data_AYL # _chem_comp.id AYL _chem_comp.name "5'-O-{(S)-hydroxy[3-(4-hydroxyphenyl)propoxy]phosphoryl}adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-28 _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 481.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AYL _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 3NI2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AYL P P P 0 1 N N N -9.349 14.518 -22.408 1.606 2.095 0.961 P AYL 1 AYL N1 N1 N 0 1 Y N N -5.001 11.912 -31.180 -7.584 -2.977 -0.433 N1 AYL 2 AYL C2 C2 C 0 1 Y N N -6.296 11.688 -31.315 -7.374 -2.064 -1.363 C2 AYL 3 AYL N3 N3 N 0 1 Y N N -7.124 11.818 -30.295 -6.339 -1.252 -1.334 N3 AYL 4 AYL C4 C4 C 0 1 Y N N -6.675 12.182 -29.083 -5.449 -1.322 -0.349 C4 AYL 5 AYL C5 C5 C 0 1 Y N N -5.319 12.425 -28.899 -5.628 -2.278 0.665 C5 AYL 6 AYL C6 C6 C 0 1 Y N N -4.483 12.278 -29.999 -6.749 -3.122 0.591 C6 AYL 7 AYL N6 N6 N 0 1 N N N -3.175 12.491 -29.885 -6.978 -4.082 1.561 N6 AYL 8 AYL N7 N7 N 0 1 Y N N -5.097 12.866 -27.662 -4.596 -2.139 1.532 N7 AYL 9 AYL C8 C8 C 0 1 Y N N -6.351 12.772 -26.902 -3.814 -1.182 1.123 C8 AYL 10 AYL N9 N9 N 0 1 Y N N -7.320 12.418 -27.946 -4.298 -0.647 -0.033 N9 AYL 11 AYL "C1'" C1* C 0 1 N N R -8.778 12.343 -27.703 -3.697 0.448 -0.799 C1* AYL 12 AYL O1P O1P O 0 1 N N N -9.807 13.590 -21.175 1.281 1.770 2.504 O1P AYL 13 AYL "C2'" C2* C 0 1 N N R -9.152 10.885 -27.424 -4.337 1.804 -0.406 C2* AYL 14 AYL "O2'" O2* O 0 1 N N N -10.533 10.670 -27.727 -5.520 2.050 -1.169 O2* AYL 15 AYL O2P O2P O 0 1 N N N -7.746 14.684 -22.379 2.834 1.179 0.468 O2P AYL 16 AYL "C3'" C3* C 0 1 N N S -8.914 10.812 -25.917 -3.220 2.810 -0.777 C3* AYL 17 AYL "O3'" O3* O 0 1 N N N -9.651 9.723 -25.353 -3.473 3.386 -2.061 O3* AYL 18 AYL O3P O3P O 0 1 N N N -10.035 15.968 -22.297 1.968 3.523 0.823 O3P AYL 19 AYL "C4'" C4* C 0 1 N N R -9.588 12.130 -25.543 -1.939 1.955 -0.813 C4* AYL 20 AYL "O4'" O4* O 0 1 N N N -9.060 13.070 -26.493 -2.308 0.616 -0.444 O4* AYL 21 AYL "C5'" C5* C 0 1 N N N -9.252 12.529 -24.106 -0.918 2.506 0.184 C5* AYL 22 AYL "O5'" O5* O 0 1 N N N -9.772 13.824 -23.797 0.308 1.781 0.062 O5* AYL 23 AYL CAC CAC C 0 1 Y N N -0.622 14.936 -23.247 9.054 -2.420 -1.035 CAC AYL 24 AYL CAD CAD C 0 1 Y N N -1.401 15.065 -22.104 8.370 -2.772 0.120 CAD AYL 25 AYL CAH CAH C 0 1 Y N N -2.617 14.628 -24.563 8.073 -0.235 -0.947 CAH AYL 26 AYL CAJ CAJ C 0 1 Y N N -2.787 14.976 -22.190 7.542 -1.855 0.738 CAJ AYL 27 AYL CAK CAK C 0 1 Y N N -3.397 14.756 -23.419 7.393 -0.587 0.205 CAK AYL 28 AYL CAP CAP C 0 