data_PNE # _chem_comp.id PNE _chem_comp.name "PARA-NITROPHENYL PHOSPHONOBUTANOYL L-ALANINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H17 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-01-03 _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 360.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PNE _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1KN2 _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 PNE P1 P1 P 0 1 N N R 14.347 37.618 62.596 -3.761 -4.756 3.725 P1 PNE 1 PNE O1 O1 O 0 1 N N N 13.168 37.077 61.605 -3.926 -3.772 4.986 O1 PNE 2 PNE O2 O2 O 0 1 N N N 14.597 39.020 62.265 -4.485 -6.126 4.169 O2 PNE 3 PNE O3 O3 O 0 1 N N N 13.993 37.281 63.980 -4.140 -4.213 2.388 O3 PNE 4 PNE C8 C8 C 0 1 N N N 15.728 36.655 62.118 -2.015 -5.206 3.827 C8 PNE 5 PNE C9 C9 C 0 1 N N N 16.156 36.944 60.694 -1.068 -4.039 3.579 C9 PNE 6 PNE C10 C10 C 0 1 N N N 17.393 36.101 60.385 0.398 -4.454 3.681 C10 PNE 7 PNE C11 C11 C 0 1 N N N 17.771 36.081 58.893 1.346 -3.285 3.475 C11 PNE 8 PNE N2 N2 N 0 1 N N N 17.167 35.130 58.115 2.672 -3.681 3.572 N2 PNE 9 PNE O6 O6 O 0 1 N N N 18.630 36.890 58.438 0.963 -2.141 3.248 O6 PNE 10 PNE C12 C12 C 0 1 N N R 17.433 34.939 56.652 3.779 -2.767 3.412 C12 PNE 11 PNE C1L C1L C 0 1 N N N 18.215 33.714 56.059 4.161 -2.202 4.770 C1L PNE 12 PNE C13 C13 C 0 1 N N N 16.999 36.116 55.741 4.915 -3.538 2.788 C13 PNE 13 PNE O7 O7 O 0 1 N N N 16.017 36.830 56.068 5.173 -4.719 2.970 O7 PNE 14 PNE O8 O8 O 0 1 N N N 17.644 36.293 54.654 5.631 -2.738 1.954 O8 PNE 15 PNE C1 C1 C 0 1 Y N N 11.899 37.631 61.666 -5.096 -3.158 5.341 C1 PNE 16 PNE C2 C2 C 0 1 Y N N 11.689 38.928 61.114 -5.126 -2.321 6.452 C2 PNE 17 PNE C6 C6 C 0 1 Y N N 10.906 36.877 62.311 -6.245 -3.371 4.586 C6 PNE 18 PNE C4 C4 C 0 1 Y N N 9.403 38.795 61.867 -7.473 -1.902 6.060 C4 PNE 19 PNE C5 C5 C 0 1 Y N N 9.639 37.486 62.405 -7.436 -2.741 4.946 C5 PNE 20 PNE C3 C3 C 0 1 Y N N 10.418 39.501 61.226 -6.317 -1.692 6.813 C3 PNE 21 PNE N1 N1 N 1 1 N N N 8.069 39.415 62.051 -8.686 -1.263 6.427 N1 PNE 22 PNE O4 O4 O 0 1 N N N 7.841 40.565 61.610 -8.697 -0.512 7.433 O4 PNE 23 PNE O5 O5 O -1 1 N N N 7.183 38.761 62.680 -9.714 -1.466 5.737 O5 PNE 24 PNE HO2 HO2 H 0 1 N N N 15.283 39.335 62.842 -5.465 -6.165 4.159 HO2 PNE 25 PNE HC81 1HC8 H 0 0 N N N 15.535 35.567 62.270 -1.840 -5.603 4.833 HC81 PNE 26 PNE HC82 2HC8 H 0 0 N N N 16.577 36.784 62.830 -1.821 -6.016 3.117 HC82 PNE 27 PNE HC91 1HC9 H 0 0 N N N 16.319 38.031 60.507 -1.262 -3.618 2.585 HC91 PNE 28 PNE HC92 2HC9 H 0 0 N N N 15.334 36.786 59.958 -1.278 -3.248 4.309 HC92 PNE 29 PNE H101 1H10 H 0 0 N N N 17.269 35.063 60.773 0.596 -4.885 4.670 H101 PNE 30 PNE H102 2H10 H 0 0 N N N 18.259 36.430 61.006 0.632 -5.214 2.928 H102 PNE 31 PNE HN2 HN2 H 0 1 N N N 16.506 34.553 58.635 