data_CK9
# 
_chem_comp.id                                    CK9 
_chem_comp.name                                  2-{[(2-{[(1R)-1-(HYDROXYMETHYL)PROPYL]AMINO}-9-ISOPROPYL-9H-PURIN-6-YL)AMINO]METHYL}PHENOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "OLOMOUCINE II" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-08 
_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                        370.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CK9 
_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        2A0C 
_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 
CK9 O27  O27  O 0 1 N N N 3.474  9.847  27.989 3.762  -0.545 -2.057 O27  CK9 1  
CK9 C24  C24  C 0 1 Y N N 4.132  9.728  29.194 4.424  -0.610 -0.872 C24  CK9 2  
CK9 C23  C23  C 0 1 Y N N 4.259  10.823 30.099 5.719  -1.107 -0.825 C23  CK9 3  
CK9 C22  C22  C 0 1 Y N N 4.942  10.645 31.343 6.389  -1.173 0.381  C22  CK9 4  
CK9 C21  C21  C 0 1 Y N N 5.497  9.375  31.679 5.773  -0.738 1.540  C21  CK9 5  
CK9 C20  C20  C 0 1 Y N N 5.371  8.283  30.774 4.485  -0.237 1.495  C20  CK9 6  
CK9 C19  C19  C 0 1 Y N N 4.706  8.476  29.538 3.811  -0.170 0.292  C19  CK9 7  
CK9 C18  C18  C 0 1 N N N 4.523  7.348  28.579 2.407  0.376  0.244  C18  CK9 8  
CK9 N17  N17  N 0 1 N N N 3.528  6.487  28.697 1.452  -0.735 0.198  N17  CK9 9  
CK9 C4   C4   C 0 1 Y N N 2.424  6.465  28.168 0.094  -0.478 0.149  C4   CK9 10 
CK9 C5   C5   C 0 1 Y N N 1.515  5.407  28.298 -0.835 -1.532 0.105  C5   CK9 11 
CK9 N9   N9   N 0 1 Y N N 1.498  4.212  28.917 -0.740 -2.884 0.095  N9   CK9 12 
CK9 C8   C8   C 0 1 Y N N 0.369  3.607  28.634 -1.932 -3.402 0.046  C8   CK9 13 
CK9 C6   C6   C 0 1 Y N N 0.265  5.538  27.584 -2.202 -1.213 0.056  C6   CK9 14 
CK9 N7   N7   N 0 1 Y N N -0.445 4.386  27.811 -2.870 -2.411 0.020  N7   CK9 15 
CK9 C10  C10  C 0 1 N N N -1.809 4.059  27.248 -4.322 -2.593 -0.035 C10  CK9 16 
CK9 C12  C12  C 0 1 N N N -1.637 3.709  25.781 -4.692 -3.360 -1.307 C12  CK9 17 
CK9 C11  C11  C 0 1 N N N -2.932 5.114  27.375 -4.784 -3.384 1.190  C11  CK9 18 
CK9 N3   N3   N 0 1 Y N N -0.034 6.631  26.807 -2.570 0.065  0.059  N3   CK9 19 
CK9 C2   C2   C 0 1 Y N N 0.855  7.655  26.710 -1.662 1.026  0.097  C2   CK9 20 
CK9 N1   N1   N 0 1 Y N N 2.032  7.556  27.393 -0.361 0.771  0.143  N1   CK9 21 
CK9 N13  N13  N 0 1 N N N 0.623  8.697  25.982 -2.085 2.346  0.093  N13  CK9 22 
CK9 C14  C14  C 0 1 N N R -0.539 8.898  25.047 -1.101 3.430  0.139  C14  CK9 23 
CK9 C25  C25  C 0 1 N N N -1.667 9.626  25.874 -1.748 4.681  0.736  C25  CK9 24 
CK9 C26  C26  C 0 1 N N N -1.594 11.153 26.144 -2.125 4.414  2.195  C26  CK9 25 
CK9 C15  C15  C 0 1 N N N -1.070 7.631  24.272 -0.612 3.736  -1.278 C15  CK9 26 
CK9 O16  O16  O 0 1 N N N -0.206 7.036  23.299 -1.697 4.243  -2.057 O16  CK9 27 
