data_ABG
# 
_chem_comp.id                                    ABG 
_chem_comp.name                                  
;ADENOSINE 5'-[BETA,GAMMA-METHYLENE]TRIPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H18 N5 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-15 
_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                        505.208 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ABG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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 
ABG PG     PG     P 0 1 N N N 24.020 67.885 44.537 -6.530 -1.906 0.629  PG     ABG 1  
ABG O1G    O1G    O 0 1 N N N 25.127 68.885 44.461 -6.296 -2.728 -0.579 O1G    ABG 2  
ABG O2G    O2G    O 0 1 N N N 24.314 66.713 45.414 -7.652 -0.795 0.312  O2G    ABG 3  
ABG O3G    O3G    O 0 1 N N N 22.670 68.491 44.771 -7.034 -2.849 1.832  O3G    ABG 4  
ABG C3B    C3B    C 0 1 N N N 23.927 67.140 42.826 -4.978 -1.081 1.113  C3B    ABG 5  
ABG PB     PB     P 0 1 N N R 23.341 68.367 41.540 -4.407 -0.013 -0.249 PB     ABG 6  
ABG O1B    O1B    O 0 1 N N N 21.911 68.676 41.781 -4.173 -0.836 -1.457 O1B    ABG 7  
ABG O2B    O2B    O 0 1 N N N 24.338 69.472 41.452 -5.529 1.098  -0.566 O2B    ABG 8  
ABG O3A    O3A    O 0 1 N N N 23.441 67.492 40.199 -3.036 0.715  0.178  O3A    ABG 9  
ABG PA     PA     P 0 1 N N S 22.365 67.412 39.011 -2.048 1.756  -0.551 PA     ABG 10 
ABG O1A    O1A    O 0 1 N N N 21.010 67.182 39.572 -1.907 1.386  -1.977 O1A    ABG 11 
ABG O2A    O2A    O 0 1 N N N 22.570 68.597 38.135 -2.657 3.242  -0.440 O2A    ABG 12 
ABG "O5'"  "O5'"  O 0 1 N N N 22.841 66.082 38.266 -0.604 1.713  0.159  "O5'"  ABG 13 
ABG "C5'"  "C5'"  C 0 1 N N N 22.071 64.882 38.338 0.523  2.447  -0.323 "C5'"  ABG 14 
ABG "C4'"  "C4'"  C 0 1 N N R 22.693 63.883 39.297 1.729  2.182  0.580  "C4'"  ABG 15 
ABG "O4'"  "O4'"  O 0 1 N N N 24.123 63.719 39.091 2.135  0.808  0.463  "O4'"  ABG 16 
ABG "C1'"  "C1'"  C 0 1 N N R 24.742 63.328 40.305 3.572  0.779  0.601  "C1'"  ABG 17 
ABG N9     N9     N 0 1 Y N N 25.847 64.231 40.593 4.123  -0.442 0.009  N9     ABG 18 
ABG C4     C4     C 0 1 Y N N 27.075 63.876 41.089 5.322  -1.029 0.326  C4     ABG 19 
ABG N3     N3     N 0 1 Y N N 27.478 62.654 41.489 6.306  -0.753 1.176  N3     ABG 20 
ABG C2     C2     C 0 1 Y N N 28.741 62.687 41.910 7.363  -1.533 1.254  C2     ABG 21 
ABG N1     N1     N 0 1 Y N N 29.591 63.725 41.954 7.504  -2.613 0.507  N1     ABG 22 
ABG C6     C6     C 0 1 Y N N 29.150 64.937 41.544 6.572  -2.969 -0.371 C6     ABG 23 
ABG N6     N6     N 0 1 N N N 29.995 65.966 41.565 6.729  -4.102 -1.150 N6     ABG 24 
ABG C5     C5     C 0 1 Y N N 27.836 65.038 41.097 5.424  -2.168 -0.491 C5     ABG 25 
ABG N7     N7     N 0 1 Y N N 27.089 66.115 40.649 4.304  -2.216 -1.251 N7     ABG 26 
ABG C8     C8     C 0 1 Y N N 25.920 65.591 40.373 3.536  -1.207 -0.955 C8     ABG 27 
ABG "C2'"  "C2'"  C 0 1 N N R 23.637 63.280 41.379 4.036  2.028  -0.192 "C2'"  ABG 28 
ABG "O2'"  "O2'"  O 0 1 N N N 23.151 61.959 41.451 5.304  2.489  0.280  "O2'"  ABG 29 
ABG "C3'"  "C3'"  C 0 1 N N S 22.585 64.200 40.774 2.921  3.051  0.132  "C3'"  ABG 30 
ABG "O3'"  "O3'"  O 0 1 N N N 21.290 63.831 41.217 3.331  3.920  1.189  "O3'"  ABG 31 
ABG H2G    H2G    H 0 1 N N N 24.376 65.928 44.883 -7.856 -0.218 1.061  H2G    ABG 32 
ABG H3G    H3G    H 0 1 N N N 22.537 68.619 45.703 -7.858 -3.321 1.644  H3G    ABG 33 
ABG H3B2   2H3B   H 0 0 N N N 24.931 66.792 42.543 -5.150 -0.475 2.003  H3B2   ABG 34 
ABG H3B1   1H3B   H 0 0 N N N 23.200 66.315 42.858 -4.219 -1.834 1.327  H3B1   ABG 35 
ABG H2B    H2B    H 0 1 N N N 24.550 69.778 42.326 -5.733 1.675  0.183  H2B    ABG 36 
ABG H2A    H2A    H 0 1 N N N 22.614 69.382 38.668 -2.776 3.551  0.468  H2A    ABG 37 
