data_IOT # _chem_comp.id IOT _chem_comp.name ;ARGININE-N-METHYLCARBONYL PHOSPHORIC ACID 5'-ADENOSINE ESTER ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 N9 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-09-19 _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 561.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IOT _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 1MBZ _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 IOT PA PA P 0 1 N N R -2.610 92.609 63.617 0.905 0.516 0.501 PA IOT 1 IOT O1A O1A O 0 1 N N N -3.108 93.480 62.455 2.239 0.722 1.107 O1A IOT 2 IOT O2A O2A O 0 1 N N N -1.105 92.634 63.971 0.246 1.943 0.155 O2A IOT 3 IOT "O5'" O5* O 0 1 N N N -2.885 92.662 65.003 1.057 -0.346 -0.849 "O5'" IOT 4 IOT "C5'" C5* C 0 1 N N N -4.214 93.158 65.447 1.902 0.402 -1.725 "C5'" IOT 5 IOT "C4'" C4* C 0 1 N N R -4.736 94.216 66.268 2.088 -0.366 -3.035 "C4'" IOT 6 IOT "O4'" O4* O 0 1 N N N -4.389 93.747 67.589 0.818 -0.536 -3.686 "O4'" IOT 7 IOT "C3'" C3* C 0 1 N N S -4.158 95.658 66.143 2.992 0.437 -3.990 "C3'" IOT 8 IOT "O3'" O3* O 0 1 N N N -4.887 96.634 65.531 4.168 -0.304 -4.319 "O3'" IOT 9 IOT "C2'" C2* C 0 1 N N R -3.717 95.937 67.571 2.113 0.649 -5.250 "C2'" IOT 10 IOT "O2'" O2* O 0 1 N N N -4.679 96.885 68.133 2.883 0.483 -6.442 "O2'" IOT 11 IOT "C1'" C1* C 0 1 N N R -3.726 94.715 68.406 1.063 -0.481 -5.108 "C1'" IOT 12 IOT N9 N9 N 0 1 Y N N -2.374 94.363 68.640 -0.166 -0.142 -5.830 N9 IOT 13 IOT C8 C8 C 0 1 Y N N -1.431 93.736 67.766 -1.204 0.598 -5.351 C8 IOT 14 IOT N7 N7 N 0 1 Y N N -0.235 93.522 68.267 -2.131 0.703 -6.258 N7 IOT 15 IOT C5 C5 C 0 1 Y N N -0.313 94.027 69.559 -1.748 0.037 -7.373 C5 IOT 16 IOT C6 C6 C 0 1 Y N N 0.691 94.100 70.677 -2.323 -0.189 -8.635 C6 IOT 17 IOT N6 N6 N 0 1 N N N 1.852 93.692 70.596 -3.567 0.328 -8.950 N6 IOT 18 IOT N1 N1 N 0 1 Y N N 0.165 94.718 71.864 -1.644 -0.912 -9.519 N1 IOT 19 IOT C2 C2 C 0 1 Y N N -1.174 95.216 72.058 -0.456 -1.410 -9.228 C2 IOT 20 IOT N3 N3 N 0 1 Y N N -2.094 95.146 71.052 0.120 -1.223 -8.060 N3 IOT 21 IOT C4 C4 C 0 1 Y N N -1.643 94.544 69.819 -0.480 -0.508 -7.114 C4 IOT 22 IOT CX CX C 0 1 N N N -4.058 89.161 63.170 -1.192 -0.478 3.712 CX IOT 23 IOT CW CW C 0 1 N N N -3.297 89.978 62.993 -0.308 0.260 2.741 CW IOT 24 IOT OX1 OX1 O 0 1 N N N -2.267 89.835 62.106 0.158 1.332 3.044 OX1 IOT 25 IOT OX2 OX2 O 0 1 N N N -3.085 91.107 63.745 -0.039 -0.273 1.539 OX2 IOT 26 IOT NX NX N 0 1 N N N -5.633 89.774 62.921 -1.331 0.308 4.944 NX IOT 27 IOT CA CA C 0 1 N N S -6.150 90.000 61.528 -2.199 -0.463 5.843 CA IOT 28 IOT CB CB C 0 1 N N N -7.210 88.923 61.185 -1.823 -0.165 7.296 CB IOT 29 IOT CG CG C 0 1 N N N -6.779 87.930 60.143 -0.364 -0.557 7.536 CG IOT 30 IOT CD CD C 0 1 N N N -7.857 86.938 59.941 0.011 -0.259 8.989 CD IOT 31 IOT NE NE N 0 1 N N N -8.778 87.319 58.918 1.408 -0.635 9.219 NE IOT 32 IOT CZ CZ C 0 