data_62A # _chem_comp.id 62A _chem_comp.name "2-(5-AMINO-6-OXO-2-M-TOLYL-6H-PYRIMIDIN-1-YL)-N-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYL]-ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N8 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-06-03 _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 482.559 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 62A _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 1ZTK _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 62A CX CX C 0 1 N N N 11.272 51.440 25.486 1.391 -2.578 0.558 CX 62A 1 62A CY CY C 0 1 N N S 11.945 51.596 24.094 1.372 -1.090 0.320 CY 62A 2 62A CZ CZ C 0 1 Y N N 11.553 52.576 26.456 2.120 -3.457 -0.359 CZ 62A 3 62A OX OX O 0 1 N N N 10.298 50.701 25.598 0.803 -3.048 1.509 OX 62A 4 62A N1 N1 N 0 1 N N N 13.385 51.558 24.157 0.315 -0.479 1.129 N1 62A 5 62A C2 C2 C 0 1 N N N 11.463 50.548 23.047 2.725 -0.493 0.714 C2 62A 6 62A C3 C3 C 0 1 N N N 12.029 50.727 21.621 2.750 0.994 0.356 C3 62A 7 62A C4 C4 C 0 1 N N N 11.927 49.415 20.827 4.103 1.591 0.750 C4 62A 8 62A N5 N5 N 0 1 N N N 11.689 49.677 19.393 4.126 3.015 0.408 N5 62A 9 62A C6 C6 C 0 1 N N N 11.541 48.758 18.413 5.247 3.767 0.671 C6 62A 10 62A N7 N7 N 0 1 N N N 11.327 49.159 17.152 6.346 3.181 1.255 N7 62A 11 62A N8 N8 N 0 1 N N N 11.603 47.444 18.705 5.268 5.034 0.367 N8 62A 12 62A C9 C9 C 0 1 N N N 14.176 52.580 23.793 -0.950 -0.439 0.666 C9 62A 13 62A O10 O10 O 0 1 N N N 13.748 53.655 23.376 -1.213 -0.908 -0.421 O10 62A 14 62A C11 C11 C 0 1 N N N 15.662 52.322 23.911 -2.038 0.189 1.499 C11 62A 15 62A N12 N12 N 0 1 N N N 16.431 53.160 22.957 -3.312 0.108 0.780 N12 62A 16 62A C13 C13 C 0 1 N N N 17.181 54.245 23.351 -3.641 1.061 -0.139 C13 62A 17 62A N14 N14 N 0 1 N N N 17.902 55.024 22.507 -4.779 1.011 -0.797 N14 62A 18 62A C15 C15 C 0 1 N N N 17.893 54.734 21.182 -5.659 0.032 -0.593 C15 62A 19 62A C16 C16 C 0 1 N N N 17.153 53.654 20.654 -5.391 -0.952 0.318 C16 62A 20 62A C17 C17 C 0 1 N N N 16.422 52.881 21.609 -4.168 -0.905 1.032 C17 62A 21 62A N18 N18 N 0 1 N N N 17.124 53.338 19.264 -6.308 -1.987 0.542 N18 62A 22 62A C19 C19 C 0 1 Y N N 17.226 54.638 24.782 -2.700 2.169 -0.403 C19 62A 23 62A C20 C20 C 0 1 Y N N 18.265 54.198 25.651 -2.222 2.950 0.651 C20 62A 24 62A C21 C21 C 0 1 Y N N 18.262 54.595 27.030 -1.343 3.982 0.397 C21 62A 25 62A C22 C22 C 0 1 Y N N 17.219 55.433 27.538 -0.934 4.244 -0.898 C22 62A 26 62A C23 C23 C 0 1 Y N N 16.174 55.882 26.674 -1.403 3.473 -1.948 C23 62A 27 62A C24 C24 C 0 1 Y N N 16.191 55.479 25.307 -2.287 2.442 -1.709 C24 62A 28 62A C25 C25 C 0 1 N N N 15.065 56.776 