data_5FR
# 
_chem_comp.id                                    5FR 
_chem_comp.name                                  4-({1-[3-(3-amino-3-oxopropyl)-5-chlorophenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-yl}amino)-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H34 Cl N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-{1-[3-(2-carbamoyl-ethyl)-5-chloro-phenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-ylamino}-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-16 
_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                        576.089 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5FR 
_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        3DBF 
_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 
5FR C26  C26  C  0 1 N N N 44.570 108.996 10.650 2.437   5.017  -0.004 C26  5FR 1  
5FR C17  C17  C  0 1 Y N N 45.720 109.966 10.635 2.696   3.542  0.158  C17  5FR 2  
5FR C12  C12  C  0 1 Y N N 46.876 109.661 11.519 1.704   2.478  0.048  C12  5FR 3  
5FR C13  C13  C  0 1 Y N N 47.127 108.609 12.398 0.334   2.435  -0.212 C13  5FR 4  
5FR C11  C11  C  0 1 Y N N 47.791 110.685 11.332 2.398   1.268  0.273  C11  5FR 5  
5FR C10  C10  C  0 1 Y N N 48.987 110.639 12.052 1.681   0.076  0.225  C10  5FR 6  
5FR C9   C9   C  0 1 Y N N 49.214 109.572 12.935 0.322   0.126  -0.040 C9   5FR 7  
5FR CL   CL   CL 0 0 N N N 46.108 116.301 9.005  5.190   -2.780 2.695  CL   5FR 8  
5FR C61  C61  C  0 1 Y N N 47.294 114.981 9.267  5.507   -1.347 1.768  C61  5FR 9  
5FR C68  C68  C  0 1 Y N N 46.887 113.730 9.722  4.485   -0.454 1.507  C68  5FR 10 
5FR C62  C62  C  0 1 Y N N 48.634 115.200 9.016  6.784   -1.097 1.296  C62  5FR 11 
5FR C63  C63  C  0 1 Y N N 49.524 114.159 9.229  7.039   0.043  0.558  C63  5FR 12 
5FR C69  C69  C  0 1 N N N 50.763 114.388 8.996  8.431   0.312  0.045  C69  5FR 13 
5FR C70  C70  C  0 1 N N N 52.230 114.555 8.859  8.593   -0.314 -1.342 C70  5FR 14 
5FR C71  C71  C  0 1 N N N 53.412 114.558 9.548  9.984   -0.045 -1.855 C71  5FR 15 
5FR O73  O73  O  0 1 N N N 53.924 113.427 9.798  10.769  0.584  -1.178 O73  5FR 16 
5FR N72  N72  N  0 1 N N N 53.979 115.693 9.930  10.357  -0.505 -3.066 N72  5FR 17 
5FR C66  C66  C  0 1 Y N N 49.098 112.910 9.693  6.021   0.937  0.289  C66  5FR 18 
5FR C67  C67  C  0 1 Y N N 47.745 112.642 9.955  4.740   0.692  0.765  C67  5FR 19 
5FR N15  N15  N  0 1 Y N N 47.221 111.489 10.412 3.707   1.599  0.499  N15  5FR 20 
5FR N16  N16  N  0 1 Y N N 45.948 111.106 9.967  3.848   2.988  0.415  N16  5FR 21 
5FR N14  N14  N  0 1 Y N N 48.281 108.592 13.079 -0.299  1.283  -0.245 N14  5FR 22 
