data_8C5
# 
_chem_comp.id                                    8C5 
_chem_comp.name                                  8-cyclohexyl-N-methoxy-5-oxo-2-{[4-(2-pyrrolidin-1-ylethyl)phenyl]amino}-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H34 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-10 
_chem_comp.pdbx_modified_date                    2009-02-13 
_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                        490.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8C5 
_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        3DPK 
_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 
8C5 C01  C01  C 0 1 N N N 10.575 20.278 3.829  6.539   5.503  0.228  C01  8C5 1  
8C5 O02  O02  O 0 1 N N N 9.184  20.558 4.083  6.775   4.094  0.285  O02  8C5 2  
8C5 N03  N03  N 0 1 N N N 8.930  21.714 4.803  5.613   3.307  0.097  N03  8C5 3  
8C5 C04  C04  C 0 1 N N N 8.140  22.788 4.302  5.698   1.963  0.127  C04  8C5 4  
8C5 O05  O05  O 0 1 N N N 7.577  22.795 3.211  6.783   1.424  0.236  O05  8C5 5  
8C5 C06  C06  C 0 1 N N N 7.699  23.881 5.284  4.478   1.146  0.029  C06  8C5 6  
8C5 C07  C07  C 0 1 N N N 6.776  24.806 4.892  4.539   -0.223 0.166  C07  8C5 7  
8C5 N08  N08  N 0 1 N N N 6.482  25.981 5.564  3.448   -1.002 0.082  N08  8C5 8  
8C5 C09  C09  C 0 1 Y N N 6.923  26.168 6.898  2.194   -0.498 -0.145 C09  8C5 9  
8C5 N10  N10  N 0 1 Y N N 6.584  27.281 7.617  1.133   -1.295 -0.222 N10  8C5 10 
8C5 C11  C11  C 0 1 Y N N 7.081  27.367 8.957  -0.071  -0.789 -0.442 C11  8C5 11 
8C5 N12  N12  N 0 1 Y N N 7.878  26.428 9.512  -0.282  0.513  -0.594 N12  8C5 12 
8C5 C13  C13  C 0 1 Y N N 8.170  25.391 8.723  0.716   1.377  -0.532 C13  8C5 13 
8C5 C14  C14  C 0 1 Y N N 7.744  25.165 7.420  2.003   0.890  -0.302 C14  8C5 14 
8C5 C15  C15  C 0 1 N N N 8.150  23.951 6.679  3.170   1.780  -0.212 C15  8C5 15 
8C5 O16  O16  O 0 1 N N N 8.868  23.095 7.235  3.060   2.987  -0.336 O16  8C5 16 
8C5 N17  N17  N 0 1 N N N 6.664  28.562 9.558  -1.149  -1.650 -0.516 N17  8C5 17 
8C5 C18  C18  C 0 1 Y N N 5.636  29.571 9.182  -2.445  -1.139 -0.631 C18  8C5 18 
8C5 C19  C19  C 0 1 Y N N 5.371  29.953 7.866  -3.375  -1.773 -1.445 C19  8C5 19 
8C5 C20  C20  C 0 1 Y N N 4.353  30.881 7.552  -4.654  -1.266 -1.556 C20  8C5 20 
8C5 C21  C21  C 0 1 Y N N 3.553  31.506 8.499  -5.011  -0.127 -0.858 C21  8C5 21 
8C5 C22  C22  C 0 1 Y N N 3.815  31.103 9.817  -4.088  0.508  -0.046 C22  8C5 22 
8C5 C23  C23  C 0 1 Y N N 4.814  30.195 10.152 -2.809  0.002  0.074  C23  8C5 23 
8C5 C24  C24  C 0 1 N N N 2.345  32.368 8.122  -6.408  0.424  -0.982 C24  8C5 24 
8C5 C25  C25  C 0 1 N N N 0.996  31.591 8.342  -7.301  -0.204 0.090  C25  8C5 25 
