data_3A1 # _chem_comp.id 3A1 _chem_comp.name "N~2~-{(2S)-3-[(R)-hydroxy{(1R)-2-phenyl-1-[(phenylacetyl)amino]ethyl}phosphoryl]-2-methylpropanoyl}-L-lysyl-D-serine" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H41 N4 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-05 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 604.632 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3A1 _chem_comp.pdbx_model_coordinates_details "not provided" _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3AHN _chem_comp.pdbx_subcomponent_list "PAC 00F LYS DSN" _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 3A1 C11 C1 C 0 1 N N N 14.429 42.903 27.656 -5.386 -0.468 -0.366 C1 PAC 1 3A1 C7 C2 C 0 1 N N N 15.591 41.959 28.069 -6.668 -1.241 -0.540 C2 PAC 2 3A1 C1 "C1'" C 0 1 Y N N 15.983 40.527 27.442 -7.514 -0.579 -1.597 "C1'" PAC 3 3A1 C2 "C2'" C 0 1 Y N N 16.862 40.482 26.313 -7.380 -0.951 -2.922 "C2'" PAC 4 3A1 C3 "C3'" C 0 1 Y N N 17.299 39.280 25.650 -8.156 -0.345 -3.892 "C3'" PAC 5 3A1 C4 "C4'" C 0 1 Y N N 16.851 37.994 26.110 -9.066 0.634 -3.537 "C4'" PAC 6 3A1 C5 "C5'" C 0 1 Y N N 15.955 37.985 27.256 -9.200 1.005 -2.213 "C5'" PAC 7 3A1 C6 "C6'" C 0 1 Y N N 15.549 39.226 27.885 -8.427 0.395 -1.242 "C6'" PAC 8 3A1 O12 O1 O 0 1 N N N 13.343 42.448 27.266 -5.180 0.523 -1.034 O1 PAC 9 3A1 N13 N13 N 0 1 N N N 14.626 44.269 27.730 -4.472 -0.874 0.537 N13 00F 10 3A1 C15 C15 C 0 1 N N R 13.589 45.270 27.360 -3.226 -0.122 0.707 C15 00F 11 3A1 C16 C16 C 0 1 N N N 13.490 46.356 28.470 -2.940 0.061 2.199 C16 00F 12 3A1 C17 C17 C 0 1 Y N N 13.084 45.853 29.863 -4.009 0.927 2.813 C17 00F 13 3A1 C18 C18 C 0 1 Y N N 13.817 46.218 31.024 -3.908 2.304 2.743 C18 00F 14 3A1 C19 C19 C 0 1 Y N N 13.426 45.744 32.325 -4.889 3.099 3.306 C19 00F 15 3A1 C20 C20 C 0 1 Y N N 12.284 44.898 32.434 -5.972 2.516 3.939 C20 00F 16 3A1 C21 C21 C 0 1 Y N N 11.539 44.526 31.280 -6.073 1.140 4.009 C21 00F 17 3A1 C22 C22 C 0 1 Y N N 11.936 45.001 29.998 -5.094 0.345 3.441 C22 00F 18 3A1 P33 P33 P 0 1 N N N 14.048 46.000 25.743 -1.853 -1.038 -0.067 P33 00F 19 3A1 O36 O36 O 0 1 N N N 15.431 46.626 25.868 -1.777 -2.520 0.558 O36 00F 20 3A1 C37 C37 C 0 1 N N N 12.826 47.223 25.253 -0.285 -0.164 0.249 C37 00F 21 3A1 C39 C39 C 0 1 N N S 13.493 48.439 24.628 0.859 -0.900 -0.453 C39 00F 22 3A1 C40 C40 C 0 1 N N N 12.487 48.988 23.598 0.796 -0.623 -1.956 C40 00F 23 3A1 C45 C45 C 0 1 N N N 13.759 49.568 25.609 2.177 -0.414 0.093 C45 00F 24 3A1 O46 O46 O 0 1 N N N 13.503 49.494 26.800 2.200 0.436 0.957 O46 00F 25 3A1 OP3 OP3 O 0 1 N N N 14.102 44.907 24.721 -2.082 -1.130 -1.526 OP3 00F 26 3A1 N48 N N 0 1 N N N 14.281 50.648 25.015 