data_1ZG # _chem_comp.id 1ZG _chem_comp.name "N-(3-carboxypropanoyl)-L-valyl-N-{(1R)-1-[(S)-hydroxy(oxido)phosphanyl]-2-phenylethyl}-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-08-25 _chem_comp.pdbx_modified_date 2011-07-13 _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 497.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1ZG _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 1CGH _chem_comp.pdbx_subcomponent_list "SIN VAL PRO PPH" _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 1ZG C1 C1 C 0 1 N N N 13.529 47.374 -0.405 8.552 -1.996 0.483 C1 SIN 1 1ZG O1 O1 O 0 1 N N N 12.629 47.356 -1.278 8.073 -3.066 0.776 O1 SIN 2 1ZG O2 O2 O 0 1 N N N 14.879 47.872 -0.578 9.885 -1.847 0.436 O2 SIN 3 1ZG C2 C2 C 0 1 N N N 13.079 46.708 0.910 7.653 -0.830 0.163 C2 SIN 4 1ZG C3 C3 C 0 1 N N N 14.191 45.931 1.666 6.191 -1.265 0.282 C3 SIN 5 1ZG C4 C4 C 0 1 N N N 13.679 45.298 2.936 5.292 -0.099 -0.038 C4 SIN 6 1ZG O3 O3 O 0 1 N N N 13.739 45.940 3.995 5.772 0.974 -0.332 O3 SIN 7 1ZG N N1 N 0 1 N N N 12.810 44.301 2.755 3.953 -0.250 0.004 N VAL 8 1ZG CA C5 C 0 1 N N S 12.041 43.758 3.871 3.079 0.884 -0.307 CA VAL 9 1ZG C C6 C 0 1 N N N 12.652 42.409 4.280 1.745 0.690 0.368 C VAL 10 1ZG O O5 O 0 1 N N N 13.453 41.848 3.526 1.356 -0.428 0.631 O VAL 11 1ZG CB C7 C 0 1 N N N 10.489 43.627 3.521 2.875 0.970 -1.821 CB VAL 12 1ZG CG1 C8 C 0 1 N N N 10.223 42.582 2.475 4.204 1.318 -2.496 CG1 VAL 13 1ZG CG2 C9 C 0 1 N N N 9.717 43.291 4.742 2.374 -0.376 -2.346 CG2 VAL 14 1ZG N1 N2 N 0 1 N N N 13.052 42.111 5.534 0.987 1.760 0.681 N PRO 15 1ZG CA1 C10 C 0 1 N N S 13.481 40.773 5.960 -0.285 1.722 1.417 CA PRO 16 1ZG C5 C11 C 0 1 N N N 12.541 39.659 5.491 -1.283 0.872 0.673 C PRO 17 1ZG O4 O7 O 0 1 N N N 11.318 39.848 5.472 -0.970 0.345 -0.373 O PRO 18 1ZG CB1 C12 C 0 1 N N N 13.559 40.901 7.489 -0.801 3.173 1.514 CB PRO 19 1ZG CG C13 C 0 1 N N N 12.652 41.991 7.819 -0.077 3.879 0.338 CG PRO 20 1ZG CD C14 C 0 1 N N N 12.789 42.971 6.703 1.298 3.161 0.346 CD PRO 21 1ZG N2 N3 N 0 1 N N N 13.115 38.513 5.090 -2.524 0.698 1.170 N1 PPH 22 1ZG CA2 C15 C 0 1 N N R 12.551 37.670 4.736 -3.494 -0.128 0.447 C1 PPH 23 1ZG P P1 P 0 1 N N N 12.444 36.281 5.881 -4.720 0.947 -0.368 P1 PPH 24 1ZG O1P O9 O 0 1 N N N 11.505 35.077 5.533 -5.506 1.666 0.659 O1 PPH 25 1ZG O2P O10 O 0 1 N N N 11.794 36.747 7.154 -3.960 2.014 -1.305 O3 PPH 26 1ZG CB2 C16 C 0 1 N N N 12.836 36.982 3.368 -4.206 -1.058 1.431 C2 PPH 27 1ZG CG3 C17 C 0 1 Y N N 12.673 37.769 2.074 -5.203 -1.908 0.687 C3 PPH 28 1ZG CD1 C18 C 0 1 Y N N 11.584 38.639 1.894 -4.819 -3.130 0.168 C4 PPH 29 1ZG CD2 C19 C 0 1 Y N N 13.603 37.650 1.049 -6.504 -1.467 0.529 C8 PPH 30 1ZG CE1 C20 C 0 1 Y N N 11.432 39.379 0.700 -5.734 -3.909 -0.514 C5 PPH 31 1ZG CE2 C21 C 0 1 Y N N 13.460 38.393 -0.158 -7.419 -2.247 -0.153 C7 PPH 32 1ZG CZ C22 C 0 1 Y N N 12.378 39.251 -0.325 -7.034 -3.467 -0.677 C6 PPH 33 1ZG OGG OGG O 0 1 N Y N 13.988 35.933 5.966 -5.707 0.049 -1.269 O2 PPH 34 1ZG HO2 H1 H 0 1 N N N 14.988 48.190 -1.466 10.421 -2.625 0.646 HO2 SIN 35 1ZG H21 H2 H 0 1 N N N 12.713 47.502 1.578 7.848 -0.017 0.863 H21 SIN 36 1ZG H22 H3 H 0 1 N N N 12.313 45.967 0.637 7.848 -0.488 -0.854 H22 SIN 37 1ZG H31 H4 H 0 1 N N N 14.573 45.137 1.008 5.996 -2.078 -0.417 H31 SIN 38 1ZG H32 H5 H 0 1 N N N 14.981 46.647 1.938 5.996 -1.607 1.299 H32 SIN 39 1ZG H H7 H 0 1 N N N 12.684 43.919 1.839 3.568 -1.109 0.239 H VAL 40 1ZG HA H9 H 0 1 N N N 12.098 44.455 4.721 3.537 1.805 0.051 HA VAL 41 1ZG HB H10 H 0 1 N N N 10.171 44.601 3.120 2.141 1.744 -2.046 HB VAL 42 1ZG HG11 H11 H 0 0 N N N 10.158 43.060 1.486 4.938 0.544 -2.271 HG11 VAL 43 1ZG HG12 H12 H 0 0 N N N 11.042 41.848 2.474 4.059 1.380 -3.574 HG12 VAL 44 1ZG HG13 H13 H 0 0 N N N 9.274 42.073 2.699 4.561 2.277 -2.122 HG13 VAL 45 1ZG HG21 H14 H 0 0 N N N 10.402 43.208 5.598 1.427 -0.624 -1.866 HG21 VAL 46 1ZG HG22 H15 H 0 0 N N N 8.979 44.083 4.939 2.228 -0.315 -3.425 HG22 VAL 47 1ZG HG23 H16 H 0 0 N N N 9.197 42.333 4.595 3.108 -1.150 -2.122 HG23 VAL 48 1ZG HA1 H19 H 0 1 N N N 14.440 40.473 5.513 -0.124 1.316 2.415 HA PRO 49 1ZG HB2 H20 H 0 1 N N N 13.249 39.967 7.980 -1.882 3.208 1.378 HB2 PRO 50 1ZG HB3 H21 H 0 1 N N N 14.584 41.098 7.835 -0.517 3.620 2.467 HB3 PRO 51 1ZG HG2 H22 H 0 1 N N N 11.616 41.629 7.897 -0.603 3.712 -0.602 HG2 PRO 52 1ZG HG3 H23 H 0 1 N N N 12.896 42.444 8.791 0.040 4.945 0.534 HG3 PRO 53 1ZG HD2 H24 H 0 1 N N N 13.614 43.677 6.881 1.951 3.596 1.103 HD2 PRO 54 1ZG HD3 H25 H 0 1 N N N 11.900 43.607 6.578 1.763 3.222 -0.638 HD3 PRO 55 1ZG HN2 H28 H 0 1 N N N 14.112 38.441 5.122 -2.774 1.120 2.007 H3 PPH 56 1ZG HA2 H29 H 0 1 N N N 11.638 38.271 4.615 -2.975 -0.723 -0.305 H2 PPH 57 1ZG H1 H30 H 0 1 N Y N 14.346 35.863 5.089 -5.258 -0.451 -1.964 H1 PPH 58 1ZG HOP2 H31 H 0 0 N N N 12.454 36.845 7.830 -4.551 2.620 -1.771 H12 PPH 59 1ZG HB1 H32 H 0 1 N N N 13.888 36.661 3.400 -3.473 -1.701 1.919 H5 PPH 60 1ZG HB21 H33 H 0 0 N N N 12.060 36.205 3.300 -4.724 -0.463 2.183 H6 PPH 61 1ZG HD1 H34 H 0 1 N N N 10.852 38.744 2.681 -3.804 -3.476 0.296 H7 PPH 62 1ZG HD21 H35 H 0 0 N N N 14.446 36.985 1.169 -6.805 -0.515 0.939 H11 PPH 63 1ZG HE1 H36 H 0 1 N N N 10.588 40.042 0.578 -5.434 -4.864 -0.920 H8 PPH 64 1ZG HE2 H37 H 0 1 N N N 14.193 38.290 -0.945 -8.436 -1.903 -0.277 H10 PPH 65 1ZG HZ H38 H 0 1 N N N 12.268 39.815 -1.239 -7.749 -4.076 -1.211 H9 PPH 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 1ZG C1 O1 DOUB N N 1 1ZG C1 O2 SING N N 2 1ZG C1 C2 SING N N 3 1ZG O2 HO2 SING N N 4 1ZG C2 C3 SING N N 5 1ZG C2 H21 SING N N 6 1ZG C2 H22 SING N N 7 1ZG C3 C4 SING