data_24X
# 
_chem_comp.id                                    24X 
_chem_comp.name                                  
;2'-((5-CARBAMIMIDOYLPYRIDIN-2-YLAMINO)METHYL)-4-(ISOBUTYLCARBAMOYL)-4'-VINYLBIPHENYL-2-CARBOXYLIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        471.551 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     24X 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
24X N1   N1   N 0 1 Y N N 29.973 6.842  11.909 8.402  -2.551 4.482  N1   24X 1  
24X C2   C2   C 0 1 Y N N 29.864 6.552  13.278 7.631  -3.379 5.222  C2   24X 2  
24X C3   C3   C 0 1 Y N N 29.105 7.433  14.112 6.419  -3.012 5.787  C3   24X 3  
24X C4   C4   C 0 1 Y N N 28.433 8.570  13.578 5.970  -1.713 5.577  C4   24X 4  
24X C5   C5   C 0 1 Y N N 28.551 8.840  12.192 6.736  -0.832 4.821  C5   24X 5  
24X C6   C6   C 0 1 Y N N 29.350 8.000  11.382 7.949  -1.277 4.285  C6   24X 6  
24X C7   C7   C 0 1 N N N 30.184 7.528  9.083  8.309  0.974  3.271  C7   24X 7  
24X N2   N2   N 0 1 N N N 29.449 8.334  10.053 8.702  -0.386 3.533  N2   24X 8  
24X C8   C8   C 0 1 Y N N 29.995 6.822  6.206  8.066  0.963  0.357  C8   24X 9  
24X C17  C17  C 0 1 Y N N 30.694 5.734  5.631  6.875  1.647  0.112  C17  24X 10 
24X C21  C21  C 0 1 Y N N 29.990 4.609  5.196  5.809  0.992  -0.505 C21  24X 11 
24X C23  C23  C 0 1 Y N N 28.607 4.521  5.315  5.958  -0.332 -0.863 C23  24X 12 
24X C26  C26  C 0 1 Y N N 27.880 5.592  5.885  7.125  -1.030 -0.633 C26  24X 13 
24X C29  C29  C 0 1 Y N N 28.583 6.746  6.327  8.191  -0.375 -0.016 C29  24X 14 
24X C9   C9   C 0 1 N N N 27.795 7.859  6.890  9.419  -1.126 0.222  C9   24X 15 
24X O2   O2   O 0 1 N N N 27.032 7.675  7.846  10.553 -0.645 0.249  O2   24X 16 
24X O1   O1   O 0 1 N N N 27.934 8.960  6.335  9.184  -2.451 0.419  O1   24X 17 
24X C10  C10  C 0 1 N N N 27.987 3.274  4.814  4.822  -1.028 -1.520 C10  24X 18 
24X N3   N3   N 0 1 N N N 26.620 3.407  4.284  3.589  -0.526 -1.208 N3   24X 19 
24X O4   O4   O 0 1 N N N 28.656 2.033  4.871  5.049  -1.984 -2.256 O4   24X 20 
24X C11  C11  C 0 1 N N N 25.946 2.106  4.426  2.355  -1.127 -1.761 C11  24X 21 
24X C18  C18  C 0 1 N N N 24.491 2.362  4.825  1.806  -2.236 -0.856 C18  24X 22 
24X C12  C12  C 0 1 N N N 24.410 3.090  6.173  1.481  -1.730 0.551  C12  24X 23 
24X C13  C13  C 0 1 N N N 23.788 3.151  3.688  0.591  -2.931 -1.471 C13  24X 24 
24X C14  C14  C 0 1 N N N 28.989 7.163  15.556 5.643  -3.957 6.571  C14  24X 25 
24X N4   N4   N 0 1 N N N 28.463 8.122  16.389 4.420  -3.668 7.169  N4   24X 26 
24X N5   N5   N 0 1 N N N 29.430 5.965  16.067 6.126  -5.172 6.731  N5   24X 27 
24X C15  C15  C 0 1 Y N N 32.263 9.776  6.035  11.144 3.028  0.801  C15  24X 28 
24X C19  C19  C 0 1 Y N N 32.332 10.188 7.382  11.273 3.042  2.189  C19  24X 29 
24X C22  C22  C 0 1 Y N N 31.662 9.452  8.378  10.344 2.370  2.983  C22  24X 30 
24X C24  C24  C 0 1 Y N N 30.892 8.320  7.993  9.286  1.683  2.388  C24  24X 31 
