data_0PQ # _chem_comp.id 0PQ _chem_comp.name "N-{(2R)-3-[(S)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 N2 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-12 _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 494.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0PQ _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 1os0 _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 0PQ N N1 N 0 1 N N N 34.112 41.411 -8.477 -3.380 0.717 -3.070 N 0PQ 1 0PQ C20 C C 0 1 N N R 34.446 40.952 -7.110 -3.532 0.688 -1.609 C20 0PQ 2 0PQ P P1 P 0 1 N N N 35.270 42.192 -6.252 -2.330 -0.483 -0.897 P 0PQ 3 0PQ O1P O O 0 1 N N N 36.549 42.712 -6.837 -2.483 -0.513 0.575 O1P 0PQ 4 0PQ O2P O2 O 0 1 N N N 34.389 43.358 -6.040 -2.597 -1.955 -1.494 O2P 0PQ 5 0PQ CB C2 C 0 1 N N N 34.963 39.603 -7.390 -4.951 0.243 -1.252 CB 0PQ 6 0PQ CG C3 C 0 1 Y N N 33.901 38.647 -7.923 -5.107 0.213 0.247 CG 0PQ 7 0PQ CD1 C4 C 0 1 Y N N 32.869 38.259 -7.056 -5.539 1.340 0.919 CD1 0PQ 8 0PQ CD2 C5 C 0 1 Y N N 33.971 38.145 -9.205 -4.821 -0.943 0.948 CD2 0PQ 9 0PQ CE1 C6 C 0 1 Y N N 31.928 37.371 -7.586 -5.682 1.313 2.294 CE1 0PQ 10 0PQ CE2 C7 C 0 1 Y N N 33.031 37.334 -9.682 -4.964 -0.971 2.323 CE2 0PQ 11 0PQ CZ C8 C 0 1 Y N N 31.982 36.909 -8.893 -5.392 0.158 2.996 CZ 0PQ 12 0PQ CM C9 C 0 1 N N N 35.586 41.313 -4.761 -0.639 0.047 -1.322 CM 0PQ 13 0PQ CA1 C10 C 0 1 N N S 36.600 41.958 -3.796 0.372 -0.863 -0.622 CA1 0PQ 14 0PQ CB1 C11 C 0 1 N N N 35.920 42.214 -2.440 0.421 -2.215 -1.336 CB1 0PQ 15 0PQ CG1 C12 C 0 1 Y N N 36.760 42.929 -1.405 1.350 -3.142 -0.595 CG1 0PQ 16 0PQ CD11 C13 C 0 0 Y N N 37.096 44.266 -1.552 0.879 -3.887 0.470 CD11 0PQ 17 0PQ CD21 C14 C 0 0 Y N N 37.180 42.247 -0.275 2.673 -3.250 -0.983 CD21 0PQ 18 0PQ CE11 C15 C 0 0 Y N N 37.869 44.920 -0.613 1.731 -4.737 1.150 CE11 0PQ 19 0PQ CE21 C16 C 0 0 Y N N 37.977 42.884 0.655 3.525 -4.100 -0.303 CE21 0PQ 20 0PQ CZ1 C17 C 0 1 Y N N 38.304 44.221 0.497 3.055 -4.841 0.765 CZ1 0PQ 21 0PQ C21 C18 C 0 1 N N N 37.917 41.192 -3.618 1.737 -0.224 -0.664 C21 0PQ 22 0PQ O7 O3 O 0 1 N N N 39.020 41.729 -3.660 2.440 -0.358 -1.643 O7 0PQ 23 0PQ N1 N2 N 0 1 N N N 37.772 39.908 -3.391 2.175 0.497 0.387 N1 0PQ 24 0PQ CA C19 C 0 1 N N S 38.700 38.811 -3.212 3.541 1.027 0.393 CA 0PQ 25 0PQ C C20 C 0 1 N N N 38.780 38.054 -4.540 4.476 -0.001 0.976 C 0PQ 26 0PQ O O5 O 0 1 N N N 37.713 37.766 -5.113 4.039 -0.900 1.655 O 0PQ 27 0PQ CB2 C21 C 0 1 N N N 38.170 37.951 -2.099 3.590 2.300 1.241 CB2 0PQ 28 0PQ CG2 C22 C 0 1 Y N N 38.797 36.697 -1.586 2.750 3.369 0.591 CG2 0PQ 29 0PQ CD12 C23 C 0 0 Y N N 40.065 36.693 -1.041 1.411 3.485 0.911 CD12 0PQ 30 0PQ CD22 C24 C 0 0 Y N N 38.099 35.496 -1.628 3.321 4.237 -0.321 CD22 0PQ 31 0PQ CE12 C25 C 0 0 Y N N 40.657 35.548 -0.538 0.640 4.466 0.315 CE12 0PQ 32 0PQ CE22 C26 C 0 0 Y N N 38.674 34.340 -1.136 2.551 5.218 -0.917 CE22 0PQ 33 0PQ CZ2 C27 C 0 1 Y N N 39.947 34.361 -0.588 1.209 5.331 -0.601 CZ2 0PQ 34 0PQ OXT O6 O 0 1 N Y N 39.887 37.769 -4.990 5.795 0.082 0.740 OXT 0PQ 35 0PQ HN1 H1 H 0 1 N N N 33.633 40.682 -8.966 -2.472 1.070 -3.332 HN1 0PQ 36 0PQ HN2 H2 H 0 1 N N N 33.524 42.218 -8.423 -3.543 -0.195 -3.468 HN2 0PQ 37 0PQ HA H3 H 0 1 N N N 33.681 40.807 -6.333 -3.351 1.684 -1.205 HA 0PQ 38 0PQ HOP2 H5 H 0 0 N N N 34.836 44.148 -6.321 -2.514 -2.010 -2.455 HOP2 0PQ 39 0PQ HB1 H6 H 0 1 N N N 35.758 39.690 -8.146 -5.670 0.944 -1.678 HB1 0PQ 40 0PQ HB2 H7 H 0 1 N N N 35.361 39.186 -6.453 -5.132 -0.753 -1.656 HB2 0PQ 41 0PQ HD1 H8 H 0 1 N N N 32.805 38.624 -6.041 -5.766 2.243 0.371 HD1 0PQ 42 0PQ HD2 H9 H 0 1 N N N 34.806 38.416 -9.835 -4.488 -1.826 0.422 HD2 0PQ 43 0PQ HE1 H10 H 0 1 N N N 31.124 37.030 -6.950 -6.019 2.194 2.820 HE1 0PQ 44 0PQ HE2 H11 H 0 1 N N N 33.090 37.001 -10.708 -4.741 -1.875 2.871 HE2 0PQ 45 0PQ HZ H12 H 0 1 N N N 31.228 36.239 -9.280 -5.503 0.137 4.070 HZ 0PQ 46 0PQ HM1 H13 H 0 1 N N N 35.982 40.326 -5.041 -0.498 -0.016 -2.401 HM1 0PQ 47 0PQ HM2 H14 H 0 1 N N N 34.631 41.227 -4.223 -0.488 1.076 -0.996 HM2 0PQ 48 0PQ HA1 H16 H 0 1 N N N 36.904 42.906 -4.264 0.072 -1.010 0.415 HA1 0PQ 49 0PQ HB11 H17 H 0 0 N N N 35.032 42.835 -2.629 -0.579 -2.648 -1.362 HB11 0PQ 50 0PQ HB21 H18 H 0 0 N N N 35.644 41.235 -2.021 0.783 -2.076 -2.355 HB21 0PQ 51 0PQ HD11 H19 H 0 0 N N N 36.746 44.807 -2.419 -0.155 -3.806 0.770 HD11 0PQ 52 0PQ HD21 H20 H 0 0 N N N 36.885 41.219 -0.122 3.040 -2.671 -1.817 HD21 0PQ 53 0PQ HE11 H21 H 0 0 N N N 38.129 45.960 -0.744 1.363 -5.319 1.982 HE11 0PQ 54 0PQ HE21 H22 H 0 0 N N N 38.347 42.338 1.510 4.558 -4.185 -0.606 HE21 0PQ 55 0PQ HZ1 H23 H 0 1 N N N 38.902 44.720 1.245 3.721 -5.505 1.297 HZ1 0PQ 56 0PQ H H25 H 0 1 N N N 36.815 39.626 -3.328 1.587 0.665 1.140 H 0PQ 57 0PQ HA2 H27 H 0 1 N N N 39.713 39.144 -2.942 3.845 1.258 -0.628 HA2 0PQ 58 0PQ HB22 H28 H 0 0 N N N 38.146 38.620 -1.226 3.202 2.088 2.237 HB22 0PQ 59 0PQ HB3 H29 H 0 1 N N N 37.176 37.635 -2.449 4.621 2.645 1.319 HB3 0PQ 60 0PQ HD12 H30 H 0 0 N N N 40.617 37.621 -1.006 0.966 2.809 1.626 HD12 0PQ 61 0PQ HD22 H31 H 0 0 N N N 37.104 35.466 -2.047 4.369 4.150 -0.567 HD22 0PQ 62 0PQ HE12 H32 H 0 0 N N N 41.651 35.580 -0.116 -0.407 4.556 0.564 HE12 0PQ 63 0PQ HE22 H33 H 0 0 N N N 38.126 33.410 -1.179 2.997 5.897 -1.629 HE22 0PQ 64 0PQ HZ2 H34 H 0 1 N N N 40.384 33.453 -0.201 0.608 6.097 -1.067 HZ2 0PQ 65 0PQ HXT H35 H 0 1 N Y N 39.785 37.311 -5.816 6.355 -0.600 1.135 HXT 0PQ 66 # 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 0PQ N C20 SING N N 1 0PQ N HN1 SING N N 2 0PQ N HN2 SING N N 3 0PQ C20 P SING N N 4 0PQ C20 CB SING N N 5 0PQ C20 HA SING N N 6 0PQ P O1P DOUB N N 7 0PQ P O2P SING N N 8 0PQ O2P HOP2 SING N N 9 0PQ CB CG SING N N 10 0PQ CB