N N 8 1ZG C3 H31 SING N N 9 1ZG C3 H32 SING N N 10 1ZG C4 O3 DOUB N N 11 1ZG N CA SING N N 12 1ZG N H SING N N 13 1ZG CA C SING N N 14 1ZG CA CB SING N N 15 1ZG CA HA SING N N 16 1ZG C O DOUB N N 17 1ZG CB CG1 SING N N 18 1ZG CB CG2 SING N N 19 1ZG CB HB SING N N 20 1ZG CG1 HG11 SING N N 21 1ZG CG1 HG12 SING N N 22 1ZG CG1 HG13 SING N N 23 1ZG CG2 HG21 SING N N 24 1ZG CG2 HG22 SING N N 25 1ZG CG2 HG23 SING N N 26 1ZG N1 CA1 SING N N 27 1ZG N1 CD SING N N 28 1ZG CA1 C5 SING N N 29 1ZG CA1 CB1 SING N N 30 1ZG CA1 HA1 SING N N 31 1ZG C5 O4 DOUB N N 32 1ZG CB1 CG SING N N 33 1ZG CB1 HB2 SING N N 34 1ZG CB1 HB3 SING N N 35 1ZG CG CD SING N N 36 1ZG CG HG2 SING N N 37 1ZG CG HG3 SING N N 38 1ZG CD HD2 SING N N 39 1ZG CD HD3 SING N N 40 1ZG N2 CA2 SING N N 41 1ZG N2 HN2 SING N N 42 1ZG CA2 P SING N N 43 1ZG CA2 CB2 SING N N 44 1ZG CA2 HA2 SING N N 45 1ZG P O1P DOUB N N 46 1ZG P O2P SING N N 47 1ZG P OGG SING N N 48 1ZG O2P HOP2 SING N N 49 1ZG CB2 CG3 SING N N 50 1ZG CB2 HB1 SING N N 51 1ZG CB2 HB21 SING N N 52 1ZG CG3 CD1 DOUB Y N 53 1ZG CG3 CD2 SING Y N 54 1ZG CD1 CE1 SING Y N 55 1ZG CD1 HD1 SING N N 56 1ZG CD2 CE2 DOUB Y N 57 1ZG CD2 HD21 SING N N 58 1ZG CE1 CZ DOUB Y N 59 1ZG CE1 HE1 SING N N 60 1ZG CE2 CZ SING Y N 61 1ZG CE2 HE2 SING N N 62 1ZG CZ HZ SING N N 63 1ZG C4 N SING N N 64 1ZG C N1 SING N N 65 1ZG C5 N2 SING N N 66 1ZG OGG H1 SING N N 67 # 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 1ZG SMILES ACDLabs 10.04 "O=C(NC(Cc1ccccc1)P(=O)(O)O)C2N(C(=O)C(NC(=O)CCC(=O)O)C(C)C)CCC2" 1ZG SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)CCC(O)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)[P](O)(O)=O" 1ZG SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)CCC(O)=O)C(=O)N1CCC[CH]1C(=O)N[CH](Cc2ccccc2)[P](O)(O)=O" 1ZG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)P(=O)(O)O)NC(=O)CCC(=O)O" 1ZG SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)N1CCCC1C(=O)NC(Cc2ccccc2)P(=O)(O)O)NC(=O)CCC(=O)O" 1ZG InChI InChI 1.03 "InChI=1S/C22H32N3O8P/c1-14(2)20(23-17(26)10-11-19(27)28)22(30)25-12-6-9-16(25)21(29)24-18(34(31,32)33)13-15-7-4-3-5-8-15/h3-5,7-8,14,16,18,20H,6,9-13H2,1-2H3,(H,23,26)(H,24,29)(H,27,28)(H2,31,32,33)/t16-,18+,20-/m0/s1" 1ZG InChIKey InChI 1.03 KPGFVOVOBVGIMY-HQRMLTQVSA-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 1ZG "SYSTEMATIC NAME" ACDLabs 10.04 "N-(3-carboxypropanoyl)-L-valyl-N-[(1R)-2-phenyl-1-phosphonoethyl]-L-prolinamide" 1ZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(2S)-3-methyl-1-oxo-1-[(2S)-2-[[(1R)-2-phenyl-1-phosphono-ethyl]carbamoyl]pyrrolidin-1-yl]butan-2-yl]amino]-4-oxo-butanoic 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 1ZG "Create component" 2008-08-25 RCSB 1ZG "Modify aromatic_flag" 2011-06-04 RCSB 1ZG "Modify descriptor" 2011-06-04 RCSB #