27.192 -0.953 3.766 -3.356 C25 62A 29 62A O26 O26 O 0 1 N N N 15.760 51.925 21.157 -3.893 -1.764 1.853 O26 62A 30 62A N27 N27 N 0 1 Y N N 12.587 52.642 27.223 2.815 -3.147 -1.450 N27 62A 31 62A C28 C28 C 0 1 Y N N 12.551 53.820 27.983 3.402 -4.086 -2.137 C28 62A 32 62A C29 C29 C 0 1 Y N N 11.435 54.591 27.715 3.290 -5.389 -1.740 C29 62A 33 62A S30 S30 S 0 1 Y N N 10.444 53.874 26.546 2.306 -5.233 -0.317 S30 62A 34 62A HY HY H 0 1 N N N 11.625 52.594 23.760 1.182 -0.893 -0.735 HY 62A 35 62A HN1 HN1 H 0 1 N N N 13.820 50.722 24.491 0.525 -0.104 1.999 HN1 62A 36 62A H21A 1H2 H 0 0 N N N 10.374 50.678 22.963 2.876 -0.612 1.787 H21A 62A 37 62A H22A 2H2 H 0 0 N N N 11.774 49.555 23.405 3.520 -1.010 0.176 H22A 62A 38 62A H31 1H3 H 0 1 N N N 13.088 51.015 21.694 2.599 1.113 -0.717 H31 62A 39 62A H32 2H3 H 0 1 N N N 11.453 51.507 21.101 1.955 1.510 0.894 H32 62A 40 62A H41 1H4 H 0 1 N N N 11.081 48.833 21.221 4.253 1.472 1.823 H41 62A 41 62A H42 2H4 H 0 1 N N N 12.869 48.858 20.936 4.898 1.075 0.212 H42 62A 42 62A HN5 HN5 H 0 1 N N N 11.631 50.637 19.118 3.351 3.428 -0.004 HN5 62A 43 62A HN71 1HN7 H 0 0 N N N 11.264 50.113 16.857 7.137 3.712 1.440 HN71 62A 44 62A HN72 2HN7 H 0 0 N N N 11.239 48.366 16.549 6.330 2.238 1.481 HN72 62A 45 62A HN8 HN8 H 0 1 N N N 11.765 47.316 19.683 6.059 5.564 0.552 HN8 62A 46 62A H111 1H11 H 0 0 N N N 15.852 51.264 23.677 -1.793 1.234 1.688 H111 62A 47 62A H112 2H11 H 0 0 N N N 15.985 52.561 24.935 -2.121 -0.342 2.447 H112 62A 48 62A H15 H15 H 0 1 N N N 18.471 55.350 20.509 -6.585 0.015 -1.148 H15 62A 49 62A H181 1H18 H 0 0 N N N 17.934 52.801 19.027 -7.142 -2.010 0.048 H181 62A 50 62A H182 2H18 H 0 0 N N N 17.117 54.183 18.730 -6.109 -2.680 1.190 H182 62A 51 62A H20 H20 H 0 1 N N N 19.055 53.566 25.272 -2.540 2.746 1.663 H20 62A 52 62A H21 H21 H 0 1 N N N 19.050 54.260 27.688 -0.973 4.587 1.211 H21 62A 53 62A H22 H22 H 0 1 N N N 17.222 55.727 28.577 -0.245 5.053 -1.092 H22 62A 54 62A H24 H24 H 0 1 N N N 15.403 55.816 24.650 -2.653 1.842 -2.529 H24 62A 55 62A H251 1H25 H 0 0 N N N 14.097 56.267 27.072 -0.053 3.192 -3.576 H251 62A 56 62A H252 2H25 H 0 0 N N N 15.057 57.717 26.623 -1.741 3.488 -4.055 H252 62A 57 62A H253 3H25 H 0 0 N N N 15.235 56.993 28.257 -0.738 4.830 -3.455 H253 62A 58 62A H28 H28 H 0 1 N N N 13.311 54.095 28.699 3.971 -3.836 -3.020 H28 62A 59 62A H29 H29 H 0 1 N N N 11.222 55.536 28.193 3.704 -6.279 -2.190 H29 62A 60 # 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 62A CX CY SING N N 1 62A CX CZ SING N N 2 62A CX OX DOUB N N 3 62A CY N1 SING N N 4 62A CY C2 SING N N 5 62A CY HY SING N N 6 62A CZ N27 