data_ARX # _chem_comp.id ARX _chem_comp.name "(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-(6-{[(1R)-4-carbamimidamido-1-{[(1R)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}butyl]amino}-6-oxohexyl)-3,4-dihydroxytetrahydrofuran-2-carboxamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H47 N15 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ARC-1034 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-30 _chem_comp.pdbx_modified_date 2021-03-01 _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 705.769 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ARX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3BWJ _chem_comp.pdbx_subcomponent_list "44A ACA DAR DAR NH2" _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 ARX N1 N1 N 0 1 Y N N 23.171 26.369 7.556 -13.898 -1.009 0.642 N1 44A 1 ARX C2 C2 C 0 1 Y N N 24.043 27.381 7.662 -13.121 -0.498 1.579 C2 44A 2 ARX N3 N3 N 0 1 Y N N 25.355 27.237 7.945 -11.837 -0.278 1.390 N3 44A 3 ARX C4 C4 C 0 1 Y N N 25.884 26.006 8.128 -11.264 -0.568 0.227 C4 44A 4 ARX C5 C5 C 0 1 Y N N 25.013 24.841 8.020 -12.048 -1.114 -0.803 C5 44A 5 ARX C6 C6 C 0 1 Y N N 23.581 25.069 7.713 -13.413 -1.334 -0.552 C6 44A 6 ARX N6 N6 N 0 1 N N N 22.743 23.995 7.609 -14.235 -1.869 -1.529 N6 44A 7 ARX N7 N7 N 0 1 Y N N 25.780 23.763 8.272 -11.231 -1.313 -1.865 N7 44A 8 ARX C8 C8 C 0 1 Y N N 27.027 24.186 8.513 -10.024 -0.933 -1.559 C8 44A 9 ARX N9 N9 N 0 1 Y N N 27.096 25.519 8.428 -9.993 -0.466 -0.279 N9 44A 10 ARX "O5'" "O5'" O 0 1 N N N 29.663 22.845 9.492 -5.615 0.474 -1.940 OAL 44A 11 ARX "O3'" "O3'" O 0 1 N N N 29.964 26.152 11.903 -6.022 -0.534 2.340 OAN 44A 12 ARX "O2'" "O2'" O 0 1 N N N 29.007 27.910 10.137 -8.501 -1.063 2.579 OAO 44A 13 ARX "O4'" "O4'" O 0 1 N N N 29.484 25.521 8.344 -7.830 0.519 -0.517 OBV 44A 14 ARX "C5'" "C5'" C 0 1 N N N 30.539 23.715 9.538 -5.417 0.504 -0.744 CCC 44A 15 ARX "C3'" "C3'" C 0 1 N N S 29.282 25.603 10.742 -6.611 -0.763 1.059 CCK 44A 16 ARX "C2'" "C2'" C 0 1 N N R 28.391 26.648 10.103 -8.115 -1.084 1.204 CCL 44A 17 ARX "C4'" "C4'" C 0 1 N N S 30.197 25.185 9.559 -6.583 0.528 0.211 CCM 44A 18 ARX "C1'" "C1'" C 0 1 N N R 28.328 26.321 8.635 -8.818 0.051 0.427 CCN 44A 19 ARX C26 C26 C 0 1 N N N 35.764 19.764 7.601 3.250 0.501 -0.774 C1 ACA 20 ARX O28 O28 O 0 1 N N N 36.726 20.106 6.922 3.225 0.532 0.438 O1 ACA 21 ARX C25 C25 C 0 1 N N N 34.401 19.765 6.955 1.961 0.482 -1.554 C2 ACA 22 ARX C24 C24 C 0 1 N N N 34.094 21.160 6.405 0.778 0.507 -0.584 C3 ACA 23 ARX C23 C23 C 0 1 N N N 33.571 22.092 7.487 -0.531 0.487 -1.376 C4 ACA 24 ARX C22 C22 C 0 1 N N N 32.440 21.435 8.283 -1.714 0.512 -0.406 C5 ACA 25 ARX C21 C21 C 0 1 N N N 32.231 22.029 9.672 -3.023 0.492 -1.198 C6 ACA 26 ARX N20 N20 N 0 1 N N N 31.846 23.418 9.594 -4.156 0.516 -0.269 N6 ACA 27 ARX N27 N27 N 0 1 N N N 35.827 19.374 8.872 4.431 0.484 -1.424 N DAR 28 ARX C29 C29 C 0 1 N N R 37.035 19.332 9.692 5.685 0.503 -0.666 CA DAR 29 ARX C37 C37 C 0 1 N N N 36.803 18.372 10.875 6.056 1.949 -0.331 CB DAR 30 ARX C38 C38 C 0 1 N N N 38.034 18.083 11.741 5.005 2.541 0.610 CG DAR 31 ARX C39 C39 C 0 1 N N N 38.024 18.842 13.085 5.377 3.987 0.945 CD DAR 32 ARX N40 N40 N 0 1 N N N 37.400 18.134 14.202 4.370 4.554 1.847 NE DAR 33 ARX C41 C41 C 0 1 N N N 36.153 18.392 14.626 4.494 5.850 2.287 CZ DAR 34 ARX N43 N43 N 0 1 N N N 35.959 19.023 15.793 3.549 6.382 3.133 NH1 DAR 35 ARX N42 N42 N 0 1 N N N 35.153 18.026 13.931 5.506 6.575 1.903 NH2 DAR 36 ARX C30 C30 C 0 1 N N N 37.390 20.716 10.189 6.781 -0.119 -1.492 C DAR 37 ARX O35 O35 O 0 1 N N N 38.571 21.028 10.321 6.539 -0.536 -2.604 O DAR 38 ARX N31 N31 N 0 1 N N N 36.350 21.533 10.437 8.030 -0.210 -0.994 N DAR 39 ARX C32 C32 C 0 1 N N R 36.113 22.514 11.527 9.096 -0.815 -1.798 CA DAR 40 ARX C78 C78 C 0 1 N N N 36.707 23.910 11.219 10.183 -1.363 -0.872 CB DAR 41 ARX C79 C79 C 0 1 N N N 38.228 23.925 11.012 9.610 -2.507 -0.033 CG DAR 42 ARX C85 C85 C 0 1 N N N 38.789 25.325 10.768 10.698 -3.056 0.892 CD DAR 43 ARX N77 N77 N 0 1 N N N 40.001 25.304 9.965 10.149 -4.151 1.696 NE DAR 44 ARX C86 C86 C 0 1 N N N 40.269 26.209 9.007 10.947 -4.803 2.606 CZ DAR 45 ARX N93 N93 N 0 1 N N N 40.277 27.444 9.282 10.432 -5.831 3.359 NH1 DAR 46 ARX N94 N94 N 0 1 N N N 40.551 25.820 7.754 12.192 -4.447 2.754 NH2 DAR 47 ARX C75 C75 C 0 1 N N N 36.322 21.996 12.965 9.690 0.228 -2.709 C DAR 48 ARX O77 O77 O 0 1 N N N 35.406 21.360 13.500 9.266 1.363 -2.690 O DAR 49 ARX N76 N76 N 0 1 N N N 37.473 22.224 13.637 10.694 -0.103 -3.546 N NH2 50 ARX H2 H2 H 0 1 N N N 23.670 28.383 7.510 -13.556 -0.251 2.537 H2 44A 51 ARX HN6 HN6 H 0 1 N N N 21.817 24.313 7.407 -15.177 -2.011 -1.345 HN6 44A 52 ARX HN6A HN6A H 0 0 N N N 23.058 23.396 6.873 -13.870 -2.102 -2.396 HN6A 44A 53 ARX H8 H8 H 0 1 N N N 27.861 23.541 8.744 -9.173 -0.981 -2.222 H8 44A 54 ARX "HO3'" "HO3'" H 0 0 N N N 29.325 26.377 12.569 -5.092 -0.269 2.304 HOAN 44A 55 ARX "HO2'" "HO2'" H 0 0 N N N 29.089 28.199 11.038 -8.089 -1.756 3.114 HOAO 44A 56 ARX "H3'" "H3'" H 0 1 N N N 28.767 24.728 11.164 -6.096 -1.572 0.540 HCK 44A 57 ARX "H2'" "H2'" H 0 1 N N N 27.422 