data_K15
# 
_chem_comp.id                                    K15 
_chem_comp.name                                  "5'-{[(3S)-3-amino-3-carboxypropyl](hexyl)amino}-5'-deoxyadenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H33 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-08-01 
_chem_comp.pdbx_modified_date                    2013-03-22 
_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                        451.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     K15 
_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        3VUZ 
_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 
K15 O     O     O 0 1 N N N -38.410 6.424  -22.259 -2.903 5.118  -1.458 O     K15 1  
K15 C     C     C 0 1 N N N -38.163 5.752  -21.239 -2.935 4.736  -0.312 C     K15 2  
K15 CA    CA    C 0 1 N N S -38.037 4.251  -21.371 -3.625 3.441  0.031  CA    K15 3  
K15 N     N     N 0 1 N N N -38.260 3.851  -22.758 -4.532 3.064  -1.062 N     K15 4  
K15 CB    CB    C 0 1 N N N -36.658 3.771  -20.907 -2.579 2.342  0.228  CB    K15 5  
K15 CG    CG    C 0 1 N N N -36.623 2.276  -20.593 -3.266 1.065  0.716  CG    K15 6  
K15 ND    ND    N 0 1 N N N -37.193 2.021  -19.255 -2.283 -0.025 0.784  ND    K15 7  
K15 CE    CE    C 0 1 N N N -36.095 1.906  -18.273 -2.951 -1.330 0.874  CE    K15 8  
K15 C11   C11   C 0 1 N N N -35.692 0.467  -17.970 -3.711 -1.605 -0.425 C11   K15 9  
K15 C12   C12   C 0 1 N N N -34.301 0.423  -17.352 -4.405 -2.965 -0.331 C12   K15 10 
K15 C13   C13   C 0 1 N N N -34.219 -0.579 -16.205 -5.166 -3.240 -1.630 C13   K15 11 
K15 C14   C14   C 0 1 N N N -34.255 -2.032 -16.671 -5.860 -4.600 -1.536 C14   K15 12 
K15 C15   C15   C 0 1 N N N -34.651 -2.934 -15.525 -6.621 -4.875 -2.835 C15   K15 13 
K15 "C5'" "C5'" C 0 1 N N N -38.048 0.819  -19.266 -1.356 0.171  1.906  "C5'" K15 14 
K15 "C4'" "C4'" C 0 1 N N R -39.457 1.313  -19.569 -0.132 -0.727 1.719  "C4'" K15 15 
K15 "O4'" "O4'" O 0 1 N N N -39.590 1.515  -20.981 0.615  -0.322 0.551  "O4'" K15 16 
K15 "C1'" "C1'" C 0 1 N N R -40.727 0.829  -21.488 1.941  -0.862 0.742  "C1'" K15 17 
K15 "C2'" "C2'" C 0 1 N N R -41.573 0.475  -20.283 2.246  -0.640 2.240  "C2'" K15 18 
K15 "O2'" "O2'" O 0 1 N N N -42.520 1.545  -20.096 2.979  -1.746 2.771  "O2'" K15 19 
K15 "C3'" "C3'" C 0 1 N N S -40.567 0.364  -19.153 0.851  -0.549 2.898  "C3'" K15 20 
K15 "O3'" "O3'" O 0 1 N N N -41.127 0.781  -17.901 0.680  -1.597 3.855  "O3'" K15 21 
K15 N9    N9    N 0 1 Y N N -40.214 -0.352 -22.219 2.909  -0.141 -0.088 N9    K15 22 
K15 C8    C8    C 0 1 Y N N -38.960 -0.838 -22.169 2.787  1.138  -0.543 C8    K15 23 
K15 N7    N7    N 0 1 Y N N -38.808 -1.906 -22.994 3.831  1.460  -1.251 N7    K15 24 
K15 C5    C5    C 0 1 Y N N -39.990 -2.109 -23.603 4.687  0.411  -1.295 C5    K15 25 
K15 C6    C6    C 0 1 Y N N -40.533 -3.070 -24.591 5.940  0.182  -1.888 C6    K15 26 
K15 N6    N6    N 0 1 N N N -39.773 -4.057 -25.116 6.558  1.166  -2.639 N6    K15 27 
K15 C4    C4    C 0 1 Y N N -40.905 -1.076 -23.099 4.109  -0.627 -0.544 C4    K15 28 
K15 N3    N3    N 0 1 Y N N -42.179 -1.055 -23.548 4.759  -1.781 -0.430 N3    K15 29 
K15 C2    C2    C 0 1 Y N N -42.595 -1.963 -24.443 5.927  -1.953 -1.010 C2    K15 30 
K15 N1    N1    N 0 1 Y N N -41.819 -2.933 -24.952 6.517  -1.002 -1.712 N1    K15 31 
K15 OXT   OXT   O 0 1 N N N -38.023 6.285  -20.117 -2.352 5.462  0.654  OXT   K15 32 
