data_343 # _chem_comp.id 343 _chem_comp.name "(2S)-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL){[(S)-[(1R)-1-({N-[(BENZYLOXY)CARBONYL]-L-TYROSYL}AMINO)-2-METHYLPROPYL](HYDROXY)PHOSPHORYL]OXY}ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H36 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-26 _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 641.609 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 343 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _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 343 C49 C49 C 0 1 Y N N 38.654 18.754 62.546 -7.579 -3.301 0.296 C49 343 1 343 C50 C50 C 0 1 Y N N 39.240 19.145 61.315 -8.120 -4.569 0.190 C50 343 2 343 C51 C51 C 0 1 Y N N 38.478 19.884 60.373 -8.327 -5.130 -1.056 C51 343 3 343 C52 C52 C 0 1 Y N N 37.132 20.231 60.667 -7.996 -4.423 -2.196 C52 343 4 343 C53 C53 C 0 1 Y N N 36.545 19.839 61.899 -7.456 -3.155 -2.091 C53 343 5 343 C48 C48 C 0 1 Y N N 37.304 19.098 62.838 -7.247 -2.594 -0.845 C48 343 6 343 C47 C47 C 0 1 N N N 36.717 18.649 64.021 -6.659 -1.212 -0.729 C47 343 7 343 O46 O46 O 0 1 N N N 36.648 17.221 64.219 -5.211 -1.306 -0.659 O46 343 8 343 C44 C44 C 0 1 N N N 36.314 16.761 65.476 -4.528 -0.151 -0.553 C44 343 9 343 O45 O45 O 0 1 N N N 35.875 17.530 66.341 -5.125 0.907 -0.520 O45 343 10 343 N43 N43 N 0 1 N N N 36.425 15.438 65.682 -3.182 -0.168 -0.484 N43 343 11 343 C34 C34 C 0 1 N N S 36.861 14.496 64.609 -2.439 1.089 -0.368 C34 343 12 343 C35 C35 C 0 1 N N N 37.208 13.116 65.198 -2.363 1.503 1.103 C35 343 13 343 C36 C36 C 0 1 Y N N 38.266 13.199 66.311 -3.748 1.811 1.610 C36 343 14 343 C37 C37 C 0 1 Y N N 39.644 13.287 65.988 -4.516 0.808 2.171 C37 343 15 343 C38 C38 C 0 1 Y N N 40.612 13.345 67.026 -5.787 1.088 2.636 C38 343 16 343 C41 C41 C 0 1 Y N N 40.200 13.315 68.387 -6.291 2.377 2.540 C41 343 17 343 O42 O42 O 0 1 N N N 41.126 13.363 69.384 -7.540 2.655 2.998 O42 343 18 343 C40 C40 C 0 1 Y N N 38.822 13.228 68.709 -5.518 3.382 1.977 C40 343 19 343 C39 C39 C 0 1 Y N N 37.857 13.171 67.672 -4.246 3.098 1.518 C39 343 20 343 C32 C32 C 0 1 N N N 35.707 14.336 63.604 -1.045 0.900 -0.909 C32 343 21 343 O33 O33 O 0 1 N N N 34.544 14.247 64.004 -0.706 -0.179 -1.348 O33 343 22 343 N31 N31 N 0 1 N N N 36.059 14.373 62.313 -0.175 1.929 -0.905 N31 343 23 343 C27 C27 C 0 1 N N R 35.054 14.231 61.246 1.180 1.745 -1.431 C27 343 24 343 C28 C28 C 0 1 N N N 35.052 15.436 60.275 1.545 2.931 -2.327 C28 343 25 343 C30 C30 C 0 1 N N N 36.446 15.765 59.736 2.955 2.733 -2.886 C30 343 26 343 C29 C29 C 0 1 N N N 34.441 16.663 60.965 