data_R6C
# 
_chem_comp.id                                    R6C 
_chem_comp.name                                  (2R)-2-{[6-(BENZYLOXY)-9-ISOPROPYL-9H-PURIN-2-YL]AMINO}BUTAN-1-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "O6-(R)-ROSCOVITINE, R-2-(6-BENZYLOXY-9-ISOPROPYL-9H-PURIN-2-YLAMINO)-BUTAN-1-OL" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-01-07 
_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                        355.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R6C 
_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        ? 
_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 
R6C OAP  OAP  O 0 1 N N N 12.882 62.448 -0.821 0.490  4.332  2.019  OAP  R6C 1  
R6C CAQ  CAQ  C 0 1 N N N 12.960 61.094 -0.447 -0.457 3.547  1.291  CAQ  R6C 2  
R6C CAR  CAR  C 0 1 N N R 13.929 60.988 0.735  0.046  3.336  -0.138 CAR  R6C 3  
R6C CAK  CAK  C 0 1 N N N 13.027 60.782 1.971  0.337  4.692  -0.782 CAK  R6C 4  
R6C CAI  CAI  C 0 1 N N N 13.064 59.428 2.652  0.720  4.488  -2.250 CAI  R6C 5  
R6C NAS  NAS  N 0 1 N N N 14.772 59.848 0.318  1.273  2.535  -0.110 NAS  R6C 6  
R6C CAT  CAT  C 0 1 Y N N 16.002 59.426 0.790  1.197  1.152  -0.074 CAT  R6C 7  
R6C NAU  NAU  N 0 1 Y N N 16.581 60.073 1.854  2.318  0.451  -0.055 NAU  R6C 8  
R6C CAV  CAV  C 0 1 Y N N 17.774 59.624 2.369  2.284  -0.877 -0.014 CAV  R6C 9  
R6C NAW  NAW  N 0 1 Y N N 18.449 60.135 3.389  3.231  -1.868 0.017  NAW  R6C 10 
R6C CAZ  CAZ  C 0 1 N N N 17.837 61.345 4.032  4.684  -1.680 0.020  CAZ  R6C 11 
R6C CAY  CAY  C 0 1 N N N 17.407 60.972 5.445  5.276  -2.295 1.289  CAY  R6C 12 
R6C CBA  CBA  C 0 1 N N N 18.799 62.498 3.903  5.289  -2.363 -1.208 CBA  R6C 13 
R6C CAX  CAX  C 0 1 Y N N 19.573 59.360 3.550  2.572  -3.063 0.046  CAX  R6C 14 
R6C CAN  CAN  C 0 1 Y N N 18.444 58.527 1.884  1.039  -1.529 -0.003 CAN  R6C 15 
R6C NAO  NAO  N 0 1 Y N N 19.613 58.329 2.617  1.287  -2.862 0.034  NAO  R6C 16 
R6C NAL  NAL  N 0 1 Y N N 16.657 58.332 0.287  0.001  0.576  -0.065 NAL  R6C 17 
R6C CAM  CAM  C 0 1 Y N N 17.841 57.864 0.783  -0.124 -0.744 -0.030 CAM  R6C 18 
R6C OAJ  OAJ  O 0 1 N N N 18.446 56.768 0.232  -1.349 -1.322 -0.021 OAJ  R6C 19 
R6C CAD  CAD  C 0 1 N N N 18.926 55.655 1.063  -2.307 -0.262 -0.055 CAD  R6C 20 
R6C CAE  CAE  C 0 1 Y N N 17.894 54.641 1.540  -3.698 -0.841 -0.047 CAE  R6C 21 
R6C CAG  CAG  C 0 1 Y N N 17.828 54.304 2.930  -4.343 -1.075 1.153  CAG  R6C 22 
R6C CAH  CAH  C 0 1 Y N N 16.870 53.359 3.390  -5.619 -1.606 1.160  CAH  R6C 23 
R6C CAF  CAF  C 0 1 Y N N 15.978 52.745 2.467  -6.250 -1.903 -0.033 CAF  R6C 24 
R6C CAC  CAC  C 0 1 Y N N 16.036 53.071 1.088  -5.606 -1.669 -1.233 CAC  R6C 25 
