data_IXN # _chem_comp.id IXN _chem_comp.name "2-(4-dodecyl-1H-1,2,3-triazol-1-yl)-5'-O-{[(2-hydroxyphenyl)carbonyl]sulfamoyl}adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H43 N9 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(4-n-dodecyl-1,2,3-triazol-1-yl)-5'-O-[N-(2-hydroxybenzoyl)sulfamoyl]adenosine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-03 _chem_comp.pdbx_modified_date 2021-03-13 _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 701.794 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IXN _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 3O83 _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 IXN S S S 0 1 N N N -20.635 -6.327 13.289 8.086 2.613 -0.289 S IXN 1 IXN N1 N1 N 0 1 Y N N -26.285 -1.759 6.751 -0.880 -2.841 -0.523 N1 IXN 2 IXN C2 C2 C 0 1 Y N N -25.009 -1.368 6.490 -1.059 -1.559 -0.810 C2 IXN 3 IXN N3 N3 N 0 1 Y N N -24.014 -1.724 7.321 -0.071 -0.683 -0.773 N3 IXN 4 IXN C4 C4 C 0 1 Y N N -24.288 -2.490 8.416 1.158 -1.062 -0.440 C4 IXN 5 IXN C5 C5 C 0 1 Y N N -25.584 -2.909 8.693 1.397 -2.411 -0.127 C5 IXN 6 IXN C6 C6 C 0 1 Y N N -26.610 -2.523 7.824 0.315 -3.308 -0.180 C6 IXN 7 IXN N6 N6 N 0 1 N N N -27.914 -2.870 8.045 0.492 -4.647 0.118 N6 IXN 8 IXN N7 N7 N 0 1 Y N N -25.531 -3.637 9.834 2.713 -2.525 0.172 N7 IXN 9 IXN C8 C8 C 0 1 Y N N -24.234 -3.671 10.240 3.284 -1.360 0.065 C8 IXN 10 IXN N9 N9 N 0 1 Y N N -23.486 -2.965 9.369 2.366 -0.424 -0.310 N9 IXN 11 IXN O9 O9 O 0 1 N N N -23.027 -6.481 11.568 8.191 -0.096 -1.029 O9 IXN 12 IXN "C1'" C1* C 0 1 N N R -22.016 -2.738 9.373 2.623 1.001 -0.534 C1* IXN 13 IXN O1P O1P O 0 1 N N N -19.890 -6.006 14.480 8.934 2.470 -1.421 O1P IXN 14 IXN C1S C1S C 0 1 Y N N -24.570 -6.564 13.355 8.658 -1.100 1.026 C1S IXN 15 IXN "C2'" C2* C 0 1 N N R -21.681 -1.377 9.948 2.304 1.820 0.742 C2* IXN 16 IXN "O2'" O2* O 0 1 N N N -20.484 -0.890 9.310 0.921 2.177 0.786 O2* IXN 17 IXN C21 C21 C 0 1 N N N -23.185 -6.463 12.791 8.395 0.064 0.159 C21 IXN 18 IXN O2P O2P O 0 1 N N N -20.170 -7.571 12.734 8.104 3.755 0.557 O2P IXN 19 IXN C2S C2S C 0 1 Y N N -24.787 -6.668 14.739 8.674 -2.393 0.484 C2S IXN 20 IXN O2S O2S O 0 1 N N N -23.736 -6.668 15.617 8.448 -2.579 -0.841 O2S IXN 21 IXN "C3'" C3* C 0 1 N N S -21.431 -1.717 11.403 3.192 3.074 0.553 C3* IXN 22 IXN "O3'" O3* O 0 1 N N N -20.578 -0.778 12.053 2.427 4.152 0.012 O3* IXN 23 IXN N33 N33 N 0 1 Y N N -24.761 -0.619 5.399 -2.336 -1.120 -1.165 N33 IXN 24 IXN N34 N34 N 0 1 Y N N -25.815 -0.245 4.580 -2.714 0.189 -1.500 N34 IXN 25 IXN N35 N35 N 0 1 Y N N -25.176 0.489 3.586 -3.974 0.184 -1.765 N35 IXN 26 IXN C36 C36 C 0 1 Y N N -23.837 0.524 3.824 -4.463 -1.049 -1.628 C36 IXN 27 IXN C37 C37 C 0 1 Y N N -23.556 -0.193 4.996 -3.465 -1.880 -1.261 C37 IXN 28 IXN C38 C38 C 0 1 N N N -22.881 1.277 2.917 -5.898 -1.451 -1.852 C38 IXN 29 IXN C39 C39 C 0 1 N N N -21.555 0.579 2.647 -6.812 -0.583 -0.984 C39 IXN 30 IXN C3S C3S C 0 1 Y N N -26.084 -6.762 15.255 8.922 -3.480 1.308 C3S IXN 31 IXN "C4'" C4* C 0 1 N N R -20.730 -3.066 11.282 4.273 2.623 -0.449 C4* IXN 32 IXN "O4'" O4* O 0 1 N N N -21.368 -3.718 10.188 4.032 1.237 -0.743 O4* IXN 33 IXN C40 C40 C 0 1 N N N -20.817 1.254 1.482 -8.269 -0.991 -1.212 C40 IXN 34 IXN C41 C41 C 0 1 N N N -21.374 0.882 0.105 -9.183 -0.123 -0.345 C41 IXN 35 IXN C42 C42 C 0 1 N N N -20.381 1.150 -1.032 -10.640 -0.531 -0.572 C42 IXN 36 IXN C43 C43 C 0 1 N N N -20.976 0.709 -2.375 -11.554 0.337 0.295 C43 IXN 37 IXN C44 C44 C 0 1 N N N -20.126 1.140 -3.571 -13.011 -0.071 0.068 C44 IXN 38 IXN C45 C45 C 0 1 N N N -20.874 2.102 -4.498 -13.925 0.797 0.935 C45 IXN 39 IXN C46 C46 C 0 1 N N N -21.680 1.376 -5.579 -15.382 0.389 0.708 C46 IXN 40 IXN C4S C4S C 0 1 Y N N -27.176 -6.766 14.381 9.152 -3.289 2.656 C4S IXN 41 IXN "C5'" C5* C 0 1 N N N -20.836 -3.914 12.532 5.661 2.789 0.173 C5* IXN 42 IXN "O5'" O5* O 0 1 N N N -20.356 -5.236 12.236 6.659 2.480 -0.802 O5* IXN 43 IXN C5S C5S C 0 1 Y N N -26.954 -6.673 13.000 9.137 -2.013 3.195 C5S IXN 44 IXN C6S C6S C 0 1 Y N N -25.664 -6.562 12.489 8.898 -0.920 2.390 C6S IXN 45 IXN NHS NHS N 0 1 N N N -22.183 -6.365 13.672 8.381 1.306 0.684 NHS IXN 46 IXN C29 C29 C 0 1 N N N -21.233 2.060 -6.884 -16.296 1.257 1.575 C29 IXN 47 IXN C30 C30 C 0 1 N N N -22.196 1.530 -7.962 -17.753 0.849 1.348 C30 IXN 48 IXN C31 C31 C 0 1 N N N -21.749 2.214 -9.268 -18.667 1.717 2.215 C31 IXN 49 IXN HN6 HN6 H 0 1 N N N -28.490 -2.480 7.326 -0.261 -5.257 0.078 HN6 IXN 50 IXN HN6A HN6A H 0 0 N N N -28.000 -3.866 8.036 1.370 -4.977 0.367 HN6A IXN 51 IXN H8 H8 H 0 1 N N N -23.864 -4.181 11.117 4.330 -1.164 0.247 H8 IXN 52 IXN "H1'" H1* H 0 1 N N N -21.670 -2.804 8.331 2.040 1.366 -1.380 H1* IXN 53 IXN "H2'" H2* H 0 1 N N N -22.448 -0.600 9.811 2.591 1.271 1.639 H2* IXN 54 IXN "HO2'" HO2* H 0 0 N N N -20.262 -0.036 