data_U89 # _chem_comp.id U89 _chem_comp.name "N-[4-[[3-(2,4-DIAMINO-1,6-DIHYDRO-6-OXO-4-PYRIMIDINYL)-PROPYL]-[2-((2-OXO-2-((4-PHOSPHORIBOXY)-BUTYL)-AMINO)-ETHYL)-THIO-ACETYL]-AMINO]BENZOYL]-1-GLUTAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H38 N7 O12 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 715.669 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U89 _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 1GAR _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 U89 N N N 0 1 N N N 66.532 -5.703 26.442 2.254 0.270 -7.420 N U89 1 U89 CA CA C 0 1 N N S 65.247 -5.319 27.040 2.828 0.414 -8.760 CA U89 2 U89 CB CB C 0 1 N N N 64.357 -6.553 26.888 1.831 1.137 -9.667 CB U89 3 U89 CG CG C 0 1 N N N 63.970 -6.643 25.428 0.536 0.326 -9.751 CG U89 4 U89 CD CD C 0 1 N N N 63.108 -7.832 25.075 -0.445 1.038 -10.645 CD U89 5 U89 OE1 OE1 O 0 1 N N N 61.920 -7.656 24.786 -1.658 0.507 -10.867 OE1 U89 6 U89 OE2 OE2 O 0 1 N N N 63.635 -8.936 25.039 -0.141 2.088 -11.161 OE2 U89 7 U89 C C C 0 1 N N N 65.093 -4.689 28.447 4.103 1.213 -8.678 C U89 8 U89 OT1 OT1 O 0 1 N N N 64.538 -5.285 29.402 4.251 2.143 -7.721 OT1 U89 9 U89 OT2 OT2 O 0 1 N N N 65.483 -3.514 28.541 4.992 1.017 -9.472 OT2 U89 10 U89 C1 C1 C 0 1 N N N 73.776 1.120 18.586 0.862 0.282 11.050 C1 U89 11 U89 C2 C2 C 0 1 N N N 74.416 0.560 19.845 1.563 0.693 9.754 C2 U89 12 U89 C3 C3 C 0 1 N N N 75.528 -0.404 19.505 0.874 0.018 8.566 C3 U89 13 U89 C4 C4 C 0 1 N N N 76.115 -1.009 20.773 1.575 0.429 7.269 C4 U89 14 U89 N5 N5 N 0 1 N N N 75.420 -2.192 21.249 0.915 -0.216 6.131 N5 U89 15 U89 C6 C6 C 0 1 N N N 74.391 -2.132 22.092 1.365 0.001 4.880 C6 U89 16 U89 O6 O6 O 0 1 N N N 73.941 -1.043 22.452 2.316 0.730 4.695 O6 U89 17 U89 C7 C7 C 0 1 N N N 73.783 -3.444 22.589 0.686 -0.662 3.709 C7 U89 18 U89 S S S 0 1 N N N 74.104 -3.799 24.348 1.517 -0.176 2.172 S U89 19 U89 C8 C8 C 0 1 N N N 72.805 -5.020 24.647 0.518 -1.096 0.969 C8 U89 20 U89 C9 C9 C 0 1 N N N 72.946 -6.363 23.900 1.041 -0.836 -0.419 C9 U89 21 U89 O9 O9 O 0 1 N N N 74.018 -6.634 23.338 2.048 -0.178 -0.576 O9 U89 22 U89 N10 N10 N 0 1 N N N 71.999 -7.307 23.943 0.389 -1.335 -1.488 N10 U89 23 U89 C11 C11 C 0 1 N N N 72.196 -8.549 23.210 -0.892 -2.021 -1.310 C11 U89 24 U89 C12 C12 C 0 1 N N N 71.758 -8.324 21.752 -2.035 -1.017 -1.471 C12 U89 25 U89 C13 C13 C 0 1 N N N 71.953 -9.588 20.897 -3.375 -1.752 -1.392 C13 U89 26 U89 C14 C14 C 0 1 Y N N 71.194 -10.832 21.343 -4.500 -0.763 -1.550 C14 U89 27 U89 C15 C15 C 0 1 Y N N 71.920 -11.889 21.902 -5.053 -0.127 -0.434 C15 U89 28 U89 O15 O15 O 0 1 N N N 73.148 -11.919 22.080 -4.632 -0.365 0.686 O15 U89 29 U89 N16 N16 N 0 1 Y N N 71.131 -12.975 22.264 -6.056 0.756 -0.618 