5FR N8   N8   N  0 1 N N N 50.347 109.440 13.684 -0.407  -1.059 -0.090 N8   5FR 23 
5FR C57  C57  C  0 1 Y N N 51.454 110.235 13.761 -1.793  -1.019 -0.224 C57  5FR 24 
5FR C56  C56  C  0 1 Y N N 51.622 111.411 13.029 -2.500  0.101  0.202  C56  5FR 25 
5FR C55  C55  C  0 1 Y N N 52.789 112.166 13.171 -3.870  0.145  0.072  C55  5FR 26 
5FR C52  C52  C  0 1 Y N N 52.460 109.832 14.628 -2.471  -2.100 -0.790 C52  5FR 27 
5FR O53  O53  O  0 1 N N N 52.308 108.689 15.361 -1.778  -3.192 -1.210 O53  5FR 28 
5FR C54  C54  C  0 1 N N N 51.925 108.810 16.732 -2.535  -4.262 -1.780 C54  5FR 29 
5FR C51  C51  C  0 1 Y N N 53.625 110.584 14.773 -3.844  -2.061 -0.923 C51  5FR 30 
5FR C50  C50  C  0 1 Y N N 53.795 111.759 14.049 -4.554  -0.937 -0.489 C50  5FR 31 
5FR C41  C41  C  0 1 N N N 55.063 112.550 14.215 -6.022  -0.891 -0.628 C41  5FR 32 
5FR O40  O40  O  0 1 N N N 55.945 112.084 14.923 -6.616  -1.833 -1.116 O40  5FR 33 
5FR N42  N42  N  0 1 N N N 55.195 113.719 13.581 -6.704  0.195  -0.214 N42  5FR 34 
5FR C43  C43  C  0 1 N N N 56.389 114.552 13.662 -8.162  0.240  -0.352 C43  5FR 35 
5FR C44  C44  C  0 1 N N N 56.257 115.407 14.917 -8.624  1.699  -0.419 C44  5FR 36 
5FR C49  C49  C  0 1 N N N 57.369 116.456 14.931 -10.152 1.741  -0.502 C49  5FR 37 
5FR N47  N47  N  0 1 N N N 57.272 117.331 13.744 -10.726 1.081  0.678  N47  5FR 38 
5FR C48  C48  C  0 1 N N N 58.374 118.305 13.781 -12.188 1.223  0.701  C48  5FR 39 
5FR C46  C46  C  0 1 N N N 57.365 116.562 12.489 -10.334 -0.333 0.737  C46  5FR 40 
5FR C45  C45  C  0 1 N N N 56.312 115.457 12.435 -8.812  -0.438 0.857  C45  5FR 41 
5FR H126 H126 H  0 0 N N N 44.303 108.759 11.690 2.181   5.449  0.964  H126 5FR 42 
5FR H226 H226 H  0 0 N N N 43.704 109.446 10.143 3.332   5.503  -0.394 H226 5FR 43 
5FR H326 H326 H  0 0 N N N 44.862 108.073 10.128 1.610   5.167  -0.698 H326 5FR 44 
5FR H13  H13  H  0 1 N N N 46.402 107.819 12.528 -0.209  3.353  -0.385 H13  5FR 45 
5FR H10  H10  H  0 1 N N N 49.728 111.415 11.931 2.174   -0.870 0.391  H10  5FR 46 
5FR H68  H68  H  0 1 N N N 45.833 113.585 9.910  3.490   -0.647 1.879  H68  5FR 47 
5FR H62  H62  H  0 1 N N N 48.980 116.160 8.662  7.582   -1.794 1.505  H62  5FR 48 
5FR H169 H169 H  0 0 N N N 50.688 113.947 7.991  8.592   1.388  -0.021 H169 5FR 49 
5FR H269 H269 H  0 0 N N N 50.816 114.929 9.952  9.160   -0.124 0.728  H269 5FR 50 
5FR H170 H170 H  0 0 N N N 52.437 113.733 8.157  8.431   -1.390 -1.276 H170 5FR 51 
5FR H270 H270 H  0 0 N N N 52.150 115.651 8.913  7.864   0.122  -2.025 H270 5FR 52 
5FR H172 H172 H  0 0 N N N 53.425 116.474 9.642  9.729   -1.009 -3.607 H172 5FR 53 
5FR H272 H272 H  0 0 N N N 54.839 115.759 10.435 11.252  -0.332 -3.396 H272 5FR 54 
