data_0H8 # _chem_comp.id 0H8 _chem_comp.name "N-(3-carboxypropanoyl)-L-valyl-N-[(1R)-5-amino-1-phosphonopentyl]-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H35 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 2009-01-16 _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 478.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0H8 _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 1AU8 _chem_comp.pdbx_subcomponent_list "SIN VAL PRO KPH" _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 0H8 C1 C1 C 0 1 N N N 13.618 47.091 -0.462 8.522 -1.936 0.355 C1 SIN 1 0H8 O1 O1 O 0 1 N N N 12.759 47.239 -1.390 8.087 -3.050 0.530 O1 SIN 2 0H8 O2 O2 O 0 1 N N N 14.898 47.730 -0.512 9.847 -1.722 0.373 O2 SIN 3 0H8 C2 C2 C 0 1 N N N 13.130 46.469 0.846 7.577 -0.788 0.110 C2 SIN 4 0H8 C3 C3 C 0 1 N N N 14.260 45.730 1.595 6.135 -1.300 0.133 C3 SIN 5 0H8 C4 C4 C 0 1 N N N 13.725 45.055 2.837 5.190 -0.152 -0.112 C4 SIN 6 0H8 O4 O4 O 0 1 N N N 13.975 45.531 3.946 5.627 0.966 -0.288 O4 SIN 7 0H8 N N N 0 1 N N N 12.719 44.213 2.630 3.860 -0.367 -0.136 N VAL 8 0H8 CA CA C 0 1 N N S 11.946 43.672 3.731 2.942 0.749 -0.374 CA VAL 9 0H8 C C C 0 1 N N N 12.542 42.334 4.164 1.598 0.431 0.229 C VAL 10 0H8 O O O 0 1 N N N 13.299 41.721 3.414 1.160 -0.698 0.174 O VAL 11 0H8 CB CB C 0 1 N N N 10.441 43.518 3.351 2.785 0.968 -1.880 CB VAL 12 0H8 CG1 CG1 C 0 1 N N N 10.246 42.449 2.302 2.235 -0.305 -2.527 CG1 VAL 13 0H8 CG2 CG2 C 0 1 N N N 9.615 43.197 4.578 1.817 2.126 -2.129 CG2 VAL 14 0H8 N1 N1 N 0 1 N N N 13.158 41.913 5.284 0.883 1.403 0.831 N PRO 15 0H8 CA1 CA1 C 0 1 N N S 13.610 40.585 5.719 -0.393 1.215 1.537 CA PRO 16 0H8 C5 C5 C 0 1 N N N 12.653 39.471 5.305 -1.422 0.645 0.595 C PRO 17 0H8 O3 O3 O 0 1 N N N 11.447 39.661 5.291 -1.126 0.415 -0.558 O PRO 18 0H8 CB1 CB1 C 0 1 N N N 13.720 40.740 7.244 -0.849 2.602 2.036 CB PRO 19 0H8 CG CG C 0 1 N N N 12.756 41.797 7.568 -0.091 3.576 1.095 CG PRO 20 0H8 CD CD C 0 1 N N N 12.941 42.789 6.446 1.253 2.828 0.894 CD PRO 21 0H8 N2 N2 N 0 1 N N N 13.202 38.334 4.894 -2.671 0.391 1.034 N1 KPH 22 0H8 CA2 CA2 C 0 1 N N R 12.555 37.538 4.613 -3.671 -0.162 0.118 CA KPH 23 0H8 P P P 0 1 N N N 12.531 36.194 5.846 -4.848 1.146 -0.359 P1 KPH 24 0H8 O1P O1P O 0 1 N N N 11.846 36.813 7.097 -5.608 1.584 0.833 O1 KPH 25 0H8 O2P O2P O 0 1 N N N 11.424 35.109 5.549 -4.041 2.397 -0.970 O2 KPH 26 0H8 CB2 CB2 C 0 1 N N N 13.018 36.857 3.320 -4.424 -1.298 0.812 CB KPH 27 0H8 CG3 CG3 C 0 1 N N N 12.836 37.792 2.167 -5.469 -1.877 -0.144 CG KPH 28 0H8 CD1 CD1 C 0 1 N N N 13.394 37.141 0.886 -6.223 -3.013 0.550 CD KPH 29 0H8 CE CE C 0 1 N N N 13.259 38.177 -0.195 -7.268 -3.591 -0.407 CE KPH 30 0H8 NZ NZ N 0 1 N N N 13.855 37.733 -1.426 -7.991 -4.682 0.260 NZ KPH 31 0H8 HO2 HO2 H 0 1 N N N 14.966 48.241 -1.310 