data_057
# 
_chem_comp.id                                    057 
_chem_comp.name                                  N-(2-hydroxy-1,1-dimethylethyl)-1-methyl-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)-1H-indole-5-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-09 
_chem_comp.pdbx_modified_date                    2009-03-06 
_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                        362.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     057 
_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        3FQH 
_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 
057 O21  O21  O 0 1 N N N -1.371  19.574 50.496 2.310  -1.540 0.081  O21  057 1  
057 C20  C20  C 0 1 N N N -2.474  19.323 50.979 2.694  -0.387 0.045  C20  057 2  
057 N22  N22  N 0 1 N N N -3.633  19.697 50.428 4.014  -0.117 0.036  N22  057 3  
057 C23  C23  C 0 1 N N N -3.876  20.449 49.206 4.987  -1.212 0.069  C23  057 4  
057 C26  C26  C 0 1 N N N -3.074  21.750 49.133 4.787  -2.034 1.344  C26  057 5  
057 C27  C27  C 0 1 N N N -3.510  19.586 47.993 4.785  -2.110 -1.153 C27  057 6  
057 C24  C24  C 0 1 N N N -5.385  20.725 49.207 6.404  -0.636 0.050  C24  057 7  
057 O25  O25  O 0 1 N N N -5.749  21.910 48.477 7.353  -1.704 0.082  O25  057 8  
057 C15  C15  C 0 1 Y N N -2.586  18.532 52.260 1.714  0.716  0.007  C15  057 9  
057 C16  C16  C 0 1 Y N N -1.450  18.252 53.039 2.157  2.045  -0.034 C16  057 10 
057 C18  C18  C 0 1 Y N N -1.578  17.507 54.211 1.263  3.075  -0.071 C18  057 11 
057 C13  C13  C 0 1 Y N N -2.834  17.045 54.619 -0.106 2.816  -0.068 C13  057 12 
057 N11  N11  N 0 1 Y N N -3.234  16.320 55.689 -1.215 3.629  -0.098 N11  057 13 
057 C19  C19  C 0 1 N N N -2.323  15.826 56.756 -1.179 5.092  -0.145 C19  057 14 
057 C12  C12  C 0 1 Y N N -4.570  16.105 55.645 -2.354 2.877  -0.078 C12  057 15 
057 C17  C17  C 0 1 Y N N -3.847  18.067 52.657 0.350  0.436  0.005  C17  057 16 
057 C14  C14  C 0 1 Y N N -3.954  17.329 53.832 -0.562 1.485  -0.027 C14  057 17 
057 C10  C10  C 0 1 Y N N -5.017  16.741 54.501 -2.034 1.559  -0.035 C10  057 18 
057 C9   C9   C 0 1 Y N N -6.364  16.733 54.091 -2.975 0.421  -0.002 C9   057 19 
057 N5   N5   N 0 1 Y N N -7.213  15.765 54.501 -2.815 -0.762 -0.686 N5   057 20 
057 C8   C8   C 0 1 Y N N -6.913  17.683 53.245 -4.129 0.380  0.712  C8   057 21 
057 C7   C7   C 0 1 Y N N -8.249  17.169 53.184 -4.740 -0.921 0.453  C7   057 22 
057 C3   C3   C 0 1 Y N N -9.340  17.693 52.469 -5.912 -1.549 0.886  C3   057 23 
057 C2   C2   C 0 1 Y N N -10.566 17.034 52.541 -6.176 -2.823 0.420  C2   057 24 
057 C6   C6   C 0 1 Y N N -8.412  16.015 53.948 -3.876 -1.600 -0.430 C6   057 25 
057 N4   N4   N 0 1 Y N N -9.619  15.387 53.997 -4.182 -2.823 -0.840 N4   057 26 
057 C1   C1   C 0 1 Y N N -10.682 15.874 53.319 -5.284 -3.429 -0.450 C1   057 27 
057 HN22 HN22 H 0 0 N N N -4.453  19.419 50.929 4.321  0.803  0.008  HN22 057 28 
057 H26  H26  H 0 1 N N N -2.882  22.120 50.151 3.777  -2.444 1.357  H26  057 29 
057 H26A H26A H 0 0 N N N -2.117  21.563 48.624 5.510  -2.849 1.368  H26A 057 30 
057 H26B H26B H 0 0 N N N -3.647  22.503 48.572 4.931  -1.394 2.215  H26B 057 31 
057 H27  H27  H 0 1 N N N -3.422  20.224 47.101 4.927  -1.524 -2.062 H27  057 32 
057 H27A H27A H 0 0 N N N -2.550  19.081 48.178 5.508  -2.925 -1.129 H27A 057 33 
057 H27B H27B H 0 0 N N N -4.295  18.833 47.829 3.775  -2.520 -1.140 H27B 057 34 
057 H24  H24  H 0 1 N N N -5.891  19.866 48.742 6.547  -0.051 -0.858 H24  057 35 
057 H24A H24A H 0 0 N N N -5.689  20.879 50.253 6.548  0.004  0.921  H24A 057 36 
057 HO25 HO25 H 0 0 N N N -5.829  22.641 49.079 8.274  -1.413 0.072  HO25 057 37 
057 H16  H16  H 0 1 N N N -0.480  18.613 52.731 3.216  2.257  -0.037 H16  057 38 
057 H18  H18  H 0 1 N N N -0.704  17.286 54.806 1.618  4.094  -0.102 H18  057 39 
057 H19  H19  H 0 1 N N N -1.310  15.704 56.346 -1.166 5.423  -1.183 H19  057 40 
057 H19A H19A H 0 0 N N N -2.299  16.551 57.582 -2.061 5.494  0.353  H19A 057 41 