DOUB Y N 7 62A CZ S30 SING Y N 8 62A N1 C9 SING N N 9 62A N1 HN1 SING N N 10 62A C2 C3 SING N N 11 62A C2 H21A SING N N 12 62A C2 H22A SING N N 13 62A C3 C4 SING N N 14 62A C3 H31 SING N N 15 62A C3 H32 SING N N 16 62A C4 N5 SING N N 17 62A C4 H41 SING N N 18 62A C4 H42 SING N N 19 62A N5 C6 SING N N 20 62A N5 HN5 SING N N 21 62A C6 N7 SING N N 22 62A C6 N8 DOUB N N 23 62A N7 HN71 SING N N 24 62A N7 HN72 SING N N 25 62A N8 HN8 SING N N 26 62A C9 O10 DOUB N N 27 62A C9 C11 SING N N 28 62A C11 N12 SING N N 29 62A C11 H111 SING N N 30 62A C11 H112 SING N N 31 62A N12 C13 SING N N 32 62A N12 C17 SING N N 33 62A C13 N14 DOUB N N 34 62A C13 C19 SING N N 35 62A N14 C15 SING N N 36 62A C15 C16 DOUB N N 37 62A C15 H15 SING N N 38 62A C16 C17 SING N N 39 62A C16 N18 SING N N 40 62A C17 O26 DOUB N N 41 62A N18 H181 SING N N 42 62A N18 H182 SING N N 43 62A C19 C20 DOUB Y N 44 62A C19 C24 SING Y N 45 62A C20 C21 SING Y N 46 62A C20 H20 SING N N 47 62A C21 C22 DOUB Y N 48 62A C21 H21 SING N N 49 62A C22 C23 SING Y N 50 62A C22 H22 SING N N 51 62A C23 C24 DOUB Y N 52 62A C23 C25 SING N N 53 62A C24 H24 SING N N 54 62A C25 H251 SING N N 55 62A C25 H252 SING N N 56 62A C25 H253 SING N N 57 62A N27 C28 SING Y N 58 62A C28 C29 DOUB Y N 59 62A C28 H28 SING N N 60 62A C29 S30 SING Y N 61 62A C29 H29 SING N N 62 # 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 62A SMILES ACDLabs 10.04 "O=C(c1nccs1)C(NC(=O)CN2C(=NC=C(N)C2=O)c3cccc(c3)C)CCCNC(=[N@H])N" 62A SMILES_CANONICAL CACTVS 3.341 "Cc1cccc(c1)C2=NC=C(N)C(=O)N2CC(=O)N[C@@H](CCCNC(N)=N)C(=O)c3sccn3" 62A SMILES CACTVS 3.341 "Cc1cccc(c1)C2=NC=C(N)C(=O)N2CC(=O)N[CH](CCCNC(N)=N)C(=O)c3sccn3" 62A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)N)c3cccc(c3)C" 62A SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)N)c3cccc(c3)C" 62A InChI InChI 1.03 "InChI=1S/C22H26N8O3S/c1-13-4-2-5-14(10-13)19-28-11-15(23)21(33)30(19)12-17(31)29-16(6-3-7-27-22(24)25)18(32)20-26-8-9-34-20/h2,4-5,8-11,16H,3,6-7,12,23H2,1H3,(H,29,31)(H4,24,25,27)/t16-/m0/s1" 62A InChIKey InChI 1.03 WNJLVFWJWNGWKN-INIZCTEOSA-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 62A "SYSTEMATIC NAME" ACDLabs 10.04 "2-[5-amino-2-(3-methylphenyl)-6-oxopyrimidin-1(6H)-yl]-N-[(1S)-4-carbamimidamido-1-(1,3-thiazol-2-ylcarbonyl)butyl]acetamide" 62A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-amino-2-(3-methylphenyl)-6-oxo-pyrimidin-1-yl]-N-[(2S)-5-carbamimidamido-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-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 62A "Create component" 2005-06-03 RCSB 62A "Modify descriptor" 2011-06-04 RCSB #