1 N N N -4.920 14.622 -23.513 6.489 0.411 0.881 CAP AYL 29 AYL CAQ CAQ C 0 1 N N N -5.631 15.811 -22.863 5.074 0.284 0.312 CAQ AYL 30 AYL CAR CAR C 0 1 N N N -7.144 15.771 -23.089 4.156 1.298 0.998 CAR AYL 31 AYL CAS CAS C 0 1 Y N N -1.232 14.717 -24.479 8.902 -1.148 -1.568 CAS AYL 32 AYL OBF OBF O 0 1 N N N 0.733 15.020 -23.161 9.873 -3.319 -1.641 OBF AYL 33 AYL H2 H2 H 0 1 N N N -6.685 11.393 -32.278 -8.078 -1.981 -2.178 H2 AYL 34 AYL HN6 HN6 H 0 1 N N N -2.733 12.334 -30.768 -7.755 -4.659 1.499 HN6 AYL 35 AYL HN6A HN6A H 0 0 N N N -3.015 13.435 -29.595 -6.361 -4.178 2.304 HN6A AYL 36 AYL H8 H8 H 0 1 N N N -6.517 12.924 -25.846 -2.915 -0.859 1.627 H8 AYL 37 AYL "H1'" H1* H 0 1 N N N -9.327 12.743 -28.568 -3.803 0.270 -1.869 H1* AYL 38 AYL HO1P HO1P H 0 0 N N N -10.398 14.078 -20.614 1.035 0.850 2.670 HO1P AYL 39 AYL "H2'" H2* H 0 1 N N N -8.593 10.140 -28.009 -4.551 1.838 0.662 H2* AYL 40 AYL "HO2'" HO2* H 0 0 N N N -10.759 9.764 -27.552 -5.956 2.887 -0.959 HO2* AYL 41 AYL "H3'" H3* H 0 1 N N N -7.873 10.672 -25.592 -3.141 3.589 -0.020 H3* AYL 42 AYL "HO3'" HO3* H 0 0 N N N -9.496 9.687 -24.416 -4.298 3.887 -2.111 HO3* AYL 43 AYL "H4'" H4* H 0 1 N N N -10.686 12.075 -25.579 -1.518 1.959 -1.818 H4* AYL 44 AYL "H5'" H5* H 0 1 N N N -9.695 11.793 -23.418 -0.738 3.561 -0.025 H5* AYL 45 AYL "H5'A" H5*A H 0 0 N N N -8.159 12.545 -23.986 -1.304 2.398 1.198 H5*A AYL 46 AYL HAD HAD H 0 1 N N N -0.930 15.235 -21.147 8.486 -3.761 0.536 HAD AYL 47 AYL HAH HAH H 0 1 N N N -3.088 14.459 -25.520 7.954 0.756 -1.361 HAH AYL 48 AYL HAJ HAJ H 0 1 N N N -3.390 15.078 -21.300 7.010 -2.128 1.637 HAJ AYL 49 AYL HAP HAP H 0 1 N N N -5.206 14.575 -24.574 6.469 0.216 1.953 HAP AYL 50 AYL HAPA HAPA H 0 0 N N N -5.227 13.701 -22.996 6.863 1.419 0.702 HAPA AYL 51 AYL HAQ HAQ H 0 1 N N N -5.437 15.787 -21.780 5.094 0.479 -0.760 HAQ AYL 52 AYL HAQA HAQA H 0 0 N N N -5.235 16.739 -23.301 4.700 -0.724 0.491 HAQA AYL 53 AYL HAR HAR H 0 1 N N N -7.340 15.646 -24.164 4.530 2.306 0.820 HAR AYL 54 AYL HARA HARA H 0 0 N N N -7.582 16.715 -22.733 4.136 1.102 2.070 HARA AYL 55 AYL HAS HAS H 0 1 N N N -0.629 14.616 -25.370 9.433 -0.872 -2.467 HAS AYL 56 AYL HOBF HOBF H 0 0 N N N 1.113 14.912 -24.025 9.433 -3.867 -2.305 HOBF AYL 57 # 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 AYL P O1P SING N N 1 AYL P O2P SING N N 2 AYL P O3P DOUB N N 3 AYL P "O5'" SING N N 4 AYL N1 C2 DOUB Y N 5 AYL N1 C6 SING Y N 6 AYL C2 N3 SING Y N 7 AYL N3 C4 DOUB Y N 8 AYL C4 C5 SING Y N 9 AYL C4 N9 SING Y N 10 AYL C5 C6 DOUB Y N 11 AYL C5 