data_24A
# 
_chem_comp.id                                    24A 
_chem_comp.name                                  "{[(4-{[2-(4-AMINOCYCLOHEXYL)-9-ETHYL-9H-PURIN-6-YL]AMINO}PHENYL)(HYDROXY)PHOSPHORYL]METHYL}PHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 N6 O5 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-02 
_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                        494.421 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     24A 
_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        2BDF 
_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 
24A C0A  C0A  C 0 1 N N N -2.636  33.572 22.244 8.059  -0.064 -1.089 C0A  24A 1  
24A C1A  C1A  C 0 1 N N N -2.957  34.809 23.072 7.633  0.255  0.346  C1A  24A 2  
24A N9A  N9A  N 0 1 Y N N -4.303  35.336 22.834 6.376  1.007  0.327  N9A  24A 3  
24A C4A  C4A  C 0 1 Y N N -4.435  36.226 21.870 5.113  0.475  0.257  C4A  24A 4  
24A N3A  N3A  N 0 1 Y N N -3.602  36.830 20.981 4.615  -0.756 0.202  N3A  24A 5  
24A C2A  C2A  C 0 1 Y N N -4.122  37.715 20.130 3.314  -0.951 0.147  C2A  24A 6  
24A N1A  N1A  N 0 1 Y N N -5.437  38.019 20.128 2.447  0.045  0.150  N1A  24A 7  
24A C6A  C6A  C 0 1 Y N N -6.355  37.459 20.987 2.852  1.309  0.209  C6A  24A 8  
24A C5A  C5A  C 0 1 Y N N -5.812  36.512 21.902 4.231  1.569  0.268  C5A  24A 9  
24A N7A  N7A  N 0 1 Y N N -6.446  35.807 22.862 4.987  2.691  0.335  N7A  24A 10 
24A C8A  C8A  C 0 1 Y N N -5.478  35.063 23.447 6.246  2.363  0.369  C8A  24A 11 
24A N6A  N6A  N 0 1 N N N -7.658  37.776 20.975 1.934  2.347  0.211  N6A  24A 12 
24A CR1  CR1  C 0 1 Y N N -8.343  38.510 20.077 0.574  2.078  0.034  CR1  24A 13 
24A CR2  CR2  C 0 1 Y N N -9.732  38.523 20.212 0.173  1.026  -0.779 CR2  24A 14 
24A CR3  CR3  C 0 1 Y N N -10.538 39.288 19.354 -1.172 0.760  -0.948 CR3  24A 15 
24A CR4  CR4  C 0 1 Y N N -9.960  40.051 18.347 -2.118 1.546  -0.316 CR4  24A 16 
24A CR5  CR5  C 0 1 Y N N -8.575  40.038 18.203 -1.722 2.597  0.491  CR5  24A 17 
24A CR6  CR6  C 0 1 Y N N -7.776  39.273 19.061 -0.379 2.865  0.668  CR6  24A 18 
24A PA   PA   P 0 1 N N R -10.843 40.917 17.388 -3.884 1.197  -0.545 PA   24A 19 
24A OA1  OA1  O 0 1 N N N -12.173 40.355 17.016 -4.119 0.551  -2.001 OA1  24A 20 
24A OA2  OA2  O 0 1 N N N -10.088 41.560 16.106 -4.654 2.455  -0.433 OA2  24A 21 
24A CAB  CAB  C 0 1 N N N -11.364 42.193 18.074 -4.443 0.026  0.736  CAB  24A 22 
24A PB   PB   P 0 1 N N N -11.978 43.552 17.638 -6.217 -0.325 0.506  PB   24A 23 
24A OB1  OB1  O 0 1 N N N -10.805 44.381 17.157 -6.452 -0.970 -0.950 OB1  24A 24 
24A OB2  OB2  O 0 1 N N N -12.934 44.224 18.796 -6.710 -1.359 1.637  OB2  24A 25 
24A OB3  OB3  O 0 1 N N N -13.049 43.172 16.455 -6.987 0.934  0.618  OB3  24A 26 
24A NS1  NS1  N 0 1 N N N -1.585  41.181 16.566 -0.566 -3.320 -0.079 NS1  24A 27 
24A CS1  CS1  C 0 1 N N N -2.652  40.751 17.448 0.565  -4.257 -0.070 CS1  24A 28 
