data_GVL # _chem_comp.id GVL _chem_comp.name "O-[(R)-{[(3R)-4-AMINO-3-HYDROXY-2,2-DIMETHYL-4-OXOBUTYL]OXY}(HYDROXY)PHOSPHORYL]-L-SERINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C9 H19 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id SER _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-03-09 _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 314.230 _chem_comp.one_letter_code S _chem_comp.three_letter_code GVL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2UV8 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 GVL O O O 0 1 N N N -14.182 -21.951 -23.662 1.463 -9.953 -2.814 O GVL 1 GVL C C C 0 1 N N N -14.123 -22.891 -22.871 2.131 -8.930 -2.729 C GVL 2 GVL CA CA C 0 1 N N N -14.211 -24.352 -23.379 2.218 -7.855 -3.793 CA GVL 3 GVL N N N 0 1 N N N -13.936 -25.336 -22.292 2.171 -8.515 -5.075 N GVL 4 GVL CB CB C 0 1 N N N -15.600 -24.610 -23.955 1.083 -6.854 -3.635 CB GVL 5 GVL O25 O25 O 0 1 N N N -16.570 -24.329 -22.945 1.154 -6.270 -2.346 O25 GVL 6 GVL P24 P24 P 0 1 N N N -18.156 -24.442 -23.210 0.064 -5.160 -1.897 P24 GVL 7 GVL O23 O23 O 0 1 N N N -18.312 -24.584 -24.837 0.392 -4.874 -0.339 O23 GVL 8 GVL O26 O26 O 0 1 N N N -18.735 -25.603 -22.488 0.024 -3.925 -2.752 O26 GVL 9 GVL O27 O27 O 0 1 N N N -18.767 -22.999 -22.731 -1.316 -6.001 -1.840 O27 GVL 10 GVL C28 C28 C 0 1 N N N -18.199 -22.269 -21.611 -1.350 -7.184 -1.048 C28 GVL 11 GVL C29 C29 C 0 1 N N N -18.980 -20.988 -21.307 -2.744 -7.855 -1.112 C29 GVL 12 GVL C30 C30 C 0 1 N N N -18.373 -20.300 -20.075 -3.818 -6.877 -0.596 C30 GVL 13 GVL C31 C31 C 0 1 N N N -18.932 -20.034 -22.511 -3.077 -8.174 -2.589 C31 GVL 14 GVL C32 C32 C 0 1 N N N -20.433 -21.470 -21.029 -2.765 -9.185 -0.301 C32 GVL 15 GVL O33 O33 O 0 1 N N N -20.425 -22.493 -20.027 -1.756 -10.065 -0.789 O33 GVL 16 GVL C34 C34 C 0 1 N N N -21.432 -20.355 -20.653 -2.502 -9.014 1.191 C34 GVL 17 GVL O35 O35 O 0 1 N N N -21.623 -19.408 -21.412 -1.372 -8.996 1.675 O35 GVL 18 GVL N36 N36 N 0 1 N N N -22.116 -20.542 -19.521 -3.651 -8.908 1.942 N36 GVL 19 GVL OXT OXT O 0 1 N Y N -14.006 -22.711 -21.558 2.851 -8.609 -1.623 OXT GVL 20 GVL HA HA H 0 1 N N N -13.444 -24.483 -24.157 3.198 -7.368 -3.753 HA GVL 21 GVL HOT HOT H 0 1 N N N -13.979 -21.781 -21.367 2.801 -9.257 -0.889 HOT GVL 22 GVL HN1 1HN H 0 1 N N N -13.874 -26.255 -22.681 1.293 -8.877 -5.405 HN1 GVL 23 GVL HN2 2HN H 0 1 N N N -13.072 -25.105 -21.844 3.034 -8.780 -5.518 HN2 GVL 24 GVL HBC1 1HBC H 0 0 N N N -15.769 -23.959 -24.825 0.109 -7.346 -3.727 HBC1 GVL 25 GVL HBC2 2HBC H 0 0 N N N -15.685 -25.659 -24.276 1.141 -6.058 -4.385 HBC2 GVL 26 GVL H23 H23 H 0 1 N N N -19.234 -24.611 -25.066 -0.076 -4.142 0.117 H23 GVL 27 GVL H281 1H28 H 0 0 N N N -18.223 -22.915 -20.721 -1.098 -6.900 -0.022 H281 GVL 28 GVL H282 2H28 H 0 0 N N N -17.169 -21.986 -21.875 -0.571 -7.858 -1.420 H282 GVL 29 GVL H301 1H30 H 0 0 N N N -18.228 -21.041 -19.275 -3.910 -6.001 -1.247 H301 GVL 30 GVL H302 2H30 H 0 0 N N