data_YLY # _chem_comp.id YLY _chem_comp.name "(2R)-2-AMINO-6-({[(2S,3R)-3-METHYLPYRROLIDIN-2-YL]CARBONYL}AMINO)HEXANOYL [(2S,3R,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL HYDROGEN (R)-PHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H35 N8 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 586.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YLY _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 YLY C4 C4 C 0 1 Y N N 14.778 36.474 33.912 -5.999 -2.684 -0.213 C4 YLY 1 YLY C5 C5 C 0 1 Y N N 14.876 36.468 35.301 -6.216 -3.078 1.118 C5 YLY 2 YLY C6 C6 C 0 1 Y N N 15.873 35.679 35.901 -6.936 -4.262 1.351 C6 YLY 3 YLY C8 C8 C 0 1 Y N N 13.256 37.782 34.734 -5.087 -1.228 1.169 C8 YLY 4 YLY N1 N1 N 0 1 Y N N 16.683 34.959 35.108 -7.376 -4.952 0.303 N1 YLY 5 YLY N3 N3 N 0 1 Y N N 15.617 35.727 33.184 -6.477 -3.439 -1.196 N3 YLY 6 YLY CAA CAA C 0 1 N N N 9.246 50.770 30.650 7.292 -3.520 0.191 CAA YLY 7 YLY CBF CBF C 0 1 N N R 7.760 50.996 30.781 8.425 -3.549 -0.837 CBF YLY 8 YLY CAP CAP C 0 1 N N N 7.552 51.784 32.043 9.530 -4.533 -0.390 CAP YLY 9 YLY CAJ CAJ C 0 1 N N N 7.663 50.698 33.099 10.833 -3.795 -0.788 CAJ YLY 10 YLY NAS NAS N 0 1 N N N 7.394 49.491 32.573 10.521 -2.373 -0.495 NAS YLY 11 YLY CBK CBK C 0 1 N N S 7.056 49.691 31.159 9.116 -2.175 -0.910 CBK YLY 12 YLY CBA CBA C 0 1 N N N 7.258 48.491 30.189 8.436 -1.209 0.026 CBA YLY 13 YLY OAD OAD O 0 1 N N N 7.758 48.630 29.079 8.923 -0.972 1.112 OAD YLY 14 YLY NAW NAW N 0 1 N N N 6.751 47.305 30.443 7.288 -0.607 -0.343 NAW YLY 15 YLY CAO CAO C 0 1 N N N 6.101 46.697 31.571 6.627 0.332 0.567 CAO YLY 16 YLY CAM CAM C 0 1 N N N 6.510 45.219 31.420 5.353 0.868 -0.090 CAM YLY 17 YLY CAN CAN C 0 1 N N N 8.064 45.099 31.445 4.664 1.849 0.860 CAN YLY 18 YLY CB CB C 0 1 N N N 8.488 43.855 32.225 3.390 2.385 0.203 CB YLY 19 YLY CA CA C 0 1 N N R 9.371 44.137 33.454 2.700 3.366 1.153 CA YLY 20 YLY N N N 0 1 N N N 8.962 45.258 34.323 3.559 4.541 1.352 N YLY 21 YLY C C C 0 1 N N N 9.615 42.888 34.323 1.385 3.799 0.560 C YLY 22 YLY O O O 0 1 N N N 10.456 43.009 35.198 1.298 4.865 -0.003 O YLY 23 YLY OAY OAY O 0 1 N N N 8.882 41.746 34.046 0.309 3.002 0.656 OAY YLY 24 YLY PBN PBN P 0 1 N N R 9.504 40.300 34.572 -1.058 3.537 -0.004 PBN YLY 25 YLY OAI OAI O 0 1 N N N 8.523 39.218 34.056 -0.822 3.870 -1.426 OAI YLY 26 YLY OAF OAF O 0 1 N N N 9.688 40.252 36.030 -1.554 4.852 0.781 OAF YLY 27 YLY "O5'" O5* O 0 1 N N N 