data_NAI
# 
_chem_comp.id                                    NAI 
_chem_comp.name                                  "1,4-DIHYDRONICOTINAMIDE ADENINE DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H29 N7 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NADH 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-13 
_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                        665.441 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAI 
_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        1EK6 
_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 
NAI PA   AP   P 0 1 N N S 33.720 21.097 42.151 -0.830  0.715  0.782  PA   NAI 1  
NAI O1A  AO1  O 0 1 N N N 32.300 21.491 42.270 -1.220  -0.283 1.803  O1A  NAI 2  
NAI O2A  AO2  O 0 1 N N N 34.461 20.851 43.450 -0.185  2.000  1.506  O2A  NAI 3  
NAI O5B  AO5* O 0 1 N N N 34.582 22.165 41.334 -2.131  1.165  -0.053 O5B  NAI 4  
NAI C5B  AC5* C 0 1 N N N 34.006 23.115 40.422 -3.094  1.623  0.898  C5B  NAI 5  
NAI C4B  AC4* C 0 1 N N R 34.401 24.461 40.964 -4.362  2.068  0.167  C4B  NAI 6  
NAI O4B  AO4* O 0 1 N N N 33.842 25.453 40.072 -4.998  0.933  -0.444 O4B  NAI 7  
NAI C3B  AC3* C 0 1 N N S 33.815 24.790 42.364 -5.361  2.672  1.172  C3B  NAI 8  
NAI O3B  AO3* O 0 1 N N N 34.830 25.236 43.278 -5.655  4.031  0.839  O3B  NAI 9  
NAI C2B  AC2* C 0 1 N N R 32.755 25.872 42.023 -6.628  1.790  1.019  C2B  NAI 10 
NAI O2B  AO2* O 0 1 N N N 32.577 26.831 43.100 -7.812  2.589  1.052  O2B  NAI 11 
NAI C1B  AC1* C 0 1 N N R 33.358 26.532 40.787 -6.422  1.166  -0.385 C1B  NAI 12 
NAI N9A  AN9  N 0 1 Y N N 32.381 27.168 39.943 -7.156  -0.096 -0.505 N9A  NAI 13 
NAI C8A  AC8  C 0 1 Y N N 31.151 26.722 39.577 -6.678  -1.339 -0.209 C8A  NAI 14 
NAI N7A  AN7  N 0 1 Y N N 30.501 27.564 38.756 -7.598  -2.233 -0.432 N7A  NAI 15 
NAI C5A  AC5  C 0 1 Y N N 31.400 28.603 38.591 -8.720  -1.623 -0.883 C5A  NAI 16 
NAI C6A  AC6  C 0 1 Y N N 31.295 29.824 37.868 -9.995  -2.064 -1.275 C6A  NAI 17 
NAI N6A  AN6  N 0 1 N N N 30.236 30.208 37.144 -10.319 -3.409 -1.244 N6A  NAI 18 
NAI N1A  AN1  N 0 1 Y N N 32.362 30.639 37.930 -10.883 -1.160 -1.676 N1A  NAI 19 
NAI C2A  AC2  C 0 1 Y N N 33.445 30.286 38.705 -10.583 0.125  -1.708 C2A  NAI 20 
NAI N3A  AN3  N 0 1 Y N N 33.631 29.183 39.411 -9.402  0.585  -1.350 N3A  NAI 21 
NAI C4A  AC4  C 0 1 Y N N 32.551 28.387 39.326 -8.452  -0.244 -0.930 C4A  NAI 22 
NAI O3   O3   O 0 1 N N N 33.806 19.827 41.237 0.251   0.064  -0.219 O3   NAI 23 
NAI PN   NP   P 0 1 N N S 35.095 18.935 40.784 1.247   -0.822 0.684  PN   NAI 24 
NAI O1N  NO1  O 0 1 N N N 34.870 17.546 41.211 0.555   -2.238 1.014  O1N  NAI 25 
NAI O2N  NO2  O 0 1 N N N 36.350 19.543 41.257 1.535   -0.107 1.948  O2N  NAI 26 
NAI O5D  NO5* O 0 1 N N N 35.055 19.015 39.180 2.621   -1.070 -0.117 O5D  NAI 27 
NAI C5D  NC5* C 0 1 N N N 35.836 19.985 38.468 3.501   -1.756 0.775  C5D  NAI 28 
NAI C4D  NC4* C 0 1 N N R 35.471 19.829 36.997 4.833   -2.024 0.072  C4D  NAI 29 
