data_NHO
# 
_chem_comp.id                                    NHO 
_chem_comp.name                                  NICOTINAMIDE-ADENINE-DINUCLEOTIDE-5-HYDROXY-4-OXONORVALINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H35 N8 O18 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2003-08-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        809.546 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NHO 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Q7G 
_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 
NHO PA     PA     P 0 1 N N S 71.776 25.441 -13.929 2.690   -0.026 -0.983 PA     NHO 1  
NHO O1A    O1A    O 0 1 N N N 72.040 26.876 -14.211 1.905   0.881  -2.057 O1A    NHO 2  
NHO O2A    O2A    O 0 1 N N N 71.005 24.881 -15.059 3.278   -1.201 -1.665 O2A    NHO 3  
NHO "O5'"  "O5'"  O 0 1 N N N 73.100 24.535 -13.738 3.863   0.843  -0.303 "O5'"  NHO 4  
NHO "C5'"  "C5'"  C 0 1 N N N 74.302 25.091 -13.233 4.799   1.153  -1.337 "C5'"  NHO 5  
NHO "C4'"  "C4'"  C 0 1 N N R 75.481 24.636 -14.084 5.946   1.982  -0.755 "C4'"  NHO 6  
NHO "O4'"  "O4'"  O 0 1 N N N 75.912 23.334 -13.733 6.707   1.184  0.167  "O4'"  NHO 7  
NHO "C3'"  "C3'"  C 0 1 N N S 75.237 24.523 -15.585 6.900   2.421  -1.882 "C3'"  NHO 8  
NHO "O3'"  "O3'"  O 0 1 N N N 75.457 25.772 -16.256 6.973   3.846  -1.958 "O3'"  NHO 9  
NHO "C2'"  "C2'"  C 0 1 N N R 76.197 23.405 -15.999 8.272   1.829  -1.465 "C2'"  NHO 10 
NHO "O2'"  "O2'"  O 0 1 N N N 77.119 23.838 -17.000 9.326   2.760  -1.719 "O2'"  NHO 11 
NHO "C1'"  "C1'"  C 0 1 N N R 76.887 23.031 -14.707 8.082   1.609  0.057  "C1'"  NHO 12 
NHO N9A    N9A    N 0 1 Y N N 77.341 21.627 -14.705 8.986   0.566  0.548  N9A    NHO 13 
NHO C8A    C8A    C 0 1 Y N N 76.565 20.519 -14.890 8.713   -0.768 0.623  C8A    NHO 14 
NHO N7A    N7A    N 0 1 Y N N 77.310 19.437 -14.806 9.740   -1.405 1.106  N7A    NHO 15 
NHO C5A    C5A    C 0 1 Y N N 78.596 19.877 -14.561 10.734  -0.524 1.370  C5A    NHO 16 
NHO C6A    C6A    C 0 1 Y N N 79.819 19.129 -14.380 12.036  -0.629 1.887  C6A    NHO 17 
NHO N6A    N6A    N 0 1 N N N 79.757 17.773 -14.452 12.555  -1.859 2.254  N6A    NHO 18 
NHO N1A    N1A    N 0 1 Y N N 80.977 19.824 -14.143 12.758  0.479  2.016  N1A    NHO 19 
NHO C2A    C2A    C 0 1 Y N N 80.929 21.202 -14.091 12.271  1.656  1.669  C2A    NHO 20 
NHO N3A    N3A    N 0 1 Y N N 79.842 21.974 -14.249 11.058  1.803  1.180  N3A    NHO 21 
NHO C4A    C4A    C 0 1 Y N N 78.650 21.285 -14.490 10.264  0.751  1.010  C4A    NHO 22 
NHO OPP    OPP    O 0 1 N N N 70.862 25.079 -12.651 1.663   -0.523 0.153  OPP    NHO 23 
