data_2FR
# 
_chem_comp.id                                    2FR 
_chem_comp.name                                  3-[3-(3-methyl-6-{[(1S)-1-phenylethyl]amino}-1H-pyrazolo[4,3-c]pyridin-1-yl)phenyl]propanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         3-{3-[3-methyl-6-(1-phenyl-ethylamino)-pyrazolo[4,3-c]pyridin-1-yl]-phenyl}-propionamide 
_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                        399.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2FR 
_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        3DBC 
_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 
2FR C30  C30  C 0 1 Y N N 119.016 56.948 42.844 4.754  2.618  -0.689 C30  2FR 1  
2FR C28  C28  C 0 1 Y N N 119.945 58.387 44.548 7.127  2.690  -0.998 C28  2FR 2  
2FR C27  C27  C 0 1 Y N N 120.223 57.271 45.334 7.246  1.462  -0.374 C27  2FR 3  
2FR C26  C26  C 0 1 Y N N 119.894 55.997 44.871 6.119  0.811  0.091  C26  2FR 4  
2FR C24  C24  C 0 1 N N N 120.168 53.790 42.511 3.515  0.901  1.951  C24  2FR 5  
2FR C23  C23  C 0 1 N N S 118.949 54.435 43.166 3.644  0.680  0.442  C23  2FR 6  
2FR N21  N21  N 0 1 N N N 117.584 61.834 45.487 -8.451 1.244  0.174  N21  2FR 7  
2FR C16  C16  C 0 1 Y N N 116.576 58.510 47.175 -3.510 1.288  0.034  C16  2FR 8  
2FR C17  C17  C 0 1 Y N N 116.092 58.112 45.922 -2.921 0.065  -0.215 C17  2FR 9  
2FR C20  C20  C 0 1 N N N 116.890 61.516 46.580 -7.282 1.549  -0.422 C20  2FR 10 
2FR C15  C15  C 0 1 Y N N 115.866 58.193 48.330 -2.904 2.188  0.892  C15  2FR 11 
2FR C12  C12  C 0 1 Y N N 114.897 57.390 45.757 -1.717 -0.261 0.397  C12  2FR 12 
2FR C13  C13  C 0 1 Y N N 114.221 57.113 46.953 -1.111 0.644  1.258  C13  2FR 13 
2FR C14  C14  C 0 1 Y N N 114.677 57.491 48.214 -1.707 1.867  1.503  C14  2FR 14 
2FR C11  C11  C 0 1 N N N 111.775 56.797 42.019 -1.291 -5.115 -0.531 C11  2FR 15 
2FR C10  C10  C 0 1 Y N N 112.912 56.822 43.001 -0.947 -3.672 -0.266 C10  2FR 16 
2FR C4   C4   C 0 1 Y N N 115.042 56.268 43.649 0.230  -1.730 0.073  C4   2FR 17 
2FR C5   C5   C 0 1 Y N N 114.150 56.108 42.599 0.396  -3.108 -0.193 C5   2FR 18 
2FR C6   C6   C 0 1 Y N N 114.487 55.392 41.451 1.686  -3.623 -0.324 C6   2FR 19 
2FR C3   C3   C 0 1 Y N N 116.297 55.688 43.532 1.370  -0.940 0.193  C3   2FR 20 
2FR C2   C2   C 0 1 Y N N 116.620 54.973 42.368 2.612  -1.534 0.049  C2   2FR 21 
2FR O22  O22  O 0 1 N N N 115.715 61.827 46.722 -7.278 2.111  -1.497 O22  2FR 22 
2FR C19  C19  C 0 1 N N N 117.624 60.751 47.669 -5.979 1.192  0.246  C19  2FR 23 
2FR C18  C18  C 0 1 N N N 117.874 59.287 47.287 -4.813 1.646  -0.634 C18  2FR 24 
2FR N8   N8   N 0 1 Y N N 114.389 57.004 44.567 -1.116 -1.501 0.147  N8   2FR 25 
2FR N9   N9   N 0 1 Y N N 113.075 57.368 44.221 -1.797 -2.705 -0.065 N9   2FR 26 
2FR N1   N1   N 0 1 Y N N 115.711 54.844 41.363 2.731  -2.833 -0.201 N1   2FR 27 
2FR N7   N7   N 0 1 N N N 117.845 54.397 42.202 3.759  -0.754 0.167  N7   2FR 28 