N7 SING Y N 12 AYL C6 N6 SING N N 13 AYL N7 C8 DOUB Y N 14 AYL C8 N9 SING Y N 15 AYL N9 "C1'" SING N N 16 AYL "C1'" "C2'" SING N N 17 AYL "C1'" "O4'" SING N N 18 AYL "C2'" "O2'" SING N N 19 AYL "C2'" "C3'" SING N N 20 AYL O2P CAR SING N N 21 AYL "C3'" "O3'" SING N N 22 AYL "C3'" "C4'" SING N N 23 AYL "C4'" "O4'" SING N N 24 AYL "C4'" "C5'" SING N N 25 AYL "C5'" "O5'" SING N N 26 AYL CAC CAD DOUB Y N 27 AYL CAC CAS SING Y N 28 AYL CAC OBF SING N N 29 AYL CAD CAJ SING Y N 30 AYL CAH CAK SING Y N 31 AYL CAH CAS DOUB Y N 32 AYL CAJ CAK DOUB Y N 33 AYL CAK CAP SING N N 34 AYL CAP CAQ SING N N 35 AYL CAQ CAR SING N N 36 AYL C2 H2 SING N N 37 AYL N6 HN6 SING N N 38 AYL N6 HN6A SING N N 39 AYL C8 H8 SING N N 40 AYL "C1'" "H1'" SING N N 41 AYL O1P HO1P SING N N 42 AYL "C2'" "H2'" SING N N 43 AYL "O2'" "HO2'" SING N N 44 AYL "C3'" "H3'" SING N N 45 AYL "O3'" "HO3'" SING N N 46 AYL "C4'" "H4'" SING N N 47 AYL "C5'" "H5'" SING N N 48 AYL "C5'" "H5'A" SING N N 49 AYL CAD HAD SING N N 50 AYL CAH HAH SING N N 51 AYL CAJ HAJ SING N N 52 AYL CAP HAP SING N N 53 AYL CAP HAPA SING N N 54 AYL CAQ HAQ SING N N 55 AYL CAQ HAQA SING N N 56 AYL CAR HAR SING N N 57 AYL CAR HARA SING N N 58 AYL CAS HAS SING N N 59 AYL OBF HOBF SING N N 60 # 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 AYL SMILES ACDLabs 12.01 "O=P(OCCCc1ccc(O)cc1)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" AYL SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OCCCc4ccc(O)cc4)[C@@H](O)[C@H]3O" AYL SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OCCCc4ccc(O)cc4)[CH](O)[CH]3O" AYL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CCCO[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O" AYL SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CCCOP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)O" AYL InChI InChI 1.03 "InChI=1S/C19H24N5O8P/c20-17-14-18(22-9-21-17)24(10-23-14)19-16(27)15(26)13(32-19)8-31-33(28,29)30-7-1-2-11-3-5-12(25)6-4-11/h3-6,9-10,13,15-16,19,25-27H,1-2,7-8H2,(H,28,29)(H2,20,21,22)/t13-,15-,16-,19-/m1/s1" AYL InChIKey InChI 1.03 AWKHKUUJFJBBRQ-NVQRDWNXSA-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 AYL "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-{(S)-hydroxy[3-(4-hydroxyphenyl)propoxy]phosphoryl}adenosine" AYL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl 3-(4-hydroxyphenyl)propyl 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 AYL "Create component" 2010-06-28 PDBJ AYL "Modify aromatic_flag" 2011-06-04 RCSB AYL "Modify descriptor" 2011-06-04 RCSB #