057 H19B H19B H 0 0 N N N -2.687  14.857 57.129 -0.282 5.450  0.362  H19B 057 42 
057 H12  H12  H 0 1 N N N -5.164  15.551 56.357 -3.360 3.272  -0.095 H12  057 43 
057 H17  H17  H 0 1 N N N -4.722  18.278 52.060 0.004  -0.586 0.032  H17  057 44 
057 HN5  HN5  H 0 1 N N N -6.990  15.001 55.106 -2.065 -0.975 -1.264 HN5  057 45 
057 H8   H8   H 0 1 N N N -6.469  18.548 52.775 -4.519 1.160  1.350  H8   057 46 
057 H3   H3   H 0 1 N N N -9.230  18.589 51.876 -6.590 -1.054 1.565  H3   057 47 
057 H2   H2   H 0 1 N N N -11.421 17.414 52.001 -7.071 -3.343 0.731  H2   057 48 
057 H1   H1   H 0 1 N N N -11.632 15.363 53.377 -5.494 -4.425 -0.812 H1   057 49 
# 
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 
057 O21 C20  DOUB N N 1  
057 C20 N22  SING N N 2  
057 C20 C15  SING N N 3  
057 N22 C23  SING N N 4  
057 C23 C26  SING N N 5  
057 C23 C27  SING N N 6  
057 C23 C24  SING N N 7  
057 C24 O25  SING N N 8  
057 C15 C16  DOUB N N 9  
057 C15 C17  SING N N 10 
057 C16 C18  SING N N 11 
057 C18 C13  DOUB N N 12 
057 C13 N11  SING N N 13 
057 C13 C14  SING N N 14 
057 N11 C19  SING N N 15 
057 N11 C12  SING N N 16 
057 C12 C10  DOUB N N 17 
057 C17 C14  DOUB N N 18 
057 C14 C10  SING Y N 19 
057 C10 C9   SING Y N 20 
057 C9  N5   SING Y N 21 
057 C9  C8   DOUB N N 22 
057 N5  C6   SING Y N 23 
057 C8  C7   SING N N 24 
057 C7  C3   DOUB Y N 25 
057 C7  C6   SING Y N 26 
057 C3  C2   SING N N 27 
057 C2  C1   DOUB Y N 28 
057 C6  N4   DOUB N N 29 
057 N4  C1   SING N N 30 
057 N22 HN22 SING N N 31 
057 C26 H26  SING Y N 32 
057 C26 H26A SING N N 33 
057 C26 H26B SING Y N 34 
057 C27 H27  SING N N 35 
057 C27 H27A SING Y N 36 
057 C27 H27B SING N N 37 
057 C24 H24  SING Y N 38 
057 C24 H24A SING Y N 39 
057 O25 HO25 SING Y N 40 
057 C16 H16  SING N N 41 
057 C18 H18  SING Y N 42 
057 C19 H19  SING N N 43 
057 C19 H19A SING Y N 44 
057 C19 H19B SING Y N 45 
057 C12 H12  SING Y N 46 
057 C17 H17  SING N N 47 
057 N5  HN5  SING Y N 48 
057 C8  H8   SING N N 49 
057 C3  H3   SING Y N 50 
057 C2  H2   SING Y N 51 
057 C1  H1   SING N N 52 
# 
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 
057 SMILES           ACDLabs              10.04 O=C(c1cc2c(cc1)n(cc2c4cc3cccnc3n4)C)NC(C)(C)CO                                                                                                            
057 InChI            InChI                1.02b InChI=1/C21H22N4O2/c1-21(2,12-26)24-20(27)14-6-7-18-15(9-14)16(11-25(18)3)17-10-13-5-4-8-22-19(13)23-17/h4-11,26H,12H2,1-3H3,(H,22,23)(H,24,27)/f/h23-24H 
057 InChIKey         InChI                1.02b XZRYCTLOGNCQDG-DVIAZDKACO                                                                                                                                 
057 SMILES_CANONICAL CACTVS               3.341 Cn1cc(c2[nH]c3ncccc3c2)c4cc(ccc14)C(=O)NC(C)(C)CO                                                                                                         
057 SMILES           CACTVS               3.341 Cn1cc(c2[nH]c3ncccc3c2)c4cc(ccc14)C(=O)NC(C)(C)CO                                                                                                         
057 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(CO)NC(=O)c1ccc2c(c1)c(cn2C)c3cc4cccnc4[nH]3                                                                                                         
057 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(CO)NC(=O)c1ccc2c(c1)c(cn2C)c3cc4cccnc4[nH]3                                                                                                         
# 
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 
057 "SYSTEMATIC NAME" ACDLabs              10.04 N-(2-hydroxy-1,1-dimethylethyl)-1-methyl-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)-1H-indole-5-carboxamide 
057 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(1-hydroxy-2-methyl-propan-2-yl)-1-methyl-3-(1H-pyrrolo[5,4-b]pyridin-2-yl)indole-5-carboxamide  
# 