NHO PN     PN     P 0 1 N N S 70.792 26.121 -11.439 0.859   -1.775 -0.462 PN     NHO 24 
NHO O1N    O1N    O 0 1 N N N 69.530 26.872 -11.663 1.769   -3.100 -0.358 O1N    NHO 25 
NHO O2N    O2N    O 0 1 N N N 71.976 27.025 -11.348 0.540   -1.507 -1.882 O2N    NHO 26 
NHO O5B    O5*    O 0 1 N N N 70.633 25.169 -10.148 -0.506  -1.995 0.363  O5B    NHO 27 
NHO C5B    C5*    C 0 1 N N N 71.722 24.355 -9.732  -1.226  -3.036 -0.299 C5B    NHO 28 
NHO C4B    C4*    C 0 1 N N R 71.277 23.472 -8.572  -2.541  -3.296 0.438  C4B    NHO 29 
NHO O4B    O4*    O 0 1 N N N 70.510 24.260 -7.647  -3.414  -2.151 0.326  O4B    NHO 30 
NHO C3B    C3*    C 0 1 N N S 70.370 22.313 -8.978  -3.317  -4.452 -0.231 C3B    NHO 31 
NHO O3B    O3*    O 0 1 N N N 70.866 21.080 -8.438  -3.096  -5.676 0.472  O3B    NHO 32 
NHO C2B    C2*    C 0 1 N N R 69.032 22.708 -8.415  -4.799  -4.022 -0.123 C2B    NHO 33 
NHO O2B    O2*    O 0 1 N N N 68.221 21.557 -8.166  -5.539  -4.970 0.648  O2B    NHO 34 
NHO C1B    C1*    C 0 1 N N R 69.418 23.474 -7.178  -4.740  -2.657 0.597  C1B    NHO 35 
NHO N1N    N1N    N 1 1 Y N N 68.318 24.298 -6.582  -5.753  -1.749 0.052  N1N    NHO 36 
NHO C2N    C2N    C 0 1 Y N N 67.735 25.333 -7.348  -6.869  -1.559 0.723  C2N    NHO 37 
NHO C3N    C3N    C 0 1 Y N N 66.715 26.082 -6.787  -7.853  -0.697 0.236  C3N    NHO 38 
NHO C7N    C7N    C 0 1 N N N 66.363 27.419 -7.383  -9.106  -0.484 0.991  C7N    NHO 39 
NHO O7N    O7N    O 0 1 N N N 65.460 28.042 -6.841  -9.956  0.270  0.557  O7N    NHO 40 
NHO N7N    N7N    N 0 1 N N N 67.026 27.900 -8.470  -9.306  -1.124 2.159  N7N    NHO 41 
NHO C4N    C4N    C 0 1 Y N N 65.957 25.540 -5.521  -7.637  -0.047 -0.985 C4N    NHO 42 
NHO C5N    C5N    C 0 1 Y N N 66.737 24.450 -4.786  -6.447  -0.281 -1.651 C5N    NHO 43 
NHO C6N    C6N    C 0 1 Y N N 67.922 23.968 -5.256  -5.520  -1.146 -1.099 C6N    NHO 44 
NHO O5R    O5R    O 0 1 N N N 63.798 24.787 -4.666  -8.517  0.963  -2.973 O5R    NHO 45 
NHO C5R    C5R    C 0 1 N N S 64.528 24.978 -5.884  -8.671  0.890  -1.555 C5R    NHO 46 
NHO C4R    C4R    C 0 1 N N N 64.324 23.776 -6.866  -8.490  2.262  -0.958 C4R    NHO 47 
NHO O4R    O4R    O 0 1 N N N 65.241 23.102 -7.277  -7.994  3.145  -1.615 O4R    NHO 48 
NHO C3R    C3R    C 0 1 N N N 62.880 23.455 -7.296  -8.929  2.531  0.458  C3R    NHO 49 
NHO C2R    C2R    C 0 1 N N S 62.238 24.377 -8.380  -8.635  3.990  0.814  C2R    NHO 50 
NHO N1R    N1R    N 0 1 N N N 63.141 25.489 -8.754  -7.183  4.212  0.808  N1R    NHO 51 
