data_33Z
# 
_chem_comp.id                                    33Z 
_chem_comp.name                                  "(2S)-2-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL)-3-[(R)-[(1R)-1-({N-[(BENZYLOXY)CARBONYL]-L-PHENYLALANYL}AMINO)-2-METHYLPROPYL](HYDROXY)PHOSPHORYL]PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H38 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-26 
_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                        623.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     33Z 
_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                  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 
33Z C49  C49  C 0 1 Y N N 38.615 18.650 62.723 -7.973 -3.072 0.864  C49  33Z 1  
33Z C50  C50  C 0 1 Y N N 39.212 19.024 61.492 -8.532 -4.332 0.954  C50  33Z 2  
33Z C51  C51  C 0 1 Y N N 38.488 19.824 60.572 -8.736 -5.081 -0.190 C51  33Z 3  
33Z C52  C52  C 0 1 Y N N 37.171 20.252 60.883 -8.381 -4.569 -1.424 C52  33Z 4  
33Z C53  C53  C 0 1 Y N N 36.572 19.878 62.113 -7.822 -3.308 -1.514 C53  33Z 5  
33Z C48  C48  C 0 1 Y N N 37.293 19.075 63.033 -7.617 -2.559 -0.370 C48  33Z 6  
33Z C47  C47  C 0 1 N N N 36.692 18.652 64.216 -7.008 -1.184 -0.468 C47  33Z 7  
33Z O46  O46  O 0 1 N N N 36.678 17.233 64.484 -5.563 -1.287 -0.365 O46  33Z 8  
33Z C44  C44  C 0 1 N N N 36.222 16.826 65.720 -4.863 -0.139 -0.435 C44  33Z 9  
33Z O45  O45  O 0 1 N N N 35.764 17.642 66.530 -5.443 0.919  -0.577 O45  33Z 10 
33Z N43  N43  N 0 1 N N N 36.244 15.504 65.963 -3.518 -0.164 -0.346 N43  33Z 11 
33Z C34  C34  C 0 1 N N S 36.706 14.520 64.948 -2.756 1.085  -0.421 C34  33Z 12 
33Z C35  C35  C 0 1 N N N 36.943 13.152 65.597 -2.689 1.726  0.966  C35  33Z 13 
33Z C36  C36  C 0 1 Y N N 38.073 13.202 66.637 -4.075 2.131  1.400  C36  33Z 14 
33Z C37  C37  C 0 1 Y N N 39.428 13.292 66.220 -4.866 1.241  2.103  C37  33Z 15 
33Z C38  C38  C 0 1 Y N N 40.467 13.324 67.184 -6.136 1.612  2.501  C38  33Z 16 
33Z C41  C41  C 0 1 Y N N 40.155 13.267 68.567 -6.616 2.872  2.196  C41  33Z 17 
33Z C40  C40  C 0 1 Y N N 38.803 13.178 68.988 -5.825 3.762  1.494  C40  33Z 18 
33Z C39  C39  C 0 1 Y N N 37.761 13.146 68.021 -4.552 3.392  1.099  C39  33Z 19 
33Z C32  C32  C 0 1 N N N 35.622 14.389 63.869 -1.360 0.793  -0.907 C32  33Z 20 
33Z O33  O33  O 0 1 N N N 34.436 14.273 64.194 -1.034 -0.347 -1.165 O33  33Z 21 
33Z N31  N31  N 0 1 N N N 36.059 14.475 62.606 -0.474 1.797  -1.055 N31  33Z 22 
33Z C27  C27  C 0 1 N N R 35.131 14.376 61.461 0.884  1.513  -1.528 C27  33Z 23 
33Z C28  C28  C 0 1 N N N 35.129 15.653 60.572 1.277  2.536  -2.595 C28  33Z 24 
33Z C30  C30  C 0 1 N N N 36.527 16.141 60.189 2.631  2.153  -3.195 C30  33Z 25 
33Z C29  C29  C 0 1 N N N 34.379 16.784 61.286 0.217  2.554  -3.699 C29  33Z 26 
