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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h31,33-35,38,41H,32H2/b31-29-
;
343 InChIKey         InChI                1.02b YRZNVYCMTZKRPJ-WSMQIKSCDP 
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 
# 
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" 
# 