1 N N N -9.738 86.535 58.448 1.973 -0.457 10.460 CZ IOT 33 IOT NH1 NH1 N 0 1 N N N -10.803 86.189 59.173 1.265 0.045 11.432 NH1 IOT 34 IOT NH2 NH2 N 0 1 N N N -9.609 86.082 57.229 3.284 -0.809 10.675 NH2 IOT 35 IOT C C C 0 1 N N N -6.799 91.390 61.430 -3.636 -0.077 5.607 C IOT 36 IOT O O O 0 1 N N N -6.814 92.103 62.460 -4.517 -0.884 5.788 O IOT 37 IOT OX3 OX3 O 0 1 N N N -7.283 91.759 60.341 -3.939 1.164 5.195 OX3 IOT 38 IOT HO2 HO2 H 0 1 N N N -0.796 92.095 64.690 -0.618 1.764 -0.236 HO2 IOT 39 IOT "H5'1" 1H5* H 0 0 N N N -4.749 93.313 64.481 1.443 1.369 -1.933 "H5'1" IOT 40 IOT "H5'2" 2H5* H 0 0 N N N -4.672 92.249 65.902 2.872 0.554 -1.252 "H5'2" IOT 41 IOT "H4'" H4* H 0 1 N N N -5.802 94.364 65.979 2.535 -1.339 -2.833 "H4'" IOT 42 IOT "H3'" H3* H 0 1 N N N -3.340 95.692 65.385 3.259 1.396 -3.545 "H3'" IOT 43 IOT "HO'3" 3HO* H 0 0 N N N -4.534 97.513 65.454 4.660 0.222 -4.963 "HO'3" IOT 44 IOT "H2'" H2* H 0 1 N N N -2.674 96.331 67.561 1.634 1.629 -5.232 "H2'" IOT 45 IOT "HO'2" 2HO* H 0 0 N N N -4.403 97.059 69.025 3.515 1.214 -6.471 "HO'2" IOT 46 IOT "H1'" H1* H 0 1 N N N -4.232 94.816 69.394 1.467 -1.428 -5.465 "H1'" IOT 47 IOT H8 H8 H 0 1 N N N -1.622 93.423 66.725 -1.251 1.035 -4.364 H8 IOT 48 IOT H61 1H6 H 0 1 N N N 2.532 93.741 71.354 -3.953 0.164 -9.825 H61 IOT 49 IOT H62 2H6 H 0 1 N N N 2.272 94.150 69.787 -4.053 0.854 -8.296 H62 IOT 50 IOT H2 H2 H 0 1 N N N -1.506 95.666 73.008 0.061 -1.993 -9.976 H2 IOT 51 IOT HCX1 1HCX H 0 0 N N N -3.856 88.258 62.547 -0.746 -1.445 3.947 HCX1 IOT 52 IOT HCX2 2HCX H 0 0 N N N -3.944 88.692 64.175 -2.175 -0.630 3.266 HCX2 IOT 53 IOT HNX HNX H 0 1 N N N -5.722 90.646 63.441 -1.838 1.145 4.699 HNX IOT 54 IOT HA HA H 0 1 N N N -5.298 89.934 60.811 -2.072 -1.527 5.646 HA IOT 55 IOT HB1 1HB H 0 1 N N N -7.539 88.395 62.110 -2.468 -0.738 7.963 HB1 IOT 56 IOT HB2 2HB H 0 1 N N N -8.170 89.405 60.886 -1.951 0.899 7.493 HB2 IOT 57 IOT HG1 1HG H 0 1 N N N -6.472 88.422 59.190 0.280 0.015 6.869 HG1 IOT 58 IOT HG2 2HG H 0 1 N N N -5.804 87.450 60.393 -0.236 -1.621 7.339 HG2 IOT 59 IOT HD1 1HD H 0 1 N N N -7.434 85.925 59.740 -0.632 -0.832 9.656 HD1 IOT 60 IOT HD2 2HD H 0 1 N N N -8.388 86.726 60.897 -0.115 0.804 9.186 HD2 IOT 61 IOT HE HE H 0 1 N N N -8.224 87.624 58.117 1.935 -1.008 8.495 HE IOT 62 IOT HH11 1HH1 H 0 0 N N N -11.439 86.761 58.618 0.339 0.293 11.280 HH11 IOT 63 IOT HH21 1HH2 H 0 0 N N N -10.347 85.478 56.867 3.682 -0.684 11.551 HH21 IOT 64 IOT HH22 2HH2 H 0 0 N N N -8.711 85.604 57.140 3.810 -1.187 9.953 HH22 IOT 65 IOT HX3 HX3 H 0 1 N N N -7.684 92.618 60.280 -4.861 1.411 5.043 HX3 IOT 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 IOT PA O1A DOUB N N 1 IOT PA O2A SING N N 2 IOT PA "O5'" SING N N 3 IOT PA OX2 SING N N 4 IOT O2A HO2 SING N N 5 IOT "O5'" "C5'" SING N N 6 IOT "C5'" "C4'" SING N N 7 IOT "C5'" "H5'1" SING N N 8 IOT "C5'" "H5'2" SING N