data_4FR
# 
_chem_comp.id                                    4FR 
_chem_comp.name                                  "3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H34 Cl N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;3'-Chloro-5'-{6-[2-methoxy-4-(1-methyl-piperidin-4-ylcarbamoyl)-phenylamino]-3-methyl-pyrazolo[4,3-c]pyridin-1-yl}-biphenyl-2-carboxylic acid amide
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-18 
_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                        624.132 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4FR 
_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        3DBE 
_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 
4FR C31  C31  C  0 1 Y N N 14.011 77.910 48.156 9.901   1.649  -1.902 C31  4FR 1  
4FR C30  C30  C  0 1 Y N N 14.655 79.109 47.870 9.474   2.191  -0.702 C30  4FR 2  
4FR C28  C28  C  0 1 Y N N 16.758 77.981 47.465 7.600   0.690  -0.676 C28  4FR 3  
4FR C26  C26  C  0 1 N N N 23.138 79.307 41.845 1.788   4.717  2.164  C26  4FR 4  
4FR C23  C23  C  0 1 Y N N 18.613 78.442 45.835 5.320   1.047  0.262  C23  4FR 5  
4FR C22  C22  C  0 1 Y N N 18.179 77.846 47.026 6.372   0.179  -0.021 C22  4FR 6  
4FR C17  C17  C  0 1 Y N N 21.946 79.176 42.748 2.066   3.298  1.741  C17  4FR 7  
4FR C20  C20  C  0 1 Y N N 20.319 76.801 47.243 5.122   -1.645 0.922  C20  4FR 8  
4FR C12  C12  C  0 1 Y N N 20.721 79.927 42.375 1.067   2.270  1.471  C12  4FR 9  
4FR C13  C13  C  0 1 Y N N 20.435 80.768 41.305 -0.327  2.224  1.501  C13  4FR 10 
4FR C11  C11  C  0 1 Y N N 19.783 79.647 43.354 1.785   1.108  1.109  C11  4FR 11 
4FR C10  C10  C  0 1 Y N N 18.526 80.232 43.244 1.066   -0.041 0.795  C10  4FR 12 
4FR C9   C9   C  0 1 Y N N 18.261 81.075 42.159 -0.317  0.001  0.850  C9   4FR 13 
4FR O40  O40  O  0 1 N N N 11.151 81.558 44.287 -7.348  -1.833 0.336  O40  4FR 14 
4FR C41  C41  C  0 1 N N N 12.203 81.693 44.889 -6.666  -0.858 0.087  C41  4FR 15 
4FR N42  N42  N  0 1 N N N 12.254 81.886 46.208 -7.252  0.294  -0.298 N42  4FR 16 
4FR C43  C43  C  0 1 N N N 11.076 81.915 47.063 -8.710  0.370  -0.415 C43  4FR 17 
4FR C45  C45  C  0 1 N N N 11.395 80.852 48.116 -9.162  1.823  -0.243 C45  4FR 18 
4FR C46  C46  C  0 1 N N N 10.444 80.930 49.307 -10.679 1.905  -0.427 C46  4FR 19 
4FR N47  N47  N  0 1 N N N 10.422 82.287 49.886 -11.038 1.417  -1.765 N47  4FR 20 
4FR C48  C48  C  0 1 N N N 9.431  82.294 50.968 -12.470 1.610  -2.029 C48  4FR 21 
4FR C49  C49  C  0 1 N N N 10.058 83.312 48.887 -10.657 0.010  -1.937 C49  4FR 22 
4FR C44  C44  C  0 1 N N N 11.042 83.295 47.714 -9.139  -0.129 -1.798 C44  4FR 23 
4FR C50  C50  C  0 1 Y N N 13.501 81.667 44.133 -5.198  -0.934 0.205  C50  4FR 24 