K15 H1    H1    H 0 1 N N N -38.798 3.780  -20.732 -4.197 3.566  0.951  H1    K15 33 
K15 H2    H2    H 0 1 N N N -38.175 2.858  -22.837 -5.271 3.743  -1.169 H2    K15 34 
K15 H3    H3    H 0 1 N N N -39.177 4.130  -23.042 -4.025 2.942  -1.926 H3    K15 35 
K15 H5    H5    H 0 1 N N N -35.928 3.980  -21.703 -2.077 2.144  -0.720 H5    K15 36 
K15 H6    H6    H 0 1 N N N -36.380 4.327  -19.999 -1.846 2.666  0.966  H6    K15 37 
K15 H7    H7    H 0 1 N N N -37.211 1.733  -21.348 -3.688 1.236  1.707  H7    K15 38 
K15 H8    H8    H 0 1 N N N -35.581 1.924  -20.617 -4.063 0.793  0.024  H8    K15 39 
K15 H10   H10   H 0 1 N N N -35.217 2.436  -18.670 -2.204 -2.110 1.030  H10   K15 40 
K15 H11   H11   H 0 1 N N N -36.417 2.381  -17.335 -3.650 -1.324 1.710  H11   K15 41 
K15 H12   H12   H 0 1 N N N -36.415 0.029  -17.266 -4.457 -0.826 -0.581 H12   K15 42 
K15 H13   H13   H 0 1 N N N -35.692 -0.114 -18.904 -3.011 -1.612 -1.261 H13   K15 43 
K15 H14   H14   H 0 1 N N N -33.576 0.135  -18.128 -3.659 -3.744 -0.175 H14   K15 44 
K15 H15   H15   H 0 1 N N N -34.050 1.423  -16.969 -5.105 -2.959 0.505  H15   K15 45 
K15 H16   H16   H 0 1 N N N -33.279 -0.410 -15.660 -5.912 -2.461 -1.787 H16   K15 46 
K15 H17   H17   H 0 1 N N N -35.070 -0.407 -15.530 -4.466 -3.247 -2.466 H17   K15 47 
K15 H18   H18   H 0 1 N N N -34.987 -2.135 -17.485 -5.115 -5.379 -1.380 H18   K15 48 
K15 H19   H19   H 0 1 N N N -33.258 -2.322 -17.035 -6.560 -4.594 -0.700 H19   K15 49 
K15 H20   H20   H 0 1 N N N -34.674 -3.978 -15.871 -5.921 -4.882 -3.671 H20   K15 50 
K15 H21   H21   H 0 1 N N N -33.919 -2.834 -14.710 -7.116 -5.844 -2.768 H21   K15 51 
K15 H22   H22   H 0 1 N N N -35.648 -2.647 -15.160 -7.367 -4.096 -2.992 H22   K15 52 
K15 H23   H23   H 0 1 N N N -38.020 0.320  -18.286 -1.040 1.214  1.939  H23   K15 53 
K15 H24   H24   H 0 1 N N N -37.713 0.118  -20.044 -1.856 -0.086 2.840  H24   K15 54 
K15 H25   H25   H 0 1 N N N -39.606 2.269  -19.047 -0.437 -1.770 1.634  H25   K15 55 
K15 H26   H26   H 0 1 N N N -41.304 1.473  -22.168 1.956  -1.926 0.505  H26   K15 56 
K15 H27   H27   H 0 1 N N N -42.080 -0.489 -20.440 2.799  0.288  2.384  H27   K15 57 
K15 H28   H28   H 0 1 N N N -43.069 1.355  -19.345 3.197  -1.659 3.709  H28   K15 58 
K15 H29   H29   H 0 1 N N N -40.180 -0.664 -19.093 0.712  0.425  3.367  H29   K15 59 
K15 H30   H30   H 0 1 N N N -40.472 0.699  -17.218 1.272  -1.534 4.616  H30   K15 60 
K15 H31   H31   H 0 1 N N N -38.174 -0.430 -21.551 1.948  1.788  -0.346 H31   K15 61 
K15 H32   H32   H 0 1 N N N -40.321 -4.596 -25.756 6.127  2.026  -2.760 H32   K15 62 
K15 H33   H33   H 0 1 N N N -38.994 -3.657 -25.599 7.423  0.996  -3.043 H33   K15 63 
K15 H34   H34   H 0 1 N N N -43.621 -1.910 -24.776 6.429  -2.902 -0.897 H34   K15 64 
K15 H35   H35   H 0 1 N N N -38.134 7.225  -20.196 -1.854 6.243  0.377  H35   K15 65 
# 
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 
K15 N6    C6    SING N N 1  
K15 N1    C6    DOUB Y N 2  
K15 N1    C2    SING Y N 3  
K15 C6    C5    SING Y N 4  
K15 C2    N3    DOUB Y N 5  
K15 C5    C4    DOUB Y N 6  
K15 C5    N7    SING Y N 7  
K15 N3    C4    SING Y N 8  
K15 C4    N9    SING Y N 9  
K15 N7    C8    DOUB Y N 10 
K15 N     CA    SING N N 11 
K15 O     C     DOUB N N 12 
K15 N9    C8    SING Y N 13 
K15 N9    "C1'" SING N N 14 
K15 "C1'" "O4'" SING N N 15 
K15 "C1'" "C2'" SING N N 16 
K15 CA    C     SING N N 17 
K15 CA    CB    SING N N 18 
K15 C     OXT   SING N N 19 
