data_DMA
# 
_chem_comp.id                                    DMA 
_chem_comp.name                                  "DIMETHYLALLYL DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C5 H12 O7 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        246.092 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DMA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1UBY 
_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 
DMA C1   C1   C 0 1 N N N 4.737 31.264 103.084 -0.208 0.429  2.127  C1   DMA 1  
DMA O1   O1   O 0 1 N N N 4.703 29.962 103.681 -0.770 -0.377 1.089  O1   DMA 2  
DMA C2   C2   C 0 1 N N N 5.398 31.119 101.745 -0.790 0.015  3.454  C2   DMA 3  
DMA C3   C3   C 0 1 N N N 4.905 31.586 100.602 -0.008 -0.128 4.495  C3   DMA 4  
DMA C4   C4   C 0 1 N N N 3.637 32.376 100.596 -0.565 -0.667 5.787  C4   DMA 5  
DMA C5   C5   C 0 1 N N N 5.760 31.292 99.334  1.448  0.244  4.400  C5   DMA 6  
DMA PA   PA   P 0 1 N N R 4.575 29.715 105.278 -0.108 0.116  -0.293 PA   DMA 7  
DMA O1A  O1A  O 0 1 N N N 3.463 30.681 105.909 -0.425 1.545  -0.508 O1A  DMA 8  
DMA O2A  O2A  O 0 1 N N N 4.096 28.176 105.341 1.488  -0.075 -0.221 O2A  DMA 9  
DMA O3A  O3A  O 0 1 N N N 5.906 30.016 106.132 -0.700 -0.754 -1.511 O3A  DMA 10 
DMA PB   PB   P 0 1 N N N 7.387 29.726 105.702 0.001  -0.210 -2.854 PB   DMA 11 
DMA O1B  O1B  O 0 1 N N N 8.229 28.854 106.747 1.467  -0.381 -2.750 O1B  DMA 12 
DMA O2B  O2B  O 0 1 N N N 8.081 31.146 105.413 -0.546 -1.041 -4.120 O2B  DMA 13 
DMA O3B  O3B  O 0 1 N N N 7.216 28.875 104.364 -0.344 1.350  -3.046 O3B  DMA 14 
DMA H11  1H1  H 0 1 N N N 3.732 31.744 103.026 -0.441 1.477  1.939  H11  DMA 15 
DMA H12  2H1  H 0 1 N N N 5.224 32.029 103.731 0.872  0.294  2.146  H12  DMA 16 
DMA H2   H2   H 0 1 N N N 6.361 30.607 101.581 -1.851 -0.161 3.547  H2   DMA 17 
DMA H41  1H4  H 0 1 N N N 3.223 32.767 99.637  0.227  -0.715 6.533  H41  DMA 18 
DMA H42  2H4  H 0 1 N N N 2.845 31.773 101.099 -1.358 -0.009 6.143  H42  DMA 19 
DMA H43  3H4  H 0 1 N N N 3.752 33.230 101.303 -0.968 -1.665 5.621  H43  DMA 20 
DMA H51  1H5  H 0 1 N N N 5.346 31.683 98.375  1.538  1.276  4.060  H51  DMA 21 
DMA H52  2H5  H 0 1 N N N 6.801 31.663 99.480  1.914  0.143  5.381  H52  DMA 22 
DMA H53  3H5  H 0 1 N N N 5.951 30.196 99.248  1.947  -0.416 3.692  H53  DMA 23 
DMA HOA2 2HOA H 0 0 N N N 4.021 28.031 106.276 1.650  -1.018 -0.080 HOA2 DMA 24 
DMA HOB2 2HOB H 0 0 N N N 8.977 30.970 105.152 -0.103 -0.685 -4.902 HOB2 DMA 25 
DMA HOB3 3HOB H 0 0 N N N 8.112 28.699 104.103 -1.307 1.417  -3.110 HOB3 DMA 26 
# 
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 
DMA C1  O1   SING N N 1  
DMA C1  C2   SING N N 2  
DMA C1  H11  SING N N 3  
DMA C1  H12  SING N N 4  
DMA O1  PA   SING N N 5  
DMA C2  C3   DOUB N N 6  
DMA C2  H2   SING N N 7  
DMA C3  C4   SING N N 8  
DMA C3  C5   SING N N 9  
DMA C4  H41  SING N N 10 
DMA C4  H42  SING N N 11 
DMA C4  H43  SING N N 12 
DMA C5  H51  SING N N 13 
DMA C5  H52  SING N N 14 
DMA C5  H53  SING N N 15 
DMA PA  O1A  DOUB N N 16 
DMA PA  O2A  SING N N 17 
DMA PA  O3A  SING N N 18 
DMA O2A HOA2 SING N N 19 
DMA O3A PB   SING N N 20 
DMA PB  O1B  DOUB N N 21 
DMA PB  O2B  SING N N 22 
DMA PB  O3B  SING N N 23 
DMA O2B HOB2 SING N N 24 
DMA O3B HOB3 SING N N 25 
# 
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 
DMA SMILES           ACDLabs              10.04 O=P(OP(=O)(OC/C=C(/C)C)O)(O)O                                                                  
DMA InChI            InChI                1.02b InChI=1/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)/f/h6-7,9H 
DMA InChIKey         InChI                1.02b CBIDRCWHNCKSTO-BZTMKREHCM                                                                      
DMA SMILES_CANONICAL CACTVS               3.341 CC(C)=CCO[P@](O)(=O)O[P](O)(O)=O                                                               
DMA SMILES           CACTVS               3.341 CC(C)=CCO[P](O)(=O)O[P](O)(O)=O                                                                
DMA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=CCO[P@@](=O)(O)OP(=O)(O)O)C                                                                
DMA SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CCOP(=O)(O)OP(=O)(O)O)C                                                                    
# 
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 
DMA "SYSTEMATIC NAME" ACDLabs              10.04 "3-methylbut-2-en-1-yl trihydrogen diphosphate"   
DMA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-methylbut-2-enyl phosphono hydrogen phosphate" 
# 