4FR C55  C55  C  0 1 Y N N 14.573 80.908 44.607 -4.413  0.186  -0.080 C55  4FR 25 
4FR C56  C56  C  0 1 Y N N 15.780 80.893 43.906 -3.042  0.113  0.030  C56  4FR 26 
4FR C57  C57  C  0 1 Y N N 15.924 81.636 42.731 -2.436  -1.073 0.427  C57  4FR 27 
4FR C52  C52  C  0 1 Y N N 14.857 82.388 42.265 -3.215  -2.196 0.714  C52  4FR 28 
4FR O53  O53  O  0 1 N N N 15.014 83.117 41.112 -2.620  -3.355 1.102  O53  4FR 29 
4FR C54  C54  C  0 1 N N N 15.530 84.451 41.175 -3.478  -4.464 1.380  C54  4FR 30 
4FR C51  C51  C  0 1 Y N N 13.646 82.406 42.960 -4.589  -2.127 0.609  C51  4FR 31 
4FR N8   N8   N  0 1 N N N 17.061 81.686 41.978 -1.048  -1.142 0.539  N8   4FR 32 
4FR N14  N14  N  0 1 Y N N 19.218 81.319 41.226 -0.961  1.112  1.196  N14  4FR 33 
4FR N16  N16  N  0 1 Y N N 21.736 78.493 43.879 3.242   2.772  1.544  N16  4FR 34 
4FR N15  N15  N  0 1 Y N N 20.413 78.816 44.204 3.113   1.432  1.162  N15  4FR 35 
4FR C18  C18  C  0 1 Y N N 19.906 78.271 45.319 4.174   0.563  0.875  C18  4FR 36 
4FR C19  C19  C  0 1 Y N N 20.723 77.427 46.073 4.077   -0.783 1.204  C19  4FR 37 
4FR CL   CL   CL 0 0 N N N 21.488 75.764 48.126 4.994   -3.326 1.335  CL   4FR 38 
4FR C21  C21  C  0 1 Y N N 19.038 77.003 47.727 6.267   -1.171 0.312  C21  4FR 39 
4FR C33  C33  C  0 1 Y N N 16.078 76.760 47.703 8.033   0.139  -1.895 C33  4FR 40 
4FR C34  C34  C  0 1 N N N 16.768 75.424 47.627 7.267   -0.951 -2.532 C34  4FR 41 
4FR O35  O35  O  0 1 N N N 17.063 74.908 46.437 6.194   -1.290 -2.071 O35  4FR 42 
4FR N36  N36  N  0 1 N N N 17.040 74.826 48.648 7.757   -1.572 -3.623 N36  4FR 43 
4FR C29  C29  C  0 1 Y N N 16.009 79.152 47.497 8.331   1.718  -0.089 C29  4FR 44 
4FR C32  C32  C  0 1 Y N N 14.733 76.725 48.066 9.190   0.629  -2.500 C32  4FR 45 
4FR H31  H31  H  0 1 N N N 12.970 77.899 48.443 10.794  2.029  -2.375 H31  4FR 46 
4FR H30  H30  H  0 1 N N N 14.099 80.033 47.936 10.038  2.989  -0.243 H30  4FR 47 
4FR H26  H26  H  0 1 N N N 22.803 79.339 40.798 1.752   4.771  3.252  H26  4FR 48 
4FR H26A H26A H  0 0 N N N 23.680 80.234 42.085 2.581   5.368  1.794  H26A 4FR 49 
4FR H26B H26B H  0 0 N N N 23.804 78.444 41.991 0.832   5.038  1.752  H26B 4FR 50 
4FR H23  H23  H  0 1 N N N 17.919 79.063 45.288 5.398   2.094  0.010  H23  4FR 51 
4FR H13  H13  H  0 1 N N N 21.181 80.973 40.552 -0.889  3.104  1.776  H13  4FR 52 
4FR H10  H10  H  0 1 N N N 17.765 80.038 43.986 1.577   -0.950 0.512  H10  4FR 53 
4FR HN42 HN42 H  0 0 N N N 13.150 82.018 46.632 -6.708  1.072  -0.496 HN42 4FR 54 
4FR H43  H43  H  0 1 N N N 10.118 81.733 46.555 -9.171  -0.248 0.355  H43  4FR 55 
4FR H45  H45  H  0 1 N N N 11.300 79.858 47.654 -8.898  2.171  0.756  H45  4FR 56 
4FR H45A H45A H  0 0 N N N 12.418 81.027 48.482 -8.671  2.448  -0.989 H45A 4FR 57 