NHO C1R    C1R    C 0 1 N N N 60.892 24.923 -7.889  -9.183  4.293  2.185  C1R    NHO 52 
NHO O1R    O1R    O 0 1 N N N 60.117 24.373 -7.081  -10.491 4.553  2.341  O1R    NHO 53 
NHO OR     OR     O 0 1 N N N 60.616 26.030 -8.390  -8.447  4.302  3.142  OR     NHO 54 
NHO H1A    H1A    H 0 1 N N N 72.536 27.236 -13.485 1.538   1.633  -1.573 H1A    NHO 55 
NHO "H5'1" "1H5'" H 0 0 N N N 74.450 24.857 -12.153 5.196   0.229  -1.757 "H5'1" NHO 56 
NHO "H5'2" "2H5'" H 0 0 N N N 74.248 26.202 -13.152 4.300   1.723  -2.120 "H5'2" NHO 57 
NHO "H4'"  "H4'"  H 0 1 N N N 76.216 25.448 -13.876 5.547   2.859  -0.244 "H4'"  NHO 58 
NHO "H3'"  "H3'"  H 0 1 N N N 74.184 24.283 -15.861 6.579   2.005  -2.837 "H3'"  NHO 59 
NHO H3     H3     H 0 1 N N N 75.305 25.702 -17.191 7.628   4.057  -2.637 H3     NHO 60 
NHO "H2'"  "H2'"  H 0 1 N N N 75.674 22.539 -16.466 8.460   0.883  -1.974 "H2'"  NHO 61 
NHO H2     H2     H 0 1 N N N 77.715 23.144 -17.257 9.393   2.852  -2.679 H2     NHO 62 
NHO "H1'"  "H1'"  H 0 1 N N N 77.837 23.585 -14.522 8.241   2.540  0.602  "H1'"  NHO 63 
NHO H8A    H8A    H 0 1 N N N 75.479 20.500 -15.082 7.782   -1.227 0.326  H8A    NHO 64 
NHO H6A1   1H6A   H 0 0 N N N 79.330 17.505 -15.339 12.019  -2.661 2.155  H6A1   NHO 65 
NHO H6A2   2H6A   H 0 0 N N N 80.620 17.245 -14.324 13.456  -1.919 2.609  H6A2   NHO 66 
NHO H2A    H2A    H 0 1 N N N 81.868 21.749 -13.901 12.892  2.532  1.790  H2A    NHO 67 
NHO H1N    H1N    H 0 1 N N N 69.488 27.491 -10.943 1.954   -3.238 0.581  H1N    NHO 68 
NHO H5A1   1H5*   H 0 0 N N N 72.627 24.956 -9.482  -0.626  -3.946 -0.304 H5A1   NHO 69 
NHO H5A2   2H5*   H 0 0 N N N 72.152 23.763 -10.573 -1.438  -2.736 -1.325 H5A2   NHO 70 
NHO H4B    H4*    H 0 1 N N N 72.218 23.057 -8.141  -2.348  -3.525 1.486  H4B    NHO 71 
NHO H3B    H3*    H 0 1 N N N 70.315 22.138 -10.078 -3.023  -4.554 -1.276 H3B    NHO 72 
NHO H4     H4     H 0 1 N N N 70.302 20.359 -8.691  -3.603  -6.358 0.010  H4     NHO 73 
NHO H2B    H2*    H 0 1 N N N 68.397 23.321 -9.097  -5.238  -3.912 -1.114 H2B    NHO 74 
NHO H5     H5     H 0 1 N N N 67.376 21.806 -7.810  -5.488  -5.814 0.179  H5     NHO 75 
NHO H1B    H1*    H 0 1 N N N 69.672 22.803 -6.325  -4.885  -2.786 1.669  H1B    NHO 76 
NHO H2N    H2N    H 0 1 N N N 68.073 25.554 -8.374  -7.023  -2.072 1.661  H2N    NHO 77 
NHO H7N1   1H7N   H 0 0 N N N 66.788 28.806 -8.874  -8.628  -1.725 2.506  H7N1   NHO 78 
NHO H7N2   2H7N   H 0 0 N N N 67.779 27.381 -8.922  -10.129 -0.984 2.654  H7N2   NHO 79 
NHO H5N    H5N    H 0 1 N N N 66.420 23.974 -3.843  -6.244  0.207  -2.594 H5N    NHO 80 
