data_V1N # _chem_comp.id V1N _chem_comp.name "[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl] 2-(1H-indol-3-yl)ethyl hydrogen phosphate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N6 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-16 _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 476.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code V1N _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 4B2G _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 V1N C27 C27 C 0 1 Y N N -23.651 25.245 -2.813 -7.702 1.378 -2.235 C27 V1N 1 V1N C28 C28 C 0 1 Y N N -22.648 26.002 -3.377 -8.789 1.847 -1.509 C28 V1N 2 V1N C26 C26 C 0 1 Y N N -24.278 25.581 -1.630 -6.760 0.587 -1.641 C26 V1N 3 V1N C29 C29 C 0 1 Y N N -22.201 27.162 -2.783 -8.937 1.523 -0.178 C29 V1N 4 V1N C22 C22 C 0 1 Y N N -23.458 28.534 0.269 -6.722 -0.528 1.821 C22 V1N 5 V1N C4 C4 C 0 1 Y N N -27.903 19.714 1.421 7.771 0.440 -0.795 C4 V1N 6 V1N C9 C9 C 0 1 Y N N -25.345 23.167 1.760 3.520 1.120 0.254 C9 V1N 7 V1N C25 C25 C 0 1 Y N N -23.856 26.747 -1.020 -6.891 0.246 -0.293 C25 V1N 8 V1N C21 C21 C 0 1 Y N N -24.250 27.413 0.169 -6.093 -0.558 0.636 C21 V1N 9 V1N C7 C7 C 0 1 Y N N -26.064 21.410 0.772 5.628 1.624 0.308 C7 V1N 10 V1N C24 C24 C 0 1 Y N N -22.844 27.490 -1.608 -7.990 0.719 0.447 C24 V1N 11 V1N C6 C6 C 0 1 Y N N -26.795 21.535 1.934 5.496 0.460 -0.468 C6 V1N 12 V1N C2 C2 C 0 1 Y N N -26.307 20.340 -0.085 6.916 2.154 0.494 C2 V1N 13 V1N C32 C32 C 0 1 N N R -25.822 22.773 4.899 3.679 -2.253 -0.333 C32 V1N 14 V1N C30 C30 C 0 1 N N R -25.308 24.019 5.555 2.366 -2.335 0.479 C30 V1N 15 V1N C11 C11 C 0 1 N N R -26.760 23.257 3.829 3.524 -0.964 -1.169 C11 V1N 16 V1N C13 C13 C 0 1 N N S -25.404 25.159 4.521 1.574 -1.084 0.037 C13 V1N 17 V1N C20 C20 C 0 1 N N N -25.296 26.995 1.121 -4.809 -1.281 0.321 C20 V1N 18 V1N C19 C19 C 0 1 N N N -25.742 28.092 2.074 -3.631 -0.315 0.464 C19 V1N 19 V1N N5 N5 N 0 1 Y N N -27.756 20.700 2.318 6.583 -0.092 -0.995 N5 V1N 20 V1N N3 N3 N 0 1 Y N N -27.260 19.469 0.271 7.945 1.532 -0.074 N3 V1N 21 V1N N8 N8 N 0 1 Y N N -25.165 22.436 0.681 4.386 1.974 0.718 N8 V1N 22 V1N N23 N23 N 0 1 Y N N -22.622 28.569 -0.805 -7.857 0.230 1.727 N23 V1N 23 V1N N10 N10 N 0 1 Y N N -26.333 22.662 2.559 4.155 0.167 -0.484 N10 V1N 24 V1N N1 N1 N 0 1 N N N -25.589 20.155 -1.274 7.109 3.298 1.248 N1 V1N 25 V1N O16 O16 O 0 1 N N N -26.423 28.970 4.797 -0.770 0.327 1.548 O16 V1N 26 V1N O12 O12 O 0 1 N N N -26.591 24.695 3.825 2.098 -0.757 -1.269 O12 V1N 27 V1N O33 O33 O 0 1 N N N -26.496 21.997 5.877 3.810 -3.391 -1.188 O33 V1N 28 V1N O31 O31 O 0 1 N N N -24.018 23.547 5.948 2.641 -2.284 1.880 O31 V1N 29 V1N O14 O14 O 0 1 N N N -25.594 26.505 5.091 0.179 -1.384 -0.047 O14 V1N 30 V1N O18 O18 O 0 1 N N N -24.763 28.180 3.092 -2.413 -1.000 0.166 O18 V1N 31 V1N O17 O17 O 0 1 N N N -23.978 28.590 5.388 -0.895 0.853 -0.918 O17 V1N 32 V1N P15 P15 P 0 1 N N N -25.214 28.112 4.671 -0.971 -0.288 0.216 P15 V1N 33 V1N H27 H27 H 0 1 N N N -23.962 24.344 -3.321 -7.603 1.638 -3.278 H27 V1N 34 V1N H28 H28 H 0 1 N N N -22.202 25.679 -4.306 -9.526 2.471 -1.993 H28 V1N 35 V1N H26 H26 H 0 1 N N N -25.057 24.966 -1.204 -5.917 0.226 -2.212 H26 V1N 36 V1N H29 H29 H 0 1 N N N -21.411 27.766 -3.204 -9.786 1.893 0.378 H29 V1N 37 V1N H22 H22 H 0 1 N N N -23.494 29.263 1.065 -6.383 -1.028 2.716 H22 V1N 38 V1N H23 H23 H 0 1 N N N -21.944 29.283 -0.979 -8.477 0.398 2.455 H23 V1N 39 V1N H4 H4 H 0 1 N N N -28.670 18.995 1.667 8.635 -0.036 -1.234 H4 V1N 40 V1N H9 H9 H 0 1 N N N -24.780 24.059 1.987 2.455 1.161 0.428 H9 V1N 41 V1N H201 H201 H 0 0 N N N -26.172 26.659 0.546 -4.682 -2.114 1.012 H201 V1N 