HB1 SING N N 11 0PQ CB HB2 SING N N 12 0PQ CG CD1 DOUB Y N 13 0PQ CG CD2 SING Y N 14 0PQ CD1 CE1 SING Y N 15 0PQ CD1 HD1 SING N N 16 0PQ CD2 CE2 DOUB Y N 17 0PQ CD2 HD2 SING N N 18 0PQ CE1 CZ DOUB Y N 19 0PQ CE1 HE1 SING N N 20 0PQ CE2 CZ SING Y N 21 0PQ CE2 HE2 SING N N 22 0PQ CZ HZ SING N N 23 0PQ CM CA1 SING N N 24 0PQ CM HM1 SING N N 25 0PQ CM HM2 SING N N 26 0PQ CA1 CB1 SING N N 27 0PQ CA1 C21 SING N N 28 0PQ CA1 HA1 SING N N 29 0PQ CB1 CG1 SING N N 30 0PQ CB1 HB11 SING N N 31 0PQ CB1 HB21 SING N N 32 0PQ CG1 CD11 DOUB Y N 33 0PQ CG1 CD21 SING Y N 34 0PQ CD11 CE11 SING Y N 35 0PQ CD11 HD11 SING N N 36 0PQ CD21 CE21 DOUB Y N 37 0PQ CD21 HD21 SING N N 38 0PQ CE11 CZ1 DOUB Y N 39 0PQ CE11 HE11 SING N N 40 0PQ CE21 CZ1 SING Y N 41 0PQ CE21 HE21 SING N N 42 0PQ CZ1 HZ1 SING N N 43 0PQ C21 O7 DOUB N N 44 0PQ N1 CA SING N N 45 0PQ N1 H SING N N 46 0PQ CA C SING N N 47 0PQ CA CB2 SING N N 48 0PQ CA HA2 SING N N 49 0PQ C O DOUB N N 50 0PQ C OXT SING N N 51 0PQ CB2 CG2 SING N N 52 0PQ CB2 HB22 SING N N 53 0PQ CB2 HB3 SING N N 54 0PQ CG2 CD12 DOUB Y N 55 0PQ CG2 CD22 SING Y N 56 0PQ CD12 CE12 SING Y N 57 0PQ CD12 HD12 SING N N 58 0PQ CD22 CE22 DOUB Y N 59 0PQ CD22 HD22 SING N N 60 0PQ CE12 CZ2 DOUB Y N 61 0PQ CE12 HE12 SING N N 62 0PQ CE22 CZ2 SING Y N 63 0PQ CE22 HE22 SING N N 64 0PQ CZ2 HZ2 SING N N 65 0PQ OXT HXT SING N N 66 0PQ P CM SING N N 67 0PQ C21 N1 SING N N 68 # 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 0PQ SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(Cc1ccccc1)CP(=O)(O)C(N)Cc2ccccc2)Cc3ccccc3" 0PQ SMILES_CANONICAL CACTVS 3.370 "N[C@@H](Cc1ccccc1)[P](O)(=O)C[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(O)=O" 0PQ SMILES CACTVS 3.370 "N[CH](Cc1ccccc1)[P](O)(=O)C[CH](Cc2ccccc2)C(=O)N[CH](Cc3ccccc3)C(O)=O" 0PQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C[C@H](C[P@@](=O)([C@H](Cc2ccccc2)N)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)O" 0PQ SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CC(CP(=O)(C(Cc2ccccc2)N)O)C(=O)NC(Cc3ccccc3)C(=O)O" 0PQ InChI InChI 1.03 "InChI=1S/C27H31N2O5P/c28-25(18-22-14-8-3-9-15-22)35(33,34)19-23(16-20-10-4-1-5-11-20)26(30)29-24(27(31)32)17-21-12-6-2-7-13-21/h1-15,23-25H,16-19,28H2,(H,29,30)(H,31,32)(H,33,34)/t23-,24+,25-/m1/s1" 0PQ InChIKey InChI 1.03 XNPYGVCNHOXQRJ-DSNGMDLFSA-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 0PQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S)-3-[(S)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine" 0PQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-[[(2S)-2-[[[(1R)-1-azanyl-2-phenyl-ethyl]-hydroxy-phosphoryl]methyl]-3-phenyl-propanoyl]amino]-3-phenyl-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 0PQ "Create component" 2008-11-12 RCSB 0PQ "Modify aromatic_flag" 2011-06-04 RCSB 0PQ "Modify descriptor" 2011-06-04 RCSB #