R6C CAB  CAB  C 0 1 Y N N 16.995 54.020 0.620  -4.332 -1.134 -1.240 CAB  R6C 26 
R6C HAP  HAP  H 0 1 N N N 12.281 62.514 -1.554 0.136  4.442  2.911  HAP  R6C 27 
R6C HAQ1 1HAQ H 0 0 N N N 13.239 60.427 -1.296 -1.416 4.066  1.266  HAQ1 R6C 28 
R6C HAQ2 2HAQ H 0 0 N N N 11.962 60.648 -0.229 -0.580 2.581  1.780  HAQ2 R6C 29 
R6C HAR  HAR  H 0 1 N N N 14.592 61.846 0.995  -0.715 2.814  -0.718 HAR  R6C 30 
R6C HAK1 1HAK H 0 0 N N N 11.974 61.030 1.703  1.160  5.176  -0.256 HAK1 R6C 31 
R6C HAK2 2HAK H 0 0 N N N 13.245 61.577 2.722  -0.552 5.321  -0.723 HAK2 R6C 32 
R6C HAI1 1HAI H 0 0 N N N 14.118 59.180 2.920  1.609  3.860  -2.309 HAI1 R6C 33 
R6C HAI2 2HAI H 0 0 N N N 12.413 59.279 3.545  -0.103 4.005  -2.776 HAI2 R6C 34 
R6C HAI3 3HAI H 0 0 N N N 12.846 58.633 1.901  0.927  5.455  -2.709 HAI3 R6C 35 
R6C HAS  HAS  H 0 1 N N N 14.903 59.970 -0.686 2.138  2.973  -0.117 HAS  R6C 36 
R6C HAZ  HAZ  H 0 1 N N N 16.906 61.694 3.528  4.912  -0.614 -0.008 HAZ  R6C 37 
R6C HAY1 1HAY H 0 0 N N N 18.241 60.542 6.047  5.048  -3.361 1.317  HAY1 R6C 38 
R6C HAY2 2HAY H 0 0 N N N 16.952 61.871 5.923  6.357  -2.155 1.291  HAY2 R6C 39 
R6C HAY3 3HAY H 0 0 N N N 16.731 60.086 5.468  4.845  -1.809 2.164  HAY3 R6C 40 
R6C HBA1 1HBA H 0 0 N N N 19.103 62.684 2.847  5.061  -3.429 -1.181 HBA1 R6C 41 
R6C HBA2 2HBA H 0 0 N N N 18.344 63.397 4.381  4.867  -1.925 -2.113 HBA2 R6C 42 
R6C HBA3 3HBA H 0 0 N N N 19.808 62.260 4.314  6.370  -2.223 -1.207 HBA3 R6C 43 
R6C HAX  HAX  H 0 1 N N N 20.339 59.541 4.323  3.047  -4.032 0.074  HAX  R6C 44 
R6C HAD1 1HAD H 0 0 N N N 19.478 56.062 1.942  -2.174 0.375  0.819  HAD1 R6C 45 
R6C HAD2 2HAD H 0 0 N N N 19.748 55.123 0.529  -2.164 0.328  -0.960 HAD2 R6C 46 
R6C HAG  HAG  H 0 1 N N N 18.519 54.775 3.650  -3.849 -0.843 2.085  HAG  R6C 47 
R6C HAH  HAH  H 0 1 N N N 16.819 53.103 4.462  -6.122 -1.790 2.098  HAH  R6C 48 
R6C HAF  HAF  H 0 1 N N N 15.236 52.011 2.823  -7.247 -2.319 -0.027 HAF  R6C 49 
R6C HAC  HAC  H 0 1 N N N 15.339 52.589 0.383  -6.099 -1.902 -2.165 HAC  R6C 50 
R6C HAB  HAB  H 0 1 N N N 17.041 54.273 -0.452 -3.828 -0.950 -2.178 HAB  R6C 51 
# 
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 
R6C OAP CAQ  SING N N 1  
R6C OAP HAP  SING N N 2  
R6C CAQ CAR  SING N N 3  
R6C CAQ HAQ1 SING N N 4  
R6C CAQ HAQ2 SING N N 5  
R6C CAR CAK  SING N N 6  
R6C CAR NAS  SING N N 7  
R6C CAR HAR  SING N N 8  
R6C CAK CAI  SING N N 9  
R6C CAK HAK1 SING N N 10 
R6C CAK HAK2 SING N N 11 
R6C CAI HAI1 SING N N 12 
R6C CAI HAI2 SING N N 13 
R6C CAI HAI3 SING N N 14 
R6C NAS CAT  SING N N 15 
R6C NAS HAS  SING N N 16 
R6C CAT NAU  DOUB Y N 17 
R6C CAT NAL  SING Y N 18 
