data_624 # _chem_comp.id 624 _chem_comp.name "2-(2-(3,4-DICHLOROPHENYL)-5-(ISOPROPYLAMINO)-6-OXOPYRIMIDIN-1(6H)-YL)-N-((S)-1-OXO-1-(THIAZOL-2-YL)-5-GUANIDINOPENTAN-2-YL)ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Cl2 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 2005-06-22 _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 579.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 624 _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 1ZSL _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 624 CX CX C 0 1 N N N 111.042 25.871 51.654 -2.072 1.723 -0.623 CX 624 1 624 CY CY C 0 1 N N S 110.707 24.405 51.854 -2.376 0.280 -0.312 CY 624 2 624 CZ CZ C 0 1 Y N N 110.628 26.791 52.838 -2.666 2.359 -1.800 CZ 624 3 624 OX OX O 0 1 N N N 112.505 25.893 51.472 -1.334 2.357 0.103 OX 624 4 624 N02 N02 N 0 1 N N N 109.240 24.394 51.938 -1.413 -0.222 0.671 N02 624 5 624 C06 C06 C 0 1 N N N 111.151 23.541 50.631 -3.792 0.168 0.257 C06 624 6 624 C07 C07 C 0 1 N N N 110.852 22.068 50.860 -4.147 -1.306 0.456 C07 624 7 624 C08 C08 C 0 1 N N N 110.501 21.324 49.597 -5.563 -1.418 1.025 C08 624 8 624 N09 N09 N 0 1 N N N 110.804 19.923 49.885 -5.903 -2.830 1.215 N09 624 9 624 C10 C10 C 0 1 N N N 111.060 18.904 49.039 -7.133 -3.179 1.720 C10 624 10 624 N11 N11 N 0 1 N N N 111.072 19.052 47.696 -8.045 -2.202 2.046 N11 624 11 624 NP2 NP2 N 0 1 N N N 111.313 17.703 49.582 -7.436 -4.435 1.889 NP2 624 12 624 C18 C18 C 0 1 N N N 108.455 23.789 52.797 -0.219 -0.696 0.265 C18 624 13 624 O19 O19 O 0 1 N N N 108.848 23.096 53.740 0.059 -0.707 -0.916 O19 624 14 624 C20 C20 C 0 1 N N N 106.996 24.005 52.477 0.771 -1.211 1.277 C20 624 15 624 N21 N21 N 0 1 N N N 106.106 23.260 53.417 1.981 -1.667 0.588 N21 624 16 624 C22 C22 C 0 1 N N N 105.954 21.888 53.207 2.046 -2.920 0.088 C22 624 17 624 C23 C23 C 0 1 N N N 105.131 21.045 53.997 3.234 -3.328 -0.566 C23 624 18 624 C24 C24 C 0 1 N N N 104.496 21.694 55.091 4.264 -2.435 -0.678 C24 624 19 624 N25 N25 N 0 1 N N N 104.638 23.034 55.344 4.143 -1.209 -0.171 N25 624 20 624 C26 C26 C 0 1 N N N 105.445 23.784 54.531 3.045 -0.824 0.443 C26 624 21 624 O27 O27 O 0 1 N N N 106.536 21.312 52.254 1.106 -3.687 0.207 O27 624 22 624 N28 N28 N 0 1 N N N 105.065 19.650 53.672 3.349 -4.620 -1.094 N28 624 23 624 C30 C30 C 0 1 N N N 104.316 18.610 54.390 4.582 -5.026 -1.774 C30 624 24 624 C31 C31 C 0 1 N N N 105.141 18.076 55.592 5.597 -5.516 -0.740 C31 624 25 624 C32 C32 C 0 1 N N N 104.007 17.490 53.403 4.272 -6.154 -2.760 C32 624 26 624 C33 C33 C 0 1 Y N N 105.506 25.190 54.965 2.962 0.547 0.987 C33 624 27 624 C34 C34 C 0 1 Y N N 106.748 25.613 55.575 2.626 0.750 2.327 C34 624 28 624 C35 C35 C 0 1 Y N N 106.904 26.942 56.052 2.550 2.032 2.829 C35 624 29 624 C36 C36 C 0 1 Y N N 105.848 27.904 55.942 2.806 3.118 2.008 C36 624 30 624 C37 C37 C 0 1 Y N N 104.572 27.505 55.328 3.142 2.923 0.677 C37 624 31 624 C38 C38 C 0 1 Y N