data_737 # _chem_comp.id 737 _chem_comp.name "N-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYL]-2-{6-OXO-5-[(QUINOLIN-8-YLMETHYL)-AMINO]-2-M-TOLYL-6H-PYRIMIDIN-1-YL}-ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H33 N9 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-07-27 _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 623.728 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 737 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _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 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 737 CX CX C 0 1 N N N 25.414 11.422 51.444 -1.627 -3.334 0.182 CX 737 1 737 CY CY C 0 1 N N S 23.961 11.927 51.554 -1.070 -2.418 1.275 CY 737 2 737 CZ CZ C 0 1 Y N N 26.275 11.645 52.709 -1.179 -4.737 0.135 CZ 737 3 737 OX OX O 0 1 N N N 25.436 10.028 51.219 -2.421 -2.876 -0.644 OX 737 4 737 N05 N05 N 0 1 N N N 24.022 13.361 51.674 -0.918 -1.110 0.684 N05 737 5 737 C06 C06 C 0 1 N N N 23.177 11.632 50.275 -2.013 -2.389 2.481 C06 737 6 737 C07 C07 C 0 1 N N N 21.744 12.150 50.360 -1.517 -1.445 3.583 C07 737 7 737 C08 C08 C 0 1 N N N 20.971 11.871 49.089 -2.480 -1.368 4.765 C08 737 8 737 N09 N09 N 0 1 N N N 19.566 11.796 49.442 -1.961 -0.505 5.800 N09 737 9 737 C10 C10 C 0 1 N N N 18.514 11.535 48.531 -2.537 -0.239 7.025 C10 737 10 737 N11 N11 N 0 1 N N N 17.256 11.177 49.053 -3.732 -0.854 7.300 N11 737 11 737 N12 N12 N 0 1 N N N 18.661 11.602 47.261 -1.964 0.566 7.881 N12 737 12 737 C13 C13 C 0 1 N N N 23.969 14.114 52.729 0.084 -0.220 1.047 C13 737 13 737 O14 O14 O 0 1 N N N 23.851 13.695 53.877 0.944 -0.432 1.898 O14 737 14 737 C15 C15 C 0 1 N N N 24.072 15.594 52.408 -0.006 1.062 0.259 C15 737 15 737 N16 N16 N 0 1 N N N 23.100 16.269 53.259 1.332 1.635 0.099 N16 737 16 737 C17 C17 C 0 1 N N N 23.449 16.951 54.410 2.151 1.312 -0.995 C17 737 17 737 N18 N18 N 0 1 N N N 22.547 17.580 55.209 3.362 1.754 -1.153 N18 737 18 737 C19 C19 C 0 1 N N N 21.227 17.543 54.856 3.841 2.594 -0.188 C19 737 19 737 C20 C20 C 0 1 N N N 20.758 16.875 53.700 3.167 3.008 0.889 C20 737 20 737 C21 C21 C 0 1 N N N 21.765 16.243 52.920 1.777 2.521 1.090 C21 737 21 737 N22 N22 N 0 1 N N N 19.378 16.824 53.315 3.699 3.856 1.813 N22 737 22 737 C23 C23 C 0 1 Y N N 24.885 17.021 54.848 1.615 0.419 -2.040 C23 737 23 737 C24 C24 C 0 1 Y N N 25.679 18.139 54.476 0.938 0.960 -3.127 C24 737 24 737 C25 C25 C 0 1 Y N N 27.045 18.213 54.874 0.430 0.115 -4.114 C25 737 25 737 C26 C26 C 0 1 Y N N 27.639 17.173 55.651 0.603 -1.265 -4.008 C26 737 26 737 C27 C27 C 0 1 Y N N 26.868 16.039 56.043 1.283 -1.800 -2.914 C27 737 27 737 C28 C28 C 0 1 Y N N 25.489 15.969 55.636 1.791 -0.956 -1.927 C28 737 28 737 C29 C29 C 0 1 N N N 27.497 14.932 56.875 1.465 -3.276 -2.800 C29 737 29 737 O30 O30 O 0 1 N N N 21.385 15.644 51.900 1.122 2.899 2.059 O30 737 30 737 N31 N31 N 0 1 Y N N 26.681 12.813 53.020 -0.335 -5.197 0.993 N31 737 31 737 C32 C32 C 0 1 Y N N 27.432 12.756 54.180 -0.126 -6.526 0.681 C32 737 32 737 C33 C33 C 0 1 Y N N 27.548 11.483 54.693 -0.827 -7.008 -0.404 C33 737 33 737 S34 S34 S 0 1 Y N N 26.729 10.348 53.746 -1.792 -5.755 -1.068 S34 737 34 737 C35 C35 C 0 1 N N N ? ? ? 5.039 4.353 1.666 C35 737 35 737 C36 C36 C 0 1 Y N N ? ? ? 