N -17.403 -19.856 -20.344 -4.802 -7.358 -0.556 H302 GVL 31 GVL H303 3H30 H 0 0 N N N -19.053 -19.510 -19.724 -3.579 -6.508 0.407 H303 GVL 32 GVL H311 1H31 H 0 0 N N N -18.921 -18.993 -22.155 -3.151 -7.262 -3.193 H311 GVL 33 GVL H312 2H31 H 0 0 N N N -18.023 -20.230 -23.098 -2.310 -8.809 -3.046 H312 GVL 34 GVL H313 3H31 H 0 0 N N N -19.818 -20.195 -23.142 -4.037 -8.697 -2.670 H313 GVL 35 GVL H32 H32 H 0 1 N N N -20.799 -21.868 -21.987 -3.730 -9.690 -0.440 H32 GVL 36 GVL H33 H33 H 0 1 N N N -20.423 -23.346 -20.445 -1.776 -9.999 -1.756 H33 GVL 37 GVL H361 1H36 H 0 0 N N N -21.821 -21.395 -19.090 -3.567 -8.796 2.947 H361 GVL 38 GVL H362 2H36 H 0 0 N N N -22.815 -19.925 -19.160 -4.577 -8.937 1.530 H362 GVL 39 # 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 GVL O C DOUB N N 1 GVL C CA SING N N 2 GVL CA N SING N N 3 GVL CA CB SING N N 4 GVL CB O25 SING N N 5 GVL O25 P24 SING N N 6 GVL P24 O23 SING N N 7 GVL P24 O26 DOUB N N 8 GVL P24 O27 SING N N 9 GVL O27 C28 SING N N 10 GVL C28 C29 SING N N 11 GVL C29 C30 SING N N 12 GVL C29 C31 SING N N 13 GVL C29 C32 SING N N 14 GVL C32 O33 SING N N 15 GVL C32 C34 SING N N 16 GVL C34 O35 DOUB N N 17 GVL C34 N36 SING N N 18 GVL C OXT SING N N 19 GVL CA HA SING N N 20 GVL OXT HOT SING N N 21 GVL N HN1 SING N N 22 GVL N HN2 SING N N 23 GVL CB HBC1 SING N N 24 GVL CB HBC2 SING N N 25 GVL O23 H23 SING N N 26 GVL C28 H281 SING N N 27 GVL C28 H282 SING N N 28 GVL C30 H301 SING N N 29 GVL C30 H302 SING N N 30 GVL C30 H303 SING N N 31 GVL C31 H311 SING N N 32 GVL C31 H312 SING N N 33 GVL C31 H313 SING N N 34 GVL C32 H32 SING N N 35 GVL O33 H33 SING N N 36 GVL N36 H361 SING N N 37 GVL N36 H362 SING N N 38 # 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 GVL SMILES ACDLabs 10.04 "O=C(N)C(O)C(COP(=O)(OCC(N)C(=O)O)O)(C)C" GVL SMILES_CANONICAL CACTVS 3.341 "CC(C)(CO[P@](O)(=O)OC[C@H](N)C(O)=O)[C@@H](O)C(N)=O" GVL SMILES CACTVS 3.341 "CC(C)(CO[P](O)(=O)OC[CH](N)C(O)=O)[CH](O)C(N)=O" GVL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(CO[P@@](=O)(O)OC[C@@H](C(=O)O)N)[C@H](C(=O)N)O" GVL SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(COP(=O)(O)OCC(C(=O)O)N)C(C(=O)N)O" GVL InChI InChI 1.03 "InChI=1S/C9H19N2O8P/c1-9(2,6(12)7(11)13)4-19-20(16,17)18-3-5(10)8(14)15/h5-6,12H,3-4,10H2,1-2H3,(H2,11,13)(H,14,15)(H,16,17)/t5-,6-/m0/s1" GVL InChIKey InChI 1.03 YQHAEUQRUHFKLT-WDSKDSINSA-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 GVL "SYSTEMATIC NAME" ACDLabs 10.04 "O-[(R)-{[(3R)-4-amino-3-hydroxy-2,2-dimethyl-4-oxobutyl]oxy}(hydroxy)phosphoryl]-L-serine" GVL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[[(3R)-4-amino-3-hydroxy-2,2-dimethyl-4-oxo-butoxy]-hydroxy-phosphoryl]oxy-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 GVL "Create component" 2007-03-09 RCSB GVL "Modify descriptor" 2011-06-04 RCSB GVL "Modify parent residue" 2014-01-20 EBI GVL "Modify one letter code" 2014-01-20 EBI GVL "Modify processing site" 2014-01-20 EBI #