data_CKE
# 
_chem_comp.id                                    CKE 
_chem_comp.name                                  1-{7-cyclohexyl-6-[4-(4-methylpiperazin-1-yl)benzyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}methanamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H34 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        418.578 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CKE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2R6N 
_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 
CKE C11  C11  C 0 1 Y N N 33.909 6.145  4.344  -1.405 -0.700 1.642  C11  CKE 1  
CKE C12  C12  C 0 1 N N N 32.967 5.260  3.547  -0.242 -0.217 2.469  C12  CKE 2  
CKE C13  C13  C 0 1 Y N N 31.530 5.763  3.680  1.029  -0.338 1.668  C13  CKE 3  
CKE C14  C14  C 0 1 Y N N 30.908 6.513  2.631  1.768  -1.505 1.719  C14  CKE 4  
CKE C15  C15  C 0 1 Y N N 29.567 6.987  2.773  2.933  -1.619 0.986  C15  CKE 5  
CKE C16  C16  C 0 1 Y N N 28.788 6.729  3.974  3.362  -0.559 0.197  C16  CKE 6  
CKE C20  C20  C 0 1 N N N 26.437 6.462  4.932  5.678  -1.006 0.321  C20  CKE 7  
CKE C21  C21  C 0 1 N N N 25.760 5.274  4.201  6.931  -1.197 -0.538 C21  CKE 8  
CKE C24  C24  C 0 1 N N N 26.780 7.560  2.765  4.803  0.560  -1.304 C24  CKE 9  
CKE C27  C27  C 0 1 N N N 34.110 9.559  2.696  -1.872 1.934  -0.687 C27  CKE 10 
CKE C30  C30  C 0 1 N N N 35.044 9.791  0.338  -3.021 4.120  -0.303 C30  CKE 11 
CKE C31  C31  C 0 1 N N N 24.470 4.580  2.263  7.515  1.149  -0.395 C31  CKE 12 
CKE N01  N01  N 0 1 Y N N 36.660 8.415  7.238  -4.785 -2.617 -0.668 N01  CKE 13 
CKE C02  C02  C 0 1 Y N N 35.906 7.249  7.147  -3.798 -2.983 0.135  C02  CKE 14 
CKE C03  C03  C 0 1 Y N N 35.201 6.970  6.005  -2.952 -1.997 0.639  C03  CKE 15 
CKE C04  C04  C 0 1 Y N N 35.268 7.849  4.992  -3.183 -0.653 0.273  C04  CKE 16 
CKE N05  N05  N 0 1 Y N N 35.993 8.995  5.040  -4.199 -0.383 -0.539 N05  CKE 17 
CKE C06  C06  C 0 1 Y N N 36.681 9.272  6.167  -4.970 -1.349 -0.989 C06  CKE 18 
CKE C07  C07  C 0 1 Y N N 34.344 5.855  5.646  -1.794 -1.981 1.532  C07  CKE 19 
CKE N08  N08  N 0 1 Y N N 34.481 7.371  3.932  -2.227 0.103  0.895  N08  CKE 20 
CKE N10  N10  N 0 1 N N N 38.118 10.805 7.300  -5.648 -1.037 -3.301 N10  CKE 21 
CKE C17  C17  C 0 1 Y N N 29.438 5.972  5.016  2.616  0.612  0.148  C17  CKE 22 
CKE C18  C18  C 0 1 Y N N 30.777 5.502  4.870  1.449  0.717  0.879  C18  CKE 23 
CKE N19  N19  N 0 1 N N N 27.405 7.239  4.102  4.540  -0.671 -0.546 N19  CKE 24 
CKE N22  N22  N 0 1 N N N 25.103 5.729  2.948  7.194  0.034  -1.296 N22  CKE 25 
CKE C23  C23  C 0 1 N N N 26.115 6.352  2.060  6.056  0.369  -2.163 C23  CKE 26 
CKE C25  C25  C 0 1 N N N 34.262 8.006  2.606  -2.100 1.558  0.779  C25  CKE 27 
CKE C26  C26  C 0 1 N N N 35.437 7.638  1.655  -3.382 2.223  1.283  C26  CKE 28 
CKE C28  C28  C 0 1 N N N 35.245 8.262  0.250  -3.249 3.743  1.162  C28  CKE 29 
CKE C29  C29  C 0 1 N N N 33.880 10.149 1.287  -1.739 3.454  -0.808 C29  CKE 30 
CKE C09  C09  C 0 1 N N N 37.458 10.512 6.239  -6.111 -0.996 -1.908 C09  CKE 31 
CKE H121 1H12 H 0 0 N N N 33.027 4.230  3.929  -0.400 0.826  2.744  H121 CKE 32 
CKE H122 2H12 H 0 0 N N N 33.260 5.287  2.487  -0.161 -0.823 3.372  H122 CKE 33 