24X C27  C27  C 0 1 Y N N 30.781 7.947  6.628  9.157  1.670  1.000  C27  24X 32 
24X C30  C30  C 0 1 Y N N 31.491 8.672  5.645  10.085 2.341  0.206  C30  24X 33 
24X C16  C16  C 0 1 N N N 32.666 12.251 8.887  12.951 3.385  3.945  C16  24X 34 
24X C20  C20  C 0 1 N N N 33.186 11.411 7.704  12.377 3.758  2.809  C20  24X 35 
24X HN41 1HN4 H 0 0 N N N 28.382 7.943  17.370 3.914  -4.365 7.706  HN41 24X 36 
24X HN42 2HN4 H 0 0 N N N 28.161 8.999  16.014 3.992  -2.752 7.104  HN42 24X 37 
24X HN5  HN5  H 0 1 N N N 29.352 5.780  17.047 5.480  -5.728 7.302  HN5  24X 38 
24X H2   H2   H 0 1 N N N 30.309 5.744  13.664 8.033  -4.379 5.351  H2   24X 39 
24X H5   H5   H 0 1 N N N 28.072 9.620  11.789 6.393  0.184  4.653  H5   24X 40 
24X H4   H4   H 0 1 N N N 27.889 9.165  14.169 5.026  -1.377 5.999  H4   24X 41 
24X HN2  HN2  H 0 1 N N N 28.997 9.168  9.736  9.581  -0.717 3.146  HN2  24X 42 
24X H71  1H7  H 0 1 N N N 30.873 6.998  9.578  8.212  1.484  4.238  H71  24X 43 
24X H72  2H7  H 0 1 N N N 29.537 6.905  8.643  7.309  0.948  2.820  H72  24X 44 
24X H22  H22  H 0 1 N N N 31.726 9.721  9.339  10.441 2.378  4.067  H22  24X 45 
24X H20  H20  H 0 1 N N N 34.012 11.647 7.192  12.755 4.622  2.287  H20  24X 46 
24X H161 1H16 H 0 0 N N N 33.160 13.072 9.172  13.779 3.973  4.330  H161 24X 47 
24X H162 2H16 H 0 0 N N N 31.835 11.975 9.369  12.661 2.517  4.524  H162 24X 48 
24X H15  H15  H 0 1 N N N 32.776 10.283 5.342  11.860 3.547  0.169  H15  24X 49 
24X H30  H30  H 0 1 N N N 31.444 8.401  4.683  9.999  2.340  -0.878 H30  24X 50 
24X H17  H17  H 0 1 N N N 31.689 5.771  5.536  6.760  2.691  0.395  H17  24X 51 
24X H21  H21  H 0 1 N N N 30.493 3.847  4.788  4.885  1.534  -0.690 H21  24X 52 
24X H26  H26  H 0 1 N N N 26.886 5.538  5.976  7.221  -2.074 -0.924 H26  24X 53 
24X HO1  HO1  H 0 1 N N N 27.360 9.639  6.792  10.003 -2.965 0.581  HO1  24X 54 
24X HN3  HN3  H 0 1 N N N 26.219 4.237  3.895  3.446  0.216  -0.553 HN3  24X 55 
24X H111 1H11 H 0 0 N N N 25.977 1.612  3.557  2.577  -1.518 -2.760 H111 24X 56 
24X H112 2H11 H 0 0 N N N 26.401 1.565  5.133  1.610  -0.331 -1.875 H112 24X 57 
24X H18  H18  H 0 1 N N N 24.016 1.491  4.947  2.599  -2.989 -0.756 H18  24X 58 
24X H121 1H12 H 0 0 N N N 23.451 3.245  6.411  0.645  -1.024 0.548  H121 24X 59 
24X H122 2H12 H 0 0 N N N 24.883 3.968  6.107  1.207  -2.565 1.205  H122 24X 60 
24X H123 3H12 H 0 0 N N N 24.843 2.531  6.881  2.349  -1.231 0.995  H123 24X 61 
24X H131 1H13 H 0 0 N N N 22.836 3.323  3.940  -0.265 -2.253 -1.556 H131 24X 62 
24X H132 2H13 H 0 0 N N N 23.817 2.616  2.843  0.282  -3.783 -0.856 H132 24X 63 
24X H133 3H13 H 0 0 N N N 24.258 4.023  3.547  0.826  -3.311 -2.471 H133 24X 64 
# 
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 
24X N1  C2   SING Y N 1  
24X N1  C6   DOUB Y N 2  
24X C2  C3   DOUB Y N 3  
24X C2  H2   SING N N 4  
24X C3  C14  SING N N 5  
24X C3  C4   SING Y N 6  
24X C4  C5   DOUB Y N 7  