NAI O4D  NO4* O 0 1 N N N 35.704 18.438 36.584 5.518   -0.781 -0.198 O4D  NAI 30 
NAI C3D  NC3* C 0 1 N N S 34.060 20.185 36.560 5.787   -2.807 1.001  C3D  NAI 31 
NAI O3D  NO3* O 0 1 N N N 34.018 20.823 35.270 5.754   -4.201 0.692  O3D  NAI 32 
NAI C2D  NC2* C 0 1 N N R 33.421 18.782 36.499 7.183   -2.215 0.692  C2D  NAI 33 
NAI O2D  NO2* O 0 1 N N N 32.279 18.778 35.612 8.055   -3.228 0.185  O2D  NAI 34 
NAI C1D  NC1* C 0 1 N N R 34.560 17.929 35.979 6.904   -1.143 -0.385 C1D  NAI 35 
NAI N1N  NN1  N 0 1 N N N 34.437 16.478 36.224 7.768   0.022  -0.180 N1N  NAI 36 
NAI C2N  NC2  C 0 1 N N N 34.466 16.104 37.551 8.689   0.365  -1.129 C2N  NAI 37 
NAI C3N  NC3  C 0 1 N N N 34.317 14.752 37.813 9.234   1.595  -1.138 C3N  NAI 38 
NAI C7N  NC7  C 0 1 N N N 34.100 14.190 39.218 10.192  1.922  -2.126 C7N  NAI 39 
NAI O7N  NO7  O 0 1 N N N 33.880 12.996 39.350 10.515  1.093  -2.958 O7N  NAI 40 
NAI N7N  NN7  N 0 1 N N N 34.199 14.992 40.305 10.747  3.150  -2.147 N7N  NAI 41 
NAI C4N  NC4  C 0 1 N N N 34.661 13.797 36.786 8.850   2.627  -0.116 C4N  NAI 42 
NAI C5N  NC5  C 0 1 N N N 34.463 14.292 35.469 8.142   1.995  1.046  C5N  NAI 43 
NAI C6N  NC6  C 0 1 N N N 34.335 15.596 35.127 7.650   0.778  0.979  C6N  NAI 44 
NAI HOA2 2HOA H 0 0 N N N 35.373 20.597 43.373 0.055   2.624  0.807  HOA2 NAI 45 
NAI H51A AH51 H 0 0 N N N 34.296 22.953 39.357 -3.337  0.814  1.587  H51A NAI 46 
NAI H52A AH52 H 0 0 N N N 32.907 22.991 40.274 -2.682  2.464  1.457  H52A NAI 47 
NAI H4B  AH4* H 0 1 N N N 35.513 24.458 41.045 -4.110  2.806  -0.595 H4B  NAI 48 
NAI H3B  AH3* H 0 1 N N N 33.374 23.915 42.897 -4.970  2.605  2.186  H3B  NAI 49 
NAI HO3A AHO3 H 0 0 N N N 34.471 25.437 44.134 -6.329  4.332  1.465  HO3A NAI 50 
NAI H2B  AH2* H 0 1 N N N 31.735 25.449 41.862 -6.660  1.017  1.787  H2B  NAI 51 
NAI HO2A AHO2 H 0 0 N N N 31.928 27.493 42.891 -7.883  2.946  1.948  HO2A NAI 52 
NAI H1B  AH1* H 0 1 N N N 34.093 27.315 41.085 -6.729  1.863  -1.164 H1B  NAI 53 
NAI H8A  AH8  H 0 1 N N N 30.719 25.764 39.915 -5.684  -1.550 0.155  H8A  NAI 54 
NAI H61A AH61 H 0 0 N N N 30.160 31.083 36.625 -9.663  -4.060 -0.949 H61A NAI 55 
NAI H62A AH62 H 0 0 N N N 29.428 30.166 37.765 -11.203 -3.702 -1.517 H62A NAI 56 
NAI H2A  AH2  H 0 1 N N N 34.289 30.992 38.770 -11.334 0.826  -2.041 H2A  NAI 57 
NAI HO1N 1NHO H 0 0 N N N 35.620 17.026 40.947 0.384   -2.670 0.166  HO1N NAI 58 
NAI H51N NH51 H 0 0 N N N 35.706 21.024 38.849 3.051   -2.703 1.074  H51N NAI 59 
NAI H52N NH52 H 0 0 N N N 36.930 19.903 38.664 3.674   -1.141 1.659  H52N NAI 60 
NAI H4D  NH4* H 0 1 N N N 36.127 20.584 36.505 4.668   -2.575 -0.854 H4D  NAI 61 
NAI H3D  NH3* H 0 1 N N N 33.554 20.914 37.234 5.524   -2.641 2.045  H3D  NAI 62 
NAI HO3N NHO3 H 0 0 N N N 33.135 21.045 34.996 6.366   -4.637 1.301  HO3N NAI 63 
NAI H2D  NH2* H 0 1 N N N 33.021 18.416 37.473 7.609   -1.757 1.584  H2D  NAI 64 
NAI HO2N NHO2 H 0 0 N N N 31.885 17.914 35.574 8.141   -3.896 0.879  HO2N NAI 65 