N16 U89 30 U89 C17 C17 C 0 1 Y N N 69.769 -13.002 22.108 -6.522 1.010 -1.871 C17 U89 31 U89 N18 N18 N 0 1 N N N 69.086 -14.079 22.482 -7.544 1.906 -2.037 N18 U89 32 U89 N19 N19 N 0 1 Y N N 69.140 -11.964 21.576 -6.007 0.417 -2.927 N19 U89 33 U89 C20 C20 C 0 1 Y N N 69.838 -10.889 21.212 -5.008 -0.464 -2.807 C20 U89 34 U89 N21 N21 N 0 1 N N N 69.132 -9.893 20.669 -4.484 -1.074 -3.929 N21 U89 35 U89 C22 C22 C 0 1 Y N N 70.845 -7.137 24.611 0.935 -1.198 -2.764 C22 U89 36 U89 C23 C23 C 0 1 Y N N 69.911 -6.252 24.208 1.834 -2.147 -3.240 C23 U89 37 U89 C24 C24 C 0 1 Y N N 68.792 -6.077 24.950 2.375 -2.015 -4.499 C24 U89 38 U89 C25 C25 C 0 1 Y N N 68.582 -6.773 26.097 2.020 -0.926 -5.300 C25 U89 39 U89 C26 C26 C 0 1 Y N N 69.534 -7.658 26.467 1.116 0.025 -4.818 C26 U89 40 U89 C27 C27 C 0 1 Y N N 70.652 -7.840 25.733 0.575 -0.115 -3.560 C27 U89 41 U89 C28 C28 C 0 1 N N N 67.422 -6.613 26.913 2.598 -0.780 -6.650 C28 U89 42 U89 O28 O28 O 0 1 N N N 67.258 -7.258 27.961 3.384 -1.609 -7.067 O28 U89 43 U89 OP4 OP4 O 0 1 N N N 74.301 2.389 18.163 1.506 0.912 12.160 OP4 U89 44 U89 P P P 0 1 N N N 73.807 3.021 16.778 0.721 0.438 13.483 P U89 45 U89 OP1 OP1 O 0 1 N N N 72.217 2.869 16.887 0.795 -1.035 13.600 OP1 U89 46 U89 OP2 OP2 O 0 1 N N N 74.343 2.205 15.666 1.397 1.114 14.779 OP2 U89 47 U89 OP3 OP3 O 0 1 N N N 74.088 4.474 16.724 -0.820 0.892 13.384 OP3 U89 48 U89 HN HN H 0 1 N N N 66.853 -5.275 25.573 1.627 0.931 -7.088 HN U89 49 U89 HA HA H 0 1 N N N 64.976 -4.394 26.479 3.044 -0.571 -9.171 HA U89 50 U89 HB1 1HB H 0 1 N N N 64.831 -7.485 27.273 1.615 2.124 -9.256 HB1 U89 51 U89 HB2 2HB H 0 1 N N N 63.478 -6.546 27.574 2.258 1.245 -10.664 HB2 U89 52 U89 HG1 1HG H 0 1 N N N 63.478 -5.697 25.099 0.752 -0.660 -10.162 HG1 U89 53 U89 HG2 2HG H 0 1 N N N 64.880 -6.620 24.784 0.109 0.218 -8.754 HG2 U89 54 U89 HOE HOE H 0 1 N N N 61.377 -8.403 24.564 -2.288 0.965 -11.440 HOE U89 55 U89 HOT HOT H 0 1 N N N 64.443 -4.898 30.264 5.069 2.656 -7.668 HOT U89 56 U89 H11 1H1 H 0 1 N N N 73.839 0.378 17.756 -0.181 0.592 11.012 H11 U89 57 U89 H12 2H1 H 0 1 N N N 72.669 1.179 18.706 0.916 -0.800 11.165 H12 U89 58 U89 H21 1H2 H 0 1 N N N 74.768 1.372 20.522 2.607 0.383 9.791 H21 U89 59 U89 H22 2H2 H 0 1 N N N 73.659 0.093 20.518 1.509 1.775 9.638 H22 U89 60 U89 H31 1H3 H 0 1 N N N 75.191 -1.189 18.788 -0.170 0.328 8.528 H31 U89 61 U89 H32 2H3 H 0 1 N N N 76.311 0.073 18.872 0.928 -1.063 8.681 H32 U89 62 U89 H41 1H4 H 0 1 N N N 77.200 -1.224 20.635 2.619 0.119 7.307 H41 U89 63 U89 H42 2H4 H 0 1 N N N 76.173 -0.241 21.579 1.521 1.512 7.154 H42 U89 64 U89 HN5 HN5 H 0 1 N N N 75.674 -3.139 20.969 0.154 -0.799 6.279 HN5 U89 65 U89 H71 1H7 H 0 1 N N N 72.688 -3.470 