K15 "O4'" "C4'" SING N N 20 
K15 CB    CG    SING N N 21 
K15 CG    ND    SING N N 22 
K15 "C2'" "O2'" SING N N 23 
K15 "C2'" "C3'" SING N N 24 
K15 "C4'" "C5'" SING N N 25 
K15 "C4'" "C3'" SING N N 26 
K15 "C5'" ND    SING N N 27 
K15 ND    CE    SING N N 28 
K15 "C3'" "O3'" SING N N 29 
K15 CE    C11   SING N N 30 
K15 C11   C12   SING N N 31 
K15 C12   C13   SING N N 32 
K15 C14   C13   SING N N 33 
K15 C14   C15   SING N N 34 
K15 CA    H1    SING N N 35 
K15 N     H2    SING N N 36 
K15 N     H3    SING N N 37 
K15 CB    H5    SING N N 38 
K15 CB    H6    SING N N 39 
K15 CG    H7    SING N N 40 
K15 CG    H8    SING N N 41 
K15 CE    H10   SING N N 42 
K15 CE    H11   SING N N 43 
K15 C11   H12   SING N N 44 
K15 C11   H13   SING N N 45 
K15 C12   H14   SING N N 46 
K15 C12   H15   SING N N 47 
K15 C13   H16   SING N N 48 
K15 C13   H17   SING N N 49 
K15 C14   H18   SING N N 50 
K15 C14   H19   SING N N 51 
K15 C15   H20   SING N N 52 
K15 C15   H21   SING N N 53 
K15 C15   H22   SING N N 54 
K15 "C5'" H23   SING N N 55 
K15 "C5'" H24   SING N N 56 
K15 "C4'" H25   SING N N 57 
K15 "C1'" H26   SING N N 58 
K15 "C2'" H27   SING N N 59 
K15 "O2'" H28   SING N N 60 
K15 "C3'" H29   SING N N 61 
K15 "O3'" H30   SING N N 62 
K15 C8    H31   SING N N 63 
K15 N6    H32   SING N N 64 
K15 N6    H33   SING N N 65 
K15 C2    H34   SING N N 66 
K15 OXT   H35   SING N N 67 
# 
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 
K15 SMILES           ACDLabs              12.01 "O=C(O)C(N)CCN(CCCCCC)CC3OC(n2cnc1c(ncnc12)N)C(O)C3O"                                                                                                                                                        
K15 InChI            InChI                1.03  "InChI=1S/C20H33N7O5/c1-2-3-4-5-7-26(8-6-12(21)20(30)31)9-13-15(28)16(29)19(32-13)27-11-25-14-17(22)23-10-24-18(14)27/h10-13,15-16,19,28-29H,2-9,21H2,1H3,(H,30,31)(H2,22,23,24)/t12-,13+,15+,16+,19+/m0/s1" 
K15 InChIKey         InChI                1.03  PUFLVFWUSGLSNL-BPAMBQHCSA-N                                                                                                                                                                                  
K15 SMILES_CANONICAL CACTVS               3.370 "CCCCCCN(CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"                                                                                                                                   
K15 SMILES           CACTVS               3.370 "CCCCCCN(CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                                                         
K15 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCCN(CC[C@@H](C(=O)O)N)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"                                                                                                                                 
K15 SMILES           "OpenEye OEToolkits" 1.7.6 "CCCCCCN(CCC(C(=O)O)N)CC1C(C(C(O1)n2cnc3c2ncnc3N)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 
K15 "SYSTEMATIC NAME" ACDLabs              12.01 "5'-{[(3S)-3-amino-3-carboxypropyl](hexyl)amino}-5'-deoxyadenosine"                                                    
K15 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-hexyl-amino]-2-azanyl-butanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
K15 "Create component" 2012-08-01 PDBJ 
K15 "Initial release"  2013-03-27 RCSB 
# 