8C5 N26  N26  N 0 1 N N N -0.252 32.286 7.852  -8.663  0.334  -0.030 N26  8C5 26 
8C5 C27  C27  C 0 1 N N N -0.041 33.112 6.634  -9.604  -0.415 0.823  C27  8C5 27 
8C5 C28  C28  C 0 1 N N N -1.450 33.585 6.231  -10.276 0.604  1.766  C28  8C5 28 
8C5 C29  C29  C 0 1 N N N -2.392 32.562 6.839  -10.098 1.948  1.013  C29  8C5 29 
8C5 C30  C30  C 0 1 N N N -1.496 31.532 7.544  -8.706  1.759  0.360  C30  8C5 30 
8C5 C31  C31  C 0 1 N N N 5.823  27.163 4.802  3.605   -2.450 0.240  C31  8C5 31 
8C5 C32  C32  C 0 1 N N N 6.776  27.811 3.783  4.546   -2.982 -0.842 C32  8C5 32 
8C5 C33  C33  C 0 1 N N N 6.158  29.052 3.128  4.710   -4.494 -0.678 C33  8C5 33 
8C5 C34  C34  C 0 1 N N N 4.964  28.718 2.291  5.299   -4.796 0.702  C34  8C5 34 
8C5 C35  C35  C 0 1 N N N 3.971  27.982 3.161  4.358   -4.264 1.785  C35  8C5 35 
8C5 C36  C36  C 0 1 N N N 4.533  26.831 4.059  4.193   -2.752 1.620  C36  8C5 36 
8C5 H24  H24  H 0 1 N N N 2.342  33.270 8.751  -6.385  1.506  -0.848 H24  8C5 37 
8C5 H24A H24A H 0 0 N N N 2.425  32.631 7.057  -6.805  0.189  -1.969 H24A 8C5 38 
8C5 H30  H30  H 0 1 N N N -1.290 30.669 6.893  -7.917  1.980  1.078  H30  8C5 39 
8C5 H30A H30A H 0 0 N N N -1.967 31.112 8.445  -8.610  2.396  -0.520 H30A 8C5 40 
8C5 H35  H35  H 0 1 N N N 3.519  28.725 3.834  3.385   -4.747 1.691  H35  8C5 41 
8C5 H36  H36  H 0 1 N N N 4.736  25.968 3.407  5.166   -2.268 1.714  H36  8C5 42 
8C5 H01  H01  H 0 1 N N N 10.743 20.207 2.744  6.129   5.763  -0.748 H01  8C5 43 
8C5 H01A H01A H 0 0 N N N 11.193 21.088 4.243  5.830   5.784  1.007  H01A 8C5 44 
8C5 H01B H01B H 0 0 N N N 10.850 19.326 4.306  7.478   6.035  0.381  H01B 8C5 45 
8C5 HN03 HN03 H 0 0 N N N 9.321  21.799 5.720  4.756   3.736  -0.054 HN03 8C5 46 
8C5 H07  H07  H 0 1 N N N 6.229  24.606 3.982  5.497   -0.687 0.346  H07  8C5 47 
8C5 H13  H13  H 0 1 N N N 8.815  24.637 9.149  0.539   2.435  -0.657 H13  8C5 48 
8C5 HN17 HN17 H 0 0 N N N 7.152  28.779 10.404 -1.007  -2.609 -0.488 HN17 8C5 49 
8C5 H19  H19  H 0 1 N N N 5.960  29.528 7.067  -3.096  -2.663 -1.991 H19  8C5 50 
8C5 H20  H20  H 0 1 N N N 4.187  31.119 6.512  -5.377  -1.759 -2.190 H20  8C5 51 
8C5 H22  H22  H 0 1 N N N 3.211  31.518 10.610 -4.370  1.398  0.497  H22  8C5 52 
8C5 H23  H23  H 0 1 N N N 4.969  29.956 11.194 -2.090  0.495  0.712  H23  8C5 53 
8C5 H25  H25  H 0 1 N N N 1.074  30.636 7.801  -7.324  -1.285 -0.044 H25  8C5 54 
8C5 H25A H25A H 0 0 N N N 0.879  31.492 9.431  -6.903  0.032  1.078  H25A 8C5 55 
8C5 H27  H27  H 0 1 N N N 0.618  33.967 6.845  -10.358 -0.902 0.204  H27  8C5 56 
8C5 H27A H27A H 0 0 N N N 0.450  32.545 5.830  -9.063  -1.160 1.406  H27A 8C5 57 
