data_2JW # _chem_comp.id 2JW _chem_comp.name "1-{2-deoxy-3,5-O-[(4-nitrophenyl)(phosphono)methylidene]-beta-D-threo-pentofuranosyl}-5-methylpyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 N3 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-12 _chem_comp.pdbx_modified_date 2014-09-05 _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 455.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2JW _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 4NFL _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 2JW O2 O2 O 0 1 N N N -1.549 28.299 26.536 -2.655 0.570 2.475 O2 2JW 1 2JW C2 C2 C 0 1 N N N -1.950 27.280 26.052 -2.801 0.779 1.286 C2 2JW 2 2JW N3 N3 N 0 1 N N N -1.202 26.685 25.047 -3.842 0.224 0.637 N3 2JW 3 2JW C4 C4 C 0 1 N N N -1.624 25.509 24.478 -4.021 0.451 -0.680 C4 2JW 4 2JW O4 O4 O 0 1 N N N -0.911 25.037 23.597 -4.962 -0.051 -1.268 O4 2JW 5 2JW C5 C5 C 0 1 N N N -2.804 24.901 24.923 -3.104 1.278 -1.373 C5 2JW 6 2JW CAR CAR C 0 1 N N N -3.273 23.701 24.367 -3.282 1.547 -2.845 CAR 2JW 7 2JW C6 C6 C 0 1 N N N -3.543 25.518 25.936 -2.070 1.822 -0.698 C6 2JW 8 2JW N1 N1 N 0 1 N N N -3.077 26.748 26.497 -1.923 1.567 0.639 N1 2JW 9 2JW CAJ CAJ C 0 1 N N R -3.792 27.481 27.526 -0.804 2.162 1.373 CAJ 2JW 10 2JW OAF OAF O 0 1 N N N -3.180 27.421 28.813 -0.190 3.185 0.578 OAF 2JW 11 2JW CAI CAI C 0 1 N N N -5.195 26.994 27.672 0.268 1.085 1.657 CAI 2JW 12 2JW CAG CAG C 0 1 N N R -5.332 26.672 29.133 1.577 1.873 1.422 CAG 2JW 13 2JW OAH OAH O 0 1 N N N -5.097 25.348 29.235 2.646 1.019 1.074 OAH 2JW 14 2JW CAE CAE C 0 1 N N R -4.229 27.506 29.751 1.169 2.809 0.265 CAE 2JW 15 2JW CAC CAC C 0 1 N N N -3.726 26.960 31.092 1.127 2.027 -1.052 CAC 2JW 16 2JW OAD OAD O 0 1 N N N -3.544 25.551 31.006 2.317 1.255 -1.207 OAD 2JW 17 2JW CAB CAB C 0 1 N N R -4.715 24.845 30.547 2.500 0.302 -0.153 CAB 2JW 18 2JW PAA PAA P 0 1 N N N -6.052 24.953 31.799 3.999 -0.686 -0.470 PAA 2JW 19 2JW OBA OBA O 0 1 N N N -6.755 23.667 31.649 4.146 -1.817 0.666 OBA 2JW 20 2JW OBC OBC O 0 1 N N N -6.912 26.115 31.574 3.893 -1.331 -1.798 OBC 2JW 21 2JW OBB OBB O 0 1 N N N -5.213 25.035 33.027 5.291 0.274 -0.441 OBB 2JW 22 2JW CAU CAU C 0 1 Y N N -4.339 23.496 30.488 1.300 -0.605 -0.072 CAU 2JW 23 2JW CAV CAV C 0 1 Y N N -4.725 22.645 29.448 0.357 -0.595 -1.083 CAV 2JW 24 2JW CAW CAW C 0 1 Y N N -4.290 21.301 29.463 -0.744 -1.427 -1.010 CAW 2JW 25 2JW CAX CAX C 0 1 Y N N -3.470 20.822 30.506 -0.903 -2.269 0.075 CAX 2JW 26 2JW NCA NCA N 1 1 N N N -3.004 19.575 30.579 -2.083 -3.160 0.154 NCA 2JW 27 2JW OCA OCA O -1 1 N N N -3.727 18.565 30.110 -2.222 -3.902 1.110 OCA 2JW 28 2JW OCB OCB O 0 1 N N N -1.601 19.352 31.276 -2.914 -3.150 -0.736 OCB 2JW 29 2JW CAY CAY C 0 1 Y N N -3.093 21.688 31.524 0.040 -2.280 1.085 CAY 2JW 30 2JW CAZ CAZ C 0 1 Y N N -3.513 23.009 31.510 1.144 -1.451 1.010 CAZ 2JW 31 2JW H1 H1 H 0 1 N N N -0.354 27.113 24.736 -4.466 -0.342 1.119 H1 2JW 32 2JW H2 H2 H 0 1 N N N -4.209 23.407 24.864 -4.167 1.024 -3.206 H2 2JW 33 2JW H3 H3 H 0 1 N N N -3.458 23.843 23.292 -3.402 2.619 -3.007 H3 2JW 34 2JW H4 H4 H 0 1 N N N -2.519 22.912 24.509 -2.405 1.194 -3.388 H4 2JW 35 2JW H5 H5 H 0 1 N N N -4.459 25.069 26.292 -1.360 2.455 -1.210 H5 2JW 36 2JW H6 H6 H 0 1 N N N -3.841 28.536 27.217 -1.161 2.585 2.312 H6 2JW 37 2JW H7 H7 H 0 1 N N N -5.910 27.776 27.378 0.205 0.733 2.687 H7 2JW 38 2JW H8 H8 H 0 1 N N N -5.360 26.096 27.059 0.182 0.254 0.957 H8 2JW 39 2JW H9 H9 