33Z P24  P24  P 0 1 N N R 35.339 12.786 60.561 2.048  1.616  -0.129 P24  33Z 27 
33Z O25  O25  O 0 1 N N N 34.346 12.744 59.461 1.565  0.763  0.979  O25  33Z 28 
33Z O26  O26  O 0 1 N N N 35.266 11.741 61.614 2.149  3.143  0.373  O26  33Z 29 
33Z C23  C23  C 0 1 N N N 36.998 12.771 59.845 3.694  1.042  -0.664 C23  33Z 30 
33Z C1   C1   C 0 1 N N S 37.321 11.325 59.411 4.510  0.621  0.559  C1   33Z 31 
33Z C2   C2   C 0 1 N N N 37.764 10.474 60.634 4.979  1.849  1.296  C2   33Z 32 
33Z O14  O14  O 0 1 N N N 38.381 11.055 61.560 5.718  1.721  2.410  O14  33Z 33 
33Z O13  O13  O 0 1 N N N 37.420 9.271  60.633 4.691  2.948  0.885  O13  33Z 34 
33Z C3   C3   C 0 1 Y N N 38.374 11.274 58.244 5.703  -0.185 0.114  C3   33Z 35 
33Z C8   C8   C 0 1 Y N N 38.901 10.025 57.825 5.858  -1.486 0.550  C8   33Z 36 
33Z C4   C4   C 0 1 Y N N 38.730 12.447 57.511 6.638  0.378  -0.735 C4   33Z 37 
33Z C5   C5   C 0 1 Y N N 39.588 12.361 56.386 7.735  -0.358 -1.146 C5   33Z 38 
33Z C6   C6   C 0 1 Y N N 40.106 11.106 55.974 7.898  -1.658 -0.710 C6   33Z 39 
33Z C7   C7   C 0 1 Y N N 39.765 9.936  56.689 6.957  -2.228 0.139  C7   33Z 40 
33Z N9   N9   N 0 1 N N N 40.238 8.738  56.292 7.117  -3.546 0.579  N9   33Z 41 
33Z C10  C10  C 0 1 N N N 41.114 8.035  57.037 8.378  -4.040 0.830  C10  33Z 42 
33Z N12  N12  N 0 1 N N N 41.580 8.527  58.191 8.538  -5.299 1.124  N12  33Z 43 
33Z N11  N11  N 0 1 N N N 41.540 6.847  56.608 9.468  -3.203 0.772  N11  33Z 44 
33Z H49  H49  H 0 1 N N N 39.165 18.042 63.426 -7.818 -2.485 1.757  H49  33Z 45 
33Z H50  H50  H 0 1 N N N 40.215 18.700 61.256 -8.810 -4.733 1.918  H50  33Z 46 
33Z H51  H51  H 0 1 N N N 38.940 20.108 59.633 -9.172 -6.067 -0.120 H51  33Z 47 
33Z H52  H52  H 0 1 N N N 36.624 20.864 60.181 -8.539 -5.154 -2.318 H52  33Z 48 
33Z H53  H53  H 0 1 N N N 35.570 20.204 62.348 -7.544 -2.908 -2.478 H53  33Z 49 
33Z H471 1H47 H 0 0 N N N 37.241 19.128 65.042 -7.273 -0.737 -1.426 H471 33Z 50 
33Z H472 2H47 H 0 0 N N N 35.634 18.935 64.116 -7.387 -0.561 0.342  H472 33Z 51 
33Z HN43 HN43 H 0 0 N N N 35.940 15.171 66.856 -3.055 -1.009 -0.232 HN43 33Z 52 
33Z H34  H34  H 0 1 N N N 37.652 14.867 64.506 -3.246 1.768  -1.114 H34  33Z 53 
33Z H351 1H35 H 0 0 N N N 36.017 12.834 66.098 -2.280 1.010  1.678  H351 33Z 54 
33Z H352 2H35 H 0 0 N N N 37.234 12.443 64.808 -2.049 2.607  0.929  H352 33Z 55 
33Z H37  H37  H 0 1 N N N 39.667 13.336 65.168 -4.491 0.257  2.341  H37  33Z 56 
33Z H38  H38  H 0 1 N N N 41.497 13.392 66.865 -6.755 0.917  3.050  H38  33Z 57 
33Z H41  H41  H 0 1 N N N 40.948 13.291 69.300 -7.609 3.162  2.506  H41  33Z 58 
33Z H40  H40  H 0 1 N N N 38.566 13.135 70.041 -6.200 4.746  1.255  H40  33Z 59 
33Z H39  H39  H 0 1 N N N 36.731 13.079 68.340 -3.933 4.089  0.554  H39  33Z 60 