2FR C25  C25  C 0 1 Y N N 119.292 55.818 43.623 4.873  1.389  -0.066 C25  2FR 29 
2FR C29  C29  C 0 1 Y N N 119.335 58.224 43.305 5.881  3.268  -1.155 C29  2FR 30 
2FR H30  H30  H 0 1 N N N 118.551 56.830 41.876 3.780  3.067  -0.815 H30  2FR 31 
2FR H28  H28  H 0 1 N N N 120.201 59.375 44.900 8.008  3.199  -1.361 H28  2FR 32 
2FR H27  H27  H 0 1 N N N 120.692 57.392 46.299 8.219  1.010  -0.252 H27  2FR 33 
2FR H26  H26  H 0 1 N N N 120.108 55.136 45.487 6.211  -0.148 0.578  H26  2FR 34 
2FR H24  H24  H 0 1 N N N 119.970 53.635 41.440 3.430  1.969  2.155  H24  2FR 35 
2FR H24A H24A H 0 0 N N N 121.040 54.449 42.631 2.626  0.389  2.319  H24A 2FR 36 
2FR H24B H24B H 0 0 N N N 120.372 52.821 42.990 4.397  0.505  2.453  H24B 2FR 37 
2FR H23  H23  H 0 1 N N N 118.633 53.887 44.066 2.762  1.077  -0.060 H23  2FR 38 
2FR HN21 HN21 H 0 0 N N N 117.041 62.343 44.819 -9.290 1.474  -0.256 HN21 2FR 39 
2FR HN2A HN2A H 0 0 N N N 118.544 61.590 45.350 -8.455 0.794  1.033  HN2A 2FR 40 
2FR H17  H17  H 0 1 N N N 116.663 58.372 45.043 -3.395 -0.638 -0.884 H17  2FR 41 
2FR H15  H15  H 0 1 N N N 116.236 58.489 49.300 -3.368 3.145  1.085  H15  2FR 42 
2FR H13  H13  H 0 1 N N N 113.288 56.573 46.893 -0.176 0.394  1.736  H13  2FR 43 
2FR H14  H14  H 0 1 N N N 114.107 57.238 49.096 -1.236 2.572  2.172  H14  2FR 44 
2FR H11  H11  H 0 1 N N N 110.819 56.791 42.564 -1.348 -5.655 0.415  H11  2FR 45 
2FR H11A H11A H 0 0 N N N 111.825 57.689 41.377 -2.253 -5.172 -1.040 H11A 2FR 46 
2FR H11B H11B H 0 0 N N N 111.848 55.893 41.397 -0.521 -5.563 -1.159 H11B 2FR 47 
2FR H6   H6   H 0 1 N N N 113.776 55.280 40.646 1.827  -4.675 -0.528 H6   2FR 48 
2FR H3   H3   H 0 1 N N N 117.019 55.786 44.329 1.286  0.118  0.396  H3   2FR 49 
2FR H19  H19  H 0 1 N N N 118.595 61.237 47.843 -5.919 1.689  1.214  H19  2FR 50 
2FR H19A H19A H 0 0 N N N 116.995 60.761 48.571 -5.928 0.112  0.389  H19A 2FR 51 
2FR H18  H18  H 0 1 N N N 118.500 58.821 48.062 -4.864 2.725  -0.777 H18  2FR 52 
2FR H18A H18A H 0 0 N N N 118.374 59.266 46.308 -4.873 1.148  -1.602 H18A 2FR 53 
2FR HN7  HN7  H 0 1 N N N 118.216 54.835 41.383 4.634  -1.160 0.068  HN7  2FR 54 
2FR H29  H29  H 0 1 N N N 119.109 59.088 42.698 5.789  4.227  -1.642 H29  2FR 55 
# 
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 
2FR C30 C25  DOUB Y N 1  
2FR C30 C29  SING Y N 2  
2FR C28 C27  SING N N 3  
2FR C28 C29  DOUB Y N 4  
2FR C27 C26  DOUB Y N 5  
2FR C26 C25  SING N N 6  
2FR C24 C23  SING Y N 7  
2FR C23 N7   SING N N 8  
2FR C23 C25  SING Y N 9  
2FR N21 C20  SING N N 10 
2FR C16 C17  DOUB N N 11 
2FR C16 C15  SING N N 12 
2FR C16 C18  SING N N 13 
2FR C17 C12  SING N N 14 
2FR C20 O22  DOUB N N 15 
2FR C20 C19  SING N N 16 
2FR C15 C14  DOUB N N 17 
2FR C12 C13  DOUB N N 18 
2FR C12 N8   SING N N 19 
2FR C13 C14  SING N N 20 
2FR C11 C10  SING Y N 21 
2FR C10 C5   SING Y N 22 
2FR C10 N9   DOUB N N 23 
2FR C4  C5   DOUB Y N 24 