5.443 5.231 2.815 C36 737 36 737 C37 C37 C 0 1 Y N N ? ? ? 5.186 6.599 2.713 C37 737 37 737 C38 C38 C 0 1 Y N N ? ? ? 5.543 7.449 3.752 C38 737 38 737 C39 C39 C 0 1 Y N N ? ? ? 6.155 6.927 4.888 C39 737 39 737 C40 C40 C 0 1 Y N N ? ? ? 6.412 5.549 4.987 C40 737 40 737 C41 C41 C 0 1 Y N N ? ? ? 7.027 4.996 6.119 C41 737 41 737 C42 C42 C 0 1 Y N N ? ? ? 7.268 3.632 6.186 C42 737 42 737 C43 C43 C 0 1 Y N N ? ? ? 6.880 2.862 5.108 C43 737 43 737 N44 N44 N 0 1 Y N N ? ? ? 6.285 3.355 3.999 N44 737 44 737 C45 C45 C 0 1 Y N N ? ? ? 6.053 4.680 3.936 C45 737 45 737 HY HY H 0 1 N N N 23.472 11.435 52.408 -0.059 -2.728 1.556 HY 737 46 737 H05 H05 H 0 1 N N N 24.121 13.853 50.809 -1.578 -0.827 -0.036 H05 737 47 737 H061 1H06 H 0 0 N N N 23.681 12.124 49.430 -2.127 -3.401 2.892 H061 737 48 737 H062 2H06 H 0 0 N N N 23.141 10.541 50.137 -3.012 -2.074 2.155 H062 737 49 737 H071 1H07 H 0 0 N N N 21.237 11.650 51.199 -1.359 -0.443 3.166 H071 737 50 737 H072 2H07 H 0 0 N N N 21.780 13.239 50.508 -0.547 -1.796 3.953 H072 737 51 737 H081 1H08 H 0 0 N N N 21.136 12.678 48.360 -3.460 -1.002 4.440 H081 737 52 737 H082 2H08 H 0 0 N N N 21.306 10.928 48.631 -2.625 -2.368 5.185 H082 737 53 737 H09 H09 H 0 1 N N N 19.322 11.939 50.401 -1.075 -0.051 5.592 H09 737 54 737 H111 1H11 H 0 0 N N N 16.631 11.028 48.287 -4.182 -1.481 6.643 H111 737 55 737 H112 2H11 H 0 0 N N N 17.027 11.087 50.022 -4.208 -0.701 8.182 H112 737 56 737 H12 H12 H 0 1 N N N 19.607 11.863 47.070 -1.089 0.910 7.472 H12 737 57 737 H151 1H15 H 0 0 N N N 25.087 15.963 52.615 -0.431 0.859 -0.728 H151 737 58 737 H152 2H15 H 0 0 N N N 23.868 15.785 51.344 -0.642 1.779 0.787 H152 737 59 737 H19 H19 H 0 1 N N N 20.510 18.046 55.488 4.859 2.936 -0.355 H19 737 60 737 H22 H22 H 0 1 N N N 18.960 16.177 53.953 3.119 4.106 2.579 H22 737 61 737 H24 H24 H 0 1 N N N 25.246 18.936 53.889 0.797 2.034 -3.220 H24 737 62 737 H25 H25 H 0 1 N N N 27.639 19.067 54.584 -0.100 0.532 -4.966 H25 737 63 737 H26 H26 H 0 1 N N N 28.676 17.245 55.943 0.202 -1.916 -4.781 H26 737 64 737 H28 H28 H 0 1 N N N 24.894 15.115 55.924 2.320 -1.375 -1.075 H28 737 65 737 H291 1H29 H 0 0 N N N 27.649 14.042 56.247 1.059 -3.639 -1.848 H291 737 66 737 H292 2H29 H 0 0 N N N 28.466 15.274 57.267 0.959 -3.805 -3.618 H292 737 67 737 H293 3H29 H 0 0 N N N 26.831 14.680 57.713 2.527 -3.552 -2.853 H293 737 68 737 H32 H32 H 0 1 N N N 27.883 13.624 54.638 0.557 -7.108 1.285 H32 737 69 737 H33 H33 H 0 1 N N N 28.096 11.240 55.591 -0.820 -8.004 -0.824 H33 737 70 737 H351 1H35 H 0 0 N N N ? ? ? 5.092 4.906 0.721 H351 737 71 737 H352 2H35 H 0 0 N N N ? ? ? 5.708 3.491 1.576 H352 737 72 737 H37 H37 H 0 1 N N N ? ? ? 4.708 7.008 1.827 H37 737 73 737 H38 H38 H 0 1 N N N ? ? ? 5.346 8.514 3.679 H38 737 74 737 H39 H39 H 0 1 N N N ? ? ? 6.431 7.601 5.695 H39 737 75 737 H41 H41 H 0 1 N N N ? ? ? 7.323 5.627 6.954 H41 737 76 737 H42 H42 H 0 1 N N N ? ? ? 7.742 3.188 7.054 H42 737 77 737 H43 H43 H 0 1 N N N ? ? ? 