922 N12 N12 N 0 1 N N N 40.951 9.046 58.149 -7.357 4.240 0.468 N12 922 32 922 N11 N11 N 0 1 N N N 40.794 7.335 56.614 -7.465 2.346 -0.867 N11 922 33 922 H37 H37 H 0 1 N N N 37.986 15.107 67.985 7.451 0.432 -1.644 H37 922 34 922 H38 H38 H 0 1 N N N 40.185 14.378 68.928 9.672 0.835 -0.662 H38 922 35 922 H39 H39 H 0 1 N N N 41.810 13.126 67.503 9.901 2.283 1.316 H39 922 36 922 H40 H40 H 0 1 N N N 41.238 12.597 65.128 7.906 3.326 2.315 H40 922 37 922 H41 H41 H 0 1 N N N 39.044 13.320 64.182 5.683 2.921 1.336 H41 922 38 922 H331 1H33 H 0 0 N N N 36.397 13.949 65.640 4.433 2.269 -0.641 H331 922 39 922 H332 2H33 H 0 0 N N N 36.962 15.701 65.936 5.171 1.230 -1.883 H332 922 40 922 HN29 HN29 H 0 0 N N N 36.948 15.141 61.644 3.080 -1.716 0.614 HN29 922 41 922 H25 H25 H 0 1 N N N 33.955 14.879 61.669 1.081 -1.086 -1.480 H25 922 42 922 H26 H26 H 0 1 N N N 34.130 15.749 59.352 1.416 -3.617 0.192 H26 922 43 922 H281 1H28 H 0 0 N N N 34.419 17.090 61.923 -0.329 -2.865 -2.190 H281 922 44 922 H282 2H28 H 0 0 N N N 35.290 18.043 60.673 -0.063 -4.545 -1.663 H282 922 45 922 H283 3H28 H 0 0 N N N 33.548 17.658 60.458 -0.864 -3.387 -0.574 H283 922 46 922 H271 1H27 H 0 0 N N N 36.032 16.203 58.291 3.343 -3.312 -1.286 H271 922 47 922 H272 2H27 H 0 0 N N N 36.698 17.095 59.701 2.286 -4.575 -1.962 H272 922 48 922 H273 3H27 H 0 0 N N N 36.876 15.310 59.602 2.271 -2.936 -2.656 H273 922 49 922 HO35 HO35 H 0 0 N N N 34.875 11.305 61.138 0.338 -2.927 1.930 HO35 922 50 922 H1 H1 H 0 1 N N N 35.835 11.214 58.807 -2.342 -0.606 1.792 H1 922 51 922 HO13 HO13 H 0 0 N N N 38.312 10.835 61.840 -5.030 -3.095 1.985 HO13 922 52 922 H8 H8 H 0 1 N N N 38.202 9.663 58.127 -3.997 1.068 1.658 H8 922 53 922 H4 H4 H 0 1 N N N 37.473 13.880 57.561 -3.032 -1.226 -1.805 H4 922 54 922 H5 H5 H 0 1 N N N 39.005 13.869 55.585 -4.387 0.288 -3.194 H5 922 55 922 H6 H6 H 0 1 N N N 40.141 11.754 54.888 -5.554 2.194 -2.163 H6 922 56 922 HN9 HN9 H 0 1 N N N 39.805 9.128 55.131 -5.065 3.361 1.087 HN9 922 57 922 HN12 HN12 H 0 0 N N N 40.689 10.004 58.267 -6.855 4.853 1.028 HN12 922 58 922 H111 1H11 H 0 0 N N N 41.287 6.874 57.352 -7.041 1.543 -1.209 H111 922 59 922 H112 2H11 H 0 0 N N N 40.539 6.913 55.744 -8.366 2.575 -1.144 H112 922 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 922 C37 C36 DOUB Y N 1 922 C37 C38 SING Y N 2 922 C37 H37 SING N N 3 922 C38 C39 DOUB Y N 4 922 C38 H38 SING N N 5 922 C39 C40 SING Y N 6 922 C39 H39 SING N N 7 922 C40 C41 DOUB Y N 8 922 C40 H40 SING N N 9 922 C41 C36 SING Y N 10 922 C41 H41 