22.379 -0.358 -0.353 3.672 H71 U89 66 U89 H72 2H7 H 0 1 N N N 74.118 -4.295 21.951 0.739 -1.745 3.825 H72 U89 67 U89 H81 1H8 H 0 1 N N N 72.707 -5.206 25.742 -0.519 -0.769 1.034 H81 U89 68 U89 H82 2H8 H 0 1 N N N 71.808 -4.570 24.429 0.578 -2.162 1.187 H82 U89 69 U89 H111 1H11 H 0 0 N N N 73.239 -8.934 23.290 -0.933 -2.462 -0.314 H111 U89 70 U89 H112 2H11 H 0 0 N N N 71.678 -9.414 23.685 -0.991 -2.807 -2.059 H112 U89 71 U89 H121 1H12 H 0 0 N N N 70.707 -7.953 21.695 -1.949 -0.521 -2.438 H121 U89 72 U89 H122 2H12 H 0 0 N N N 72.277 -7.445 21.302 -1.980 -0.274 -0.675 H122 U89 73 U89 H131 1H13 H 0 0 N N N 71.711 -9.362 19.832 -3.460 -2.248 -0.425 H131 U89 74 U89 H132 2H13 H 0 0 N N N 73.040 -9.821 20.813 -3.429 -2.495 -2.187 H132 U89 75 U89 HN6 HN6 H 0 1 N N N 71.576 -13.799 22.667 -6.451 1.205 0.145 HN6 U89 76 U89 HN81 1HN8 H 0 0 N N N 68.072 -14.099 22.366 -7.882 2.098 -2.926 HN81 U89 77 U89 HN82 2HN8 H 0 0 N N N 69.305 -14.279 23.457 -7.934 2.346 -1.265 HN82 U89 78 U89 HN11 1HN1 H 0 0 N N N 68.117 -9.935 20.571 -4.840 -0.864 -4.806 HN11 U89 79 U89 HN12 2HN1 H 0 0 N N N 69.524 -9.702 19.747 -3.759 -1.713 -3.839 HN12 U89 80 U89 H23 H23 H 0 1 N N N 70.061 -5.676 23.279 2.108 -2.989 -2.621 H23 U89 81 U89 H24 H24 H 0 1 N N N 68.033 -5.350 24.612 3.073 -2.752 -4.868 H24 U89 82 U89 H26 H26 H 0 1 N N N 69.395 -8.245 27.390 0.840 0.868 -5.434 H26 U89 83 U89 H27 H27 H 0 1 N N N 71.414 -8.569 26.052 -0.122 0.619 -3.188 H27 U89 84 U89 HOP2 2HOP H 0 0 N N N 74.049 2.580 14.843 0.898 0.805 15.547 HOP2 U89 85 U89 HOP3 3HOP H 0 0 N N N 73.794 4.849 15.901 -0.823 1.856 13.310 HOP3 U89 86 # 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 U89 N CA SING N N 1 U89 N C28 SING N N 2 U89 N HN SING N N 3 U89 CA CB SING N N 4 U89 CA C SING N N 5 U89 CA HA SING N N 6 U89 CB CG SING N N 7 U89 CB HB1 SING N N 8 U89 CB HB2 SING N N 9 U89 CG CD SING N N 10 U89 CG HG1 SING N N 11 U89 CG HG2 SING N N 12 U89 CD OE1 SING N N 13 U89 CD OE2 DOUB N N 14 U89 OE1 HOE SING N N 15 U89 C OT1 SING N N 16 U89 C OT2 DOUB N N 17 U89 OT1 HOT SING N N 18 U89 C1 C2 SING N N 19 U89 C1 OP4 SING N N 20 U89 C1 H11 SING N N 21 U89 C1 H12 SING N N 22 U89 C2 C3 SING N N 23 U89 C2 H21 SING N N 24 U89 C2 H22 SING N N 25 U89 C3 C4 SING N N 26 U89 C3 H31 SING N N 27 U89 C3 H32 SING N N 28 U89 C4 N5 SING N N 29 U89 C4 H41 SING N N 30 U89 C4 H42 SING N N 31 U89 N5 C6 SING N N 32 U89 N5 HN5 SING N N 33 U89 C6 O6 DOUB N N 34 U89 C6 C7 SING N N 35 U89 C7 S SING N N 36 U89 C7 H71 SING N N 37 U89 C7 H72 SING N N 38 U89 S C8 SING N N 39 U89 C8 C9 SING N N 40 U89 C8 H81 SING N N 41 U89 C8 H82 SING N N 42 U89 C9 O9 DOUB N N 43 U89 C9 N10 SING N N 44 U89 N10 C11 SING N N 45 U89 N10 C22 SING N N 