data_IHJ
# 
_chem_comp.id                                    IHJ 
_chem_comp.name                                  9-CYCLOPENTYL-6-{2-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPOXY]-PHENYLAMINO}-9H-PURINE-2-CARBONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NVP-ABJ688 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-18 
_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                        460.575 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IHJ 
_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        1U9X 
_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 
IHJ N01  N01  N 0 1 Y N N 63.229 13.497 -7.764  4.762   1.641  -0.035 N01  IHJ 1  
IHJ C02  C02  C 0 1 Y N N 62.639 12.306 -8.104  3.681   2.400  -0.368 C02  IHJ 2  
IHJ N03  N03  N 0 1 Y N N 61.413 12.170 -7.596  2.619   1.651  -0.450 N03  IHJ 3  
IHJ C05  C05  C 0 1 Y N N 61.204 15.795 -5.625  4.200   -1.929 0.440  C05  IHJ 4  
IHJ N06  N06  N 0 1 Y N N 62.316 15.429 -6.343  4.909   -0.810 0.394  N06  IHJ 5  
IHJ C07  C07  C 0 1 Y N N 62.268 14.179 -6.961  4.329   0.344  0.094  C07  IHJ 6  
IHJ C08  C08  C 0 1 Y N N 61.210 13.348 -6.888  2.949   0.367  -0.182 C08  IHJ 7  
IHJ C09  C09  C 0 1 Y N N 60.131 13.744 -6.163  2.235   -0.844 -0.116 C09  IHJ 8  
IHJ N10  N10  N 0 1 Y N N 60.128 14.981 -5.525  2.894   -1.952 0.193  N10  IHJ 9  
IHJ N11  N11  N 0 1 N N N 59.083 12.821 -6.138  0.874   -0.878 -0.372 N11  IHJ 10 
IHJ N13  N13  N 0 1 N N N 62.108 17.894 -5.003  5.391   -4.127 1.028  N13  IHJ 11 
IHJ C16  C16  C 0 1 N N N 64.549 14.027 -8.115  6.134   2.120  0.151  C16  IHJ 12 
IHJ C17  C17  C 0 1 N N N 64.645 14.446 -9.575  6.647   2.767  -1.147 C17  IHJ 13 
IHJ C18  C18  C 0 1 N N N 66.141 14.386 -9.838  6.975   4.235  -0.808 C18  IHJ 14 
IHJ C19  C19  C 0 1 N N N 66.532 13.067 -9.181  7.226   4.225  0.720  C19  IHJ 15 
IHJ C20  C20  C 0 1 N N N 65.693 13.021 -7.895  6.168   3.218  1.234  C20  IHJ 16 
IHJ C30  C30  C 0 1 Y N N 57.945 12.849 -5.317  0.205   -2.106 -0.436 C30  IHJ 17 
IHJ C31  C31  C 0 1 Y N N 57.136 14.034 -5.166  0.919   -3.278 -0.634 C31  IHJ 18 
IHJ C32  C32  C 0 1 Y N N 55.982 14.020 -4.321  0.256   -4.489 -0.697 C32  IHJ 19 
IHJ C33  C33  C 0 1 Y N N 55.621 12.828 -3.620  -1.119  -4.536 -0.558 C33  IHJ 20 
IHJ C34  C34  C 0 1 Y N N 56.415 11.650 -3.763  -1.837  -3.372 -0.354 C34  IHJ 21 
IHJ C35  C35  C 0 1 Y N N 57.587 11.644 -4.611  -1.180  -2.155 -0.290 C35  IHJ 22 
IHJ O40  O40  O 0 1 N N N 58.399 10.537 -4.791  -1.885  -1.009 -0.091 O40  IHJ 23 
IHJ C41  C41  C 0 1 N N N 58.822 9.740  -3.666  -3.260  -1.383 0.013  C41  IHJ 24 
IHJ C42  C42  C 0 1 N N N 59.639 8.561  -4.195  -4.114  -0.134 0.239  C42  IHJ 25 
IHJ C43  C43  C 0 1 N N N 60.889 9.009  -4.968  -5.586  -0.534 0.350  C43  IHJ 26 
IHJ N51  N51  N 0 1 N N N 61.665 7.854  -5.476  -6.405  0.665  0.567  N51  IHJ 27 
IHJ C52  C52  C 0 1 N N N 61.712 7.702  -6.965  -6.502  1.350  -0.728 C52  IHJ 28 
IHJ C53  C53  C 0 1 N N N 62.373 6.364  -7.370  -7.445  2.548  -0.606 C53  IHJ 29 
IHJ N54  N54  N 0 1 N N N 63.749 6.276  -6.788  -8.795  2.082  -0.269 N54  IHJ 30 
IHJ C55  C55  C 0 1 N N N 63.725 6.416  -5.294  -8.698  1.397  1.026  C55  IHJ 31 
IHJ C56  C56  C 0 1 N N N 63.052 7.754  -4.896  -7.755  0.199  0.905  C56  IHJ 32 
IHJ C61  C61  C 0 1 N N N 64.385 4.988  -7.169  -9.614  3.282  -0.051 C61  IHJ 33 