CK9 H27  H27  H 0 1 N N N 2.537  9.874  28.141 3.294  -1.385 -2.162 H27  CK9 28 
CK9 H23  H23  H 0 1 N N N 3.840  11.785 29.845 6.200  -1.447 -1.730 H23  CK9 29 
CK9 H22  H22  H 0 1 N N N 5.038  11.474 32.029 7.395  -1.563 0.418  H22  CK9 30 
CK9 H21  H21  H 0 1 N N N 6.012  9.242  32.619 6.299  -0.789 2.482  H21  CK9 31 
CK9 H20  H20  H 0 1 N N N 5.779  7.316  31.028 4.006  0.102  2.402  H20  CK9 32 
CK9 H181 1H18 H 0 0 N N N 5.407  6.722  28.772 2.287  0.994  -0.646 H181 CK9 33 
CK9 H182 2H18 H 0 0 N N N 4.391  7.818  27.593 2.220  0.978  1.133  H182 CK9 34 
CK9 H17  H17  H 0 1 N N N 3.706  5.727  29.322 1.773  -1.650 0.201  H17  CK9 35 
CK9 H8   H8   H 0 1 N N N 0.102  2.625  28.994 -2.148 -4.460 0.027  H8   CK9 36 
CK9 H10  H10  H 0 1 N N N -2.167 3.233  27.881 -4.810 -1.619 -0.044 H10  CK9 37 
CK9 H121 1H12 H 0 0 N N N -2.488 3.097  25.448 -5.773 -3.496 -1.348 H121 CK9 38 
CK9 H122 2H12 H 0 0 N N N -0.703 3.144  25.646 -4.363 -2.797 -2.180 H122 CK9 39 
CK9 H123 3H12 H 0 0 N N N -1.595 4.633  25.186 -4.204 -4.335 -1.298 H123 CK9 40 
CK9 H111 1H11 H 0 0 N N N -3.866 4.707  26.959 -4.521 -2.837 2.096  H111 CK9 41 
CK9 H112 2H11 H 0 0 N N N -2.647 6.021  26.821 -5.865 -3.519 1.149  H112 CK9 42 
CK9 H113 3H11 H 0 0 N N N -3.082 5.365  28.436 -4.296 -4.358 1.199  H113 CK9 43 
CK9 H13  H13  H 0 1 N N N 1.283  9.446  26.046 -3.032 2.551  0.059  H13  CK9 44 
CK9 H14  H14  H 0 1 N N N -0.179 9.509  24.206 -0.256 3.128  0.758  H14  CK9 45 
CK9 H251 1H25 H 0 0 N N N -1.565 9.188  26.878 -2.645 4.932  0.169  H251 CK9 46 
CK9 H252 2H25 H 0 0 N N N -2.601 9.464  25.316 -1.045 5.512  0.689  H252 CK9 47 
CK9 H261 1H26 H 0 0 N N N -2.474 11.645 25.705 -2.586 5.305  2.620  H261 CK9 48 
CK9 H262 2H26 H 0 0 N N N -0.680 11.562 25.690 -2.829 3.582  2.242  H262 CK9 49 
CK9 H263 3H26 H 0 0 N N N -1.577 11.334 27.229 -1.228 4.163  2.761  H263 CK9 50 
CK9 H151 1H15 H 0 0 N N N -1.936 7.993  23.698 0.184  4.480  -1.235 H151 CK9 51 
CK9 H152 2H15 H 0 0 N N N -1.277 6.859  25.028 -0.231 2.823  -1.736 H152 CK9 52 
CK9 H16  H16  H 0 1 N N N -0.684 6.904  22.489 -1.346 4.422  -2.941 H16  CK9 53 
# 
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 
CK9 O27 C24  SING N N 1  
CK9 O27 H27  SING N N 2  
CK9 C24 C23  DOUB Y N 3  
CK9 C24 C19  SING Y N 4  
CK9 C23 C22  SING Y N 5  
CK9 C23 H23  SING N N 6  
CK9 C22 C21  DOUB Y N 7  
CK9 C22 H22  SING N N 8  
CK9 C21 C20  SING Y N 9  
CK9 C21 H21  SING N N 10 
CK9 C20 C19  DOUB Y N 11 
CK9 C20 H20  SING N N 12 
CK9 C19 C18  SING N N 13 
CK9 C18 N17  SING N N 14 
CK9 C18 H181 SING N N 15 
CK9 C18 H182 SING N N 16 
CK9 N17 C4   SING N N 17 
CK9 N17 H17  SING N N 18 
CK9 C4  C5   SING Y N 19 
CK9 C4  N1   DOUB Y N 20 
CK9 C5  N9   SING Y N 21 
CK9 C5  C6   DOUB Y N 22 
CK9 N9  C8   DOUB Y N 23 
CK9 C8  N7   SING Y N 24 