R6C NAU CAV  SING Y N 19 
R6C CAV NAW  SING Y N 20 
R6C CAV CAN  DOUB Y N 21 
R6C NAW CAZ  SING N N 22 
R6C NAW CAX  SING Y N 23 
R6C CAZ CAY  SING N N 24 
R6C CAZ CBA  SING N N 25 
R6C CAZ HAZ  SING N N 26 
R6C CAY HAY1 SING N N 27 
R6C CAY HAY2 SING N N 28 
R6C CAY HAY3 SING N N 29 
R6C CBA HBA1 SING N N 30 
R6C CBA HBA2 SING N N 31 
R6C CBA HBA3 SING N N 32 
R6C CAX NAO  DOUB Y N 33 
R6C CAX HAX  SING N N 34 
R6C CAN NAO  SING Y N 35 
R6C CAN CAM  SING Y N 36 
R6C NAL CAM  DOUB Y N 37 
R6C CAM OAJ  SING N N 38 
R6C OAJ CAD  SING N N 39 
R6C CAD CAE  SING N N 40 
R6C CAD HAD1 SING N N 41 
R6C CAD HAD2 SING N N 42 
R6C CAE CAG  SING Y N 43 
R6C CAE CAB  DOUB Y N 44 
R6C CAG CAH  DOUB Y N 45 
R6C CAG HAG  SING N N 46 
R6C CAH CAF  SING Y N 47 
R6C CAH HAH  SING N N 48 
R6C CAF CAC  DOUB Y N 49 
R6C CAF HAF  SING N N 50 
R6C CAC CAB  SING Y N 51 
R6C CAC HAC  SING N N 52 
R6C CAB HAB  SING N N 53 
# 
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 
R6C SMILES           ACDLabs              10.04 n2c1c(ncn1C(C)C)c(nc2NC(CC)CO)OCc3ccccc3                                                                                                                           
R6C InChI            InChI                1.02b InChI=1/C19H25N5O2/c1-4-15(10-25)21-19-22-17-16(20-12-24(17)13(2)3)18(23-19)26-11-14-8-6-5-7-9-14/h5-9,12-13,15,25H,4,10-11H2,1-3H3,(H,21,22,23)/t15-/m1/s1/f/h21H 
R6C InChIKey         InChI                1.02b HGADNQLEUZSUEJ-SSAYTPASDC                                                                                                                                          
R6C SMILES_CANONICAL CACTVS               3.341 CC[C@H](CO)Nc1nc(OCc2ccccc2)c3ncn(C(C)C)c3n1                                                                                                                       
R6C SMILES           CACTVS               3.341 CC[CH](CO)Nc1nc(OCc2ccccc2)c3ncn(C(C)C)c3n1                                                                                                                        
R6C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](CO)Nc1nc2c(c(n1)OCc3ccccc3)ncn2C(C)C                                                                                                                       
R6C SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CO)Nc1nc2c(c(n1)OCc3ccccc3)ncn2C(C)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 
R6C "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-{[6-(benzyloxy)-9-(1-methylethyl)-9H-purin-2-yl]amino}butan-1-ol 
R6C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[(6-phenylmethoxy-9-propan-2-yl-purin-2-yl)amino]butan-1-ol      
# 