3.331 -0.925 -0.380 N LYS 27 3A1 C50 CA C 0 1 N N S 14.677 51.978 25.500 4.613 -0.453 0.150 CA LYS 28 3A1 C67 C C 0 1 N N N 13.450 52.882 25.639 5.032 0.794 -0.585 C LYS 29 3A1 O68 O O 0 1 N N N 12.323 52.630 25.218 4.329 1.245 -1.465 O LYS 30 3A1 C52 CB C 0 1 N N N 16.116 52.419 25.746 5.674 -1.539 -0.041 CB LYS 31 3A1 C53 CG C 0 1 N N N 16.232 53.259 24.443 5.312 -2.761 0.805 CG LYS 32 3A1 C54 CD C 0 1 N N N 17.351 52.916 23.444 6.373 -3.846 0.614 CD LYS 33 3A1 C55 CE C 0 1 N N N 17.305 53.855 22.217 6.011 -5.069 1.459 CE LYS 34 3A1 N56 NZ N 0 1 N N N 18.329 53.595 21.198 7.030 -6.111 1.276 NZ LYS 35 3A1 N70 N1 N 0 1 N N N 13.774 54.034 26.284 6.188 1.409 -0.264 N DSN 36 3A1 C72 CA1 C 0 1 N N R 12.877 55.197 26.602 6.595 2.621 -0.978 CA DSN 37 3A1 C79 C3 C 0 1 N N N 11.821 54.904 27.668 7.512 3.436 -0.103 C DSN 38 3A1 O81 O2 O 0 1 N N N 11.123 53.926 27.389 7.796 3.044 1.004 O DSN 39 3A1 O80 OXT O 0 1 N Y N 11.640 55.551 28.718 8.013 4.597 -0.553 OXT DSN 40 3A1 C74 CB1 C 0 1 N N N 13.806 56.413 26.831 7.328 2.234 -2.264 CB DSN 41 3A1 O75 OG O 0 1 N N N 14.722 56.514 25.703 8.546 1.562 -1.934 OG DSN 42 3A1 H7 H21 H 0 1 N N N 16.492 42.569 27.905 -6.438 -2.262 -0.845 H21 PAC 43 3A1 H7A H22 H 0 1 N N N 15.377 41.731 29.124 -7.214 -1.258 0.403 H22 PAC 44 3A1 H2 "H2'" H 0 1 N N N 17.226 41.423 25.928 -6.669 -1.716 -3.199 "H2'" PAC 45 3A1 H3 "H3'" H 0 1 N N N 17.966 39.345 24.803 -8.051 -0.635 -4.927 "H3'" PAC 46 3A1 H4 "H4'" H 0 1 N N N 17.164 37.079 25.629 -9.671 1.108 -4.295 "H4'" PAC 47 3A1 H5 "H5'" H 0 1 N N N 15.589 37.045 27.642 -9.911 1.770 -1.935 "H5'" PAC 48 3A1 H6 "H6'" H 0 1 N N N 14.883 39.173 28.734 -8.535 0.683 -0.207 "H6'" PAC 49 3A1 HN13 HN1A H 0 0 N N N 15.513 44.603 28.049 -4.639 -1.664 1.075 HN1A 00F 50 3A1 H15 H15 H 0 1 N N N 12.600 44.796 27.271 -3.324 0.855 0.233 H15 00F 51 3A1 H16 H16 H 0 1 N N N 14.482 46.822 28.564 -2.934 -0.912 2.690 H16 00F 52 3A1 H16A H16A H 0 0 N N N 12.732 47.086 28.150 -1.968 0.538 2.327 H16A 00F 53 3A1 H18 H18 H 0 1 N N N 14.680 46.860 30.929 -3.063 2.759 2.248 H18 00F 54 3A1 H19 H19 H 0 1 N N N 13.988 46.024 33.204 -4.810 4.174 3.252 H19 00F 55 3A1 H20 H20 H 0 1 N N N 11.980 44.535 33.405 -6.738 3.137 4.379 H20 00F 56 3A1 H21 H211 H 0 1 N N N 10.675 43.885 31.376 -6.918 0.684 4.504 H21 00F 57 3A1 H22 H221 H 0 1 N N N 11.371 44.719 29.122 -5.175 -0.731 3.492 H22 00F 58 3A1 HO36 HO36 H 0 0 N N N 16.031 46.191 25.273 -1.628 -2.537 1.513 HO36 00F 59 3A1 H37 H37 H 0 1 N N N 12.144 46.772 24.518 -0.352 0.854 -0.135 H37 00F 60 3A1 H37A H37A H 0 0 N N N 12.262 47.542 26.142 -0.094 -0.136 1.322 H37A 00F 61 3A1 H39 H39 H 0 1 N N N 14.463 48.121 24.217 