data_3ZE # _chem_comp.id 3ZE _chem_comp.name "{2-[(3S,4R)-3-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-4-hydroxypyrrolidin-1-yl]-2-oxoethyl}phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H15 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-16 _chem_comp.pdbx_modified_date 2014-12-19 _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 358.247 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ZE _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 4JLS _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 3ZE C4 C4 C 0 1 Y N N 2.460 -20.148 -59.855 3.103 0.110 0.058 C4 3ZE 1 3ZE C5 C5 C 0 1 Y N N 1.810 -21.311 -59.430 3.907 -0.934 -0.413 C5 3ZE 2 3ZE C6 C6 C 0 1 N N N 1.667 -21.540 -58.025 5.300 -0.717 -0.528 C6 3ZE 3 3ZE C8 C8 C 0 1 Y N N 1.849 -21.312 -61.652 1.866 -1.662 -0.377 C8 3ZE 4 3ZE N1 N1 N 0 1 N N N 2.160 -20.613 -57.167 5.792 0.492 -0.177 N1 3ZE 5 3ZE N2 N2 N 0 1 N N N 3.303 -18.522 -56.638 5.485 2.687 0.626 N2 3ZE 6 3ZE N3 N3 N 0 1 N N N 2.937 -19.253 -58.906 3.662 1.280 0.388 N3 3ZE 7 3ZE OAF OAF O 0 1 N N N 6.301 -22.021 -66.665 -6.617 0.111 0.645 OAF 3ZE 8 3ZE PAX PAX P 0 1 N N N 5.453 -20.707 -66.653 -5.220 -0.089 -0.131 PAX 3ZE 9 3ZE OAG OAG O 0 1 N N N 3.955 -21.099 -66.486 -4.570 -1.500 0.289 OAG 3ZE 10 3ZE OAD OAD O 0 1 N N N 5.680 -19.931 -67.912 -5.461 -0.072 -1.592 OAD 3ZE 11 3ZE CAI CAI C 0 1 N N N 5.969 -19.601 -65.271 -4.079 1.262 0.312 CAI 3ZE 12 3ZE CAO CAO C 0 1 N N N 5.069 -18.395 -65.108 -2.819 1.144 -0.506 CAO 3ZE 13 3ZE OAB OAB O 0 1 N N N 5.253 -17.389 -65.781 -2.800 1.544 -1.650 OAB 3ZE 14 3ZE NAV NAV N 0 1 N N N 3.972 -18.502 -64.146 -1.714 0.594 0.035 NAV 3ZE 15 3ZE CAK CAK C 0 1 N N N 3.727 -19.692 -63.330 -0.418 0.423 -0.647 CAK 3ZE 16 3ZE CAJ CAJ C 0 1 N N N 2.974 -17.514 -63.812 -1.599 0.071 1.404 CAJ 3ZE 17 3ZE CAT CAT C 0 1 N N R 2.319 -17.955 -62.562 -0.151 -0.431 1.583 CAT 3ZE 18 3ZE OAE OAE O 0 1 N N N 1.058 -18.377 -62.825 -0.071 -1.838 1.347 OAE 3ZE 19 3ZE CAU CAU C 0 1 N N S 3.103 -19.120 -62.088 0.625 0.356 0.496 CAU 3ZE 20 3ZE N9 N9 N 0 1 Y N N 2.458 -20.171 -61.249 1.823 -0.374 0.072 N9 3ZE 21 3ZE C2 C2 C 0 1 N N N 2.789 -19.480 -57.593 4.957 1.470 0.277 C2 3ZE 22 3ZE O6 O6 O 0 1 N N N 1.026 -22.674 -57.539 6.039 -1.598 -0.934 O6 3ZE 23 3ZE N7 N7 N 0 1 Y N N 1.438 -22.024 -60.561 3.092 -1.987 -0.666 N7 3ZE 24 3ZE H1 H1 H 0 1 N N N 1.710 -21.613 -62.680 1.011 -2.314 -0.477 H1 3ZE 25 3ZE H2 H2 H 0 1 N N N 2.059 -20.766 -56.184 6.744 0.665 -0.247 H2 3ZE 26 3ZE H3 H3 H 0 1 N N N 3.766 -17.696 -56.959 4.904 3.393 0.949 H3 3ZE 27 3ZE H4 H4 H 0 1 N N N 3.195 -18.686 -55.658 6.440 2.842 0.549 H4 3ZE 28 3ZE H5 H5 H 0 1 N N N 6.797 -22.071 -67.473 -7.273 -0.573 0.456 H5 3ZE 29 3ZE H6 H6 H 0 1 N N N 3.457 -20.768 -67.224 -4.385 -1.582 1.234 H6 3ZE 30 3ZE H7 H7 H 0 1 N N N 5.953 -20.179 -64.335 -4.556 2.221 0.110 H7 3ZE 31 3ZE