42 V1N H202 H202 H 0 0 N N N -24.906 26.157 1.717 -4.846 -1.659 -0.701 H202 V1N 43 V1N H11N H11N H 0 0 N N N -25.913 19.328 -1.734 6.350 3.744 1.656 H11N V1N 44 V1N H12N H12N H 0 0 N N N -25.726 20.945 -1.872 8.003 3.655 1.369 H12N V1N 45 V1N H32 H32 H 0 1 N N N -24.990 22.212 4.447 4.536 -2.175 0.335 H32 V1N 46 V1N H30 H30 H 0 1 N N N -25.924 24.266 6.432 1.818 -3.243 0.228 H30 V1N 47 V1N H11 H11 H 0 1 N N N -27.796 22.976 4.069 3.959 -1.098 -2.159 H11 V1N 48 V1N H33 H33 H 0 1 N N N -26.829 21.202 5.477 3.851 -4.234 -0.716 H33 V1N 49 V1N H13 H13 H 0 1 N N N -24.525 25.137 3.860 1.745 -0.262 0.731 H13 V1N 50 V1N H31 H31 H 0 1 N N N -23.548 24.242 6.393 1.852 -2.332 2.437 H31 V1N 51 V1N H191 H191 H 0 0 N N N -25.817 29.050 1.539 -3.758 0.518 -0.227 H191 V1N 52 V1N H192 H192 H 0 0 N N N -26.719 27.838 2.511 -3.594 0.064 1.486 H192 V1N 53 V1N H17 H17 H 0 1 N N N -24.166 29.407 5.834 -1.018 0.521 -1.818 H17 V1N 54 # 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 V1N C27 C28 SING Y N 1 V1N C27 C26 DOUB Y N 2 V1N C28 C29 DOUB Y N 3 V1N C26 C25 SING Y N 4 V1N C29 C24 SING Y N 5 V1N C22 C21 DOUB Y N 6 V1N C22 N23 SING Y N 7 V1N C4 N5 SING Y N 8 V1N C4 N3 DOUB Y N 9 V1N C9 N8 DOUB Y N 10 V1N C9 N10 SING Y N 11 V1N C25 C21 SING Y N 12 V1N C25 C24 DOUB Y N 13 V1N C21 C20 SING N N 14 V1N C7 C6 SING Y N 15 V1N C7 C2 DOUB Y N 16 V1N C7 N8 SING Y N 17 V1N C24 N23 SING Y N 18 V1N C6 N5 DOUB Y N 19 V1N C6 N10 SING Y N 20 V1N C2 N3 SING Y N 21 V1N C2 N1 SING N N 22 V1N C32 C30 SING N N 23 V1N C32 C11 SING N N 24 V1N C32 O33 SING N N 25 V1N C30 C13 SING N N 26 V1N C30 O31 SING N N 27 V1N C11 N10 SING N N 28 V1N C11 O12 SING N N 29 V1N C13 O12 SING N N 30 V1N C13 O14 SING N N 31 V1N C20 C19 SING N N 32 V1N C19 O18 SING N N 33 V1N O16 P15 DOUB N N 34 V1N O17 P15 SING N N 35 V1N O14 P15 SING N N 36 V1N O18 P15 SING N N 37 V1N C27 H27 SING N N 38 V1N C28 H28 SING N N 39 V1N C26 H26 SING N N 40 V1N C29 H29 SING N N 41 V1N C22 H22 SING N N 42 V1N N23 H23 SING N N 43 V1N C4 H4 SING N N 44 V1N C9 H9 SING N N 45 V1N C20 H201 SING N N 46 V1N C20 H202 SING N N 47 V1N N1 H11N SING N N 48 V1N N1 H12N SING N N 49 V1N C32 H32 SING N N 50 V1N C30 H30 SING N N 51 V1N C11 H11 SING N N 52 V1N O33 H33 SING N N 53 V1N C13 H13 SING N N 54 V1N O31 H31 SING N N 55 V1N C19 H191 SING N N 56 V1N C19 H192 SING N N 57 V1N O17 H17 SING N N 58 # 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 V1N SMILES ACDLabs 12.01 "O=P(O)(OC3OC(n1c2ncnc(N)c2nc1)C(O)C3O)OCCc5c4ccccc4nc5" V1N InChI InChI 1.03 "InChI=1S/C19H21N6O7P/c20-16-13-17(23-8-22-16)25(9-24-13)18-14(26)15(27)19(31-18)32-33(28,29)30-6-5-10-7-21-12-4-2-1-3-11(10)12/h1-4,7-9,14-15,18-19,21,26-27H,5-6H2,(H,28,29)(H2,20,22,23)/t14-,15-,18-,19+/m1/s1" V1N InChIKey InChI 1.03 OLRAQXYDQRFQTA-RGCFKVTRSA-N V1N SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](O[P](O)(=O)OCCc4c[nH]c5ccccc45)[C@H](O)[C@H]3O" V1N SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](O[P](O)(=O)OCCc4c[nH]c5ccccc45)[CH](O)[CH]3O" V1N SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CCOP(=O)(O)O[C@H]3[C@@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O" V1N SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CCOP(=O)(O)OC3C(C(C(O3)n4cnc5c4ncnc5N)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 V1N "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl 2-(1H-indol-3-yl)ethyl hydrogen (S)-phosphate" V1N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl] 2-(1H-indol-3-yl)ethyl hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site V1N "Create component" 2012-07-16 EBI V1N "Initial release" 2012-12-14 RCSB V1N "Modify descriptor" 2014-09-05 RCSB #