0.546 3.023 -3.482 C29 343 27 343 P24 P24 P 0 1 N N S 35.215 12.610 60.424 2.361 1.644 -0.046 P24 343 28 343 O25 O25 O 0 1 N N N 34.178 12.510 59.367 1.937 0.576 0.887 O25 343 29 343 O26 O26 O 0 1 N N N 35.202 11.598 61.500 2.397 3.053 0.732 O26 343 30 343 O23 O23 O 0 1 N N N 36.657 12.571 59.728 3.829 1.308 -0.616 O23 343 31 343 C1 C1 C 0 1 N N S 37.106 11.282 59.276 4.954 1.061 0.230 C1 343 32 343 C2 C2 C 0 1 N N N 37.751 10.492 60.455 6.030 2.077 -0.056 C2 343 33 343 O14 O14 O 0 1 N N N 37.508 9.266 60.513 5.851 2.925 -0.898 O14 343 34 343 O13 O13 O 0 1 N N N 38.438 11.135 61.276 7.186 2.039 0.624 O13 343 35 343 C3 C3 C 0 1 Y N N 38.076 11.386 58.060 5.487 -0.324 -0.035 C3 343 36 343 C8 C8 C 0 1 Y N N 38.748 10.224 57.639 5.909 -1.113 1.016 C8 343 37 343 C4 C4 C 0 1 Y N N 38.296 12.611 57.367 5.549 -0.804 -1.331 C4 343 38 343 C5 C5 C 0 1 Y N N 39.198 12.646 56.262 6.037 -2.074 -1.578 C5 343 39 343 C6 C6 C 0 1 Y N N 39.877 11.457 55.851 6.465 -2.867 -0.531 C6 343 40 343 C7 C7 C 0 1 Y N N 39.645 10.242 56.547 6.400 -2.389 0.771 C7 343 41 343 N9 N9 N 0 1 N N N 40.229 9.085 56.175 6.828 -3.191 1.834 N9 343 42 343 C10 C10 C 0 1 N N N 41.072 8.401 56.983 7.939 -3.991 1.689 C10 343 43 343 N12 N12 N 0 1 N N N 41.454 8.893 58.167 8.274 -4.820 2.637 N12 343 44 343 N11 N11 N 0 1 N N N 41.582 7.248 56.574 8.696 -3.915 0.543 N11 343 45 343 H49 H49 H 0 1 N N N 39.234 18.193 63.264 -7.421 -2.861 1.270 H49 343 46 343 H50 H50 H 0 1 N N N 40.264 18.881 61.095 -8.379 -5.122 1.081 H50 343 47 343 H51 H51 H 0 1 N N N 38.921 20.182 59.434 -8.749 -6.121 -1.138 H51 343 48 343 H52 H52 H 0 1 N N N 36.553 20.795 59.951 -8.157 -4.862 -3.170 H52 343 49 343 H53 H53 H 0 1 N N N 35.522 20.105 62.120 -7.197 -2.603 -2.982 H53 343 50 343 H471 1H47 H 0 0 N N N 37.310 19.061 64.851 -6.943 -0.622 -1.601 H471 343 51 343 H472 2H47 H 0 0 N N N 35.671 18.985 63.971 -7.035 -0.730 0.173 H472 343 52 343 HN43 HN43 H 0 0 N N N 36.208 15.071 66.587 -2.706 -1.013 -0.510 HN43 343 53 343 H34 H34 H 0 1 N N N 37.758 14.901 64.117 -2.947 1.866 -0.939 H34 343 54 343 H351 1H35 H 0 0 N N N 36.292 12.677 65.620 -1.934 0.689 1.688 H351 343 55 343 H352 2H35 H 0 0 N N N 37.622 12.499 64.387 -1.735 2.389 1.199 H352 343 56 343 H37 H37 H 0 1 N N N 39.957 13.310 64.955 -4.123 -0.195 2.246 H37 343 57 343 H38 H38 H 0 1 N N N 41.662 13.412 66.782 -6.387 0.304 3.074 H38 343 58 343 HO42 HO42 H 0 0 N N N 41.998 13.374 69.007 -7.568 2.925 3.926 HO42 343 59 343 H40 H40 H 0 1 N N N 38.508 13.205 69.742 -5.909 4.386 1.901 H40 343 60 343 H39 H39 H 0 1 N N N 36.807 13.106 67.917 -3.642 