data_N6R # _chem_comp.id N6R _chem_comp.name "(2R)-N6-(1-Methyl-2-phenylethyl)adenosine-3',5'-cyclic monophosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R,4aS,6R,7R,7aR)-6-(6-{[(1R)-1-methyl-2-phenylethyl]amino}-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-08 _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 447.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N6R _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 3I59 _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 N6R C5H C5H C 0 1 Y N N -5.332 23.749 -22.045 7.095 -0.547 0.299 C5H N6R 1 N6R C5F C5F C 0 1 Y N N -6.323 24.895 -21.620 7.312 -1.422 1.347 C5F N6R 2 N6R C5E C5E C 0 1 Y N N -6.221 26.304 -22.292 6.554 -2.573 1.455 C5E N6R 3 N6R C5G C5G C 0 1 Y N N -5.102 26.600 -23.435 5.579 -2.849 0.514 C5G N6R 4 N6R C5I C5I C 0 1 Y N N -4.110 25.453 -23.858 5.362 -1.974 -0.534 C5I N6R 5 N6R C5U C5U C 0 1 Y N N -4.211 24.048 -23.182 6.116 -0.820 -0.638 C5U N6R 6 N6R C5M C5M C 0 1 N N N -3.216 22.918 -23.572 5.880 0.134 -1.780 C5M N6R 7 N6R C5Y C5Y C 0 1 N N R -3.765 22.114 -24.791 4.826 1.165 -1.374 C5Y N6R 8 N6R C5A C5A C 0 1 N N N -3.467 22.957 -26.039 4.676 2.207 -2.484 C5A N6R 9 N6R N6 N6 N 0 1 N N N -2.990 20.856 -24.872 3.542 0.493 -1.159 N6 N6R 10 N6R C6 C6 C 0 1 Y N N -3.334 19.663 -24.055 2.597 1.057 -0.320 C6 N6R 11 N6R N1 N1 N 0 1 Y N N -4.713 19.245 -23.844 2.837 2.208 0.298 N1 N6R 12 N6R C2 C2 C 0 1 Y N N -5.052 17.904 -23.028 1.941 2.754 1.100 C2 N6R 13 N6R N3 N3 N 0 1 Y N N -3.910 17.057 -22.462 0.771 2.199 1.334 N3 N6R 14 N6R C4 C4 C 0 1 Y N N -2.494 17.478 -22.679 0.441 1.046 0.760 C4 N6R 15 N6R C5 C5 C 0 1 Y N N -2.170 18.773 -23.459 1.358 0.428 -0.107 C5 N6R 16 N6R N7 N7 N 0 1 Y N N -0.691 18.944 -23.495 0.778 -0.711 -0.555 N7 N6R 17 N6R C8 C8 C 0 1 Y N N -0.052 17.741 -22.717 -0.410 -0.826 -0.035 C8 N6R 18 N6R N9 N9 N 0 1 Y N N -1.163 16.867 -22.224 -0.660 0.229 0.791 N9 N6R 19 N6R C1S C1S C 0 1 N N R -1.012 15.588 -21.510 -1.888 0.457 1.557 C1S N6R 20 N6R O4S O4S O 0 1 N N N 0.079 15.783 -20.562 -2.564 -0.802 1.792 O4S N6R 21 N6R C4S C4S C 0 1 N N S 1.287 15.453 -21.330 -3.487 -0.944 0.715 C4S N6R 22 N6R C5S C5S C 0 1 N N N 2.531 15.127 -20.443 -4.599 -1.957 0.904 C5S N6R 23 N6R O5S O5S O 0 1 N N N 3.550 14.412 -21.183 -5.355 -1.981 -0.331 O5S N6R 24 N6R P5 P5 P 0 1 N N R 3.234 13.838 -22.783 -5.868 -0.595 -1.002 P5 N6R 25 N6R O5D O5D O 0 1 N N N 3.735 15.100 -23.713 -6.020 -0.767 -2.464 O5D N6R 26 N6R O5B O5B O 0 1 N N N 3.870 12.545 -22.979 -7.274 -0.155 -0.352 O5B N6R 