5FR H66  H66  H  0 1 N N N 49.829 112.131 9.854  6.221   1.827  -0.289 H66  5FR 55 
5FR HN8  HN8  H  0 1 N N N 50.370 108.631 14.271 0.050   -1.913 -0.033 HN8  5FR 56 
5FR H56  H56  H  0 1 N N N 50.848 111.738 12.351 -1.972  0.938  0.636  H56  5FR 57 
5FR H55  H55  H  0 1 N N N 52.914 113.072 12.597 -4.416  1.015  0.404  H55  5FR 58 
5FR H154 H154 H  0 0 N N N 52.825 108.841 17.363 -3.249  -4.633 -1.045 H154 5FR 59 
5FR H254 H254 H  0 0 N N N 51.348 109.736 16.871 -3.072  -3.900 -2.657 H254 5FR 60 
5FR H354 H354 H  0 0 N N N 51.307 107.946 17.017 -1.863  -5.068 -2.072 H354 5FR 61 
5FR H51  H51  H  0 1 N N N 54.398 110.253 15.450 -4.370  -2.897 -1.361 H51  5FR 62 
5FR HN42 HN42 H  0 0 N N N 54.432 114.040 13.020 -6.230  0.946  0.176  HN42 5FR 63 
5FR H43  H43  H  0 1 N N N 57.328 113.980 13.697 -8.458  -0.278 -1.264 H43  5FR 64 
5FR H144 H144 H  0 0 N N N 55.278 115.908 14.920 -8.293  2.227  0.476  H144 5FR 65 
5FR H244 H244 H  0 0 N N N 56.341 114.769 15.809 -8.198  2.175  -1.302 H244 5FR 66 
5FR H149 H149 H  0 0 N N N 57.274 117.069 15.839 -10.485 2.779  -0.535 H149 5FR 67 
5FR H249 H249 H  0 0 N N N 58.342 115.943 14.916 -10.481 1.225  -1.403 H249 5FR 68 
5FR H148 H148 H  0 0 N N N 58.684 118.548 12.754 -12.612 0.770  -0.194 H148 5FR 69 
5FR H248 H248 H  0 0 N N N 58.037 119.221 14.289 -12.587 0.725  1.585  H248 5FR 70 
5FR H348 H348 H  0 0 N N N 59.225 117.874 14.328 -12.449 2.281  0.732  H348 5FR 71 
5FR H146 H146 H  0 0 N N N 57.207 117.245 11.641 -10.800 -0.803 1.604  H146 5FR 72 
5FR H246 H246 H  0 0 N N N 58.360 116.097 12.439 -10.663 -0.840 -0.170 H246 5FR 73 
5FR H145 H145 H  0 0 N N N 55.314 115.919 12.397 -8.521  -1.488 0.886  H145 5FR 74 
5FR H245 H245 H  0 0 N N N 56.498 114.845 11.540 -8.484  0.056  1.771  H245 5FR 75 
# 
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 
5FR C26 H126 SING N N 1  
5FR C26 H226 SING N N 2  
5FR C26 H326 SING N N 3  
5FR C17 C26  SING N N 4  
5FR C17 C12  SING Y N 5  
5FR C12 C13  SING Y N 6  
5FR C13 N14  DOUB Y N 7  
5FR C13 H13  SING N N 8  
5FR C11 C12  DOUB Y N 9  
5FR C11 C10  SING Y N 10 
5FR C10 C9   DOUB Y N 11 
5FR C10 H10  SING N N 12 
5FR C9  N14  SING Y N 13 
5FR C9  N8   SING N N 14 
5FR CL  C61  SING N N 15 
5FR C61 C68  DOUB Y N 16 
5FR C68 C67  SING Y N 17 
5FR C68 H68  SING N N 18 
5FR C62 C63  DOUB Y N 19 
5FR C62 C61  SING Y N 20 
5FR C62 H62  SING N N 21 
5FR C63 C66  SING Y N 22 
5FR C69 C63  SING N N 23 
5FR C69 H169 SING N N 24 
5FR C69 H269 SING N N 25 
5FR C70 C69  SING N N 26 
5FR C70 C71  SING N N 27 
5FR C70 H170 SING N N 28 
5FR C70 H270 SING N N 29 
5FR C71 O73  DOUB N N 30 
5FR C71 N72  SING N N 31 
5FR N72 H172 SING N N 32 
5FR N72 H272 SING N N 33 
5FR C66 C67  DOUB Y N 34 
5FR C66 H66  SING N N 35 
5FR C67 N15  SING N N 36 
5FR N15 C11  SING Y N 37 
5FR N16 N15  SING Y N 38 
5FR N16 C17  DOUB Y N 39 
5FR N8  C57  SING N N 40 
5FR N8  HN8  SING N N 41 
5FR C57 C52  DOUB Y N 42 
5FR C56 C55  DOUB Y N 43 
5FR C56 C57  SING Y N 44 
5FR C56 H56  SING N N 45 
5FR C55 C50  SING Y N 46 
5FR C55 H55  SING N N 47 
5FR C52 C51  SING Y N 48 
5FR C52 O53  SING N N 49 
5FR O53 C54  SING N N 50 
5FR C54 H154 SING N N 51 
5FR C54 H254 SING N N 52 
5FR C54 H354 SING N N 53 
5FR C51 H51  SING N N 54 
5FR C50 C41  SING N N 55 
5FR C50 C51  DOUB Y N 56 
5FR C41 O40  DOUB N N 57 
5FR N42 C43  SING N N 58 
5FR N42 C41  SING N N 59 
5FR N42 HN42 SING N N 60 
5FR C43 C44  SING N N 61 
5FR C43 H43  SING N N 62 
5FR C44 C49  SING N N 63 
5FR C44 H144 SING N N 64 
5FR C44 H244 SING N N 65 
5FR C49 H149 SING N N 66 
5FR C49 H249 SING N N 67 
5FR N47 C48  SING N N 68 
5FR N47 C49  SING N N 69 
5FR C48 H148 SING N N 70 
5FR C48 H248 SING N N 71 
5FR C48 H348 SING N N 72 
5FR C46 N47  SING N N 73 
5FR C46 H146 SING N N 74 
5FR C46 H246 SING N N 75 
5FR C45 C46  SING N N 76 
5FR C45 C43  SING N N 77 
5FR C45 H145 SING N N 78 
5FR C45 H245 SING N N 79 
# 
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 
5FR SMILES           ACDLabs              10.04 O=C(N)CCc1cc(cc(Cl)c1)n5nc(c2c5cc(nc2)Nc4ccc(C(=O)NC3CCN(C)CC3)cc4OC)C 
5FR InChI            InChI                1.02b 
InChI=1/C30H34ClN7O3/c1-18-24-17-33-29(16-26(24)38(36-18)23-13-19(4-7-28(32)39)12-21(31)15-23)35-25-6-5-20(14-27(25)41-3)30(40)34-22-8-10-37(2)11-9-22/h5-6,12-17,22H,4,7-11H2,1-3H3,(H2,32,39)(H,33,35)(H,34,40)/f/h34-35H,32H2 
5FR InChIKey         InChI                1.02b NRECIWMNKXRLNI-SRGKRDPMCG 
5FR SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(CCC(N)=O)c4)C(=O)NC5CCN(C)CC5 
5FR SMILES           CACTVS               3.341 COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(CCC(N)=O)c4)C(=O)NC5CCN(C)CC5 
5FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)CCC(=O)N)Nc4ccc(cc4OC)C(=O)NC5CCN(CC5)C 
5FR SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)CCC(=O)N)Nc4ccc(cc4OC)C(=O)NC5CCN(CC5)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 
5FR "SYSTEMATIC NAME" ACDLabs              10.04 4-({1-[3-(3-amino-3-oxopropyl)-5-chlorophenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-yl}amino)-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide 
5FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[1-[3-(3-amino-3-oxo-propyl)-5-chloro-phenyl]-3-methyl-pyrazolo[5,4-d]pyridin-6-yl]amino]-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide  
# 