26.657 10.624 -8.346 -2.052 0.758 HCL 44A 58 ARX "H4'" "H4'" H 0 1 N N N 31.156 25.715 9.661 -6.525 1.405 0.857 HCM 44A 59 ARX "H1'" "H1'" H 0 1 N N N 28.311 27.214 7.993 -9.105 0.854 1.106 HCN 44A 60 ARX H25 H25 H 0 1 N N N 34.386 19.036 6.132 1.916 1.355 -2.204 H21 ACA 61 ARX H25A H25A H 0 0 N N N 33.642 19.491 7.702 1.916 -0.424 -2.159 H22 ACA 62 ARX H24 H24 H 0 1 N N N 35.019 21.586 5.989 0.822 -0.367 0.066 H31 ACA 63 ARX H24A H24A H 0 0 N N N 33.330 21.069 5.619 0.823 1.412 0.021 H32 ACA 64 ARX H23 H23 H 0 1 N N N 34.394 22.338 8.174 -0.576 1.361 -2.026 H41 ACA 65 ARX H23A H23A H 0 0 N N N 33.188 23.008 7.014 -0.576 -0.419 -1.981 H42 ACA 66 ARX H22 H22 H 0 1 N N N 31.507 21.563 7.715 -1.670 -0.362 0.244 H51 ACA 67 ARX H22A H22A H 0 0 N N N 32.684 20.369 8.403 -1.669 1.417 0.199 H52 ACA 68 ARX H21 H21 H 0 1 N N N 31.436 21.467 10.184 -3.068 1.366 -1.848 H61 ACA 69 ARX H21A H21A H 0 0 N N N 33.171 21.951 10.238 -3.068 -0.414 -1.803 H62 ACA 70 ARX HN20 HN20 H 0 0 N N N 32.537 24.141 9.582 -3.998 0.540 0.688 HN61 ACA 71 ARX HN27 HN27 H 0 0 N N N 34.973 19.084 9.303 4.451 0.460 -2.393 H DAR 72 ARX H29 H29 H 0 1 N N N 37.878 18.968 9.086 5.560 -0.063 0.257 HA DAR 73 ARX H37 H37 H 0 1 N N N 36.040 18.826 11.525 7.032 1.970 0.155 HB2 DAR 74 ARX H37A H37A H 0 0 N N N 36.457 17.413 10.461 6.094 2.537 -1.248 HB3 DAR 75 ARX H38 H38 H 0 1 N N N 38.059 17.004 11.955 4.029 2.520 0.125 HG2 DAR 76 ARX H38A H38A H 0 0 N N N 38.929 18.388 11.180 4.967 1.954 1.528 HG3 DAR 77 ARX H39 H39 H 0 1 N N N 39.070 19.040 13.361 6.352 4.008 1.431 HD2 DAR 78 ARX H39A H39A H 0 0 N N N 37.466 19.778 12.933 5.415 4.574 0.028 HD3 DAR 79 ARX HN40 HN40 H 0 0 N N N 37.926 17.425 14.671 3.616 4.014 2.132 HE DAR 80 ARX HN43 HN43 H 0 0 N N N 35.030 19.205 16.115 2.795 5.842 3.418 HH11 DAR 81 ARX HN4A HN4A H 0 0 N N N 36.744 19.312 16.342 3.636 7.297 3.443 HH12 DAR 82 ARX HN42 HN42 H 0 0 N N N 34.286 18.268 14.366 5.594 7.490 2.214 HH21 DAR 83 ARX HN31 HN31 H 0 0 N N N 35.607 21.469 9.771 8.224 0.124 -0.105 H DAR 84 ARX H32 H32 H 0 1 N N N 35.023 22.666 11.528 8.683 -1.628 -2.395 HA DAR 85 ARX H78 H78 H 0 1 N N N 36.238 24.279 10.295 11.017 -1.733 -1.469 HB2 DAR 86 ARX H78A H78A H 0 0 N N N 36.477 24.569 12.069 10.533 -0.569 -0.212 HB3 DAR 87 ARX H79 H79 H 0 1 N N N 38.703 23.517 11.916 8.777 -2.138 0.564 HG2 DAR 88 ARX H79A H79A H 0 0 N N N 38.462 23.303 10.136 9.260 -3.301 -0.693 HG3 DAR 89 ARX H85 H85 H 0 1 N N N 38.029 25.918 10.238 11.531 -3.425 0.295 HD2 DAR 90 ARX H85A H85A H 0 0 N N N 39.023 25.782 11.741 11.048 -2.262 1.552 