27 N6R O3S O3S O 0 1 N N N 1.746 13.732 -23.140 -4.730 0.532 -0.689 O3S N6R 28 N6R C3S C3S C 0 1 N N R 0.864 14.160 -22.086 -4.108 0.474 0.598 C3S N6R 29 N6R C2S C2S C 0 1 N N R -0.546 14.489 -22.525 -2.858 1.352 0.744 C2S N6R 30 N6R O2S O2S O 0 1 N N N -1.234 13.301 -22.266 -3.163 2.548 1.464 O2S N6R 31 N6R H5H H5H H 0 1 N N N -5.396 22.774 -21.586 7.688 0.352 0.215 H5H N6R 32 N6R H5F H5F H 0 1 N N N -7.073 24.709 -20.865 8.074 -1.207 2.082 H5F N6R 33 N6R H5E H5E H 0 1 N N N -6.901 27.089 -21.994 6.724 -3.257 2.273 H5E N6R 34 N6R H5G H5G H 0 1 N N N -5.040 27.573 -23.899 4.987 -3.748 0.598 H5G N6R 35 N6R H5I H5I H 0 1 N N N -3.361 25.637 -24.614 4.601 -2.190 -1.268 H5I N6R 36 N6R H5M H5M H 0 1 N N N -2.247 23.365 -23.839 6.812 0.644 -2.026 H5M N6R 37 N6R H5MA H5MA H 0 0 N N N -3.094 22.236 -22.718 5.529 -0.421 -2.650 H5MA N6R 38 N6R H5Y H5Y H 0 1 N N N -4.840 21.899 -24.704 5.136 1.659 -0.452 H5Y N6R 39 N6R H5A H5A H 0 1 N N N -3.396 24.018 -25.757 4.365 1.713 -3.406 H5A N6R 40 N6R H5AA H5AA H 0 0 N N N -2.515 22.631 -26.483 3.924 2.941 -2.195 H5AA N6R 41 N6R H5AB H5AB H 0 0 N N N -4.277 22.826 -26.772 5.631 2.707 -2.644 H5AB N6R 42 N6R HN6 HN6 H 0 1 N N N -3.064 20.558 -25.824 3.355 -0.349 -1.604 HN6 N6R 43 N6R H2 H2 H 0 1 N N N -6.078 17.602 -22.880 2.177 3.691 1.582 H2 N6R 44 N6R H8 H8 H 0 1 N N N 1.004 17.573 -22.564 -1.092 -1.642 -0.223 H8 N6R 45 N6R H1S H1S H 0 1 N N N -1.954 15.287 -21.028 -1.649 0.933 2.508 H1S N6R 46 N6R H4S H4S H 0 1 N N N 1.597 16.301 -21.959 -2.944 -1.166 -0.204 H4S N6R 47 N6R H5S H5S H 0 1 N N N 2.959 16.072 -20.077 -4.177 -2.942 1.102 H5S N6R 48 N6R H5SA H5SA H 0 0 N N N 2.200 14.487 -19.612 -5.242 -1.654 1.730 H5SA N6R 49 N6R HO5B HO5B H 0 0 N N N 4.009 12.397 -23.907 -7.982 -0.803 -0.470 HO5B N6R 50 N6R H3S H3S H 0 1 N N N 0.920 13.266 -21.447 -4.831 0.660 1.393 H3S N6R 51 N6R H2S H2S H 0 1 N N N -0.677 14.828 -23.563 -2.437 1.586 -0.233 H2S N6R 52 N6R HO2S HO2S H 0 0 N N N -1.390 12.841 -23.082 -2.394 3.104 1.646 HO2S N6R 53 # # 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 N6R C5U C5H DOUB Y N 1 N6R C5H C5F SING Y N 2 N6R C5H H5H SING N N 3 N6R C5E C5F DOUB Y N 4 N6R C5F H5F SING N N 5 N6R C5G C5E SING Y N 6 N6R C5E H5E SING N N 7 N6R C5I C5G DOUB Y N 8 N6R C5G H5G SING N N 9 N6R C5I C5U SING Y N 10 N6R C5I H5I SING N N 11 N6R C5M C5U SING N N 12 N6R C5Y C5M SING N N 13 N6R C5M H5M SING N N 14 N6R C5M H5MA SING N N 15 N6R C5A C5Y SING N N 16 N6R N6 C5Y SING N N 17 N6R C5Y H5Y SING N N 18 N6R C5A H5A SING N N 19 N6R C5A H5AA SING N N 20 