46 U89 C11 C12 SING N N 47 U89 C11 H111 SING N N 48 U89 C11 H112 SING N N 49 U89 C12 C13 SING N N 50 U89 C12 H121 SING N N 51 U89 C12 H122 SING N N 52 U89 C13 C14 SING N N 53 U89 C13 H131 SING N N 54 U89 C13 H132 SING N N 55 U89 C14 C15 SING Y N 56 U89 C14 C20 DOUB Y N 57 U89 C15 O15 DOUB N N 58 U89 C15 N16 SING Y N 59 U89 N16 C17 SING Y N 60 U89 N16 HN6 SING N N 61 U89 C17 N18 SING N N 62 U89 C17 N19 DOUB Y N 63 U89 N18 HN81 SING N N 64 U89 N18 HN82 SING N N 65 U89 N19 C20 SING Y N 66 U89 C20 N21 SING N N 67 U89 N21 HN11 SING N N 68 U89 N21 HN12 SING N N 69 U89 C22 C23 DOUB Y N 70 U89 C22 C27 SING Y N 71 U89 C23 C24 SING Y N 72 U89 C23 H23 SING N N 73 U89 C24 C25 DOUB Y N 74 U89 C24 H24 SING N N 75 U89 C25 C26 SING Y N 76 U89 C25 C28 SING N N 77 U89 C26 C27 DOUB Y N 78 U89 C26 H26 SING N N 79 U89 C27 H27 SING N N 80 U89 C28 O28 DOUB N N 81 U89 OP4 P SING N N 82 U89 P OP1 DOUB N N 83 U89 P OP2 SING N N 84 U89 P OP3 SING N N 85 U89 OP2 HOP2 SING N N 86 U89 OP3 HOP3 SING N N 87 # 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 U89 SMILES ACDLabs 10.04 "O=C1C(=C(N=C(N)N1)N)CCCN(c2ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc2)C(=O)CSCC(=O)NCCCCOP(=O)(O)O" U89 SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=C(CCCN(C(=O)CSCC(=O)NCCCCO[P](O)(O)=O)c2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(=O)N1)N" U89 SMILES CACTVS 3.341 "NC1=NC(=C(CCCN(C(=O)CSCC(=O)NCCCCO[P](O)(O)=O)c2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O)C(=O)N1)N" U89 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(CCCC2=C(N=C(NC2=O)N)N)C(=O)CSCC(=O)NCCCCOP(=O)(O)O" U89 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N(CCCC2=C(N=C(NC2=O)N)N)C(=O)CSCC(=O)NCCCCOP(=O)(O)O" U89 InChI InChI 1.03 ;InChI=1S/C27H38N7O12PS/c28-23-18(25(40)33-27(29)32-23)4-3-12-34(21(36)15-48-14-20(35)30-11-1-2-13-46-47(43,44)45)17-7-5-16(6-8-17)24(39)31-19(26(41)42)9-10-22(37)38/h5-8,19H,1-4,9-15H2,(H,30,35)(H,31,39)(H,37,38)(H,41,42)(H2,43,44,45)(H5,28,29,32,33,40)/t19-/m0/s1 ; U89 InChIKey InChI 1.03 WIBNWPBCQGWSJV-IBGZPJMESA-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 U89 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(4-{[3-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)propyl](12,12-dihydroxy-12-oxido-5-oxo-11-oxa-3-thia-6-aza-12-phosphadodecan-1-oyl)amino}phenyl)carbonyl]-L-glutamic acid" U89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[3-(2,4-diamino-6-oxo-1H-pyrimidin-5-yl)propyl-[2-[2-oxo-2-(4-phosphonooxybutylamino)ethyl]sulfanylethanoyl]amino]phenyl]carbonylamino]pentanedioic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U89 "Create component" 1999-07-08 RCSB U89 "Modify descriptor" 2011-06-04 RCSB #