2FR C4  C3   SING N N 25 
2FR C4  N8   SING N N 26 
2FR C5  C6   SING N N 27 
2FR C6  N1   DOUB Y N 28 
2FR C3  C2   DOUB N N 29 
2FR C2  N1   SING Y N 30 
2FR C2  N7   SING N N 31 
2FR C19 C18  SING Y N 32 
2FR N8  N9   SING N N 33 
2FR C30 H30  SING N N 34 
2FR C28 H28  SING N N 35 
2FR C27 H27  SING N N 36 
2FR C26 H26  SING N N 37 
2FR C24 H24  SING N N 38 
2FR C24 H24A SING Y N 39 
2FR C24 H24B SING Y N 40 
2FR C23 H23  SING Y N 41 
2FR N21 HN21 SING Y N 42 
2FR N21 HN2A SING Y N 43 
2FR C17 H17  SING Y N 44 
2FR C15 H15  SING Y N 45 
2FR C13 H13  SING N N 46 
2FR C14 H14  SING Y N 47 
2FR C11 H11  SING N N 48 
2FR C11 H11A SING Y N 49 
2FR C11 H11B SING N N 50 
2FR C6  H6   SING N N 51 
2FR C3  H3   SING N N 52 
2FR C19 H19  SING N N 53 
2FR C19 H19A SING N N 54 
2FR C18 H18  SING N N 55 
2FR C18 H18A SING Y N 56 
2FR N7  HN7  SING N N 57 
2FR C29 H29  SING N N 58 
# 
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 
2FR SMILES           ACDLabs              10.04 O=C(N)CCc1cc(ccc1)n4nc(c2c4cc(nc2)NC(c3ccccc3)C)C                                                                                                                                     
2FR InChI            InChI                1.02b InChI=1/C24H25N5O/c1-16(19-8-4-3-5-9-19)27-24-14-22-21(15-26-24)17(2)28-29(22)20-10-6-7-18(13-20)11-12-23(25)30/h3-10,13-16H,11-12H2,1-2H3,(H2,25,30)(H,26,27)/t16-/m0/s1/f/h27H,25H2 
2FR InChIKey         InChI                1.02b ZFGCLYUGFRNYFE-SOBJHKFVDA                                                                                                                                                             
2FR SMILES_CANONICAL CACTVS               3.341 C[C@H](Nc1cc2n(nc(C)c2cn1)c3cccc(CCC(N)=O)c3)c4ccccc4                                                                                                                                 
2FR SMILES           CACTVS               3.341 C[CH](Nc1cc2n(nc(C)c2cn1)c3cccc(CCC(N)=O)c3)c4ccccc4                                                                                                                                  
2FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cccc(c3)CCC(=O)N)N[C@@H](C)c4ccccc4                                                                                                                                
2FR SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cnc(cc2n(n1)c3cccc(c3)CCC(=O)N)NC(C)c4ccccc4                                                                                                                                     
# 
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 
2FR "SYSTEMATIC NAME" ACDLabs              10.04 3-[3-(3-methyl-6-{[(1S)-1-phenylethyl]amino}-1H-pyrazolo[4,3-c]pyridin-1-yl)phenyl]propanamide 
2FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[3-[3-methyl-6-[[(1S)-1-phenylethyl]amino]pyrazolo[5,4-d]pyridin-1-yl]phenyl]propanamide     
# 