NHO H6N    H6N    H 0 1 N N N 68.535 23.337 -4.591  -4.591  -1.331 -1.617 H6N    NHO 81 
NHO H1     H1     H 0 1 N N N 62.938 24.449 -4.885  -7.624  1.295  -3.141 H1     NHO 82 
NHO H5R    H5R    H 0 1 N N N 64.136 25.781 -6.551  -9.668  0.518  -1.316 H5R    NHO 83 
NHO H3R1   1H3R   H 0 0 N N N 62.222 23.427 -6.396  -8.386  1.875  1.138  H3R1   NHO 84 
NHO H3R2   2H3R   H 0 0 N N N 62.820 22.393 -7.629  -9.999  2.344  0.549  H3R2   NHO 85 
NHO H2R    H2R    H 0 1 N N N 62.067 23.759 -9.292  -9.106  4.645  0.081  H2R    NHO 86 
NHO H1R1   1H1R   H 0 0 N N N 64.054 25.144 -9.051  -6.791  3.589  1.498  H1R1   NHO 87 
NHO H1R2   2H1R   H 0 0 N N N 62.722 26.091 -9.462  -6.845  3.900  -0.090 H1R2   NHO 88 
NHO H1R    H1R    H 0 1 N N N 59.283 24.711 -6.777  -10.843 4.748  3.221  H1R    NHO 89 
# 
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 
NHO PA    O1A    SING N N 1  
NHO PA    O2A    DOUB N N 2  
NHO PA    "O5'"  SING N N 3  
NHO PA    OPP    SING N N 4  
NHO O1A   H1A    SING N N 5  
NHO "O5'" "C5'"  SING N N 6  
NHO "C5'" "C4'"  SING N N 7  
NHO "C5'" "H5'1" SING N N 8  
NHO "C5'" "H5'2" SING N N 9  
NHO "C4'" "O4'"  SING N N 10 
NHO "C4'" "C3'"  SING N N 11 
NHO "C4'" "H4'"  SING N N 12 
NHO "O4'" "C1'"  SING N N 13 
NHO "C3'" "O3'"  SING N N 14 
NHO "C3'" "C2'"  SING N N 15 
NHO "C3'" "H3'"  SING N N 16 
NHO "O3'" H3     SING N N 17 
NHO "C2'" "O2'"  SING N N 18 
NHO "C2'" "C1'"  SING N N 19 
NHO "C2'" "H2'"  SING N N 20 
NHO "O2'" H2     SING N N 21 
NHO "C1'" N9A    SING N N 22 
NHO "C1'" "H1'"  SING N N 23 
NHO N9A   C8A    SING Y N 24 
NHO N9A   C4A    SING Y N 25 
NHO C8A   N7A    DOUB Y N 26 
NHO C8A   H8A    SING N N 27 
NHO N7A   C5A    SING Y N 28 
NHO C5A   C6A    DOUB Y N 29 
NHO C5A   C4A    SING Y N 30 
NHO C6A   N6A    SING N N 31 
NHO C6A   N1A    SING Y N 32 
NHO N6A   H6A1   SING N N 33 
NHO N6A   H6A2   SING N N 34 
NHO N1A   C2A    DOUB Y N 35 
NHO C2A   N3A    SING Y N 36 
NHO C2A   H2A    SING N N 37 
NHO N3A   C4A    DOUB Y N 38 
NHO OPP   PN     SING N N 39 
NHO PN    O1N    SING N N 40 
NHO PN    O2N    DOUB N N 41 
NHO PN    O5B    SING N N 42 
NHO O1N   H1N    SING N N 43 
NHO O5B   C5B    SING N N 44 
NHO C5B   C4B    SING N N 45 
NHO C5B   H5A1   SING N N 46 
NHO C5B   H5A2   SING N N 47 
NHO C4B   O4B    SING N N 48 
NHO C4B   C3B    SING N N 49 
NHO C4B   H4B    SING N N 50 
NHO O4B   C1B    SING N N 51 
NHO C3B   O3B    SING N N 52 
NHO C3B   C2B    SING N N 53 
NHO C3B   H3B    SING N N 54 
NHO O3B   H4     SING N N 55 
NHO C2B   O2B    SING N N 56 