ABG "H5'2" "2H5'" H 0 0 N N N 21.059 65.130 38.690 0.754  2.130  -1.340 "H5'2" ABG 38 
ABG "H5'1" "1H5'" H 0 0 N N N 22.039 64.429 37.336 0.292  3.512  -0.318 "H5'1" ABG 39 
ABG "H4'"  "H4'"  H 0 1 N N N 22.098 62.989 39.058 1.473  2.406  1.615  "H4'"  ABG 40 
ABG "H1'"  "H1'"  H 0 1 N N N 25.198 62.328 40.261 3.859  0.859  1.650  "H1'"  ABG 41 
ABG H2     H2     H 0 1 N N N 29.137 61.747 42.266 8.145  -1.280 1.954  H2     ABG 42 
ABG H62    2H6    H 0 1 N N N 30.207 66.205 42.513 7.526  -4.647 -1.058 H62    ABG 43 
ABG H61    1H6    H 0 1 N N N 30.838 65.715 41.088 6.042  -4.352 -1.787 H61    ABG 44 
ABG H8     H8     H 0 1 N N N 25.087 66.172 40.006 2.577  -1.005 -1.408 H8     ABG 45 
ABG "H2'"  "H2'"  H 0 1 N N N 23.947 63.574 42.393 4.074  1.818  -1.261 "H2'"  ABG 46 
ABG H2O1   1H2O   H 0 0 N N N 23.042 61.613 40.573 5.637  3.269  -0.185 H2O1   ABG 47 
ABG "H3'"  "H3'"  H 0 1 N N N 22.734 65.258 41.036 2.660  3.626  -0.757 "H3'"  ABG 48 
ABG H3O1   1H3O   H 0 0 N N N 21.290 63.748 42.163 4.078  4.491  0.962  H3O1   ABG 49 
# 
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 
ABG PG    O1G    DOUB N N 1  
ABG PG    O2G    SING N N 2  
ABG PG    O3G    SING N N 3  
ABG PG    C3B    SING N N 4  
ABG O2G   H2G    SING N N 5  
ABG O3G   H3G    SING N N 6  
ABG C3B   PB     SING N N 7  
ABG C3B   H3B2   SING N N 8  
ABG C3B   H3B1   SING N N 9  
ABG PB    O1B    DOUB N N 10 
ABG PB    O2B    SING N N 11 
ABG PB    O3A    SING N N 12 
ABG O2B   H2B    SING N N 13 
ABG O3A   PA     SING N N 14 
ABG PA    O1A    DOUB N N 15 
ABG PA    O2A    SING N N 16 
ABG PA    "O5'"  SING N N 17 
ABG O2A   H2A    SING N N 18 
ABG "O5'" "C5'"  SING N N 19 
ABG "C5'" "C4'"  SING N N 20 
ABG "C5'" "H5'2" SING N N 21 
ABG "C5'" "H5'1" SING N N 22 
ABG "C4'" "O4'"  SING N N 23 
ABG "C4'" "C3'"  SING N N 24 
ABG "C4'" "H4'"  SING N N 25 
ABG "O4'" "C1'"  SING N N 26 
ABG "C1'" N9     SING N N 27 
ABG "C1'" "C2'"  SING N N 28 
ABG "C1'" "H1'"  SING N N 29 
ABG N9    C4     SING Y N 30 
ABG N9    C8     SING Y N 31 
ABG C4    N3     DOUB Y N 32 
ABG C4    C5     SING Y N 33 
ABG N3    C2     SING Y N 34 
ABG C2    N1     DOUB Y N 35 
ABG C2    H2     SING N N 36 
ABG N1    C6     SING Y N 37 
ABG C6    N6     SING N N 38 
ABG C6    C5     DOUB Y N 39 
ABG N6    H62    SING N N 40 
ABG N6    H61    SING N N 41 
ABG C5    N7     SING Y N 42 
ABG N7    C8     DOUB Y N 43 
ABG C8    H8     SING N N 44 
ABG "C2'" "O2'"  SING N N 45 
ABG "C2'" "C3'"  SING N N 46 
ABG "C2'" "H2'"  SING N N 47 
ABG "O2'" H2O1   SING N N 48 
ABG "C3'" "O3'"  SING N N 49 
ABG "C3'" "H3'"  SING N N 50 
ABG "O3'" H3O1   SING N N 51 
# 
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 
ABG SMILES           ACDLabs              10.04 O=P(O)(O)CP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
ABG InChI            InChI                1.02b 
InChI=1/C11H18N5O12P3/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-31(24,25)28-30(22,23)4-29(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H,24,25)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1/f/h19-20,22,24H,12H2 
ABG InChIKey         InChI                1.02b UFZTZBNSLXELAL-JJKOMZNTDL 
ABG SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)C[P](O)(O)=O)[C@@H](O)[C@H]3O 
ABG SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)C[P](O)(O)=O)[CH](O)[CH]3O 
ABG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(CP(=O)(O)O)O)O)O)N 
ABG SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(CP(=O)(O)O)O)O)O)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 
ABG "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(R)-hydroxy(phosphonomethyl)phosphoryl]oxy}phosphoryl]adenosine"                                                       
ABG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]methylphosphonic acid" 
# 