3.881 1.084 H39 343 61 343 HN31 HN31 H 0 0 N N N 37.021 14.499 62.069 -0.446 2.792 -0.554 HN31 343 62 343 H27 H27 H 0 1 N N N 34.055 14.248 61.705 1.222 0.824 -2.013 H27 343 63 343 H28 H28 H 0 1 N N N 34.437 15.154 59.408 1.511 3.851 -1.743 H28 343 64 343 H301 1H30 H 0 0 N N N 36.407 15.844 58.640 3.013 1.769 -3.392 H301 343 65 343 H302 2H30 H 0 0 N N N 36.787 16.721 60.160 3.180 3.529 -3.595 H302 343 66 343 H303 3H30 H 0 0 N N N 37.147 14.966 60.021 3.677 2.759 -2.070 H303 343 67 343 H291 1H29 H 0 0 N N N 34.295 16.448 62.034 -0.459 3.164 -3.084 H291 343 68 343 H292 2H29 H 0 0 N N N 35.119 17.522 60.853 0.806 3.868 -4.121 H292 343 69 343 H293 3H29 H 0 0 N N N 33.471 16.898 60.503 0.580 2.103 -4.066 H293 343 70 343 HO26 HO26 H 0 0 N N N 35.199 10.728 61.117 2.668 3.800 0.181 HO26 343 71 343 H1 H1 H 0 1 N N N 36.225 10.726 58.922 4.649 1.139 1.273 H1 343 72 343 HO13 HO13 H 0 0 N N N 38.750 10.549 61.956 7.846 2.712 0.405 HO13 343 73 343 H8 H8 H 0 1 N N N 38.574 9.296 58.163 5.857 -0.739 2.028 H8 343 74 343 H4 H4 H 0 1 N N N 37.782 13.509 57.677 5.214 -0.186 -2.151 H4 343 75 343 H5 H5 H 0 1 N N N 39.368 13.573 55.735 6.084 -2.446 -2.591 H5 343 76 343 H6 H6 H 0 1 N N N 40.562 11.483 55.016 6.846 -3.859 -0.725 H6 343 77 343 HN9 HN9 H 0 1 N N N 40.031 8.718 55.266 6.342 -3.184 2.674 HN9 343 78 343 HN12 HN12 H 0 0 N N N 41.012 9.774 58.337 7.740 -4.874 3.445 HN12 343 79 343 H111 1H11 H 0 0 N N N 42.182 6.865 57.276 8.504 -3.234 -0.120 H111 343 80 343 H112 2H11 H 0 0 N N N 41.393 6.822 55.689 9.421 -4.542 0.398 H112 343 81 # 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 343 C49 C50 DOUB Y N 1 343 C49 C48 SING Y N 2 343 C49 H49 SING N N 3 343 C50 C51 SING Y N 4 343 C50 H50 SING N N 5 343 C51 C52 DOUB Y N 6 343 C51 H51 SING N N 7 343 C52 C53 SING Y N 8 343 C52 H52 SING N N 9 343 C53 C48 DOUB Y N 10 343 C53 H53 SING N N 11 343 C48 C47 SING N N 12 343 C47 O46 SING N N 13 343 C47 H471 SING N N 14 343 C47 H472 SING N N 15 343 O46 C44 SING N N 16 343 C44 N43 SING N N 17 343 C44 O45 DOUB N N 18 343 N43 C34 SING N N 19 343 N43 HN43 SING N N 20 343 C34 C32 SING N N 21 343 C34 C35 SING N N 22 343 C34 H34 SING N N 23 343 C35 C36 SING N N 24 343 C35 H351 SING N N 25 343 C35 H352 SING N N 26 343 C36 C37 DOUB Y N 27 343 C36 C39 SING Y N 28 343 C37 C38 SING Y N 29 343 C37 H37 SING N N 30 343 C38 C41 DOUB Y N 31 343 C38 H38 SING N N 32 343 C41 C40 SING Y N 33 343 C41 O42 SING N N 34 343 O42 HO42 SING N N 35 343 C40 C39 DOUB Y N 36 343 C40 H40 SING N N 37 343 C39 H39 SING N N 38 343 C32 N31 SING N N 39 343 C32 O33 DOUB N N 