HD3 DAR 91 ARX HN77 HN77 H 0 0 N N N 40.669 24.580 10.134 9.222 -4.417 1.585 HE DAR 92 ARX HN93 HN93 H 0 0 N N N 40.491 28.113 8.571 9.505 -6.096 3.249 HH11 DAR 93 ARX HN9A HN9A H 0 0 N N N 40.069 27.751 10.211 10.995 -6.291 4.001 HH12 DAR 94 ARX HN94 HN94 H 0 0 N N N 40.744 26.597 7.155 12.755 -4.907 3.396 HH21 DAR 95 ARX HN76 HN76 H 0 0 N N N 37.585 21.878 14.569 11.077 0.568 -4.133 HN1 NH2 96 ARX HN7A HN7A H 0 0 N N N 38.212 22.738 13.202 11.034 -1.011 -3.562 HN2 NH2 97 # # 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 ARX C6 C5 DOUB Y N 1 ARX C5 C4 SING Y N 2 ARX C5 N7 SING Y N 3 ARX C75 O77 DOUB N N 4 ARX C32 C75 SING N N 5 ARX C75 N76 SING N N 6 ARX N76 HN76 SING N N 7 ARX N76 HN7A SING N N 8 ARX N31 C32 SING N N 9 ARX C78 C32 SING N N 10 ARX C32 H32 SING N N 11 ARX C79 C78 SING N N 12 ARX C78 H78 SING N N 13 ARX C78 H78A SING N N 14 ARX C85 C79 SING N N 15 ARX C79 H79 SING N N 16 ARX C79 H79A SING N N 17 ARX N77 C85 SING N N 18 ARX C85 H85 SING N N 19 ARX C85 H85A SING N N 20 ARX C86 N77 SING N N 21 ARX N77 HN77 SING N N 22 ARX N94 C86 DOUB N N 23 ARX C86 N93 SING N N 24 ARX N94 HN94 SING N N 25 ARX N93 HN93 SING N N 26 ARX N93 HN9A SING N N 27 ARX C30 N31 SING N N 28 ARX N31 HN31 SING N N 29 ARX C29 C30 SING N N 30 ARX C30 O35 DOUB N N 31 ARX N27 C29 SING N N 32 ARX C29 C37 SING N N 33 ARX C29 H29 SING N N 34 ARX C37 C38 SING N N 35 ARX C37 H37 SING N N 36 ARX C37 H37A SING N N 37 ARX C38 C39 SING N N 38 ARX C38 H38 SING N N 39 ARX C38 H38A SING N N 40 ARX C39 N40 SING N N 41 ARX C39 H39 SING N N 42 ARX C39 H39A SING N N 43 ARX N40 C41 SING N N 44 ARX N40 HN40 SING N N 45 ARX N42 C41 DOUB N N 46 ARX C41 N43 SING N N 47 ARX N42 HN42 SING N N 48 ARX N43 HN43 SING N N 49 ARX N43 HN4A SING N N 50 ARX C26 N27 SING N N 51 ARX N27 HN27 SING N N 52 ARX O28 C26 DOUB N N 53 ARX C25 C26 SING N N 54 ARX C24 C25 SING N N 55 ARX C25 H25 SING N N 56 ARX C25 H25A SING N N 57 ARX C24 C23 SING N N 58 ARX C24 H24 SING N N 59 ARX C24 H24A SING N N 60 ARX C23 C22 SING N N 61 ARX C23 H23 SING N N 62 ARX C23 H23A SING N N 63 ARX C22 C21 SING N N 64 ARX C22 H22 SING N N 65 ARX C22 H22A SING N N 66 ARX N20 C21 SING N N 67 ARX C21 H21 SING N N 68 ARX C21 H21A SING N N 69 ARX "C5'" N20 SING N N 70 ARX N20 HN20 SING N N 71 ARX "O5'" "C5'" DOUB N N 72 ARX "C5'" "C4'" SING N N 73 ARX "O4'" "C4'" SING N N 74 ARX "C4'" "C3'" SING N N 75 ARX "C4'" "H4'" SING N N 76 ARX "O4'" "C1'" SING N N 77 ARX N9 "C1'" SING N N 78 ARX "C1'" "C2'" SING N N 79 ARX "C1'" "H1'" SING N N 80 ARX "C2'" "O2'" SING N N 81 ARX "C2'" "C3'" SING N N 82 ARX "C2'" "H2'" SING N N 83 ARX "O2'" "HO2'" SING N N 84 ARX "C3'" "O3'" SING N N 85 ARX "C3'" "H3'" SING N N 86 ARX "O3'" "HO3'" SING N N 87 ARX C4 N9 SING Y N 88 ARX N9 C8 SING Y N 89 ARX N3 C4 DOUB Y N 90 ARX N7 C8 DOUB Y N 91 ARX C8 H8 SING N N 92 ARX C2 N3 SING Y N 93 ARX N1 C2 DOUB Y N 94 ARX C2 H2 SING N N 95 ARX N1 C6 SING Y N 96 ARX N6 C6 SING N N 97 ARX N6 HN6 SING N N 98 ARX N6 HN6A SING N N 99 # # 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 ARX SMILES ACDLabs 12.01 "O=C(N)C(NC(=O)C(NC(=O)CCCCCNC(=O)C3OC(n2cnc1c(ncnc12)N)C(O)C3O)CCCNC(=[N@H])N)CCCNC(=[N@H])N" ARX InChI InChI 1.03 "InChI=1S/C28H47N15O7/c29-21-17-23(39-12-38-21)43(13-40-17)26-19(46)18(45)20(50-26)25(49)35-9-3-1-2-8-16(44)41-15(7-5-11-37-28(33)34)24(48)42-14(22(30)47)6-4-10-36-27(31)32/h12-15,18-20,26,45-46H,1-11H2,(H2,30,47)(H,35,49)(H,41,44)(H,42,48)(H2,29,38,39)(H4,31,32,36)(H4,33,34,37)/t14-,15-,18+,19-,20+,26-/m1/s1" ARX InChIKey InChI 1.03 KFJBBCJEBVHMMY-KRNUZZCISA-N ARX SMILES_CANONICAL CACTVS 3.385 "NC(=N)NCCC[C@@H](NC(=O)[C@@H](CCCNC(N)=N)NC(=O)CCCCCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(N)=O" ARX SMILES CACTVS 3.385 "NC(=N)NCCC[CH](NC(=O)[CH](CCCNC(N)=N)NC(=O)CCCCCNC(=O)[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)C(N)=O" ARX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(\N)/NCCC[C@H](C(=O)N)NC(=O)[C@@H](CCCN/C(=N/[H])/N)NC(=O)CCCCCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" ARX SMILES "OpenEye OEToolkits" 1.7.5 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCCCCC(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)O)O)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 ARX "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3S,4R,5R)-N-(6-{[(2R)-1-{[(2R)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]amino}-5-carbamimidamido-1-oxopentan-2-yl]amino}-6-oxohexyl)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)" ARX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-[6-[[(2R)-1-[[(2R)-1-azanyl-5-carbamimidamido-1-oxo-pentan-2-yl]amino]-5-carbamimidamido-1-oxo-pentan-2-yl]amino]-6-oxo-hexyl]-3,4-dihydroxy-oxolane-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ARX "Create component" 2008-01-30 RCSB ARX "Other modification" 2010-11-16 RCSB ARX "Modify aromatic_flag" 2011-06-04 RCSB ARX "Modify descriptor" 2011-06-04 RCSB ARX "Modify descriptor" 2012-01-05 RCSB ARX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ARX _pdbx_chem_comp_synonyms.name ARC-1034 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##