4FR H46  H46  H  0 1 N N N 9.430  80.670 48.970 -11.171 1.291  0.327  H46  4FR 58 
4FR H46A H46A H  0 0 N N N 10.793 80.227 50.078 -11.002 2.941  -0.320 H46A 4FR 59 
4FR H48  H48  H  0 1 N N N 9.948  82.296 51.939 -12.711 2.672  -1.968 H48  4FR 60 
4FR H48A H48A H  0 0 N N N 8.804  83.194 50.885 -12.709 1.241  -3.026 H48A 4FR 61 
4FR H48B H48B H  0 0 N N N 8.798  81.397 50.891 -13.054 1.062  -1.289 H48B 4FR 62 
4FR H49  H49  H  0 1 N N N 9.046  83.104 48.510 -11.148 -0.595 -1.175 H49  4FR 63 
4FR H49A H49A H  0 0 N N N 10.093 84.302 49.365 -10.963 -0.331 -2.926 H49A 4FR 64 
4FR H44  H44  H  0 1 N N N 12.048 83.544 48.084 -8.647  0.465  -2.568 H44  4FR 65 
4FR H44A H44A H  0 0 N N N 10.717 84.033 46.966 -8.858  -1.176 -1.910 H44A 4FR 66 
4FR H55  H55  H  0 1 N N N 14.468 80.333 45.515 -4.882  1.109  -0.389 H55  4FR 67 
4FR H56  H56  H  0 1 N N N 16.607 80.304 44.274 -2.437  0.980  -0.192 H56  4FR 68 
4FR H54  H54  H  0 1 N N N 15.662 84.744 42.227 -4.161  -4.201 2.187  H54  4FR 69 
4FR H54A H54A H  0 0 N N N 16.500 84.494 40.658 -4.050  -4.713 0.486  H54A 4FR 70 
4FR H54B H54B H  0 0 N N N 14.824 85.140 40.689 -2.877  -5.323 1.678  H54B 4FR 71 
4FR H51  H51  H  0 1 N N N 12.820 82.994 42.588 -5.193  -2.993 0.835  H51  4FR 72 
4FR HN8  HN8  H  0 1 N N N 17.002 82.264 41.164 -0.592  -1.986 0.399  HN8  4FR 73 
4FR H19  H19  H  0 1 N N N 21.730 77.251 45.725 3.183   -1.158 1.681  H19  4FR 74 
4FR H21  H21  H  0 1 N N N 18.710 76.515 48.633 7.082   -1.846 0.093  H21  4FR 75 
4FR HN36 HN36 H  0 0 N N N 16.735 75.376 49.425 8.613   -1.302 -3.991 HN36 4FR 76 
4FR HN3A HN3A H  0 0 N N N 17.492 73.936 48.702 7.254   -2.288 -4.041 HN3A 4FR 77 
4FR H29  H29  H  0 1 N N N 16.468 80.094 47.235 8.004   2.146  0.848  H29  4FR 78 
4FR H32  H32  H  0 1 N N N 14.253 75.781 48.277 9.529   0.211  -3.437 H32  4FR 79 
# 
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 
4FR C31 C30  DOUB Y N 1  
4FR C31 C32  SING Y N 2  
4FR C30 C29  SING N N 3  
4FR C28 C22  SING Y N 4  
4FR C28 C33  SING N N 5  
4FR C28 C29  DOUB N N 6  
4FR C26 C17  SING Y N 7  
4FR C23 C22  DOUB Y N 8  
4FR C23 C18  SING N N 9  
4FR C22 C21  SING N N 10 
4FR C17 C12  SING N N 11 
4FR C17 N16  DOUB N N 12 
4FR C20 C19  SING Y N 13 
4FR C20 CL   SING Y N 14 
4FR C20 C21  DOUB N N 15 
4FR C12 C13  DOUB Y N 16 
4FR C12 C11  SING Y N 17 
4FR C13 N14  SING Y N 18 
4FR C11 C10  DOUB Y N 19 
4FR C11 N15  SING N N 20 
4FR C10 C9   SING Y N 21 
4FR C9  N8   SING Y N 22 
4FR C9  N14  DOUB Y N 23 
4FR O40 C41  DOUB Y N 24 
4FR C41 N42  SING N N 25 
4FR C41 C50  SING Y N 26 
4FR N42 C43  SING Y N 27 
4FR C43 C45  SING Y N 28 
4FR C43 C44  SING N N 29 
4FR C45 C46  SING N N 30 
4FR C46 N47  SING Y N 31 
4FR N47 C48  SING N N 32 
4FR N47 C49  SING N N 33 