9.662 0.672 2.691 1.567 HO2* IXN 55 IXN HO2S HO2S H 0 0 N N N -24.065 -6.745 16.505 9.248 -2.556 -1.383 HO2S IXN 56 IXN "H3'" H3* H 0 1 N N N -22.352 -1.716 12.005 3.646 3.366 1.500 H3* IXN 57 IXN "HO3'" HO3* H 0 0 N N N -20.454 -1.036 12.959 1.696 4.438 0.577 HO3* IXN 58 IXN H37 H37 H 0 1 N N N -22.597 -0.362 5.463 -3.546 -2.940 -1.073 H37 IXN 59 IXN H38 H38 H 0 1 N N N -23.384 1.420 1.949 -6.154 -1.312 -2.902 H38 IXN 60 IXN H38A H38A H 0 0 N N N -22.657 2.241 3.397 -6.028 -2.499 -1.581 H38A IXN 61 IXN H39 H39 H 0 1 N N N -20.929 0.634 3.550 -6.555 -0.722 0.066 H39 IXN 62 IXN H39A H39A H 0 0 N N N -21.748 -0.473 2.390 -6.682 0.465 -1.255 H39A IXN 63 IXN H3S H3S H 0 1 N N N -26.241 -6.831 16.321 8.935 -4.478 0.895 H3S IXN 64 IXN "H4'" H4* H 0 1 N N N -19.650 -2.919 11.131 4.202 3.215 -1.361 H4* IXN 65 IXN H40 H40 H 0 1 N N N -20.908 2.343 1.605 -8.525 -0.852 -2.262 H40 IXN 66 IXN H40A H40A H 0 0 N N N -19.762 0.944 1.520 -8.399 -2.039 -0.942 H40A IXN 67 IXN H41 H41 H 0 1 N N N -21.616 -0.191 0.108 -8.926 -0.262 0.706 H41 IXN 68 IXN H41A H41A H 0 0 N N N -22.278 1.482 -0.076 -9.052 0.925 -0.615 H41A IXN 69 IXN H42 H42 H 0 1 N N N -20.159 2.227 -1.071 -10.896 -0.392 -1.622 H42 IXN 70 IXN H42A H42A H 0 0 N N N -19.456 0.586 -0.844 -10.770 -1.579 -0.302 H42A IXN 71 IXN H43 H43 H 0 1 N N N -21.048 -0.389 -2.378 -11.297 0.198 1.345 H43 IXN 72 IXN H43A H43A H 0 0 N N N -21.973 1.162 -2.478 -11.424 1.385 0.025 H43A IXN 73 IXN H44 H44 H 0 1 N N N -19.224 1.646 -3.195 -13.267 0.068 -0.982 H44 IXN 74 IXN H44A H44A H 0 0 N N N -19.851 0.243 -4.146 -13.141 -1.119 0.338 H44A IXN 75 IXN H45 H45 H 0 1 N N N -21.569 2.700 -3.890 -13.668 0.658 1.985 H45 IXN 76 IXN H45A H45A H 0 0 N N N -20.137 2.752 -4.992 -13.794 1.845 0.665 H45A IXN 77 IXN H46 H46 H 0 1 N N N -21.458 0.299 -5.592 -15.638 0.528 -0.343 H46 IXN 78 IXN H46A H46A H 0 0 N N N -22.762 1.486 -5.417 -15.512 -0.659 0.978 H46A IXN 79 IXN H4S H4S H 0 1 N N N -28.182 -6.840 14.767 9.344 -4.139 3.294 H4S IXN 80 IXN "H5'" H5* H 0 1 N N N -20.228 -3.470 13.334 5.787 3.818 0.509 H5* IXN 81 IXN "H5'A" H5*A H 0 0 N N N -21.885 -3.965 12.858 5.761 2.114 1.023 H5*A IXN 82 IXN H5S H5S H 0 1 N N N -27.795 -6.688 12.323 9.318 -1.874 4.251 H5S IXN 83 IXN H6S H6S H 0 1 N N N -25.510 -6.474 11.424 8.888 0.072 2.814 H6S IXN 84 IXN HNHS HNHS H 0 0 N N N -22.422 -6.312 14.642 8.544 1.433 1.632 HNHS IXN 85 IXN H371 H371 