SING N N 11 922 C36 C33 SING N N 12 922 C33 O32 SING N N 13 922 C33 H331 SING N N 14 922 C33 H332 SING N N 15 922 O32 C30 SING N N 16 922 C30 N29 SING N N 17 922 C30 O31 DOUB N N 18 922 N29 C25 SING N N 19 922 N29 HN29 SING N N 20 922 C25 C26 SING N N 21 922 C25 P24 SING N N 22 922 C25 H25 SING N N 23 922 C26 C27 SING N N 24 922 C26 C28 SING N N 25 922 C26 H26 SING N N 26 922 C28 H281 SING N N 27 922 C28 H282 SING N N 28 922 C28 H283 SING N N 29 922 C27 H271 SING N N 30 922 C27 H272 SING N N 31 922 C27 H273 SING N N 32 922 P24 O34 DOUB N N 33 922 P24 O23 SING N N 34 922 P24 O35 SING N N 35 922 O35 HO35 SING N N 36 922 O23 C1 SING N N 37 922 C1 C3 SING N N 38 922 C1 C2 SING N N 39 922 C1 H1 SING N N 40 922 C2 O14 DOUB N N 41 922 C2 O13 SING N N 42 922 O13 HO13 SING N N 43 922 C3 C4 DOUB Y N 44 922 C3 C8 SING Y N 45 922 C8 C7 DOUB Y N 46 922 C8 H8 SING N N 47 922 C4 C5 SING Y N 48 922 C4 H4 SING N N 49 922 C5 C6 DOUB Y N 50 922 C5 H5 SING N N 51 922 C6 C7 SING Y N 52 922 C6 H6 SING N N 53 922 C7 N9 SING N N 54 922 N9 C10 SING N N 55 922 N9 HN9 SING N N 56 922 C10 N11 SING N N 57 922 C10 N12 DOUB N N 58 922 N12 HN12 SING N N 59 922 N11 H111 SING N N 60 922 N11 H112 SING N N 61 # 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 922 SMILES ACDLabs 10.04 "O=C(OCc1ccccc1)NC(C(C)C)P(=O)(O)OC(c2cc(NC(=[N@H])N)ccc2)C(=O)O" 922 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)OCc1ccccc1)[P@@](O)(=O)O[C@H](C(O)=O)c2cccc(NC(N)=N)c2" 922 SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)OCc1ccccc1)[P](O)(=O)O[CH](C(O)=O)c2cccc(NC(N)=N)c2" 922 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\Nc1cccc(c1)[C@@H](C(=O)O)O[P@](=O)([C@H](C(C)C)NC(=O)OCc2ccccc2)O" 922 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1cccc(c1)C(C(=O)O)OP(=O)(C(C(C)C)NC(=O)OCc2ccccc2)O" 922 InChI InChI 1.03 "InChI=1S/C21H27N4O7P/c1-13(2)18(25-21(28)31-12-14-7-4-3-5-8-14)33(29,30)32-17(19(26)27)15-9-6-10-16(11-15)24-20(22)23/h3-11,13,17-18H,12H2,1-2H3,(H,25,28)(H,26,27)(H,29,30)(H4,22,23,24)/t17-,18+/m0/s1" 922 InChIKey InChI 1.03 MGJJGNQEZQSCJT-ZWKOTPCHSA-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 922 "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6S,8S)-8-(3-carbamimidamidophenyl)-6-hydroxy-5-(1-methylethyl)-3-oxo-1-phenyl-2,7-dioxa-4-aza-6-phosphanonan-9-oic acid 6-oxide" 922 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-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 922 "Create component" 2007-04-20 RCSB 922 "Modify descriptor" 2011-06-04 RCSB #