0.765 -1.971 -0.276 H39 00F 62 3A1 H40 H40 H 0 1 N N N 12.912 49.876 23.107 1.611 -1.147 -2.456 H40 00F 63 3A1 H40A H40A H 0 0 N N N 12.277 48.216 22.843 -0.157 -0.975 -2.351 H40A 00F 64 3A1 H40B H40B H 0 0 N N N 11.553 49.264 24.109 0.891 0.448 -2.133 H40B 00F 65 3A1 HN48 H H 0 0 N N N 14.434 50.524 24.035 3.313 -1.605 -1.072 H LYS 66 3A1 H50 HA H 0 1 N N N 15.603 52.159 26.065 4.507 -0.231 1.212 HA LYS 67 3A1 H52 HB2 H 0 1 N N N 16.266 52.992 26.673 5.717 -1.824 -1.092 HB2 LYS 68 3A1 H52A HB3 H 0 0 N N N 16.839 51.594 25.823 6.646 -1.156 0.272 HB3 LYS 69 3A1 H53 HG2 H 0 1 N N N 15.281 53.134 23.904 5.269 -2.476 1.856 HG2 LYS 70 3A1 H53A HG3 H 0 0 N N N 16.399 54.300 24.755 4.340 -3.144 0.492 HG3 LYS 71 3A1 H54 HD2 H 0 1 N N N 18.324 53.029 23.944 6.416 -4.131 -0.438 HD2 LYS 72 3A1 H54A HD3 H 0 0 N N N 17.221 51.878 23.105 7.345 -3.463 0.926 HD3 LYS 73 3A1 H55 HE2 H 0 1 N N N 16.321 53.733 21.740 5.968 -4.784 2.510 HE2 LYS 74 3A1 H33 HE3 H 0 1 N N N 17.448 54.884 22.579 5.039 -5.451 1.147 HE3 LYS 75 3A1 HN56 HZ1 H 0 0 N N N 18.224 54.246 20.446 6.813 -6.929 1.825 HZ1 LYS 76 3A1 H35 HZ2 H 0 1 N N N 19.237 53.699 21.604 7.134 -6.346 0.301 HZ2 LYS 77 3A1 HN70 H1 H 0 0 N N N 14.725 54.118 26.583 6.750 1.048 0.440 H DSN 78 3A1 H72 HA1 H 0 1 N N N 12.206 55.435 25.763 5.712 3.211 -1.227 HA DSN 79 3A1 HO80 HXT H 0 0 N Y N 10.922 55.167 29.207 8.597 5.084 0.045 HXT DSN 80 3A1 H74 HB21 H 0 1 N N N 13.205 57.332 26.907 6.697 1.572 -2.857 HB2 DSN 81 3A1 H74A HB31 H 0 0 N N N 14.375 56.277 27.762 7.553 3.132 -2.839 HB3 DSN 82 3A1 HO75 HG H 0 0 N N N 15.300 57.257 25.829 9.064 1.287 -2.703 HG DSN 83 # 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 3A1 C11 C7 SING N N 1 3A1 C11 O12 DOUB N N 2 3A1 C7 C1 SING N N 3 3A1 C7 H7 SING N N 4 3A1 C7 H7A SING N N 5 3A1 C1 C2 DOUB Y N 6 3A1 C1 C6 SING Y N 7 3A1 C2 C3 SING Y N 8 3A1 C2 H2 SING N N 9 3A1 C3 C4 DOUB Y N 10 3A1 C3 H3 SING N N 11 3A1 C4 C5 SING Y N 12 3A1 C4 H4 SING N N 13 3A1 C5 C6 DOUB Y N 14 3A1 C5 H5 SING N N 15 3A1 C6 H6 SING N N 16 3A1 N13 HN13 SING N N 17 3A1 C15 N13 SING N N 18 3A1 C15 C16 SING N N 19 3A1 C15 H15 SING N N 20 3A1 C16 C17 SING N N 21 3A1 C16 H16 SING N N 22 3A1 C16 H16A SING N N 23 3A1 C17 C22 DOUB Y N 24 3A1 C17 C18 SING Y N 25 3A1 C18 C19 DOUB Y N 26 3A1 C18 H18 SING N N 27 3A1 C19 C20 SING Y N 28 3A1 C19 H19 SING N N 29 3A1 C20 H20 SING N N 30 3A1 C21 C20 DOUB Y N 31 3A1 C21 H21 SING N N 32 3A1 C22 C21 SING Y N 33 3A1 C22 H22 SING N N 34 3A1 P33 C15 SING N N 35 3A1 P33 O36 SING N N 36 3A1 O36 HO36 SING N N 37 3A1 C37 P33 SING N N 38 3A1 C37 H37 SING N N 39 3A1 C37 H37A SING N N 40 3A1 C39 C37 SING N N 41 3A1 C39 C45 SING