data_C24
# 
_chem_comp.id                                    C24 
_chem_comp.name                                  "3-({2-[(4-CARBAMIMIDOYL-PHENYLAMINO)-METHYL]-3-METHYL-3H-BENZOIMIDAZOLE-5-CARBONYL}-PYRIDIN-2-YL-AMINO)-PROPIONIC ACID ETHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-01-18 
_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                        499.564 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C24 
_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        1KTS 
_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 
C24 C2   C2   C 0 1 Y N N 14.324 -11.753 20.775 0.559  0.038  -5.962  C2   C24 1  
C24 N10  N10  N 0 1 N N N 15.320 -11.916 19.912 0.349  0.013  -4.586  N10  C24 2  
C24 C11  C11  C 0 1 N N N 16.725 -11.623 20.195 -0.974 -0.316 -4.053  C11  C24 3  
C24 C12  C12  C 0 1 Y N N 17.505 -12.665 21.001 -0.935 -0.274 -2.548  C12  C24 4  
C24 N16  N16  N 0 1 Y N N 16.885 -13.419 21.915 -0.649 -1.286 -1.782  N16  C24 5  
C24 C15  C15  C 0 1 Y N N 17.932 -14.118 22.380 -0.705 -0.901 -0.480  C15  C24 6  
C24 C18  C18  C 0 1 Y N N 17.854 -15.049 23.369 -0.489 -1.564 0.726   C18  C24 7  
C24 C19  C19  C 0 1 Y N N 18.951 -15.721 23.807 -0.633 -0.871 1.924   C19  C24 8  
C24 C40  C40  C 0 1 N N N 18.787 -16.672 24.876 -0.413 -1.566 3.208   C40  C24 9  
C24 O21  O21  O 0 1 N N N 17.789 -17.400 24.780 0.015  -2.703 3.218   O21  C24 10 
C24 N22  N22  N 0 1 N N N 19.595 -16.725 25.963 -0.688 -0.939 4.369   N22  C24 11 
C24 C23  C23  C 0 1 Y N N 20.564 -15.805 26.139 -1.833 -0.154 4.483   C23  C24 12 
C24 C24  C24  C 0 1 Y N N 20.210 -14.617 26.701 -2.856 -0.289 3.552   C24  C24 13 
C24 C25  C25  C 0 1 Y N N 21.090 -13.542 26.753 -3.988 0.496  3.677   C25  C24 14 
C24 C26  C26  C 0 1 Y N N 22.354 -13.670 26.225 -4.057 1.394  4.734   C26  C24 15 
C24 C27  C27  C 0 1 Y N N 22.736 -14.877 25.655 -3.003 1.475  5.622   C27  C24 16 
C24 N28  N28  N 0 1 Y N N 21.798 -15.949 25.624 -1.939 0.709  5.481   N28  C24 17 
C24 C29  C29  C 0 1 N N N 19.395 -17.727 27.013 0.217  -1.084 5.512   C29  C24 18 
C24 C30  C30  C 0 1 N N N 18.298 -17.339 27.993 1.278  0.016  5.464   C30  C24 19 
C24 C31  C31  C 0 1 N N N 18.206 -18.271 29.188 2.210  -0.132 6.639   C31  C24 20 
C24 O32  O32  O 0 1 N N N 18.769 -17.991 30.247 2.043  -1.027 7.433   O32  C24 21 
C24 O33  O33  O 0 1 N N N 17.413 -19.489 29.115 3.226  0.730  6.803   O33  C24 22 
C24 C34  C34  C 0 1 N N N 18.173 -20.663 28.711 4.124  0.586  7.936   C34  C24 23 
C24 C35  C35  C 0 1 N N N 19.021 -21.167 29.870 5.184  1.688  7.888   C35  C24 24 
C24 C20  C20  C 0 1 Y N N 20.139 -15.351 23.155 -0.982 0.485  1.915   C20  C24 25 
C24 C21  C21  C 0 1 Y N N 20.227 -14.391 22.137 -1.188 1.139  0.735   C21  C24 26 
C24 C14  C14  C 0 1 Y N N 19.086 -13.782 21.778 -1.055 0.461  -0.470  C14  C24 27 
C24 N13  N13  N 0 1 Y N N 18.831 -12.837 20.857 -1.193 0.827  -1.791  N13  C24 28 
C24 C17  C17  C 0 1 N N N 19.761 -12.187 19.918 -1.551 2.157  -2.291  C17  C24 29 
C24 C3   C3   C 0 1 Y N N 14.314 -10.775 21.687 1.818  0.352  -6.467  C3   C24 30 
C24 C4   C4   C 0 1 Y N N 13.273 -10.700 22.613 2.028  0.377  -7.827  C4   C24 31 
C24 C5   C5   C 0 1 Y N N 12.266 -11.601 22.633 0.978  0.089  -8.701  C5   C24 32 
C24 C7   C7   C 0 1 N N N 11.271 -11.556 23.597 1.201  0.116  -10.162 C7   C24 33 
C24 N9   N9   N 0 1 N N N 11.242 -10.586 24.509 2.380  0.410  -10.636 N9   C24 34 