8C5 H28  H28  H 0 1 N N N -1.655 34.593 6.622  -11.333 0.371  1.895  H28  8C5 58 
8C5 H28A H28A H 0 0 N N N -1.565 33.655 5.139  -9.766  0.632  2.730  H28A 8C5 59 
8C5 H29  H29  H 0 1 N N N -3.074 33.040 7.558  -10.871 2.076  0.255  H29  8C5 60 
8C5 H29A H29A H 0 0 N N N -3.022 32.089 6.071  -10.093 2.788  1.708  H29A 8C5 61 
8C5 H31  H31  H 0 1 N N N 5.577  27.856 5.620  2.633   -2.934 0.146  H31  8C5 62 
8C5 H32  H32  H 0 1 N N N 7.697  28.110 4.304  4.127   -2.767 -1.826 H32  8C5 63 
8C5 H32A H32A H 0 0 N N N 6.982  27.075 2.992  5.518   -2.499 -0.748 H32A 8C5 64 
8C5 H33  H33  H 0 1 N N N 5.845  29.747 3.921  3.738   -4.978 -0.771 H33  8C5 65 
8C5 H33A H33A H 0 0 N N N 6.917  29.500 2.470  5.380   -4.873 -1.449 H33A 8C5 66 
8C5 H34  H34  H 0 1 N N N 4.509  29.641 1.901  5.415   -5.873 0.820  H34  8C5 67 
8C5 H34A H34A H 0 0 N N N 5.261  28.090 1.438  6.271   -4.312 0.796  H34A 8C5 68 
8C5 H35A H35A H 0 0 N N N 3.277  27.493 2.461  4.777   -4.479 2.768  H35A 8C5 69 
8C5 H36A H36A H 0 0 N N N 3.772  26.639 4.830  3.523   -2.373 2.392  H36A 8C5 70 
# 
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 
8C5 C01 O02  SING N N 1  
8C5 C01 H01  SING N N 2  
8C5 C01 H01A SING N N 3  
8C5 C01 H01B SING N N 4  
8C5 O02 N03  SING N N 5  
8C5 N03 C04  SING N N 6  
8C5 N03 HN03 SING N N 7  
8C5 C04 O05  DOUB N N 8  
8C5 C04 C06  SING N N 9  
8C5 C06 C07  DOUB N N 10 
8C5 C06 C15  SING N N 11 
8C5 C07 N08  SING N N 12 
8C5 C07 H07  SING N N 13 
8C5 N08 C09  SING N N 14 
8C5 N08 C31  SING N N 15 
8C5 C09 N10  DOUB Y N 16 
8C5 C09 C14  SING Y N 17 
8C5 N10 C11  SING Y N 18 
8C5 C11 N12  DOUB Y N 19 
8C5 C11 N17  SING N N 20 
8C5 N12 C13  SING Y N 21 
8C5 C13 C14  DOUB Y N 22 
8C5 C13 H13  SING N N 23 
8C5 C14 C15  SING N N 24 
8C5 C15 O16  DOUB N N 25 
8C5 N17 C18  SING N N 26 
8C5 N17 HN17 SING N N 27 
8C5 C18 C19  DOUB Y N 28 
8C5 C18 C23  SING Y N 29 
8C5 C19 C20  SING Y N 30 
8C5 C19 H19  SING N N 31 
8C5 C20 C21  DOUB Y N 32 
8C5 C20 H20  SING N N 33 
8C5 C21 C22  SING Y N 34 
8C5 C21 C24  SING N N 35 
8C5 C22 C23  DOUB Y N 36 
8C5 C22 H22  SING N N 37 
8C5 C23 H23  SING N N 38 
8C5 C24 C25  SING N N 39 
8C5 C24 H24  SING N N 40 
8C5 C24 H24A SING N N 41 
8C5 C25 N26  SING N N 42 
8C5 C25 H25  SING N N 43 
8C5 C25 H25A SING N N 44 
8C5 N26 C27  SING N N 45 
8C5 N26 C30  SING N N 46 
8C5 C27 C28  SING N N 47 
8C5 C27 H27  SING N N 48 
8C5 C27 H27A SING N N 49 
8C5 C28 C29  SING N N 50 
8C5 C28 H28  SING N N 51 
8C5 C28 H28A SING N N 52 
8C5 C29 C30  SING N N 53 
8C5 C29 H29  SING N N 54 
8C5 C29 H29A SING N N 55 
8C5 C30 H30  SING N N 56 
8C5 C30 H30A SING N N 57 
8C5 C31 C32  SING N N 58 