CKE H14  H14  H 0 1 N N N 31.457 6.722  1.725  1.435  -2.329 2.333  H14  CKE 34 
CKE H15  H15  H 0 1 N N N 29.121 7.551  1.968  3.510  -2.531 1.026  H15  CKE 35 
CKE H201 1H20 H 0 0 N N N 26.986 6.056  5.794  5.464  -1.927 0.862  H201 CKE 36 
CKE H202 2H20 H 0 0 N N N 25.632 7.159  5.208  5.845  -0.197 1.032  H202 CKE 37 
CKE H211 1H21 H 0 0 N N N 25.001 4.831  4.863  7.783  -1.416 0.106  H211 CKE 38 
CKE H212 2H21 H 0 0 N N N 26.530 4.532  3.946  6.775  -2.024 -1.230 H212 CKE 39 
CKE H241 1H24 H 0 0 N N N 27.574 7.940  2.105  3.951  0.780  -1.947 H241 CKE 40 
CKE H242 2H24 H 0 0 N N N 25.982 8.292  2.957  4.959  1.388  -0.612 H242 CKE 41 
CKE H271 1H27 H 0 0 N N N 35.026 9.990  3.126  -0.959 1.460  -1.046 H271 CKE 42 
CKE H272 2H27 H 0 0 N N N 33.248 9.802  3.335  -2.718 1.595  -1.285 H272 CKE 43 
CKE H301 1H30 H 0 0 N N N 35.968 10.250 0.719  -3.867 3.780  -0.901 H301 CKE 44 
CKE H302 2H30 H 0 0 N N N 34.804 10.169 -0.667 -2.927 5.202  -0.389 H302 CKE 45 
CKE H311 1H31 H 0 0 N N N 24.313 4.826  1.202  8.403  0.901  0.188  H311 CKE 46 
CKE H312 2H31 H 0 0 N N N 25.125 3.700  2.342  7.706  2.047  -0.982 H312 CKE 47 
CKE H313 3H31 H 0 0 N N N 23.501 4.360  2.735  6.676  1.326  0.278  H313 CKE 48 
CKE H02  H02  H 0 1 N N N 35.876 6.561  7.979  -3.652 -4.021 0.393  H02  CKE 49 
CKE H07  H07  H 0 1 N N N 34.096 4.993  6.248  -1.339 -2.835 2.011  H07  CKE 50 
CKE H101 1H10 H 0 0 N N N 39.090 10.881 7.078  -6.396 -0.803 -3.938 H101 CKE 51 
CKE H102 2H10 H 0 0 N N N 37.791 11.676 7.666  -4.855 -0.428 -3.437 H102 CKE 52 
CKE H17  H17  H 0 1 N N N 28.899 5.756  5.927  2.947  1.438  -0.465 H17  CKE 53 
CKE H18  H18  H 0 1 N N N 31.231 4.939  5.672  0.867  1.626  0.838  H18  CKE 54 
CKE H231 1H23 H 0 0 N N N 25.623 6.697  1.138  5.889  -0.440 -2.874 H231 CKE 55 
CKE H232 2H23 H 0 0 N N N 26.888 5.607  1.821  6.269  1.291  -2.704 H232 CKE 56 
CKE H25  H25  H 0 1 N N N 33.313 7.617  2.207  -1.254 1.897  1.377  H25  CKE 57 
CKE H261 1H26 H 0 0 N N N 35.482 6.544  1.554  -4.227 1.883  0.685  H261 CKE 58 
CKE H262 2H26 H 0 0 N N N 36.369 8.033  2.086  -3.544 1.955  2.327  H262 CKE 59 
CKE H281 1H28 H 0 0 N N N 34.358 7.813  -0.220 -2.403 4.082  1.760  H281 CKE 60 
CKE H282 2H28 H 0 0 N N N 36.148 8.063  -0.346 -4.162 4.217  1.522  H282 CKE 61 
CKE H291 1H29 H 0 0 N N N 33.808 11.244 1.366  -0.894 3.794  -0.210 H291 CKE 62 
CKE H292 2H29 H 0 0 N N N 32.951 9.726  0.877  -1.577 3.722  -1.852 H292 CKE 63 
CKE H091 1H09 H 0 0 N N N 38.199 10.452 5.428  -6.922 -1.712 -1.773 H091 CKE 64 
CKE H092 2H09 H 0 0 N N N 36.690 11.298 6.192  -6.470 0.006  -1.673 H092 CKE 65 
# 
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 
CKE C28 C30  SING Y N 1  
CKE C28 C26  SING N N 2  
CKE C30 C29  SING N N 3  
CKE C29 C27  SING N N 4  
CKE C26 C25  SING N N 5  
CKE C23 C24  SING Y N 6  
CKE C23 N22  SING Y N 7  
CKE C31 N22  SING Y N 8  
CKE C25 C27  SING N N 9  
CKE C25 N08  SING Y N 10 
CKE C14 C15  DOUB N N 11 
CKE C14 C13  SING N N 12 
CKE C24 N19  SING Y N 13 
CKE C15 C16  SING N N 14 
CKE N22 C21  SING N N 15 
CKE C12 C13  SING N N 16 
CKE C12 C11  SING N N 17 
CKE C13 C18  DOUB N N 18 
CKE N08 C11  SING N N 19 