7.042 1.789 5.106 H43 737 78 # 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 737 CX CY SING N N 1 737 CX CZ SING N N 2 737 CX OX DOUB N N 3 737 CY N05 SING N N 4 737 CY C06 SING N N 5 737 CY HY SING N N 6 737 CZ N31 DOUB Y N 7 737 CZ S34 SING Y N 8 737 N05 C13 SING N N 9 737 N05 H05 SING N N 10 737 C06 C07 SING N N 11 737 C06 H061 SING N N 12 737 C06 H062 SING N N 13 737 C07 C08 SING N N 14 737 C07 H071 SING N N 15 737 C07 H072 SING N N 16 737 C08 N09 SING N N 17 737 C08 H081 SING N N 18 737 C08 H082 SING N N 19 737 N09 C10 SING N N 20 737 N09 H09 SING N N 21 737 C10 N11 SING N N 22 737 C10 N12 DOUB N N 23 737 N11 H111 SING N N 24 737 N11 H112 SING N N 25 737 N12 H12 SING N N 26 737 C13 O14 DOUB N N 27 737 C13 C15 SING N N 28 737 C15 N16 SING N N 29 737 C15 H151 SING N N 30 737 C15 H152 SING N N 31 737 N16 C17 SING N N 32 737 N16 C21 SING N N 33 737 C17 N18 DOUB N N 34 737 C17 C23 SING N N 35 737 N18 C19 SING N N 36 737 C19 C20 DOUB N N 37 737 C19 H19 SING N N 38 737 C20 C21 SING N N 39 737 C20 N22 SING N N 40 737 C21 O30 DOUB N N 41 737 N22 C35 SING N N 42 737 N22 H22 SING N N 43 737 C23 C24 DOUB Y N 44 737 C23 C28 SING Y N 45 737 C24 C25 SING Y N 46 737 C24 H24 SING N N 47 737 C25 C26 DOUB Y N 48 737 C25 H25 SING N N 49 737 C26 C27 SING Y N 50 737 C26 H26 SING N N 51 737 C27 C28 DOUB Y N 52 737 C27 C29 SING N N 53 737 C28 H28 SING N N 54 737 C29 H291 SING N N 55 737 C29 H292 SING N N 56 737 C29 H293 SING N N 57 737 N31 C32 SING Y N 58 737 C32 C33 DOUB Y N 59 737 C32 H32 SING N N 60 737 C33 S34 SING Y N 61 737 C33 H33 SING N N 62 737 C35 C36 SING N N 63 737 C35 H351 SING N N 64 737 C35 H352 SING N N 65 737 C36 C37 DOUB Y N 66 737 C36 C45 SING Y N 67 737 C37 C38 SING Y N 68 737 C37 H37 SING N N 69 737 C38 C39 DOUB Y N 70 737 C38 H38 SING N N 71 737 C39 C40 SING Y N 72 737 C39 H39 SING N N 73 737 C40 C41 DOUB Y N 74 737 C40 C45 SING Y N 75 737 C41 C42 SING Y N 76 737 C41 H41 SING N N 77 737 C42 C43 DOUB Y N 78 737 C42 H42 SING N N 79 737 C43 N44 SING Y N 80 737 C43 H43 SING N N 81 737 N44 C45 DOUB Y N 82 # 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 737 SMILES ACDLabs 10.04 "O=C(c1nccs1)C(NC(=O)CN4C(=NC=C(NCc3c2ncccc2ccc3)C4=O)c5cccc(c5)C)CCCNC(=[N@H])N" 737 SMILES_CANONICAL CACTVS 3.341 "Cc1cccc(c1)C2=NC=C(NCc3cccc4cccnc34)C(=O)N2CC(=O)N[C@@H](CCCNC(N)=N)C(=O)c5sccn5" 737 SMILES CACTVS 3.341 "Cc1cccc(c1)C2=NC=C(NCc3cccc4cccnc34)C(=O)N2CC(=O)N[CH](CCCNC(N)=N)C(=O)c5sccn5" 737 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NCc3cccc4c3nccc4)c5cccc(c5)C" 737 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NCc3cccc4c3nccc4)c5cccc(c5)C" 737 InChI InChI 1.03 "InChI=1S/C32H33N9O3S/c1-20-6-2-8-22(16-20)29-39-18-25(38-17-23-9-3-7-21-10-4-12-35-27(21)23)31(44)41(29)19-26(42)40-24(11-5-13-37-32(33)34)28(43)30-36-14-15-45-30/h2-4,6-10,12,14-16,18,24,38H,5,11,13,17,19H2,1H3,(H,40,42)(H4,33,34,37)/t24-/m0/s1" 737 InChIKey InChI 1.03 BWWLNFRQHXSLCW-DEOSSOPVSA-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 737 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S)-4-carbamimidamido-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[2-(3-methylphenyl)-6-oxo-5-[(quinolin-8-ylmethyl)amino]pyrimidin-1(6H)-yl]acetamide" 737 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2S)-5-carbamimidamido-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[2-(3-methylphenyl)-6-oxo-5-(quinolin-8-ylmethylamino)pyrimidin-1-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 737 "Create component" 2005-07-27 RCSB 737 "Modify descriptor" 2011-06-04 RCSB #