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 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 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 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" 33Z InChI InChI 1.03 ;InChI=1S/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 ; 33Z InChIKey InChI 1.03 SYQCJJZICSZGRU-UNCTUWKVSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 33Z "Create component" 2007-04-26 PDBJ 33Z "Modify descriptor" 2011-06-04 RCSB #