N N 42 3A1 C39 H39 SING N N 43 3A1 C40 C39 SING N N 44 3A1 C40 H40 SING N N 45 3A1 C40 H40A SING N N 46 3A1 C40 H40B SING N N 47 3A1 C45 O46 DOUB N N 48 3A1 OP3 P33 DOUB N N 49 3A1 N48 C50 SING N N 50 3A1 N48 HN48 SING N N 51 3A1 C50 C67 SING N N 52 3A1 C50 C52 SING N N 53 3A1 C50 H50 SING N N 54 3A1 C67 O68 DOUB N N 55 3A1 C52 C53 SING N N 56 3A1 C52 H52 SING N N 57 3A1 C52 H52A SING N N 58 3A1 C53 C54 SING N N 59 3A1 C53 H53 SING N N 60 3A1 C53 H53A SING N N 61 3A1 C54 C55 SING N N 62 3A1 C54 H54 SING N N 63 3A1 C54 H54A SING N N 64 3A1 C55 N56 SING N N 65 3A1 C55 H55 SING N N 66 3A1 C55 H33 SING N N 67 3A1 N56 HN56 SING N N 68 3A1 N56 H35 SING N N 69 3A1 N70 C72 SING N N 70 3A1 N70 HN70 SING N N 71 3A1 C72 C79 SING N N 72 3A1 C72 C74 SING N N 73 3A1 C72 H72 SING N N 74 3A1 C79 O81 DOUB N N 75 3A1 C79 O80 SING N N 76 3A1 O80 HO80 SING N N 77 3A1 C74 O75 SING N N 78 3A1 C74 H74 SING N N 79 3A1 C74 H74A SING N N 80 3A1 O75 HO75 SING N N 81 3A1 C11 N13 SING N N 82 3A1 C45 N48 SING N N 83 3A1 C67 N70 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 3A1 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(NC(=O)C(C)CP(=O)(O)C(NC(=O)Cc1ccccc1)Cc2ccccc2)CCCCN)CO" 3A1 SMILES_CANONICAL CACTVS 3.370 "C[C@H](C[P](O)(=O)[C@H](Cc1ccccc1)NC(=O)Cc2ccccc2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](CO)C(O)=O" 3A1 SMILES CACTVS 3.370 "C[CH](C[P](O)(=O)[CH](Cc1ccccc1)NC(=O)Cc2ccccc2)C(=O)N[CH](CCCCN)C(=O)N[CH](CO)C(O)=O" 3A1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H](C[P@](=O)([C@H](Cc1ccccc1)NC(=O)Cc2ccccc2)O)C(=O)NC(CCCCN)C(=O)N[C@H](CO)C(=O)O" 3A1 SMILES "OpenEye OEToolkits" 1.7.0 "CC(CP(=O)(C(Cc1ccccc1)NC(=O)Cc2ccccc2)O)C(=O)NC(CCCCN)C(=O)NC(CO)C(=O)O" 3A1 InChI InChI 1.03 ;InChI=1S/C29H41N4O8P/c1-20(27(36)31-23(14-8-9-15-30)28(37)32-24(18-34)29(38)39)19-42(40,41)26(17-22-12-6-3-7-13-22)33-25(35)16-21-10-4-2-5-11-21/h2-7,10-13,20,23-24,26,34H,8-9,14-19,30H2,1H3,(H,31,36)(H,32,37)(H,33,35)(H,38,39)(H,40,41)/t20-,23+,24-,26-/m1/s1 ; 3A1 InChIKey InChI 1.03 CUHSSJWAGOQFDP-JOXZGHKQSA-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 3A1 "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-{(2S)-3-[(R)-hydroxy{(1R)-2-phenyl-1-[(phenylacetyl)amino]ethyl}phosphoryl]-2-methylpropanoyl}-L-lysyl-D-serine" 3A1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R)-2-[[6-azanyl-2-[[(2S)-3-[hydroxy-[(1R)-2-phenyl-1-(2-phenylethanoylamino)ethyl]phosphoryl]-2-methyl-propanoyl]amino]hexanoyl]amino]-3-hydroxy-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 3A1 "Create component" 2010-02-05 RCSB 3A1 "Modify aromatic_flag" 2011-06-04 RCSB 3A1 "Modify descriptor" 2011-06-04 RCSB #