H 0 0 N N N -21.301 3.155 -6.799 -16.039 1.118 2.625 H371 IXN 86 IXN H381 H381 H 0 0 N N N -20.191 1.804 -7.126 -16.165 2.305 1.305 H381 IXN 87 IXN H391 H391 H 0 0 N N N -22.128 0.435 -8.047 -18.009 0.988 0.297 H391 IXN 88 IXN H401 H401 H 0 0 N N N -23.238 1.786 -7.720 -17.883 -0.199 1.618 H401 IXN 89 IXN H411 H411 H 0 0 N N N -22.395 1.884 -10.095 -19.705 1.426 2.053 H411 IXN 90 IXN H421 H421 H 0 0 N N N -21.827 3.305 -9.155 -18.410 1.578 3.265 H421 IXN 91 IXN H431 H431 H 0 0 N N N -20.706 1.941 -9.486 -18.536 2.765 1.944 H431 IXN 92 # # 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 IXN S NHS SING N N 1 IXN S O1P DOUB N N 2 IXN N1 C6 SING Y N 3 IXN C2 N1 DOUB Y N 4 IXN C2 N3 SING Y N 5 IXN N3 C4 DOUB Y N 6 IXN C4 C5 SING Y N 7 IXN C4 N9 SING Y N 8 IXN C5 N7 SING Y N 9 IXN C6 C5 DOUB Y N 10 IXN C6 N6 SING N N 11 IXN N7 C8 DOUB Y N 12 IXN N9 C8 SING Y N 13 IXN N9 "C1'" SING N N 14 IXN O9 C21 DOUB N N 15 IXN "C1'" "C2'" SING N N 16 IXN "C1'" "O4'" SING N N 17 IXN C1S C2S SING Y N 18 IXN "C2'" "C3'" SING N N 19 IXN "O2'" "C2'" SING N N 20 IXN C21 C1S SING N N 21 IXN C21 NHS SING N N 22 IXN O2P S DOUB N N 23 IXN C2S C3S DOUB Y N 24 IXN C2S O2S SING N N 25 IXN "C3'" "O3'" SING N N 26 IXN N33 C2 SING Y N 27 IXN N34 N33 SING Y N 28 IXN N35 N34 DOUB Y N 29 IXN N35 C36 SING Y N 30 IXN C36 C37 DOUB Y N 31 IXN C37 N33 SING Y N 32 IXN C38 C36 SING N N 33 IXN C39 C38 SING N N 34 IXN "C4'" "C3'" SING N N 35 IXN "C4'" "C5'" SING N N 36 IXN "O4'" "C4'" SING N N 37 IXN C40 C39 SING N N 38 IXN C41 C40 SING N N 39 IXN C42 C41 SING N N 40 IXN C43 C42 SING N N 41 IXN C44 C43 SING N N 42 IXN C45 C44 SING N N 43 IXN C46 C45 SING N N 44 IXN C4S C3S SING Y N 45 IXN "O5'" S SING N N 46 IXN "O5'" "C5'" SING N N 47 IXN C5S C4S DOUB Y N 48 IXN C6S C1S DOUB Y N 49 IXN C6S C5S SING Y N 50 IXN C46 C29 SING N N 51 IXN C29 C30 SING N N 52 IXN C30 C31 SING N N 53 IXN N6 HN6 SING N N 54 IXN N6 HN6A SING N N 55 IXN C8 H8 SING N N 56 IXN "C1'" "H1'" SING N N 57 IXN "C2'" "H2'" SING N N 58 IXN "O2'" "HO2'" SING N N 59 IXN O2S HO2S SING N N 60 IXN "C3'" "H3'" SING N N 61 IXN "O3'" "HO3'" SING N N 62 IXN C37 H37 SING N N 63 IXN C38 H38 SING N N 64 IXN C38 H38A SING N N 65 IXN C39 H39 SING N N 66 IXN C39 H39A SING N N 67 IXN C3S H3S SING N N 68 IXN "C4'" "H4'" SING N N 69 IXN C40 H40 SING N N 70 IXN C40 H40A SING N N 71 IXN C41 H41 SING N N 72 IXN C41 H41A SING N N 73 IXN C42 