40 343 N31 C27 SING N N 41 343 N31 HN31 SING N N 42 343 C27 C28 SING N N 43 343 C27 P24 SING N N 44 343 C27 H27 SING N N 45 343 C28 C30 SING N N 46 343 C28 C29 SING N N 47 343 C28 H28 SING N N 48 343 C30 H301 SING N N 49 343 C30 H302 SING N N 50 343 C30 H303 SING N N 51 343 C29 H291 SING N N 52 343 C29 H292 SING N N 53 343 C29 H293 SING N N 54 343 P24 O25 DOUB N N 55 343 P24 O23 SING N N 56 343 P24 O26 SING N N 57 343 O26 HO26 SING N N 58 343 O23 C1 SING N N 59 343 C1 C3 SING N N 60 343 C1 C2 SING N N 61 343 C1 H1 SING N N 62 343 C2 O14 DOUB N N 63 343 C2 O13 SING N N 64 343 O13 HO13 SING N N 65 343 C3 C4 DOUB Y N 66 343 C3 C8 SING Y N 67 343 C8 C7 DOUB Y N 68 343 C8 H8 SING N N 69 343 C4 C5 SING Y N 70 343 C4 H4 SING N N 71 343 C5 C6 DOUB Y N 72 343 C5 H5 SING N N 73 343 C6 C7 SING Y N 74 343 C6 H6 SING N N 75 343 C7 N9 SING N N 76 343 N9 C10 SING N N 77 343 N9 HN9 SING N N 78 343 C10 N11 SING N N 79 343 C10 N12 DOUB N N 80 343 N12 HN12 SING N N 81 343 N11 H111 SING N N 82 343 N11 H112 SING N N 83 # 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 343 SMILES ACDLabs 10.04 "O=P(O)(OC(c1cccc(NC(=[N@H])N)c1)C(=O)O)C(NC(=O)C(NC(=O)OCc2ccccc2)Cc3ccc(O)cc3)C(C)C" 343 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)OCc2ccccc2)[P@@](O)(=O)O[C@H](C(O)=O)c3cccc(NC(N)=N)c3" 343 SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)[CH](Cc1ccc(O)cc1)NC(=O)OCc2ccccc2)[P](O)(=O)O[CH](C(O)=O)c3cccc(NC(N)=N)c3" 343 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)[C@H](Cc2ccc(cc2)O)NC(=O)OCc3ccccc3)O" 343 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1cccc(c1)C(C(=O)O)OP(=O)(C(C(C)C)NC(=O)C(Cc2ccc(cc2)O)NC(=O)OCc3ccccc3)O" 343 InChI InChI 1.03 ;InChI=1S/C30H36N5O9P/c1-18(2)27(45(41,42)44-25(28(38)39)21-9-6-10-22(16-21)33-29(31)32)35-26(37)24(15-19-11-13-23(36)14-12-19)34-30(40)43-17-20-7-4-3-5-8-20/h3-14,16,18,24-25,27,36H,15,17H2,1-2H3,(H,34,40)(H,35,37)(H,38,39)(H,41,42)(H4,31,32,33)/t24-,25-,27+/m0/s1 ; 343 InChIKey InChI 1.03 YRZNVYCMTZKRPJ-OHSXHVKISA-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 343 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-{[(S)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-tyrosyl}amino)-2-methylpropyl](hydroxy)phosphoryl]oxy}(3-carbamimidamidophenyl)ethanoic acid" 343 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-2-[hydroxy-[(1R)-1-[[(2S)-3-(4-hydroxyphenyl)-2-phenylmethoxycarbonylamino-propanoyl]amino]-2-methyl-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 343 "Create component" 2007-04-26 RCSB 343 "Modify descriptor" 2011-06-04 RCSB #