4FR C49 C44  SING N N 34 
4FR C50 C55  DOUB N N 35 
4FR C50 C51  SING N N 36 
4FR C55 C56  SING N N 37 
4FR C56 C57  DOUB N N 38 
4FR C57 C52  SING N N 39 
4FR C57 N8   SING N N 40 
4FR C52 O53  SING N N 41 
4FR C52 C51  DOUB N N 42 
4FR O53 C54  SING N N 43 
4FR N16 N15  SING N N 44 
4FR N15 C18  SING N N 45 
4FR C18 C19  DOUB N N 46 
4FR C33 C34  SING N N 47 
4FR C33 C32  DOUB N N 48 
4FR C34 O35  DOUB N N 49 
4FR C34 N36  SING N N 50 
4FR C31 H31  SING N N 51 
4FR C30 H30  SING N N 52 
4FR C26 H26  SING N N 53 
4FR C26 H26A SING N N 54 
4FR C26 H26B SING N N 55 
4FR C23 H23  SING Y N 56 
4FR C13 H13  SING Y N 57 
4FR C10 H10  SING Y N 58 
4FR N42 HN42 SING N N 59 
4FR C43 H43  SING Y N 60 
4FR C45 H45  SING N N 61 
4FR C45 H45A SING Y N 62 
4FR C46 H46  SING N N 63 
4FR C46 H46A SING N N 64 
4FR C48 H48  SING Y N 65 
4FR C48 H48A SING N N 66 
4FR C48 H48B SING N N 67 
4FR C49 H49  SING N N 68 
4FR C49 H49A SING N N 69 
4FR C44 H44  SING N N 70 
4FR C44 H44A SING N N 71 
4FR C55 H55  SING Y N 72 
4FR C56 H56  SING N N 73 
4FR C54 H54  SING Y N 74 
4FR C54 H54A SING N N 75 
4FR C54 H54B SING N N 76 
4FR C51 H51  SING N N 77 
4FR N8  HN8  SING Y N 78 
4FR C19 H19  SING N N 79 
4FR C21 H21  SING N N 80 
4FR N36 HN36 SING N N 81 
4FR N36 HN3A SING N N 82 
4FR C29 H29  SING N N 83 
4FR C32 H32  SING N N 84 
# 
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 
4FR SMILES           ACDLabs              10.04 O=C(N)c1ccccc1c2cc(cc(Cl)c2)n6nc(c3c6cc(nc3)Nc5ccc(C(=O)NC4CCN(C)CC4)cc5OC)C 
4FR InChI            InChI                1.02b 
InChI=1/C34H34ClN7O3/c1-20-28-19-37-32(39-29-9-8-21(16-31(29)45-3)34(44)38-24-10-12-41(2)13-11-24)18-30(28)42(40-20)25-15-22(14-23(35)17-25)26-6-4-5-7-27(26)33(36)43/h4-9,14-19,24H,10-13H2,1-3H3,(H2,36,43)(H,37,39)(H,38,44)/f/h38-39H,36H2 
4FR InChIKey         InChI                1.02b CQZVQAYBJDSPFL-QSMDYJMLCG 
4FR SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(c4)c5ccccc5C(N)=O)C(=O)NC6CCN(C)CC6 
4FR SMILES           CACTVS               3.341 COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(c4)c5ccccc5C(N)=O)C(=O)NC6CCN(C)CC6 
4FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)c4ccccc4C(=O)N)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)C 
4FR SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)c4ccccc4C(=O)N)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)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 
4FR "SYSTEMATIC NAME" ACDLabs              10.04 "3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide" 
4FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[1-[3-(2-aminocarbonylphenyl)-5-chloro-phenyl]-3-methyl-pyrazolo[5,4-d]pyridin-6-yl]amino]-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide     
# 