CKE N08 C04  SING N N 20 
CKE C16 N19  SING N N 21 
CKE C16 C17  DOUB N N 22 
CKE N19 C20  SING N N 23 
CKE C21 C20  SING N N 24 
CKE C11 C07  DOUB N N 25 
CKE C18 C17  SING N N 26 
CKE C04 N05  DOUB N N 27 
CKE C04 C03  SING N N 28 
CKE N05 C06  SING N N 29 
CKE C07 C03  SING N N 30 
CKE C03 C02  DOUB Y N 31 
CKE C06 C09  SING N N 32 
CKE C06 N01  DOUB Y N 33 
CKE C09 N10  SING Y N 34 
CKE C02 N01  SING Y N 35 
CKE C12 H121 SING Y N 36 
CKE C12 H122 SING N N 37 
CKE C14 H14  SING Y N 38 
CKE C15 H15  SING Y N 39 
CKE C20 H201 SING N N 40 
CKE C20 H202 SING Y N 41 
CKE C21 H211 SING Y N 42 
CKE C21 H212 SING N N 43 
CKE C24 H241 SING N N 44 
CKE C24 H242 SING N N 45 
CKE C27 H271 SING Y N 46 
CKE C27 H272 SING N N 47 
CKE C30 H301 SING N N 48 
CKE C30 H302 SING N N 49 
CKE C31 H311 SING N N 50 
CKE C31 H312 SING N N 51 
CKE C31 H313 SING N N 52 
CKE C02 H02  SING N N 53 
CKE C07 H07  SING N N 54 
CKE N10 H101 SING N N 55 
CKE N10 H102 SING N N 56 
CKE C17 H17  SING N N 57 
CKE C18 H18  SING N N 58 
CKE C23 H231 SING N N 59 
CKE C23 H232 SING N N 60 
CKE C25 H25  SING N N 61 
CKE C26 H261 SING N N 62 
CKE C26 H262 SING N N 63 
CKE C28 H281 SING N N 64 
CKE C28 H282 SING N N 65 
CKE C29 H291 SING N N 66 
CKE C29 H292 SING N N 67 
CKE C09 H091 SING N N 68 
CKE C09 H092 SING N N 69 
# 
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 
CKE SMILES           ACDLabs              10.04 n1cc2cc(n(c2nc1CN)C3CCCCC3)Cc4ccc(cc4)N5CCN(C)CC5                                                                                                          
CKE InChI            InChI                1.02b InChI=1/C25H34N6/c1-29-11-13-30(14-12-29)21-9-7-19(8-10-21)15-23-16-20-18-27-24(17-26)28-25(20)31(23)22-5-3-2-4-6-22/h7-10,16,18,22H,2-6,11-15,17,26H2,1H3 
CKE InChIKey         InChI                1.02b GCJSOJRPNOWSEH-UHFFFAOYAL                                                                                                                                  
CKE SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)c2ccc(Cc3cc4cnc(CN)nc4n3C5CCCCC5)cc2                                                                                                            
CKE SMILES           CACTVS               3.341 CN1CCN(CC1)c2ccc(Cc3cc4cnc(CN)nc4n3C5CCCCC5)cc2                                                                                                            
CKE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc(cc2)Cc3cc4cnc(nc4n3C5CCCCC5)CN                                                                                                            
CKE SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc(cc2)Cc3cc4cnc(nc4n3C5CCCCC5)CN                                                                                                            
# 
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 
CKE "SYSTEMATIC NAME" ACDLabs              10.04 1-{7-cyclohexyl-6-[4-(4-methylpiperazin-1-yl)benzyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}methanamine   
CKE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [7-cyclohexyl-6-[[4-(4-methylpiperazin-1-yl)phenyl]methyl]pyrrolo[2,3-d]pyrimidin-2-yl]methanamine 
# 