NHO C2B   C1B    SING N N 57 
NHO C2B   H2B    SING N N 58 
NHO O2B   H5     SING N N 59 
NHO C1B   N1N    SING N N 60 
NHO C1B   H1B    SING N N 61 
NHO N1N   C2N    DOUB Y N 62 
NHO N1N   C6N    SING Y N 63 
NHO C2N   C3N    SING Y N 64 
NHO C2N   H2N    SING N N 65 
NHO C3N   C7N    SING N N 66 
NHO C3N   C4N    DOUB Y N 67 
NHO C7N   O7N    DOUB N N 68 
NHO C7N   N7N    SING N N 69 
NHO N7N   H7N1   SING N N 70 
NHO N7N   H7N2   SING N N 71 
NHO C4N   C5N    SING Y N 72 
NHO C4N   C5R    SING N N 73 
NHO C5N   C6N    DOUB Y N 74 
NHO C5N   H5N    SING N N 75 
NHO C6N   H6N    SING N N 76 
NHO O5R   C5R    SING N N 77 
NHO O5R   H1     SING N N 78 
NHO C5R   C4R    SING N N 79 
NHO C5R   H5R    SING N N 80 
NHO C4R   O4R    DOUB N N 81 
NHO C4R   C3R    SING N N 82 
NHO C3R   C2R    SING N N 83 
NHO C3R   H3R1   SING N N 84 
NHO C3R   H3R2   SING N N 85 
NHO C2R   N1R    SING N N 86 
NHO C2R   C1R    SING N N 87 
NHO C2R   H2R    SING N N 88 
NHO N1R   H1R1   SING N N 89 
NHO N1R   H1R2   SING N N 90 
NHO C1R   O1R    SING N N 91 
NHO C1R   OR     DOUB N N 92 
NHO O1R   H1R    SING N N 93 
# 
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 
NHO InChI            InChI                1.02b 
;InChI=1/C26H34N8O18P2/c27-11(26(42)43)3-12(35)16(36)9-1-2-33(4-10(9)22(29)41)24-19(39)17(37)13(50-24)5-48-53(44,45)52-54(46,47)49-6-14-18(38)20(40)25(51-14)34-8-32-15-21(28)30-7-31-23(15)34/h1-2,4,7-8,11,13-14,16-20,24-25,36-40H,3,5-6,27H2,(H6-,28,29,30,31,41,42,43,44,45,46,47)/p+1/t11-,13+,14+,16-,17+,18+,19+,20+,24+,25+/m0/s1/fC26H35N8O18P2/h42,44,46H,28-29H2/q+1
;
NHO InChIKey         InChI                1.02b RSVNLFPFYXGAGU-PSFZMULVDH 
NHO SMILES_CANONICAL CACTVS               3.341 N[C@@H](CC(=O)[C@@H](O)c1cc[n+](cc1C(N)=O)[C@@H]2O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O)C(O)=O 
NHO SMILES           CACTVS               3.341 N[CH](CC(=O)[CH](O)c1cc[n+](cc1C(N)=O)[CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)[CH](O)[CH]2O)C(O)=O 
NHO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c[n+](cc(c1[C@@H](C(=O)C[C@@H](C(=O)O)N)O)C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O)O)O 
NHO SMILES           "OpenEye OEToolkits" 1.5.0 c1c[n+](cc(c1C(C(=O)CC(C(=O)O)N)O)C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           NHO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
;(2S,5S)-2-amino-5-[3-aminocarbonyl-1-[(2R,3R,4S,5R)-5-[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-3,4-dihydroxy-oxolan-2-yl]pyridin-1-ium-4-yl]-5-hydroxy-4-oxo-pentanoic acid
;
# 