24A CS2  CS2  C 0 1 N N N -2.868  39.347 16.884 1.371  -4.072 1.217  CS2  24A 29 
24A CS3  CS3  C 0 1 N N N -3.731  38.488 17.817 1.898  -2.637 1.287  CS3  24A 30 
24A CS4  CS4  C 0 1 N N N -3.179  38.470 19.251 2.796  -2.364 0.078  CS4  24A 31 
24A CS5  CS5  C 0 1 N N N -3.008  39.889 19.791 1.989  -2.550 -1.209 CS5  24A 32 
24A CS6  CS6  C 0 1 N N N -2.101  40.715 18.880 1.463  -3.985 -1.278 CS6  24A 33 
24A H0A1 1H0A H 0 0 N N N -3.437  32.829 22.370 8.994  -0.623 -1.075 H0A1 24A 34 
24A H0A2 2H0A H 0 0 N N N -1.681  33.143 22.581 7.286  -0.661 -1.572 H0A2 24A 35 
24A H0A3 3H0A H 0 0 N N N -2.559  33.850 21.183 8.199  0.865  -1.641 H0A3 24A 36 
24A H1A1 1H1A H 0 0 N N N -2.243  35.593 22.779 7.493  -0.674 0.899  H1A1 24A 37 
24A H1A2 2H1A H 0 0 N N N -2.877  34.540 24.136 8.406  0.853  0.830  H1A2 24A 38 
24A H8A  H8A  H 0 1 N N N -5.619  34.370 24.263 7.068  3.063  0.424  H8A  24A 39 
24A H6A  H6A  H 0 1 N N N -8.196  37.418 21.738 2.236  3.261  0.335  H6A  24A 40 
24A HR2  HR2  H 0 1 N N N -10.195 37.934 20.990 0.911  0.412  -1.273 HR2  24A 41 
24A HR3  HR3  H 0 1 N N N -11.611 39.283 19.477 -1.485 -0.060 -1.577 HR3  24A 42 
24A HR5  HR5  H 0 1 N N N -8.113  40.624 17.422 -2.464 3.209  0.983  HR5  24A 43 
24A HR6  HR6  H 0 1 N N N -6.704  39.275 18.932 -0.070 3.686  1.298  HR6  24A 44 
24A HA1  HA1  H 0 1 N N N -12.697 40.235 17.799 -3.600 -0.264 -2.032 HA1  24A 45 
24A HAB1 1HAB H 0 0 N N N -10.364 42.604 18.278 -3.875 -0.901 0.654  HAB1 24A 46 
24A HAB2 2HAB H 0 0 N N N -12.175 41.784 18.694 -4.284 0.463  1.722  HAB2 24A 47 
24A HB1  HB1  H 0 1 N N N -10.899 44.555 16.228 -5.933 -1.786 -0.981 HB1  24A 48 
24A HB2  HB2  H 0 1 N N N -12.428 44.354 19.589 -7.651 -1.517 1.479  HB2  24A 49 
24A HS11 1HS1 H 0 0 N N N -1.226  42.060 16.881 -1.067 -3.477 -0.941 HS11 24A 50 
24A HS12 2HS1 H 0 0 N N N -1.940  41.280 15.636 -1.182 -3.601 0.670  HS12 24A 51 
24A HS1  HS1  H 0 1 N N N -3.562  41.367 17.490 0.189  -5.280 -0.119 HS1  24A 52 
24A HS21 1HS2 H 0 0 N N N -1.886  38.863 16.780 2.210  -4.768 1.224  HS21 24A 53 
24A HS22 2HS2 H 0 0 N N N -3.375  39.431 15.911 0.731  -4.266 2.078  HS22 24A 54 
24A HS31 1HS3 H 0 0 N N N -3.726  37.456 17.435 2.472  -2.505 2.203  HS31 24A 55 
24A HS32 2HS3 H 0 0 N N N -4.750  38.903 17.837 1.059  -1.941 1.280  HS32 24A 56 
24A HS4  HS4  H 0 1 N N N -2.193  37.982 19.241 3.635  -3.060 0.085  HS4  24A 57 
24A HS51 1HS5 H 0 0 N N N -2.547  39.833 20.788 1.150  -1.854 -1.215 HS51 24A 58 
24A HS52 2HS5 H 0 0 N N N -3.995  40.372 19.846 2.629  -2.356 -2.070 HS52 24A 59 
24A HS61 1HS6 H 0 0 N N N -2.055  41.744 19.266 2.302  -4.680 -1.272 HS61 24A 60 
24A HS62 2HS6 H 0 0 N N N -1.098  40.263 18.867 0.888  -4.117 -2.195 HS62 24A 61 
# 
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 
24A C0A C1A  SING N N 1  
24A C0A H0A1 SING N N 2  
24A C0A H0A2 SING N N 3  
24A C0A H0A3 SING N N 4  
24A C1A N9A  SING N N 5  