H8 H8 H 0 1 N N N 6.993 -19.250 -65.467 -3.832 1.195 1.372 H8 3ZE 32 3ZE H9 H9 H 0 1 N N N 3.039 -20.385 -63.836 -0.411 -0.504 -1.221 H9 3ZE 33 3ZE H10 H10 H 0 1 N N N 4.667 -20.213 -63.097 -0.216 1.274 -1.296 H10 3ZE 34 3ZE H11 H11 H 0 1 N N N 3.450 -16.534 -63.662 -1.808 0.863 2.123 H11 3ZE 35 3ZE H12 H12 H 0 1 N N N 2.232 -17.441 -64.620 -2.297 -0.754 1.546 H12 3ZE 36 3ZE H13 H13 H 0 1 N N N 2.342 -17.149 -61.813 0.223 -0.184 2.576 H13 3ZE 37 3ZE H14 H14 H 0 1 N N N 0.643 -18.659 -62.018 -0.602 -2.370 1.955 H14 3ZE 38 3ZE H15 H15 H 0 1 N N N 3.931 -18.713 -61.489 0.883 1.355 0.849 H15 3ZE 39 # 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 3ZE OAD PAX DOUB N N 1 3ZE OAF PAX SING N N 2 3ZE PAX OAG SING N N 3 3ZE PAX CAI SING N N 4 3ZE OAB CAO DOUB N N 5 3ZE CAI CAO SING N N 6 3ZE CAO NAV SING N N 7 3ZE NAV CAJ SING N N 8 3ZE NAV CAK SING N N 9 3ZE CAJ CAT SING N N 10 3ZE CAK CAU SING N N 11 3ZE OAE CAT SING N N 12 3ZE CAT CAU SING N N 13 3ZE CAU N9 SING N N 14 3ZE C8 N9 SING Y N 15 3ZE C8 N7 DOUB Y N 16 3ZE N9 C4 SING Y N 17 3ZE N7 C5 SING Y N 18 3ZE C4 C5 DOUB Y N 19 3ZE C4 N3 SING N N 20 3ZE C5 C6 SING N N 21 3ZE N3 C2 DOUB N N 22 3ZE C6 O6 DOUB N N 23 3ZE C6 N1 SING N N 24 3ZE C2 N1 SING N N 25 3ZE C2 N2 SING N N 26 3ZE C8 H1 SING N N 27 3ZE N1 H2 SING N N 28 3ZE N2 H3 SING N N 29 3ZE N2 H4 SING N N 30 3ZE OAF H5 SING N N 31 3ZE OAG H6 SING N N 32 3ZE CAI H7 SING N N 33 3ZE CAI H8 SING N N 34 3ZE CAK H9 SING N N 35 3ZE CAK H10 SING N N 36 3ZE CAJ H11 SING N N 37 3ZE CAJ H12 SING N N 38 3ZE CAT H13 SING N N 39 3ZE OAE H14 SING N N 40 3ZE CAU H15 SING N N 41 # 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 3ZE SMILES ACDLabs 12.01 "O=C(N3CC(n1c2N=C(N)NC(=O)c2nc1)C(O)C3)CP(=O)(O)O" 3ZE InChI InChI 1.03 "InChI=1S/C11H15N6O6P/c12-11-14-9-8(10(20)15-11)13-4-17(9)5-1-16(2-6(5)18)7(19)3-24(21,22)23/h4-6,18H,1-3H2,(H2,21,22,23)(H3,12,14,15,20)/t5-,6+/m0/s1" 3ZE InChIKey InChI 1.03 PIHCTBQWWHFPNB-NTSWFWBYSA-N 3ZE SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3CN(C[C@H]3O)C(=O)C[P](O)(O)=O" 3ZE SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3CN(C[CH]3O)C(=O)C[P](O)(O)=O" 3ZE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3CN(C[C@H]3O)C(=O)CP(=O)(O)O)N=C(NC2=O)N" 3ZE SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3CN(CC3O)C(=O)CP(=O)(O)O)N=C(NC2=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 3ZE "SYSTEMATIC NAME" ACDLabs 12.01 "{2-[(3S,4R)-3-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-4-hydroxypyrrolidin-1-yl]-2-oxoethyl}phosphonic acid" 3ZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[2-[(3S,4R)-3-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-4-oxidanyl-pyrrolidin-1-yl]-2-oxidanylidene-ethyl]phosphonic 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 3ZE "Create component" 2014-12-16 RCSB 3ZE "Initial release" 2014-12-24 RCSB #