C24 N8   N8   N 0 1 N N N 10.328 -12.491 23.634 0.164  -0.168 -11.024 N8   C24 35 
C24 C6   C6   C 0 1 Y N N 12.299 -12.563 21.697 -0.283 -0.225 -8.192  C6   C24 36 
C24 C1   C1   C 0 1 Y N N 13.335 -12.642 20.770 -0.487 -0.255 -6.830  C1   C24 37 
C24 H10N NH10 H 0 0 N N N 15.072 -11.391 19.073 1.079  0.214  -3.980  H10N C24 38 
C24 H111 1H11 H 0 0 N N N 17.260 -11.415 19.239 -1.259 -1.316 -4.382  H111 C24 39 
C24 H112 2H11 H 0 0 N N N 16.803 -10.630 20.696 -1.703 0.407  -4.418  H112 C24 40 
C24 H18  H18  H 0 1 N N N 16.874 -15.264 23.828 -0.214 -2.608 0.732   H18  C24 41 
C24 H24  H24  H 0 1 N N N 19.194 -14.524 27.120 -2.769 -0.998 2.742   H24  C24 42 
C24 H25  H25  H 0 1 N N N 20.785 -12.587 27.213 -4.799 0.413  2.969   H25  C24 43 
C24 H26  H26  H 0 1 N N N 23.051 -12.816 26.258 -4.927 2.022  4.860   H26  C24 44 
C24 H27  H27  H 0 1 N N N 23.752 -14.981 25.239 -3.053 2.172  6.445   H27  C24 45 
C24 H291 1H29 H 0 0 N N N 19.201 -18.733 26.573 0.703  -2.059 5.469   H291 C24 46 
C24 H292 2H29 H 0 0 N N N 20.349 -17.943 27.546 -0.350 -1.002 6.438   H292 C24 47 
C24 H301 1H30 H 0 0 N N N 18.417 -16.280 28.323 0.792  0.991  5.507   H301 C24 48 
C24 H302 2H30 H 0 0 N N N 17.313 -17.259 27.475 1.846  -0.065 4.537   H302 C24 49 
C24 H341 1H34 H 0 0 N N N 17.514 -21.462 28.298 4.610  -0.388 7.893   H341 C24 50 
C24 H342 2H34 H 0 0 N N N 18.786 -20.468 27.800 3.556  0.668  8.862   H342 C24 51 
C24 H351 1H35 H 0 0 N N N 19.603 -22.066 29.560 5.858  1.580  8.738   H351 C24 52 
C24 H352 2H35 H 0 0 N N N 19.679 -20.367 30.282 5.752  1.605  6.961   H352 C24 53 
C24 H353 3H35 H 0 0 N N N 18.407 -21.361 30.780 4.698  2.662  7.931   H353 C24 54 
C24 H20  H20  H 0 1 N N N 21.071 -15.851 23.465 -1.088 1.018  2.849   H20  C24 55 
C24 H21  H21  H 0 1 N N N 21.169 -14.121 21.631 -1.457 2.185  0.739   H21  C24 56 
C24 H171 1H17 H 0 0 N N N 20.860 -12.329 19.798 -0.645 2.742  -2.448  H171 C24 57 
C24 H172 2H17 H 0 0 N N N 19.329 -12.367 18.905 -2.088 2.058  -3.234  H172 C24 58 
C24 H173 3H17 H 0 0 N N N 19.622 -11.092 20.078 -2.186 2.659  -1.561  H173 C24 59 
C24 H3   H3   H 0 1 N N N 15.143 -10.048 21.675 2.630  0.575  -5.791  H3   C24 60 
C24 H4   H4   H 0 1 N N N 13.244 -9.891  23.363 3.005  0.621  -8.219  H4   C24 61 
C24 HN9  HN9  H 0 1 N N N 11.874 -10.195 23.810 2.526  0.428  -11.595 HN9  C24 62 
C24 HN81 1HN8 H 0 0 N N N 9.595  -12.457 24.343 0.310  -0.150 -11.982 HN81 C24 63 
C24 HN82 2HN8 H 0 0 N N N 10.782 -13.402 23.685 -0.712 -0.387 -10.671 HN82 C24 64 
C24 H6   H6   H 0 1 N N N 11.471 -13.291 21.689 -1.097 -0.448 -8.866  H6   C24 65 
C24 H1   H1   H 0 1 N N N 13.373 -13.436 20.005 -1.462 -0.498 -6.436  H1   C24 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 
C24 C2  N10  SING N N 1  
C24 C2  C3   DOUB Y N 2  
C24 C2  C1   SING Y N 3  
C24 N10 C11  SING N N 4  
C24 N10 H10N SING N N 5  
C24 C11 C12  SING N N 6  
C24 C11 H111 SING N N 7  
C24 C11 H112 SING N N 8  
C24 C12 N16  DOUB Y N 9  
C24 C12 N13  SING Y N 10 
C24 N16 C15  SING Y N 11 
C24 C15 C18  DOUB Y N 12 
C24 C15 C14  SING Y N 13 
C24 C18 C19  SING Y N 14 
C24 C18 H18  SING N N 15 
C24 C19 C40  SING N N 16 
C24 C19 C20  DOUB Y N 17 
C24 C40 O21  DOUB N N 18 
C24 C40 N22  SING N N 19 
C24 N22 C23  SING N N 20 
C24 N22 C29  SING N N 21 
C24 C23 C24  DOUB Y N 22 
C24 C23 N28  SING Y N 23 
C24 C24 C25  SING Y N 24 
C24 C24 H24  SING N N 25 