24A C1A H1A1 SING N N 6  
24A C1A H1A2 SING N N 7  
24A N9A C4A  SING Y N 8  
24A N9A C8A  SING Y N 9  
24A C4A N3A  SING Y N 10 
24A C4A C5A  DOUB Y N 11 
24A N3A C2A  DOUB Y N 12 
24A C2A N1A  SING Y N 13 
24A C2A CS4  SING N N 14 
24A N1A C6A  DOUB Y N 15 
24A C6A C5A  SING Y N 16 
24A C6A N6A  SING N N 17 
24A C5A N7A  SING Y N 18 
24A N7A C8A  DOUB Y N 19 
24A C8A H8A  SING N N 20 
24A N6A CR1  SING N N 21 
24A N6A H6A  SING N N 22 
24A CR1 CR2  SING Y N 23 
24A CR1 CR6  DOUB Y N 24 
24A CR2 CR3  DOUB Y N 25 
24A CR2 HR2  SING N N 26 
24A CR3 CR4  SING Y N 27 
24A CR3 HR3  SING N N 28 
24A CR4 CR5  DOUB Y N 29 
24A CR4 PA   SING N N 30 
24A CR5 CR6  SING Y N 31 
24A CR5 HR5  SING N N 32 
24A CR6 HR6  SING N N 33 
24A PA  OA1  SING N N 34 
24A PA  OA2  DOUB N N 35 
24A PA  CAB  SING N N 36 
24A OA1 HA1  SING N N 37 
24A CAB PB   SING N N 38 
24A CAB HAB1 SING N N 39 
24A CAB HAB2 SING N N 40 
24A PB  OB1  SING N N 41 
24A PB  OB2  SING N N 42 
24A PB  OB3  DOUB N N 43 
24A OB1 HB1  SING N N 44 
24A OB2 HB2  SING N N 45 
24A NS1 CS1  SING N N 46 
24A NS1 HS11 SING N N 47 
24A NS1 HS12 SING N N 48 
24A CS1 CS2  SING N N 49 
24A CS1 CS6  SING N N 50 
24A CS1 HS1  SING N N 51 
24A CS2 CS3  SING N N 52 
24A CS2 HS21 SING N N 53 
24A CS2 HS22 SING N N 54 
24A CS3 CS4  SING N N 55 
24A CS3 HS31 SING N N 56 
24A CS3 HS32 SING N N 57 
24A CS4 CS5  SING N N 58 
24A CS4 HS4  SING N N 59 
24A CS5 CS6  SING N N 60 
24A CS5 HS51 SING N N 61 
24A CS5 HS52 SING N N 62 
24A CS6 HS61 SING N N 63 
24A CS6 HS62 SING N N 64 
# 
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 
24A SMILES           ACDLabs              10.04 O=P(O)(O)CP(=O)(O)c1ccc(cc1)Nc3nc(nc2c3ncn2CC)C4CCC(N)CC4 
24A InChI            InChI                1.02b 
InChI=1/C20H28N6O5P2/c1-2-26-11-22-17-19(24-18(25-20(17)26)13-3-5-14(21)6-4-13)23-15-7-9-16(10-8-15)32(27,28)12-33(29,30)31/h7-11,13-14H,2-6,12,21H2,1H3,(H,27,28)(H,23,24,25)(H2,29,30,31)/t13-,14-/f/h23,27,29-30H 
24A InChIKey         InChI                1.02b FGMSUCIOAMNCKF-VMRJIPQTDG 
24A SMILES_CANONICAL CACTVS               3.341 CCn1cnc2c(Nc3ccc(cc3)[P@](O)(=O)C[P](O)(O)=O)nc(nc12)[C@H]4CC[C@H](N)CC4 
24A SMILES           CACTVS               3.341 CCn1cnc2c(Nc3ccc(cc3)[P](O)(=O)C[P](O)(O)=O)nc(nc12)[CH]4CC[CH](N)CC4 
24A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCn1cnc2c1nc(nc2Nc3ccc(cc3)[P@](=O)(CP(=O)(O)O)O)C4CCC(CC4)N 
24A SMILES           "OpenEye OEToolkits" 1.5.0 CCn1cnc2c1nc(nc2Nc3ccc(cc3)P(=O)(CP(=O)(O)O)O)C4CCC(CC4)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 
24A "SYSTEMATIC NAME" ACDLabs              10.04 "{[(R)-(4-{[2-(trans-4-aminocyclohexyl)-9-ethyl-9H-purin-6-yl]amino}phenyl)(hydroxy)phosphoryl]methyl}phosphonic acid" 
24A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[[2-(4-aminocyclohexyl)-9-ethyl-purin-6-yl]amino]phenyl]-hydroxy-phosphoryl]methylphosphonic acid"                
# 