33Z HN31 HN31 H 0 0 N N N 37.035 14.609 62.434 -0.734 2.708  -0.849 HN31 33Z 61 
33Z H27  H27  H 0 1 N N N 34.105 14.344 61.857 0.917  0.511  -1.955 H27  33Z 62 
33Z H28  H28  H 0 1 N N N 34.622 15.373 59.637 1.347  3.525  -2.143 H28  33Z 63 
33Z H301 1H30 H 0 0 N N N 36.589 16.258 59.097 2.610  1.106  -3.500 H301 33Z 64 
33Z H302 2H30 H 0 0 N N N 36.723 17.109 60.673 2.835  2.780  -4.063 H302 33Z 65 
33Z H303 3H30 H 0 0 N N N 37.275 15.407 60.522 3.413  2.298  -2.450 H303 33Z 66 
33Z H291 1H29 H 0 0 N N N 34.199 16.501 62.334 -0.748 2.828  -3.272 H291 33Z 67 
33Z H292 2H29 H 0 0 N N N 34.983 17.703 61.253 0.497  3.283  -4.459 H292 33Z 68 
33Z H293 3H29 H 0 0 N N N 33.416 16.959 60.784 0.147  1.565  -4.152 H293 33Z 69 
33Z HO26 HO26 H 0 0 N N N 35.250 10.882 61.208 2.461  3.760  -0.303 HO26 33Z 70 
33Z H231 1H23 H 0 0 N N N 37.036 13.441 58.974 3.581  0.191  -1.336 H231 33Z 71 
33Z H232 2H23 H 0 0 N N N 37.734 13.119 60.584 4.209  1.850  -1.184 H232 33Z 72 
33Z H1   H1   H 0 1 N N N 36.398 10.883 59.007 3.889  0.016  1.220  H1   33Z 73 
33Z HO14 HO14 H 0 0 N N N 38.548 10.440 62.264 5.996  2.537  2.848  HO14 33Z 74 
33Z H8   H8   H 0 1 N N N 38.646 9.129  58.372 5.125  -1.926 1.210  H8   33Z 75 
33Z H4   H4   H 0 1 N N N 38.342 13.408 57.816 6.513  1.394  -1.077 H4   33Z 76 
33Z H5   H5   H 0 1 N N N 39.849 13.255 55.840 8.464  0.084  -1.809 H5   33Z 77 
33Z H6   H6   H 0 1 N N N 40.759 11.045 55.116 8.754  -2.233 -1.032 H6   33Z 78 
33Z HN9  HN9  H 0 1 N N N 39.930 8.360  55.419 6.340  -4.113 0.706  HN9  33Z 79 
33Z HN12 HN12 H 0 0 N N N 41.178 9.424  58.373 7.769  -5.889 1.165  HN12 33Z 80 
33Z H111 1H11 H 0 0 N N N 42.182 6.451  57.265 9.340  -2.244 0.708  H111 33Z 81 
33Z H112 2H11 H 0 0 N N N 41.258 6.414  55.752 10.364 -3.573 0.795  H112 33Z 82 
# 
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 
33Z C49 C50  DOUB Y N 1  
33Z C49 C48  SING Y N 2  
33Z C49 H49  SING N N 3  
33Z C50 C51  SING Y N 4  
33Z C50 H50  SING N N 5  
33Z C51 C52  DOUB Y N 6  
33Z C51 H51  SING N N 7  
33Z C52 C53  SING Y N 8  
33Z C52 H52  SING N N 9  
33Z C53 C48  DOUB Y N 10 
33Z C53 H53  SING N N 11 
33Z C48 C47  SING N N 12 
33Z C47 O46  SING N N 13 
33Z C47 H471 SING N N 14 
33Z C47 H472 SING N N 15 
33Z O46 C44  SING N N 16 
33Z C44 N43  SING N N 17 
33Z C44 O45  DOUB N N 18 
33Z N43 C34  SING N N 19 
33Z N43 HN43 SING N N 20 
33Z C34 C32  SING N N 21 
33Z C34 C35  SING N N 22 
33Z C34 H34  SING N N 23 
33Z C35 C36  SING N N 24 
33Z C35 H351 SING N N 25 
33Z C35 H352 SING N N 26 
33Z C36 C37  DOUB Y N 27 
33Z C36 C39  SING Y N 28 
33Z C37 C38  SING Y N 29 
33Z C37 H37  SING N N 30 
33Z C38 C41  DOUB Y N 31 
33Z C38 H38  SING N N 32 
33Z C41 C40  SING Y N 33 
33Z C41 H41  SING N N 34 
33Z C40 C39  DOUB Y N 35 