10.847 40.304 33.720 -2.187 2.393 0.099 "O5'" YLY 28 YLY "C5'" C5* C 0 1 N N N 10.785 40.062 32.341 -3.483 2.523 -0.490 "C5'" YLY 29 YLY "C4'" C4* C 0 1 N N S 11.419 38.720 32.311 -4.301 1.262 -0.204 "C4'" YLY 30 YLY "O4'" O4* O 0 1 N N N 12.839 38.908 32.078 -3.731 0.141 -0.900 "O4'" YLY 31 YLY "C3'" C3* C 0 1 N N R 11.052 37.660 31.332 -5.740 1.442 -0.726 "C3'" YLY 32 YLY "O3'" O3* O 0 1 N N N 9.810 37.062 31.614 -6.679 1.327 0.345 "O3'" YLY 33 YLY "C2'" C2* C 0 1 N N R 12.140 36.694 31.719 -5.925 0.283 -1.735 "C2'" YLY 34 YLY "O2'" O2* O 0 1 N N N 12.482 36.133 30.501 -5.694 0.730 -3.073 "O2'" YLY 35 YLY "C1'" C1* C 0 1 N N R 13.313 37.578 32.187 -4.827 -0.715 -1.288 "C1'" YLY 36 YLY N9 N9 N 0 1 Y N N 13.766 37.292 33.592 -5.287 -1.513 -0.149 N9 YLY 37 YLY N7 N7 N 0 1 Y N N 13.926 37.278 35.767 -5.634 -2.147 1.911 N7 YLY 38 YLY C2 C2 C 0 1 Y N N 16.549 34.991 33.790 -7.146 -4.542 -0.931 C2 YLY 39 YLY N6 N6 N 0 1 N N N 16.025 35.655 37.215 -7.182 -4.701 2.640 N6 YLY 40 YLY H8 H8 H 0 1 N N N 12.431 38.476 34.803 -4.556 -0.364 1.542 H8 YLY 41 YLY HAA1 1HAA H 0 0 N N N 9.517 50.715 29.585 6.558 -2.768 -0.099 HAA1 YLY 42 YLY HAA2 2HAA H 0 0 N N N 9.787 51.603 31.123 6.813 -4.499 0.231 HAA2 YLY 43 YLY HAA3 3HAA H 0 0 N N N 9.518 49.827 31.146 7.697 -3.273 1.172 HAA3 YLY 44 YLY HBF HBF H 0 1 N N N 7.398 51.444 29.844 8.039 -3.831 -1.817 HBF YLY 45 YLY HAP1 1HAP H 0 0 N N N 8.311 52.570 32.173 9.491 -4.693 0.688 HAP1 YLY 46 YLY HAP2 2HAP H 0 0 N N N 6.602 52.338 32.071 9.444 -5.479 -0.924 HAP2 YLY 47 YLY HAJ1 1HAJ H 0 0 N N N 8.686 50.693 33.502 11.671 -4.139 -0.181 HAJ1 YLY 48 YLY HAJ2 2HAJ H 0 0 N N N 6.935 50.906 33.897 11.044 -3.933 -1.849 HAJ2 YLY 49 YLY HNAS HNAS H 0 0 N N N 8.192 48.894 32.655 11.138 -1.756 -1.002 HNAS YLY 50 YLY HBK HBK H 0 1 N N N 5.965 49.764 31.035 9.079 -1.794 -1.931 HBK YLY 51 YLY HNAW HNAW H 0 0 N N N 6.838 46.678 29.669 6.899 -0.797 -1.211 HNAW YLY 52 YLY HAO1 1HAO H 0 0 N N N 6.444 47.125 32.525 6.370 -0.180 1.494 HAO1 YLY 53 YLY HAO2 2HAO H 0 0 N N N 5.012 46.853 31.588 7.300 1.161 0.785 HAO2 YLY 54 YLY HAM1 1HAM H 0 0 N N N 6.085 44.636 32.250 5.611 1.380 -1.017 HAM1 YLY 55 YLY HAM2 2HAM H 0 0 N N N 6.130 44.832 30.463 4.680 0.039 -0.308 HAM2 YLY 56 YLY HAN1 1HAN H 0 0 N N N 8.437 45.023 30.413 4.406 1.337 1.787 HAN1 YLY 57 YLY HAN2 2HAN H 0 0 N N N 8.484 45.990 31.935 5.337 2.678 1.078 HAN2 YLY 58 YLY HB1 1HB H 0 1 N N N 7.575 43.351 32.576 3.647 2.897 -0.724 HB1 YLY 59 YLY HB2 2HB H 0 1 N N N 9.092 43.244 31.538 2.717 1.556 -0.014 HB2 YLY 60 YLY HA HA H 0 1 N N N 10.309 44.454 32.974 2.523 2.879 2.112 HA YLY 61 YLY HN1 1HN H 0 1 N N N 8.870 44.934 35.265 4.422 4.285 1.809 HN1 YLY 62 YLY HN2 2HN H 0 1 N N N 9.654 45.979 34.285 3.738 5.010 0.477 HN2 YLY 63 YLY HOAF HOAF H 0 0 N N N 10.616 40.242 36.232 -1.729 4.707 1.721 HOAF YLY 64 YLY "H5'1" 1H5* H 0 0 N N N 9.758 40.063 31.948 -3.989 3.389 -0.065 "H5'1" YLY 65 YLY "H5'2" 2H5* H 0 0 N N N 11.267 40.823 31.709 -3.381 2.653 -1.567 "H5'2" YLY 66 YLY "H4'" H4* H 0 1 N N N 11.052 38.332 33.273 -4.318 1.066 0.868 "H4'" YLY 67 YLY "H3'" H3* H 0 1 N N N 10.971 37.993 30.287 -5.847 2.405 -1.224 "H3'" YLY 68 YLY "HO3'" HO3* H 0 0 N N N 9.728 36.927 32.551 -7.601 1.432 0.073 "HO3'" YLY 69 YLY "H2'" H2* H 0 1 N N N 11.878 35.950 32.485 -6.916 -0.161 -1.641 "H2'" YLY 70 YLY "HO2'" HO2* H 0 0 N N N 12.560 36.818 29.847 -6.302 1.422 -3.367 "HO2'" YLY 71 YLY "H1'" H1* H 0 1 N N N 14.201 37.382 31.568 -4.535 -1.361 -2.117 "H1'" YLY 72 YLY H2 H2 H 0 1 N N N 17.219 34.399 33.184 -7.521 -5.133 -1.754 H2 YLY 73 YLY HN61 1HN6 H 0 0 N N N 17.000 35.649 37.438 -6.855 -4.189 3.397 HN61 YLY 74 YLY HN62 2HN6 H 0 0 N N N 15.597 36.465 37.615 -7.680 -5.520 2.788 HN62 YLY 75 # 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 YLY C4 N3 SING Y N 1 YLY C4 N9 SING Y N 2 YLY C4 C5 DOUB Y N 3 YLY C5 N7 SING Y N 4 YLY C5 C6 SING Y N 5 YLY C6 N1 DOUB Y N 6 YLY C6 N6 SING N N 7 YLY C8 N9 SING Y N 8 YLY C8 N7 DOUB Y N 9 YLY C8 H8 SING N N 10 YLY N1 C2 SING Y N 11 YLY N3 C2 DOUB Y N 12 YLY CAA CBF SING N N 13 YLY CAA HAA1 SING N N 14 YLY CAA HAA2 SING N N 15 YLY CAA HAA3 SING N N 16 YLY CBF CBK SING N N 17 YLY CBF CAP SING N N 18 YLY CBF HBF SING N N 19 YLY CAP CAJ SING N N 20 YLY CAP HAP1 SING N N 21 YLY CAP HAP2 SING N N 22 YLY CAJ NAS SING N N 23 YLY CAJ HAJ1 SING N N 24 YLY CAJ HAJ2 SING N N 25 YLY NAS CBK SING N N 26 YLY NAS HNAS SING N N 27 YLY CBK CBA SING N N 28 YLY CBK HBK SING N N 29 YLY CBA OAD DOUB N N 30 YLY CBA NAW SING N N 31 YLY NAW CAO SING N N 32 YLY NAW HNAW SING N N 33 YLY CAO CAM SING N N 34 YLY CAO HAO1 SING N N 35 YLY CAO HAO2 SING N N 36 YLY CAM CAN SING N N 37 YLY CAM HAM1 SING N N 38 YLY CAM HAM2 SING N N 39 YLY CAN CB SING N N 40 YLY CAN HAN1 SING N N 41 YLY CAN HAN2 SING N N 42 YLY CB CA SING N N 43 YLY CB HB1 SING N N 44 YLY CB HB2 SING N N 45 YLY CA N SING N N 46 YLY CA C SING N N 