N6R C5A H5AB SING N N 21 N6R N6 C6 SING N N 22 N6R N6 HN6 SING N N 23 N6R C6 N1 DOUB Y N 24 N6R C6 C5 SING Y N 25 N6R N1 C2 SING Y N 26 N6R C2 N3 DOUB Y N 27 N6R C2 H2 SING N N 28 N6R C4 N3 SING Y N 29 N6R C5 C4 DOUB Y N 30 N6R C4 N9 SING Y N 31 N6R N7 C5 SING Y N 32 N6R N7 C8 DOUB Y N 33 N6R C8 N9 SING Y N 34 N6R C8 H8 SING N N 35 N6R N9 C1S SING N N 36 N6R C2S C1S SING N N 37 N6R C1S O4S SING N N 38 N6R C1S H1S SING N N 39 N6R C4S O4S SING N N 40 N6R C3S C4S SING N N 41 N6R C4S C5S SING N N 42 N6R C4S H4S SING N N 43 N6R O5S C5S SING N N 44 N6R C5S H5S SING N N 45 N6R C5S H5SA SING N N 46 N6R P5 O5S SING N N 47 N6R O5D P5 DOUB N N 48 N6R O3S P5 SING N N 49 N6R O5B P5 SING N N 50 N6R O5B HO5B SING N N 51 N6R O3S C3S SING N N 52 N6R C2S C3S SING N N 53 N6R C3S H3S SING N N 54 N6R C2S O2S SING N N 55 N6R C2S H2S SING N N 56 N6R O2S HO2S SING N N 57 # # 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 N6R SMILES ACDLabs 10.04 "O=P4(OCC5OC(n2c3ncnc(NC(C)Cc1ccccc1)c3nc2)C(O)C5O4)O" N6R SMILES_CANONICAL CACTVS 3.341 "C[C@H](Cc1ccccc1)Nc2ncnc3n(cnc23)[C@@H]4O[C@H]5CO[P@](O)(=O)O[C@@H]5[C@H]4O" N6R SMILES CACTVS 3.341 "C[CH](Cc1ccccc1)Nc2ncnc3n(cnc23)[CH]4O[CH]5CO[P](O)(=O)O[CH]5[CH]4O" N6R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](Cc1ccccc1)Nc2c3c(ncn2)n(cn3)[C@H]4[C@@H]([C@@H]5[C@@H](O4)CO[P@](=O)(O5)O)O" N6R SMILES "OpenEye OEToolkits" 1.5.0 "CC(Cc1ccccc1)Nc2c3c(ncn2)n(cn3)C4C(C5C(O4)COP(=O)(O5)O)O" N6R InChI InChI 1.03 "InChI=1S/C19H22N5O6P/c1-11(7-12-5-3-2-4-6-12)23-17-14-18(21-9-20-17)24(10-22-14)19-15(25)16-13(29-19)8-28-31(26,27)30-16/h2-6,9-11,13,15-16,19,25H,7-8H2,1H3,(H,26,27)(H,20,21,23)/t11-,13+,15-,16+,19-/m1/s1" N6R InChIKey InChI 1.03 MKYZONTUKKUGCB-OCXLHJLWSA-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 N6R "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,4aS,6R,7R,7aR)-6-(6-{[(1R)-1-methyl-2-phenylethyl]amino}-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide" N6R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,4R,6R,7R,8R)-4-hydroxy-4-oxo-8-[6-[[(2R)-1-phenylpropan-2-yl]amino]purin-9-yl]-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-7-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N6R "Create component" 2009-07-08 RCSB N6R "Modify aromatic_flag" 2011-06-04 RCSB N6R "Modify descriptor" 2011-06-04 RCSB N6R "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id N6R _pdbx_chem_comp_synonyms.name "(2R,4aS,6R,7R,7aR)-6-(6-{[(1R)-1-methyl-2-phenylethyl]amino}-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##