H 0 1 N N N -6.317 26.977 29.516 1.833 2.447 2.313 H9 2JW 40 2JW H10 H10 H 0 1 N N N -4.571 28.544 29.879 1.822 3.680 0.206 H10 2JW 41 2JW H11 H11 H 0 1 N N N -2.767 27.437 31.343 0.263 1.362 -1.049 H11 2JW 42 2JW H12 H12 H 0 1 N N N -4.463 27.185 31.877 1.042 2.726 -1.884 H12 2JW 43 2JW H13 H13 H 0 1 N N N -7.665 23.827 31.427 4.924 -2.382 0.560 H13 2JW 44 2JW H14 H14 H 0 1 N N N -5.383 25.856 33.473 5.423 0.731 0.401 H14 2JW 45 2JW H15 H15 H 0 1 N N N -5.347 23.010 28.644 0.481 0.063 -1.931 H15 2JW 46 2JW H16 H16 H 0 1 N N N -4.588 20.634 28.668 -1.481 -1.418 -1.799 H16 2JW 47 2JW H17 H17 H 0 1 N N N -2.470 21.331 32.330 -0.083 -2.938 1.933 H17 2JW 48 2JW H18 H18 H 0 1 N N N -3.198 23.674 32.300 1.883 -1.462 1.797 H18 2JW 49 # 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 2JW O4 C4 DOUB N N 1 2JW CAR C5 SING N N 2 2JW C4 C5 SING N N 3 2JW C4 N3 SING N N 4 2JW C5 C6 DOUB N N 5 2JW N3 C2 SING N N 6 2JW C6 N1 SING N N 7 2JW C2 N1 SING N N 8 2JW C2 O2 DOUB N N 9 2JW N1 CAJ SING N N 10 2JW CAJ CAI SING N N 11 2JW CAJ OAF SING N N 12 2JW CAI CAG SING N N 13 2JW OAF CAE SING N N 14 2JW CAG OAH SING N N 15 2JW CAG CAE SING N N 16 2JW OAH CAB SING N N 17 2JW CAV CAW DOUB Y N 18 2JW CAV CAU SING Y N 19 2JW CAW CAX SING Y N 20 2JW CAE CAC SING N N 21 2JW OCA NCA SING N N 22 2JW CAU CAB SING N N 23 2JW CAU CAZ DOUB Y N 24 2JW CAX NCA SING N N 25 2JW CAX CAY DOUB Y N 26 2JW CAB OAD SING N N 27 2JW CAB PAA SING N N 28 2JW NCA OCB DOUB N N 29 2JW OAD CAC SING N N 30 2JW CAZ CAY SING Y N 31 2JW OBC PAA DOUB N N 32 2JW OBA PAA SING N N 33 2JW PAA OBB SING N N 34 2JW N3 H1 SING N N 35 2JW CAR H2 SING N N 36 2JW CAR H3 SING N N 37 2JW CAR H4 SING N N 38 2JW C6 H5 SING N N 39 2JW CAJ H6 SING N N 40 2JW CAI H7 SING N N 41 2JW CAI H8 SING N N 42 2JW CAG H9 SING N N 43 2JW CAE H10 SING N N 44 2JW CAC H11 SING N N 45 2JW CAC H12 SING N N 46 2JW OBA H13 SING N N 47 2JW OBB H14 SING N N 48 2JW CAV H15 SING N N 49 2JW CAW H16 SING N N 50 2JW CAY H17 SING N N 51 2JW CAZ H18 SING N N 52 # 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 2JW SMILES ACDLabs 12.01 "[O-][N+](=O)c1ccc(cc1)C3(OCC4OC(N2C=C(C(=O)NC2=O)C)CC4O3)P(=O)(O)O" 2JW InChI InChI 1.03 "InChI=1S/C17H18N3O10P/c1-9-7-19(16(22)18-15(9)21)14-6-12-13(29-14)8-28-17(30-12,31(25,26)27)10-2-4-11(5-3-10)20(23)24/h2-5,7,12-14H,6,8H2,1H3,(H,18,21,22)(H2,25,26,27)/t12-,13-,14-,17-/m1/s1" 2JW InChIKey InChI 1.03 BODNGCHFOUEZME-VMUDFCTBSA-N 2JW SMILES_CANONICAL CACTVS 3.385 "CC1=CN([C@H]2C[C@H]3O[C@](OC[C@H]3O2)(c4ccc(cc4)[N+]([O-])=O)[P](O)(O)=O)C(=O)NC1=O" 2JW SMILES CACTVS 3.385 "CC1=CN([CH]2C[CH]3O[C](OC[CH]3O2)(c4ccc(cc4)[N+]([O-])=O)[P](O)(O)=O)C(=O)NC1=O" 2JW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]3[C@H](O2)CO[C@@](O3)(c4ccc(cc4)[N+](=O)[O-])P(=O)(O)O" 2JW SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CC3C(O2)COC(O3)(c4ccc(cc4)[N+](=O)[O-])P(=O)(O)O" # 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 2JW "SYSTEMATIC NAME" ACDLabs 12.01 "1-{2-deoxy-3,5-O-[(4-nitrophenyl)(phosphono)methylidene]-beta-D-threo-pentofuranosyl}-5-methylpyrimidine-2,4(1H,3H)-dione" 2JW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,4aR,6R,7aR)-6-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-2-(4-nitrophenyl)-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3]dioxin-2-yl]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 2JW "Create component" 2013-11-12 RCSB 2JW "Initial release" 2014-09-10 RCSB #