C24 C25 C26  DOUB Y N 26 
C24 C25 H25  SING N N 27 
C24 C26 C27  SING Y N 28 
C24 C26 H26  SING N N 29 
C24 C27 N28  DOUB Y N 30 
C24 C27 H27  SING N N 31 
C24 C29 C30  SING N N 32 
C24 C29 H291 SING N N 33 
C24 C29 H292 SING N N 34 
C24 C30 C31  SING N N 35 
C24 C30 H301 SING N N 36 
C24 C30 H302 SING N N 37 
C24 C31 O32  DOUB N N 38 
C24 C31 O33  SING N N 39 
C24 O33 C34  SING N N 40 
C24 C34 C35  SING N N 41 
C24 C34 H341 SING N N 42 
C24 C34 H342 SING N N 43 
C24 C35 H351 SING N N 44 
C24 C35 H352 SING N N 45 
C24 C35 H353 SING N N 46 
C24 C20 C21  SING Y N 47 
C24 C20 H20  SING N N 48 
C24 C21 C14  DOUB Y N 49 
C24 C21 H21  SING N N 50 
C24 C14 N13  SING Y N 51 
C24 N13 C17  SING N N 52 
C24 C17 H171 SING N N 53 
C24 C17 H172 SING N N 54 
C24 C17 H173 SING N N 55 
C24 C3  C4   SING Y N 56 
C24 C3  H3   SING N N 57 
C24 C4  C5   DOUB Y N 58 
C24 C4  H4   SING N N 59 
C24 C5  C7   SING N N 60 
C24 C5  C6   SING Y N 61 
C24 C7  N9   DOUB N N 62 
C24 C7  N8   SING N N 63 
C24 N9  HN9  SING N N 64 
C24 N8  HN81 SING N N 65 
C24 N8  HN82 SING N N 66 
C24 C6  C1   DOUB Y N 67 
C24 C6  H6   SING N N 68 
C24 C1  H1   SING N N 69 
# 
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 
C24 SMILES           ACDLabs              10.04 O=C(OCC)CCN(c1ncccc1)C(=O)c4ccc2c(nc(n2C)CNc3ccc(C(=[N@H])N)cc3)c4                                                                                                                                      
C24 InChI            InChI                1.02b InChI=1/C27H29N7O3/c1-3-37-25(35)13-15-34(23-6-4-5-14-30-23)27(36)19-9-12-22-21(16-19)32-24(33(22)2)17-31-20-10-7-18(8-11-20)26(28)29/h4-12,14,16,31H,3,13,15,17H2,1-2H3,(H3,28,29)/f/h28H,29H2/b28-26+ 
C24 InChIKey         InChI                1.02b BGLLICFSSKPUMR-NXZNODDYDW                                                                                                                                                                               
C24 SMILES_CANONICAL CACTVS               3.341 CCOC(=O)CCN(C(=O)c1ccc2n(C)c(CNc3ccc(cc3)C(N)=N)nc2c1)c4ccccn4                                                                                                                                          
C24 SMILES           CACTVS               3.341 CCOC(=O)CCN(C(=O)c1ccc2n(C)c(CNc3ccc(cc3)C(N)=N)nc2c1)c4ccccn4                                                                                                                                          
C24 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)CCN(c1ccccn1)C(=O)c2ccc3c(c2)nc(n3C)CNc4ccc(cc4)C(=N)N                                                                                                                                          
C24 SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)CCN(c1ccccn1)C(=O)c2ccc3c(c2)nc(n3C)CNc4ccc(cc4)C(=N)N                                                                                                                                          
# 
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 
C24 "SYSTEMATIC NAME" ACDLabs              10.04 "ethyl N-[(2-{[(4-carbamimidoylphenyl)amino]methyl}-1-methyl-1H-benzimidazol-5-yl)carbonyl]-N-pyridin-2-yl-beta-alaninate" 
C24 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl 3-[[2-[[(4-carbamimidoylphenyl)amino]methyl]-1-methyl-benzimidazol-5-yl]carbonyl-pyridin-2-yl-amino]propanoate"     
# 
