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               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-09 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                       X 
_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        ? 
_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 
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 InChI            InChI                1.02b "InChI=1/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/f/h14,16H,11H2" 
GVL InChIKey         InChI                1.02b YQHAEUQRUHFKLT-AQBMHZRZDD                                                                                                                                 
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"                                                                                                                 
# 
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" 
# 