33Z C40 H40  SING N N 36 
33Z C39 H39  SING N N 37 
33Z C32 N31  SING N N 38 
33Z C32 O33  DOUB N N 39 
33Z N31 C27  SING N N 40 
33Z N31 HN31 SING N N 41 
33Z C27 P24  SING N N 42 
33Z C27 C28  SING N N 43 
33Z C27 H27  SING N N 44 
33Z C28 C30  SING N N 45 
33Z C28 C29  SING N N 46 
33Z C28 H28  SING N N 47 
33Z C30 H301 SING N N 48 
33Z C30 H302 SING N N 49 
33Z C30 H303 SING N N 50 
33Z C29 H291 SING N N 51 
33Z C29 H292 SING N N 52 
33Z C29 H293 SING N N 53 
33Z P24 O25  DOUB N N 54 
33Z P24 C23  SING N N 55 
33Z P24 O26  SING N N 56 
33Z O26 HO26 SING N N 57 
33Z C23 C1   SING N N 58 
33Z C23 H231 SING N N 59 
33Z C23 H232 SING N N 60 
33Z C1  C3   SING N N 61 
33Z C1  C2   SING N N 62 
33Z C1  H1   SING N N 63 
33Z C2  O13  DOUB N N 64 
33Z C2  O14  SING N N 65 
33Z O14 HO14 SING N N 66 
33Z C3  C4   DOUB Y N 67 
33Z C3  C8   SING Y N 68 
33Z C8  C7   DOUB Y N 69 
33Z C8  H8   SING N N 70 
33Z C4  C5   SING Y N 71 
33Z C4  H4   SING N N 72 
33Z C5  C6   DOUB Y N 73 
33Z C5  H5   SING N N 74 
33Z C6  C7   SING Y N 75 
33Z C6  H6   SING N N 76 
33Z C7  N9   SING N N 77 
33Z N9  C10  SING N N 78 
33Z N9  HN9  SING N N 79 
33Z C10 N11  SING N N 80 
33Z C10 N12  DOUB N N 81 
33Z N12 HN12 SING N N 82 
33Z N11 H111 SING N N 83 
33Z N11 H112 SING N N 84 
# 
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 
33Z SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(C(=O)NC(C(C)C)P(=O)(O)CC(c2cc(NC(=[N@H])N)ccc2)C(=O)O)Cc3ccccc3 
33Z InChI            InChI                1.02b 
;InChI=1/C31H38N5O7P/c1-20(2)28(44(41,42)19-25(29(38)39)23-14-9-15-24(17-23)34-30(32)33)36-27(37)26(16-21-10-5-3-6-11-21)35-31(40)43-18-22-12-7-4-8-13-22/h3-15,17,20,25-26,28H,16,18-19H2,1-2H3,(H,35,40)(H,36,37)(H,38,39)(H,41,42)(H4,32,33,34)/t25-,26-,28+/m0/s1/f/h32,34-36,38,41H,33H2/b32-30-
;
33Z InChIKey         InChI                1.02b SYQCJJZICSZGRU-FZMWTBJYDK 
33Z SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)[P@@](O)(=O)C[C@H](C(O)=O)c3cccc(NC(N)=N)c3 
33Z SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2)[P](O)(=O)C[CH](C(O)=O)c3cccc(NC(N)=N)c3 
33Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\Nc1cccc(c1)[C@H](C[P@](=O)([C@H](C(C)C)NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3)O)C(=O)O 
33Z SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)Nc1cccc(c1)C(CP(=O)(C(C(C)C)NC(=O)C(Cc2ccccc2)NC(=O)OCc3ccccc3)O)C(=O)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 
33Z "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-2-methylpropyl](hydroxy)phosphoryl]-2-(3-carbamimidamidophenyl)propanoic acid"          
33Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-3-[hydroxy-[(1R)-2-methyl-1-[[(2S)-3-phenyl-2-phenylmethoxycarbonylamino-propanoyl]amino]propyl]phosphoryl]propanoic acid" 
# 