47 YLY CA HA SING N N 48 YLY N HN1 SING N N 49 YLY N HN2 SING N N 50 YLY C OAY SING N N 51 YLY C O DOUB N N 52 YLY OAY PBN SING N N 53 YLY PBN "O5'" SING N N 54 YLY PBN OAI DOUB N N 55 YLY PBN OAF SING N N 56 YLY OAF HOAF SING N N 57 YLY "O5'" "C5'" SING N N 58 YLY "C5'" "C4'" SING N N 59 YLY "C5'" "H5'1" SING N N 60 YLY "C5'" "H5'2" SING N N 61 YLY "C4'" "C3'" SING N N 62 YLY "C4'" "O4'" SING N N 63 YLY "C4'" "H4'" SING N N 64 YLY "O4'" "C1'" SING N N 65 YLY "C3'" "O3'" SING N N 66 YLY "C3'" "C2'" SING N N 67 YLY "C3'" "H3'" SING N N 68 YLY "O3'" "HO3'" SING N N 69 YLY "C2'" "O2'" SING N N 70 YLY "C2'" "C1'" SING N N 71 YLY "C2'" "H2'" SING N N 72 YLY "O2'" "HO2'" SING N N 73 YLY "C1'" N9 SING N N 74 YLY "C1'" "H1'" SING N N 75 YLY C2 H2 SING N N 76 YLY N6 HN61 SING N N 77 YLY N6 HN62 SING N N 78 # 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 YLY SMILES ACDLabs 10.04 "O=C(NCCCCC(N)C(=O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C4NCCC4C" YLY SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CCN[C@@H]1C(=O)NCCCC[C@@H](N)C(=O)O[P@@](O)(=O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n3cnc4c(N)ncnc34" YLY SMILES CACTVS 3.341 "C[CH]1CCN[CH]1C(=O)NCCCC[CH](N)C(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" YLY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CCN[C@@H]1C(=O)NCCCC[C@H](C(=O)O[P@](=O)(O)OC[C@H]2[C@@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N" YLY SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCNC1C(=O)NCCCCC(C(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)N" YLY InChI InChI 1.03 "InChI=1S/C22H35N8O9P/c1-11-5-7-25-14(11)20(33)26-6-3-2-4-12(23)22(34)39-40(35,36)37-8-13-16(31)17(32)21(38-13)30-10-29-15-18(24)27-9-28-19(15)30/h9-14,16-17,21,25,31-32H,2-8,23H2,1H3,(H,26,33)(H,35,36)(H2,24,27,28)/t11-,12-,13+,14+,16+,17-,21-/m1/s1" YLY InChIKey InChI 1.03 MLNCIGVKMPQTPJ-CWEHIGOWSA-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 YLY "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-amino-6-({[(2S,3R)-3-methylpyrrolidin-2-yl]carbonyl}amino)hexanoyl [(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl hydrogen (R)-phosphate (non-preferred name)" YLY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] (2R)-2-amino-6-[[(2S,3R)-3-methylpyrrolidin-2-yl]carbonylamino]hexanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YLY "Create component" 2007-06-08 RCSB YLY "Modify descriptor" 2011-06-04 RCSB #