10.413 -2.490 0.530 HO2 SIN 32 0H8 H21 H21 H 0 1 N N N 12.745 47.271 1.494 7.708 -0.037 0.889 H21 SIN 33 0H8 H22 H22 H 0 1 N N N 12.332 45.748 0.615 7.789 -0.344 -0.863 H22 SIN 34 0H8 H31 H31 H 0 1 N N N 14.693 44.968 0.930 6.004 -2.051 -0.646 H31 SIN 35 0H8 H32 H32 H 0 1 N N N 15.033 46.456 1.886 5.923 -1.744 1.105 H32 SIN 36 0H8 H H H 0 1 N N N 12.490 43.946 1.694 3.511 -1.261 0.004 H VAL 37 0H8 HA HA H 0 1 N N N 11.995 44.377 4.574 3.342 1.653 0.085 HA VAL 38 0H8 HB HB H 0 1 N N N 10.102 44.477 2.931 3.756 1.206 -2.316 HB VAL 39 0H8 HG11 HG11 H 0 0 N N N 9.177 42.366 2.057 1.264 -0.543 -2.091 HG11 VAL 40 0H8 HG12 HG12 H 0 0 N N N 10.810 42.717 1.396 2.123 -0.149 -3.599 HG12 VAL 41 0H8 HG13 HG13 H 0 0 N N N 10.610 41.485 2.689 2.924 -1.130 -2.349 HG13 VAL 42 0H8 HG21 HG21 H 0 0 N N N 8.558 43.092 4.292 2.259 3.054 -1.766 HG21 VAL 43 0H8 HG22 HG22 H 0 0 N N N 9.970 42.255 5.022 1.620 2.212 -3.198 HG22 VAL 44 0H8 HG23 HG23 H 0 0 N N N 9.717 44.010 5.312 0.882 1.938 -1.602 HG23 VAL 45 0H8 HA1 HA1 H 0 1 N N N 14.559 40.283 5.252 -0.252 0.542 2.383 HA PRO 46 0H8 HB2 HB2 H 0 1 N N N 13.471 39.801 7.760 -1.927 2.717 1.923 HB2 PRO 47 0H8 HB3 HB3 H 0 1 N N N 14.740 41.024 7.544 -0.550 2.757 3.073 HB3 PRO 48 0H8 HG2 HG2 H 0 1 N N N 11.727 41.410 7.601 -0.620 3.697 0.150 HG2 PRO 49 0H8 HG3 HG3 H 0 1 N N N 12.966 42.250 8.548 0.068 4.540 1.578 HG3 PRO 50 0H8 HD2 HD2 H 0 1 N N N 13.798 43.455 6.624 1.920 3.010 1.737 HD2 PRO 51 0H8 HD3 HD3 H 0 1 N N N 12.058 43.432 6.316 1.724 3.140 -0.038 HD3 PRO 52 0H8 HN2 HN2 H 0 1 N N N 14.196 38.229 4.850 -2.907 0.576 1.957 HN2 KPH 53 0H8 HA2 HA2 H 0 1 N N N 11.569 38.014 4.507 -3.174 -0.547 -0.773 HA KPH 54 0H8 HOP2 HOP2 H 0 0 N N N 10.731 35.178 6.195 -4.605 3.132 -1.246 HOP2 KPH 55 0H8 HB1 HB1 H 0 1 N N N 14.081 36.588 3.409 -3.721 -2.080 1.098 HB1 KPH 56 0H8 HB21 HB21 H 0 0 N N N 12.422 35.948 3.152 -4.921 -0.914 1.703 HB2 KPH 57 0H8 HG1 HG1 H 0 1 N N N 11.765 38.006 2.033 -6.173 -1.095 -0.429 HG1 KPH 58 0H8 HG24 HG24 H 0 0 N N N 13.375 38.730 2.367 -4.973 -2.261 -1.035 HG2 KPH 59 0H8 HD1 HD1 H 0 1 N N N 14.448 36.857 1.022 -5.519 -3.795 0.835 HD1 KPH 60 0H8 HD21 HD21 H 0 0 N N N 12.824 36.236 0.630 -6.719 -2.628 1.441 HD2 KPH 61 0H8 HE1 HE1 H 0 1 N N N 12.190 38.372 -0.368 -7.971 -2.809 -0.692 HE1 KPH 62 0H8 HE2 HE2 H 0 1 N N N 13.764 39.098 0.131 -6.771 -3.976 -1.298 HE2 KPH 63 0H8 HNZ1 HNZ1 H 0 0 N N N 13.749 38.442 -2.123 -8.688 -5.081 -0.352 HNZ1 KPH 64 0H8 HNZ2 HNZ2 H 0 0 N N N 14.828 37.553 -1.279 -7.353 -5.390 0.591 HNZ2 KPH 65 0H8 O8 O8 O 0 1 N Y N 14.128 35.560 5.931 -5.868 0.572 -1.465 O3 KPH 66 0H8 H35 H35 H 0 1 N Y N 14.463 35.661 6.814 -5.438 0.266 -2.275 H15 KPH 67 # 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 0H8 C1 O1 DOUB N N 1 0H8 C1 O2 SING N N 2 0H8 C1 C2 SING N N 3 