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 2011-06-04 _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 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" C24 InChI InChI 1.03 "InChI=1S/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)" C24 InChIKey InChI 1.03 BGLLICFSSKPUMR-UHFFFAOYSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C24 "Create component" 2002-01-18 RCSB C24 "Modify descriptor" 2011-06-04 RCSB #