8C5 C31 C36  SING N N 59 
8C5 C31 H31  SING N N 60 
8C5 C32 C33  SING N N 61 
8C5 C32 H32  SING N N 62 
8C5 C32 H32A SING N N 63 
8C5 C33 C34  SING N N 64 
8C5 C33 H33  SING N N 65 
8C5 C33 H33A SING N N 66 
8C5 C34 C35  SING N N 67 
8C5 C34 H34  SING N N 68 
8C5 C34 H34A SING N N 69 
8C5 C35 C36  SING N N 70 
8C5 C35 H35  SING N N 71 
8C5 C35 H35A SING N N 72 
8C5 C36 H36  SING N N 73 
8C5 C36 H36A SING N N 74 
# 
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 
8C5 SMILES           ACDLabs              10.04 O=C(NOC)C2=CN(c1nc(ncc1C2=O)Nc3ccc(cc3)CCN4CCCC4)C5CCCCC5                                                                                                                                             
8C5 InChI            InChI                1.02b InChI=1/C27H34N6O3/c1-36-31-26(35)23-18-33(21-7-3-2-4-8-21)25-22(24(23)34)17-28-27(30-25)29-20-11-9-19(10-12-20)13-16-32-14-5-6-15-32/h9-12,17-18,21H,2-8,13-16H2,1H3,(H,31,35)(H,28,29,30)/f/h29,31H 
8C5 InChIKey         InChI                1.02b LYINTIKJROJCGF-SCXYCHFOCJ                                                                                                                                                                             
8C5 SMILES_CANONICAL CACTVS               3.341 CONC(=O)C1=CN(C2CCCCC2)c3nc(Nc4ccc(CCN5CCCC5)cc4)ncc3C1=O                                                                                                                                             
8C5 SMILES           CACTVS               3.341 CONC(=O)C1=CN(C2CCCCC2)c3nc(Nc4ccc(CCN5CCCC5)cc4)ncc3C1=O                                                                                                                                             
8C5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CONC(=O)C1=CN(c2c(cnc(n2)Nc3ccc(cc3)CCN4CCCC4)C1=O)C5CCCCC5                                                                                                                                           
8C5 SMILES           "OpenEye OEToolkits" 1.5.0 CONC(=O)C1=CN(c2c(cnc(n2)Nc3ccc(cc3)CCN4CCCC4)C1=O)C5CCCCC5                                                                                                                                           
# 
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 
8C5 "SYSTEMATIC NAME" ACDLabs              10.04 8-cyclohexyl-N-methoxy-5-oxo-2-{[4-(2-pyrrolidin-1-ylethyl)phenyl]amino}-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide 
8C5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-cyclohexyl-N-methoxy-5-oxo-2-[[4-(2-pyrrolidin-1-ylethyl)phenyl]amino]pyrido[6,5-d]pyrimidine-6-carboxamide             
# 