CK9 C8  H8   SING N N 25 
CK9 C6  N7   SING Y N 26 
CK9 C6  N3   SING Y N 27 
CK9 N7  C10  SING N N 28 
CK9 C10 C12  SING N N 29 
CK9 C10 C11  SING N N 30 
CK9 C10 H10  SING N N 31 
CK9 C12 H121 SING N N 32 
CK9 C12 H122 SING N N 33 
CK9 C12 H123 SING N N 34 
CK9 C11 H111 SING N N 35 
CK9 C11 H112 SING N N 36 
CK9 C11 H113 SING N N 37 
CK9 N3  C2   DOUB Y N 38 
CK9 C2  N1   SING Y N 39 
CK9 C2  N13  SING N N 40 
CK9 N13 C14  SING N N 41 
CK9 N13 H13  SING N N 42 
CK9 C14 C25  SING N N 43 
CK9 C14 C15  SING N N 44 
CK9 C14 H14  SING N N 45 
CK9 C25 C26  SING N N 46 
CK9 C25 H251 SING N N 47 
CK9 C25 H252 SING N N 48 
CK9 C26 H261 SING N N 49 
CK9 C26 H262 SING N N 50 
CK9 C26 H263 SING N N 51 
CK9 C15 O16  SING N N 52 
CK9 C15 H151 SING N N 53 
CK9 C15 H152 SING N N 54 
CK9 O16 H16  SING N N 55 
# 
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 
CK9 SMILES           ACDLabs              10.04 n1c(c2ncn(c2nc1NC(CC)CO)C(C)C)NCc3ccccc3O                                                                                                                                      
CK9 InChI            InChI                1.02b InChI=1/C19H26N6O2/c1-4-14(10-26)22-19-23-17(20-9-13-7-5-6-8-15(13)27)16-18(24-19)25(11-21-16)12(2)3/h5-8,11-12,14,26-27H,4,9-10H2,1-3H3,(H2,20,22,23,24)/t14-/m1/s1/f/h20,22H 
CK9 InChIKey         InChI                1.02b NDUVSANREQEDRE-BRJTYTCODS                                                                                                                                                      
CK9 SMILES_CANONICAL CACTVS               3.341 CC[C@H](CO)Nc1nc(NCc2ccccc2O)c3ncn(C(C)C)c3n1                                                                                                                                  
CK9 SMILES           CACTVS               3.341 CC[CH](CO)Nc1nc(NCc2ccccc2O)c3ncn(C(C)C)c3n1                                                                                                                                   
CK9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](CO)Nc1nc(c2c(n1)n(cn2)C(C)C)NCc3ccccc3O                                                                                                                                
CK9 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CO)Nc1nc(c2c(n1)n(cn2)C(C)C)NCc3ccccc3O                                                                                                                                    
# 
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 
CK9 "SYSTEMATIC NAME" ACDLabs              10.04 2-({[2-{[(1R)-1-(hydroxymethyl)propyl]amino}-9-(1-methylethyl)-9H-purin-6-yl]amino}methyl)phenol 
CK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[[[2-[[(2R)-1-hydroxybutan-2-yl]amino]-9-propan-2-yl-purin-6-yl]amino]methyl]phenol            
# 