2.873 -4.658 3.764 HN2 PNE 32 PNE H12 H12 H 0 1 N N N 17.034 33.903 56.550 3.467 -1.975 2.724 H12 PNE 33 PNE H1L1 1H1L H 0 0 N N N 17.705 32.792 56.423 4.973 -1.473 4.679 H1L1 PNE 34 PNE H1L2 2H1L H 0 0 N N N 18.413 33.572 54.971 3.308 -1.703 5.240 H1L2 PNE 35 PNE H1L3 3H1L H 0 0 N N N 19.200 33.669 56.580 4.502 -2.992 5.449 H1L3 PNE 36 PNE HO8 HO8 H 0 1 N N N 17.378 37.014 54.096 6.367 -3.224 1.525 HO8 PNE 37 PNE HC2 HC2 H 0 1 N N N 12.498 39.480 60.608 -4.229 -2.153 7.042 HC2 PNE 38 PNE HC6 HC6 H 0 1 N N N 11.108 35.872 62.717 -6.222 -4.023 3.717 HC6 PNE 39 PNE HC5 HC5 H 0 1 N N N 8.825 36.933 62.904 -8.330 -2.914 4.351 HC5 PNE 40 PNE HC3 HC3 H 0 1 N N N 10.217 40.503 60.812 -6.332 -1.040 7.682 HC3 PNE 41 # 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 PNE P1 O1 SING N N 1 PNE P1 O2 SING N N 2 PNE P1 O3 DOUB N N 3 PNE P1 C8 SING N N 4 PNE O1 C1 SING N N 5 PNE O2 HO2 SING N N 6 PNE C8 C9 SING N N 7 PNE C8 HC81 SING N N 8 PNE C8 HC82 SING N N 9 PNE C9 C10 SING N N 10 PNE C9 HC91 SING N N 11 PNE C9 HC92 SING N N 12 PNE C10 C11 SING N N 13 PNE C10 H101 SING N N 14 PNE C10 H102 SING N N 15 PNE C11 N2 SING N N 16 PNE C11 O6 DOUB N N 17 PNE N2 C12 SING N N 18 PNE N2 HN2 SING N N 19 PNE C12 C1L SING N N 20 PNE C12 C13 SING N N 21 PNE C12 H12 SING N N 22 PNE C1L H1L1 SING N N 23 PNE C1L H1L2 SING N N 24 PNE C1L H1L3 SING N N 25 PNE C13 O7 DOUB N N 26 PNE C13 O8 SING N N 27 PNE O8 HO8 SING N N 28 PNE C1 C2 DOUB Y N 29 PNE C1 C6 SING Y N 30 PNE C2 C3 SING Y N 31 PNE C2 HC2 SING N N 32 PNE C6 C5 DOUB Y N 33 PNE C6 HC6 SING N N 34 PNE C4 C5 SING Y N 35 PNE C4 C3 DOUB Y N 36 PNE C4 N1 SING N N 37 PNE C5 HC5 SING N N 38 PNE C3 HC3 SING N N 39 PNE N1 O4 DOUB N N 40 PNE N1 O5 SING N N 41 # 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 PNE SMILES ACDLabs 10.04 "O=P(Oc1ccc(cc1)[N+]([O-])=O)(O)CCCC(=O)NC(C(=O)O)C" PNE SMILES_CANONICAL CACTVS 3.341 "C[C@@H](NC(=O)CCC[P@](O)(=O)Oc1ccc(cc1)[N+]([O-])=O)C(O)=O" PNE SMILES CACTVS 3.341 "C[CH](NC(=O)CCC[P](O)(=O)Oc1ccc(cc1)[N+]([O-])=O)C(O)=O" PNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C(=O)O)NC(=O)CCC[P@@](=O)(O)Oc1ccc(cc1)[N+](=O)[O-]" PNE SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)O)NC(=O)CCCP(=O)(O)Oc1ccc(cc1)[N+](=O)[O-]" PNE InChI InChI 1.03 "InChI=1S/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/t9-/m1/s1" PNE InChIKey InChI 1.03 KBXXIYHMPQZHCH-SECBINFHSA-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 PNE "SYSTEMATIC NAME" ACDLabs 10.04 "N-{4-[(R)-hydroxy(4-nitrophenoxy)phosphoryl]butanoyl}-D-alanine" PNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[hydroxy-(4-nitrophenoxy)phosphoryl]butanoylamino]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 PNE "Create component" 2002-01-03 RCSB PNE "Modify descriptor" 2011-06-04 RCSB #