H42 SING N N 74 IXN C42 H42A SING N N 75 IXN C43 H43 SING N N 76 IXN C43 H43A SING N N 77 IXN C44 H44 SING N N 78 IXN C44 H44A SING N N 79 IXN C45 H45 SING N N 80 IXN C45 H45A SING N N 81 IXN C46 H46 SING N N 82 IXN C46 H46A SING N N 83 IXN C4S H4S SING N N 84 IXN "C5'" "H5'" SING N N 85 IXN "C5'" "H5'A" SING N N 86 IXN C5S H5S SING N N 87 IXN C6S H6S SING N N 88 IXN NHS HNHS SING N N 89 IXN C29 H371 SING N N 90 IXN C29 H381 SING N N 91 IXN C30 H391 SING N N 92 IXN C30 H401 SING N N 93 IXN C31 H411 SING N N 94 IXN C31 H421 SING N N 95 IXN C31 H431 SING N N 96 # # 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 IXN SMILES ACDLabs 12.01 "O=C(c1ccccc1O)NS(=O)(=O)OCC5OC(n3cnc2c(nc(nc23)n4nnc(c4)CCCCCCCCCCCC)N)C(O)C5O" IXN SMILES_CANONICAL CACTVS 3.370 "CCCCCCCCCCCCc1cn(nn1)c2nc(N)c3ncn([C@@H]4O[C@H](CO[S](=O)(=O)NC(=O)c5ccccc5O)[C@@H](O)[C@H]4O)c3n2" IXN SMILES CACTVS 3.370 "CCCCCCCCCCCCc1cn(nn1)c2nc(N)c3ncn([CH]4O[CH](CO[S](=O)(=O)NC(=O)c5ccccc5O)[CH](O)[CH]4O)c3n2" IXN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCCc1cn(nn1)c2nc(c3c(n2)n(cn3)[C@H]4[C@@H]([C@@H]([C@H](O4)COS(=O)(=O)NC(=O)c5ccccc5O)O)O)N" IXN SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCCc1cn(nn1)c2nc(c3c(n2)n(cn3)C4C(C(C(O4)COS(=O)(=O)NC(=O)c5ccccc5O)O)O)N" IXN InChI InChI 1.03 "InChI=1S/C31H43N9O8S/c1-2-3-4-5-6-7-8-9-10-11-14-20-17-40(38-36-20)31-34-27(32)24-28(35-31)39(19-33-24)30-26(43)25(42)23(48-30)18-47-49(45,46)37-29(44)21-15-12-13-16-22(21)41/h12-13,15-17,19,23,25-26,30,41-43H,2-11,14,18H2,1H3,(H,37,44)(H2,32,34,35)/t23-,25-,26-,30-/m1/s1" IXN InChIKey InChI 1.03 IZIYHQKZTVZLLO-NYBSAPDNSA-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 IXN "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-dodecyl-1H-1,2,3-triazol-1-yl)-5'-O-[(2-hydroxybenzoyl)sulfamoyl]adenosine" IXN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5R)-5-[6-azanyl-2-(4-dodecyl-1,2,3-triazol-1-yl)purin-9-yl]-3,4-dihydroxy-oxolan-2-yl]methyl N-(2-hydroxyphenyl)carbonylsulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IXN "Create component" 2010-08-03 RCSB IXN "Modify aromatic_flag" 2011-06-04 RCSB IXN "Modify descriptor" 2011-06-04 RCSB IXN "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IXN _pdbx_chem_comp_synonyms.name "2-(4-n-dodecyl-1,2,3-triazol-1-yl)-5'-O-[N-(2-hydroxybenzoyl)sulfamoyl]adenosine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##