IHJ C12  C12  C 0 1 N N N 61.141 17.094 -4.938  4.864   -3.154 0.768  C12  IHJ 34 
IHJ H02  H02  H 0 1 N N N 63.108 11.527 -8.729  3.702   3.466  -0.538 H02  IHJ 35 
IHJ H11  H11  H 0 1 N N N 59.515 11.909 -5.987  0.385   -0.051 -0.507 H11  IHJ 36 
IHJ H16  H16  H 0 1 N N N 64.660 14.902 -7.433  6.783   1.292  0.438  H16  IHJ 37 
IHJ H171 1H17 H 0 0 N N N 64.021 13.844 -10.277 7.546   2.253  -1.490 H171 IHJ 38 
IHJ H172 2H17 H 0 0 N N N 64.166 15.424 -9.814  5.876   2.724  -1.916 H172 IHJ 39 
IHJ H181 1H18 H 0 0 N N N 66.434 14.483 -10.909 7.870   4.559  -1.339 H181 IHJ 40 
IHJ H182 2H18 H 0 0 N N N 66.716 15.274 -9.488  6.131   4.881  -1.052 H182 IHJ 41 
IHJ H191 1H19 H 0 0 N N N 66.408 12.175 -9.838  8.234   3.875  0.944  H191 IHJ 42 
IHJ H192 2H19 H 0 0 N N N 67.628 12.946 -9.015  7.057   5.214  1.146  H192 IHJ 43 
IHJ H201 1H20 H 0 0 N N N 66.283 13.208 -6.967  5.193   3.699  1.320  H201 IHJ 44 
IHJ H202 2H20 H 0 0 N N N 65.344 11.997 -7.623  6.473   2.799  2.193  H202 IHJ 45 
IHJ H31  H31  H 0 1 N N N 57.402 14.960 -5.702  1.993   -3.245 -0.744 H31  IHJ 46 
IHJ H32  H32  H 0 1 N N N 55.369 14.930 -4.209  0.813   -5.401 -0.856 H32  IHJ 47 
IHJ H33  H33  H 0 1 N N N 54.730 12.817 -2.969  -1.633  -5.485 -0.607 H33  IHJ 48 
IHJ H34  H34  H 0 1 N N N 56.121 10.739 -3.215  -2.911  -3.413 -0.245 H34  IHJ 49 
IHJ H411 1H41 H 0 0 N N N 59.372 10.335 -2.900  -3.389  -2.068 0.852  H411 IHJ 50 
IHJ H412 2H41 H 0 0 N N N 57.970 9.418  -3.022  -3.573  -1.875 -0.908 H412 IHJ 51 
IHJ H421 1H42 H 0 0 N N N 59.907 7.857  -3.372  -3.985  0.551  -0.600 H421 IHJ 52 
IHJ H422 2H42 H 0 0 N N N 59.007 7.881  -4.813  -3.801  0.358  1.160  H422 IHJ 53 
IHJ H431 1H43 H 0 0 N N N 60.626 9.714  -5.790  -5.714  -1.219 1.189  H431 IHJ 54 
IHJ H432 2H43 H 0 0 N N N 61.525 9.686  -4.352  -5.899  -1.026 -0.571 H432 IHJ 55 
IHJ H521 1H52 H 0 0 N N N 60.700 7.813  -7.420  -5.514  1.696  -1.030 H521 IHJ 56 
IHJ H522 2H52 H 0 0 N N N 62.214 8.571  -7.450  -6.889  0.658  -1.476 H522 IHJ 57 
IHJ H531 1H53 H 0 0 N N N 61.744 5.486  -7.091  -7.473  3.085  -1.555 H531 IHJ 58 
IHJ H532 2H53 H 0 0 N N N 62.376 6.217  -8.475  -7.085  3.215  0.177  H532 IHJ 59 
IHJ H551 1H55 H 0 0 N N N 63.239 5.541  -4.800  -8.311  2.089  1.774  H551 IHJ 60 
IHJ H552 2H55 H 0 0 N N N 64.741 6.311  -4.848  -9.686  1.052  1.329  H552 IHJ 61 
IHJ H561 1H56 H 0 0 N N N 63.680 8.630  -5.178  -7.727  -0.338 1.853  H561 IHJ 62 
IHJ H562 2H56 H 0 0 N N N 63.047 7.899  -3.790  -8.115  -0.468 0.122  H562 IHJ 63 
IHJ H611 1H61 H 0 0 N N N 65.410 4.922  -6.735  -9.134  3.920  0.690  H611 IHJ 64 
IHJ H612 2H61 H 0 0 N N N 63.755 4.112  -6.885  -9.716  3.827  -0.990 H612 IHJ 65 
IHJ H613 3H61 H 0 0 N N N 64.389 4.835  -8.273  -10.601 2.988  0.307  H613 IHJ 66 
# 
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 
IHJ N01 C02  SING Y N 1  
IHJ N01 C07  SING Y N 2  
IHJ N01 C16  SING N N 3  
IHJ C02 N03  DOUB Y N 4  
IHJ C02 H02  SING N N 5  
IHJ N03 C08  SING Y N 6  
IHJ C05 N06  DOUB Y N 7  
IHJ C05 N10  SING Y N 8  
IHJ C05 C12  SING N N 9  
IHJ N06 C07  SING Y N 10 
IHJ C07 C08  DOUB Y N 11 
IHJ C08 C09  SING Y N 12 
IHJ C09 N10  DOUB Y N 13 
IHJ C09 N11  SING N N 14 
IHJ N11 C30  SING N N 15 
IHJ N11 H11  SING N N 16 
IHJ N13 C12  TRIP N N 17 
IHJ C16 C17  SING N N 18 
IHJ C16 C20  SING N N 19 
IHJ C16 H16  SING N N 20 