N 9 IOT "C4'" "O4'" SING N N 10 IOT "C4'" "C3'" SING N N 11 IOT "C4'" "H4'" SING N N 12 IOT "O4'" "C1'" SING N N 13 IOT "C3'" "O3'" SING N N 14 IOT "C3'" "C2'" SING N N 15 IOT "C3'" "H3'" SING N N 16 IOT "O3'" "HO'3" SING N N 17 IOT "C2'" "O2'" SING N N 18 IOT "C2'" "C1'" SING N N 19 IOT "C2'" "H2'" SING N N 20 IOT "O2'" "HO'2" SING N N 21 IOT "C1'" N9 SING N N 22 IOT "C1'" "H1'" SING N N 23 IOT N9 C8 SING Y N 24 IOT N9 C4 SING Y N 25 IOT C8 N7 DOUB Y N 26 IOT C8 H8 SING N N 27 IOT N7 C5 SING Y N 28 IOT C5 C6 DOUB Y N 29 IOT C5 C4 SING Y N 30 IOT C6 N6 SING N N 31 IOT C6 N1 SING Y N 32 IOT N6 H61 SING N N 33 IOT N6 H62 SING N N 34 IOT N1 C2 DOUB Y N 35 IOT C2 N3 SING Y N 36 IOT C2 H2 SING N N 37 IOT N3 C4 DOUB Y N 38 IOT CX CW SING N N 39 IOT CX NX SING N N 40 IOT CX HCX1 SING N N 41 IOT CX HCX2 SING N N 42 IOT CW OX1 DOUB N N 43 IOT CW OX2 SING N N 44 IOT NX CA SING N N 45 IOT NX HNX SING N N 46 IOT CA CB SING N N 47 IOT CA C SING N N 48 IOT CA HA SING N N 49 IOT CB CG SING N N 50 IOT CB HB1 SING N N 51 IOT CB HB2 SING N N 52 IOT CG CD SING N N 53 IOT CG HG1 SING N N 54 IOT CG HG2 SING N N 55 IOT CD NE SING N N 56 IOT CD HD1 SING N N 57 IOT CD HD2 SING N N 58 IOT NE CZ SING N N 59 IOT NE HE SING N N 60 IOT CZ NH1 DOUB N N 61 IOT CZ NH2 SING N N 62 IOT NH1 HH11 SING N N 63 IOT NH2 HH21 SING N N 64 IOT NH2 HH22 SING N N 65 IOT C O DOUB N N 66 IOT C OX3 SING N N 67 IOT OX3 HX3 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 IOT SMILES ACDLabs 10.04 "O=C(O)C(NCC(=O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)CCCNC(=[N@H])N" IOT SMILES_CANONICAL CACTVS 3.341 "NC(=N)NCCC[C@H](NCC(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(O)=O" IOT SMILES CACTVS 3.341 "NC(=N)NCCC[CH](NCC(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)C(O)=O" IOT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)OC(=O)CN[C@@H](CCCNC(=N)N)C(=O)O)O)O)N" IOT SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)CNC(CCCNC(=N)N)C(=O)O)O)O)N" IOT InChI InChI 1.03 "InChI=1S/C18H28N9O10P/c19-14-11-15(25-6-24-14)27(7-26-11)16-13(30)12(29)9(36-16)5-35-38(33,34)37-10(28)4-23-8(17(31)32)2-1-3-22-18(20)21/h6-9,12-13,16,23,29-30H,1-5H2,(H,31,32)(H,33,34)(H2,19,24,25)(H4,20,21,22)/t8-,9+,12+,13+,16+/m0/s1" IOT InChIKey InChI 1.03 PLEMKERVZBXYMR-CWPZRQPOSA-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 IOT "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,8S)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-8-(3-carbamimidamidopropyl)-3-hydroxy-5-oxo-2,4-dioxa-7-aza-3-phosphanonan-9-oic acid 3-oxide (non-preferred name)" IOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[2-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-2-oxo-ethyl]amino]-5-carbamimidamido-pentanoic 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 IOT "Create component" 2002-09-19 RCSB IOT "Modify descriptor" 2011-06-04 RCSB #