0H8 O2 HO2 SING N N 4 0H8 C2 C3 SING N N 5 0H8 C2 H21 SING N N 6 0H8 C2 H22 SING N N 7 0H8 C3 C4 SING N N 8 0H8 C3 H31 SING N N 9 0H8 C3 H32 SING N N 10 0H8 C4 O4 DOUB N N 11 0H8 C4 N SING N N 12 0H8 N CA SING N N 13 0H8 N H SING N N 14 0H8 CA C SING N N 15 0H8 CA CB SING N N 16 0H8 CA HA SING N N 17 0H8 C O DOUB N N 18 0H8 C N1 SING N N 19 0H8 CB CG1 SING N N 20 0H8 CB CG2 SING N N 21 0H8 CB HB SING N N 22 0H8 CG1 HG11 SING N N 23 0H8 CG1 HG12 SING N N 24 0H8 CG1 HG13 SING N N 25 0H8 CG2 HG21 SING N N 26 0H8 CG2 HG22 SING N N 27 0H8 CG2 HG23 SING N N 28 0H8 N1 CA1 SING N N 29 0H8 N1 CD SING N N 30 0H8 CA1 C5 SING N N 31 0H8 CA1 CB1 SING N N 32 0H8 CA1 HA1 SING N N 33 0H8 C5 O3 DOUB N N 34 0H8 C5 N2 SING N N 35 0H8 CB1 CG SING N N 36 0H8 CB1 HB2 SING N N 37 0H8 CB1 HB3 SING N N 38 0H8 CG CD SING N N 39 0H8 CG HG2 SING N N 40 0H8 CG HG3 SING N N 41 0H8 CD HD2 SING N N 42 0H8 CD HD3 SING N N 43 0H8 N2 CA2 SING N N 44 0H8 N2 HN2 SING N N 45 0H8 CA2 P SING N N 46 0H8 CA2 CB2 SING N N 47 0H8 CA2 HA2 SING N N 48 0H8 P O1P DOUB N N 49 0H8 P O2P SING N N 50 0H8 O2P HOP2 SING N N 51 0H8 CB2 CG3 SING N N 52 0H8 CB2 HB1 SING N N 53 0H8 CB2 HB21 SING N N 54 0H8 CG3 CD1 SING N N 55 0H8 CG3 HG1 SING N N 56 0H8 CG3 HG24 SING N N 57 0H8 CD1 CE SING N N 58 0H8 CD1 HD1 SING N N 59 0H8 CD1 HD21 SING N N 60 0H8 CE NZ SING N N 61 0H8 CE HE1 SING N N 62 0H8 CE HE2 SING N N 63 0H8 NZ HNZ1 SING N N 64 0H8 NZ HNZ2 SING N N 65 0H8 O8 P SING N N 66 0H8 O8 H35 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 0H8 SMILES ACDLabs 12.01 "O=C(NC(CCCCN)P(=O)(O)O)C1N(C(=O)C(NC(=O)CCC(=O)O)C(C)C)CCC1" 0H8 SMILES_CANONICAL CACTVS 3.370 "CC(C)[C@H](NC(=O)CCC(O)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)[P](O)(O)=O" 0H8 SMILES CACTVS 3.370 "CC(C)[CH](NC(=O)CCC(O)=O)C(=O)N1CCC[CH]1C(=O)N[CH](CCCCN)[P](O)(O)=O" 0H8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)P(=O)(O)O)NC(=O)CCC(=O)O" 0H8 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)C(C(=O)N1CCCC1C(=O)NC(CCCCN)P(=O)(O)O)NC(=O)CCC(=O)O" 0H8 InChI InChI 1.03 "InChI=1S/C19H35N4O8P/c1-12(2)17(21-14(24)8-9-16(25)26)19(28)23-11-5-6-13(23)18(27)22-15(32(29,30)31)7-3-4-10-20/h12-13,15,17H,3-11,20H2,1-2H3,(H,21,24)(H,22,27)(H,25,26)(H2,29,30,31)/t13-,15+,17-/m0/s1" 0H8 InChIKey InChI 1.03 POVVCGMAFFRCCC-LXZKKBNFSA-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 0H8 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-carboxypropanoyl)-L-valyl-N-[(1R)-5-amino-1-phosphonopentyl]-L-prolinamide" 0H8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[[(2S)-1-[(2S)-2-[[(1R)-5-azanyl-1-phosphono-pentyl]carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxo-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 0H8 "Create component" 2009-01-16 RCSB 0H8 "Modify descriptor" 2011-06-04 RCSB #