N 104.424 26.137 54.841 3.226 1.644 0.164 C38 624 32 624 CL1 CL1 CL 0 0 N N N 106.199 29.448 56.576 2.709 4.728 2.648 CL1 624 33 624 CL2 CL2 CL 0 0 N N N 103.242 28.578 55.165 3.463 4.289 -0.344 CL2 624 34 624 N45 N45 N 0 1 Y N N 109.418 27.221 53.019 -3.484 1.845 -2.713 N45 624 35 624 C46 C46 C 0 1 Y N N 109.380 28.031 54.147 -3.912 2.587 -3.696 C46 624 36 624 C47 C47 C 0 1 Y N N 110.619 28.155 54.761 -3.507 3.889 -3.791 C47 624 37 624 S48 S48 S 0 1 Y N N 111.806 27.291 53.953 -2.479 4.032 -2.397 S48 624 38 624 HY HY H 0 1 N N N 111.214 23.988 52.736 -2.304 -0.311 -1.225 HY 624 39 624 H02 H02 H 0 1 N N N 108.770 24.928 51.235 -1.635 -0.212 1.616 H02 624 40 624 H061 1H06 H 0 0 N N N 112.236 23.660 50.495 -3.840 0.686 1.215 H061 624 41 624 H062 2H06 H 0 0 N N N 110.605 23.881 49.738 -4.499 0.622 -0.437 H062 624 42 624 H071 1H07 H 0 0 N N N 109.978 22.012 51.526 -4.099 -1.824 -0.502 H071 624 43 624 H072 2H07 H 0 0 N N N 111.747 21.600 51.296 -3.440 -1.760 1.150 H072 624 44 624 H081 1H08 H 0 0 N N N 111.066 21.697 48.730 -5.611 -0.900 1.983 H081 624 45 624 H082 2H08 H 0 0 N N N 109.438 21.453 49.346 -6.270 -0.964 0.331 H082 624 46 624 H09 H09 H 0 1 N N N 110.825 19.684 50.856 -5.260 -3.519 0.985 H09 624 47 624 H111 1H11 H 0 0 N N N 110.896 19.912 47.217 -8.913 -2.448 2.402 H111 624 48 624 H112 2H11 H 0 0 N N N 111.281 18.183 47.247 -7.820 -1.267 1.920 H112 624 49 624 HP2 HP2 H 0 1 N N N 111.270 17.751 50.580 -8.304 -4.681 2.245 HP2 624 50 624 H201 1H20 H 0 0 N N N 106.809 23.632 51.459 0.330 -2.044 1.825 H201 624 51 624 H202 2H20 H 0 0 N N N 106.773 25.079 52.556 1.028 -0.413 1.973 H202 624 52 624 H24 H24 H 0 1 N N N 103.875 21.106 55.751 5.177 -2.724 -1.177 H24 624 53 624 H28 H28 H 0 1 N N N 104.678 19.634 52.750 2.613 -5.246 -1.010 H28 624 54 624 H30 H30 H 0 1 N N N 103.380 19.024 54.794 4.996 -4.175 -2.315 H30 624 55 624 H311 1H31 H 0 0 N N N 104.733 17.106 55.914 5.817 -4.713 -0.038 H311 624 56 624 H312 2H31 H 0 0 N N N 105.083 18.793 56.424 5.182 -6.368 -0.200 H312 624 57 624 H313 3H31 H 0 0 N N N 106.191 17.950 55.289 6.514 -5.818 -1.246 H313 624 58 624 H321 1H32 H 0 0 N N N 103.053 17.015 53.675 3.858 -7.005 -2.220 H321 624 59 624 H322 2H32 H 0 0 N N N 104.812 16.741 53.434 3.549 -5.805 -3.497 H322 624 60 624 H323 3H32 H 0 0 N N N 103.933 17.906 52.387 5.189 -6.456 -3.266 H323 624 61 624 H34 H34 H 0 1 N N N 107.564 24.912 55.669 2.425 -0.095 2.968 H34 624 62 624 H35 H35 H 0 1 N N N 107.839 27.234 56.507 2.289 2.190 3.865 H35 624 63 624 H38 H38 H 0 1 N N N 103.495 25.830 54.383 3.487 1.493 -0.873 H38 624 64 624 H46 H46 H 0 1 N N N 108.483 28.513 54.508 -4.580 2.173 -4.437 H46 624 65 624 H47 H47 H 0 1 N N N 110.797 28.738 55.652 -3.759 4.631 -4.534 H47 624 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 624 CX CY SING N N 1 624 CX CZ SING N N 2 624 CX OX DOUB N N 3 624 CY N02 SING N N 4 624 CY C06 SING N N 5 624 CY HY SING N N 6 624 CZ N45 DOUB Y N 7 624 CZ S48 SING Y N 8 624 N02 C18 SING N N 9 624 N02 H02 SING N N 10 624 C06 C07 SING N N 11 624 C06 H061 SING N N 12 624 C06 H062 SING N N 13 624 C07 C08 SING N N 14 624 C07 H071 SING N N 15 624 C07 H072 SING N N 16 624 C08 N09 SING N N 17 624 C08 H081 SING N N 18 624 C08 H082 SING N N 19 624 N09 C10 SING N N 20 624 N09 H09 SING N N 21 624 C10 N11 SING N N 22 624 C10 NP2 DOUB N N 23 624 N11 H111 SING N N 24 624 N11 H112 SING N N 25 624 NP2 HP2 SING N N 26 624 C18 O19 DOUB N N 27 624 C18 C20 SING N N 28 624 C20 N21 SING N N 29 624 C20 H201 SING N N 30 624 C20 H202 SING N N 31 624 N21 C22 SING N N 32 624 N21 C26 SING N N 33 624 C22 C23 SING N N 34 624 C22 O27 DOUB N N 35 624 C23 C24 DOUB N N 36 624 C23 N28 SING N N 37 624 C24 N25 SING N N 38 624 C24 H24 SING N N 39 624 N25 C26 DOUB N N 40 624 C26 C33 SING N N 41 624 N28 C30 SING N N 42 624 N28 H28 SING N N 43 624 C30 C31 SING N N 44 624 C30 C32 SING N N 45 624 C30 H30 SING N N 46 624 C31 H311 SING N N 47 624 C31 H312 SING N N 48 624 C31 H313 SING N N 49 624 C32 H321 SING N N 50 624 C32 H322 SING N N 51 624 C32 H323 SING N N 52 624 C33 C34 DOUB Y N 53 624 C33 C38 SING Y N 54 624 C34 C35 SING Y N 55 624 C34 H34 SING N N 56 624 C35 C36 DOUB Y N 57 624 C35 H35 SING N N 58 624 C36 C37 SING Y N 59 624 C36 CL1 SING N N 60 624 C37 C38 DOUB Y N 61 624 C37 CL2 SING N N 62 624 C38 H38 SING N N 63 624 N45 C46 SING Y N 64 624 C46 C47 DOUB Y N 65 624 C46 H46 SING N N 66 624 C47 S48 SING Y N 67 624 C47 H47 SING N N 68 # 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 624 SMILES ACDLabs 10.04 "O=C(c1nccs1)C(NC(=O)CN2C(=NC=C(NC(C)C)C2=O)c3ccc(Cl)c(Cl)c3)CCCNC(=[N@H])N" 624 SMILES_CANONICAL CACTVS 3.341 "CC(C)NC1=CN=C(N(CC(=O)N[C@@H](CCCNC(N)=N)C(=O)c2sccn2)C1=O)c3ccc(Cl)c(Cl)c3" 624 SMILES CACTVS 3.341 "CC(C)NC1=CN=C(N(CC(=O)N[CH](CCCNC(N)=N)C(=O)c2sccn2)C1=O)c3ccc(Cl)c(Cl)c3" 624 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NC(C)C)c3ccc(c(c3)Cl)Cl" 624 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NC(C)C)c3ccc(c(c3)Cl)Cl" 624 InChI InChI 1.03 "InChI=1S/C24H28Cl2N8O3S/c1-13(2)32-18-11-31-21(14-5-6-15(25)16(26)10-14)34(23(18)37)12-19(35)33-17(4-3-7-30-24(27)28)20(36)22-29-8-9-38-22/h5-6,8-11,13,17,32H,3-4,7,12H2,1-2H3,(H,33,35)(H4,27,28,30)/t17-/m0/s1" 624 InChIKey InChI 1.03 LJLKTQRJOBRXIB-KRWDZBQOSA-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 624 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S)-4-carbamimidamido-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[2-(3,4-dichlorophenyl)-5-[(1-methylethyl)amino]-6-oxopyrimidin-1(6H)-yl]acetamide" 624 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2S)-5-carbamimidamido-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[2-(3,4-dichlorophenyl)-6-oxo-5-(propan-2-ylamino)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 624 "Create component" 2005-06-22 RCSB 624 "Modify descriptor" 2011-06-04 RCSB #