24X C4  H4   SING N N 8  
24X C5  C6   SING Y N 9  
24X C5  H5   SING N N 10 
24X C6  N2   SING N N 11 
24X C7  N2   SING N N 12 
24X C7  H71  SING N N 13 
24X C7  H72  SING N N 14 
24X C7  C24  SING N N 15 
24X N2  HN2  SING N N 16 
24X C8  C27  SING N N 17 
24X C8  C17  DOUB Y N 18 
24X C8  C29  SING Y N 19 
24X C17 H17  SING N N 20 
24X C17 C21  SING Y N 21 
24X C21 H21  SING N N 22 
24X C21 C23  DOUB Y N 23 
24X C23 C26  SING Y N 24 
24X C23 C10  SING N N 25 
24X C26 H26  SING N N 26 
24X C26 C29  DOUB Y N 27 
24X C29 C9   SING N N 28 
24X C9  O2   DOUB N N 29 
24X C9  O1   SING N N 30 
24X O1  HO1  SING N N 31 
24X C10 O4   DOUB N N 32 
24X C10 N3   SING N N 33 
24X N3  HN3  SING N N 34 
24X N3  C11  SING N N 35 
24X C11 H111 SING N N 36 
24X C11 H112 SING N N 37 
24X C11 C18  SING N N 38 
24X C18 H18  SING N N 39 
24X C18 C12  SING N N 40 
24X C18 C13  SING N N 41 
24X C12 H121 SING N N 42 
24X C12 H122 SING N N 43 
24X C12 H123 SING N N 44 
24X C13 H131 SING N N 45 
24X C13 H132 SING N N 46 
24X C13 H133 SING N N 47 
24X C14 N4   SING N N 48 
24X C14 N5   DOUB N Z 49 
24X N4  HN41 SING N N 50 
24X N4  HN42 SING N N 51 
24X N5  HN5  SING N N 52 
24X C15 C19  SING Y N 53 
24X C15 H15  SING N N 54 
24X C15 C30  DOUB Y N 55 
24X C19 C22  DOUB Y N 56 
24X C19 C20  SING N N 57 
24X C22 C24  SING Y N 58 
24X C22 H22  SING N N 59 
24X C24 C27  DOUB Y N 60 
24X C27 C30  SING Y N 61 
24X C30 H30  SING N N 62 
24X C16 C20  DOUB N N 63 
24X C16 H161 SING N N 64 
24X C16 H162 SING N N 65 
24X C20 H20  SING N N 66 
# 
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 
24X SMILES           ACDLabs              10.04 O=C(NCC(C)C)c1ccc(c(C(=O)O)c1)c2c(cc(\C=C)cc2)CNc3ncc(cc3)C(=[N@H])N 
24X InChI            InChI                1.02b 
InChI=1/C27H29N5O3/c1-4-17-5-8-21(20(11-17)15-31-24-10-7-19(14-30-24)25(28)29)22-9-6-18(12-23(22)27(34)35)26(33)32-13-16(2)3/h4-12,14,16H,1,13,15H2,2-3H3,(H3,28,29)(H,30,31)(H,32,33)(H,34,35)/f/h28,31-32,34H,29H2/b28-25- 
24X InChIKey         InChI                1.02b HHFWQMFTPDFWLM-YRUMPJRWDT 
24X SMILES_CANONICAL CACTVS               3.341 CC(C)CNC(=O)c1ccc(c2ccc(C=C)cc2CNc3ccc(cn3)C(N)=N)c(c1)C(O)=O 
24X SMILES           CACTVS               3.341 CC(C)CNC(=O)c1ccc(c2ccc(C=C)cc2CNc3ccc(cn3)C(N)=N)c(c1)C(O)=O 
24X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(nc1)NCc2cc(ccc2c3ccc(cc3C(=O)O)C(=O)NCC(C)C)C=C)\N 
24X SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(nc1)NCc2cc(ccc2c3ccc(cc3C(=O)O)C(=O)NCC(C)C)C=C)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 
24X "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-{[(5-carbamimidoylpyridin-2-yl)amino]methyl}-4'-ethenyl-4-[(2-methylpropyl)carbamoyl]biphenyl-2-carboxylic acid
;
24X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[[(5-carbamimidoylpyridin-2-yl)amino]methyl]-4-ethenyl-phenyl]-5-(2-methylpropylcarbamoyl)benzoic acid"        
# 