IHJ C17 C18  SING N N 21 
IHJ C17 H171 SING N N 22 
IHJ C17 H172 SING N N 23 
IHJ C18 C19  SING N N 24 
IHJ C18 H181 SING N N 25 
IHJ C18 H182 SING N N 26 
IHJ C19 C20  SING N N 27 
IHJ C19 H191 SING N N 28 
IHJ C19 H192 SING N N 29 
IHJ C20 H201 SING N N 30 
IHJ C20 H202 SING N N 31 
IHJ C30 C31  DOUB Y N 32 
IHJ C30 C35  SING Y N 33 
IHJ C31 C32  SING Y N 34 
IHJ C31 H31  SING N N 35 
IHJ C32 C33  DOUB Y N 36 
IHJ C32 H32  SING N N 37 
IHJ C33 C34  SING Y N 38 
IHJ C33 H33  SING N N 39 
IHJ C34 C35  DOUB Y N 40 
IHJ C34 H34  SING N N 41 
IHJ C35 O40  SING N N 42 
IHJ O40 C41  SING N N 43 
IHJ C41 C42  SING N N 44 
IHJ C41 H411 SING N N 45 
IHJ C41 H412 SING N N 46 
IHJ C42 C43  SING N N 47 
IHJ C42 H421 SING N N 48 
IHJ C42 H422 SING N N 49 
IHJ C43 N51  SING N N 50 
IHJ C43 H431 SING N N 51 
IHJ C43 H432 SING N N 52 
IHJ N51 C52  SING N N 53 
IHJ N51 C56  SING N N 54 
IHJ C52 C53  SING N N 55 
IHJ C52 H521 SING N N 56 
IHJ C52 H522 SING N N 57 
IHJ C53 N54  SING N N 58 
IHJ C53 H531 SING N N 59 
IHJ C53 H532 SING N N 60 
IHJ N54 C55  SING N N 61 
IHJ N54 C61  SING N N 62 
IHJ C55 C56  SING N N 63 
IHJ C55 H551 SING N N 64 
IHJ C55 H552 SING N N 65 
IHJ C56 H561 SING N N 66 
IHJ C56 H562 SING N N 67 
IHJ C61 H611 SING N N 68 
IHJ C61 H612 SING N N 69 
IHJ C61 H613 SING N N 70 
# 
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 
IHJ SMILES           ACDLabs              10.04 N#Cc3nc1c(ncn1C2CCCC2)c(n3)Nc5ccccc5OCCCN4CCN(CC4)C                                                                                                                                     
IHJ InChI            InChI                1.02b InChI=1/C25H32N8O/c1-31-12-14-32(15-13-31)11-6-16-34-21-10-5-4-9-20(21)28-24-23-25(30-22(17-26)29-24)33(18-27-23)19-7-2-3-8-19/h4-5,9-10,18-19H,2-3,6-8,11-16H2,1H3,(H,28,29,30)/f/h28H 
IHJ InChIKey         InChI                1.02b VWGLHPDSAYQVRM-LBOYIXSDCK                                                                                                                                                               
IHJ SMILES_CANONICAL CACTVS               3.341 CN1CCN(CCCOc2ccccc2Nc3nc(nc4n(cnc34)C5CCCC5)C#N)CC1                                                                                                                                     
IHJ SMILES           CACTVS               3.341 CN1CCN(CCCOc2ccccc2Nc3nc(nc4n(cnc34)C5CCCC5)C#N)CC1                                                                                                                                     
IHJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCCOc2ccccc2Nc3c4c(nc(n3)C#N)n(cn4)C5CCCC5                                                                                                                                   
IHJ SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCCOc2ccccc2Nc3c4c(nc(n3)C#N)n(cn4)C5CCCC5                                                                                                                                   
# 
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 
IHJ "SYSTEMATIC NAME" ACDLabs              10.04 9-cyclopentyl-6-({2-[3-(4-methylpiperazin-1-yl)propoxy]phenyl}amino)-9H-purine-2-carbonitrile 
IHJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 9-cyclopentyl-6-[[2-[3-(4-methylpiperazin-1-yl)propoxy]phenyl]amino]purine-2-carbonitrile     
# 
