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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h26,35H,24H2
;
YLY InChIKey         InChI                1.02b MLNCIGVKMPQTPJ-GINHJWAWDY 
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 
# 
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"                                    
# 