NAI H1D  NH1* H 0 1 N N N 34.574 17.992 34.865 7.057   -1.557 -1.381 H1D  NAI 66 
NAI H2N  NH2  H 0 1 N N N 34.600 16.844 38.357 8.980   -0.356 -1.879 H2N  NAI 67 
NAI H71N NH71 H 0 0 N N N 34.382 15.989 40.194 11.404  3.374  -2.825 H71N NAI 68 
NAI H72N NH72 H 0 0 N N N 34.054 14.617 41.242 10.486  3.811  -1.487 H72N NAI 69 
NAI H4N  NH4  H 0 1 N N N 35.706 13.431 36.918 8.190   3.356  -0.584 H4N  NAI 70 
NAI H42N 2NH4 H 0 0 N N N 34.110 12.838 36.935 9.746   3.134  0.244  H42N NAI 71 
NAI H5N  NH5  H 0 1 N N N 34.402 13.588 34.621 8.037   2.554  1.964  H5N  NAI 72 
NAI H6N  NH6  H 0 1 N N N 34.167 15.902 34.080 7.146   0.359  1.838  H6N  NAI 73 
# 
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 
NAI PA  O1A  DOUB N N 1  
NAI PA  O2A  SING N N 2  
NAI PA  O5B  SING N N 3  
NAI PA  O3   SING N N 4  
NAI O2A HOA2 SING N N 5  
NAI O5B C5B  SING N N 6  
NAI C5B C4B  SING N N 7  
NAI C5B H51A SING N N 8  
NAI C5B H52A SING N N 9  
NAI C4B O4B  SING N N 10 
NAI C4B C3B  SING N N 11 
NAI C4B H4B  SING N N 12 
NAI O4B C1B  SING N N 13 
NAI C3B O3B  SING N N 14 
NAI C3B C2B  SING N N 15 
NAI C3B H3B  SING N N 16 
NAI O3B HO3A SING N N 17 
NAI C2B O2B  SING N N 18 
NAI C2B C1B  SING N N 19 
NAI C2B H2B  SING N N 20 
NAI O2B HO2A SING N N 21 
NAI C1B N9A  SING N N 22 
NAI C1B H1B  SING N N 23 
NAI N9A C8A  SING Y N 24 
NAI N9A C4A  SING Y N 25 
NAI C8A N7A  DOUB Y N 26 
NAI C8A H8A  SING N N 27 
NAI N7A C5A  SING Y N 28 
NAI C5A C6A  SING Y N 29 
NAI C5A C4A  DOUB Y N 30 
NAI C6A N6A  SING N N 31 
NAI C6A N1A  DOUB Y N 32 
NAI N6A H61A SING N N 33 
NAI N6A H62A SING N N 34 
NAI N1A C2A  SING Y N 35 
NAI C2A N3A  DOUB Y N 36 
NAI C2A H2A  SING N N 37 
NAI N3A C4A  SING Y N 38 
NAI O3  PN   SING N N 39 
NAI PN  O1N  SING N N 40 
NAI PN  O2N  DOUB N N 41 
NAI PN  O5D  SING N N 42 
NAI O1N HO1N SING N N 43 
NAI O5D C5D  SING N N 44 
NAI C5D C4D  SING N N 45 
NAI C5D H51N SING N N 46 
NAI C5D H52N SING N N 47 
NAI C4D O4D  SING N N 48 
NAI C4D C3D  SING N N 49 
NAI C4D H4D  SING N N 50 
NAI O4D C1D  SING N N 51 
NAI C3D O3D  SING N N 52 
NAI C3D C2D  SING N N 53 
NAI C3D H3D  SING N N 54 
NAI O3D HO3N SING N N 55 
NAI C2D O2D  SING N N 56 
NAI C2D C1D  SING N N 57 
NAI C2D H2D  SING N N 58 
NAI O2D HO2N SING N N 59 
NAI C1D N1N  SING N N 60 
NAI C1D H1D  SING N N 61 
NAI N1N C2N  SING N N 62 
NAI N1N C6N  SING N N 63 
NAI C2N C3N  DOUB N N 64 
NAI C2N H2N  SING N N 65 
NAI C3N C7N  SING N N 66 
NAI C3N C4N  SING N N 67 
NAI C7N O7N  DOUB N N 68 
NAI C7N N7N  SING N N 69 
NAI N7N H71N SING N N 70 
NAI N7N H72N SING N N 71 
NAI C4N C5N  SING N N 72 
NAI C4N H4N  SING N N 73 
NAI C4N H42N SING N N 74 
NAI C5N C6N  DOUB N N 75 
NAI C5N H5N  SING N N 76 
NAI C6N H6N  SING N N 77 
# 
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 
NAI InChI            InChI                1.02b 
;InChI=1/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1/f/h34,36H,22-23H2
;
NAI InChIKey         InChI                1.02b BOPGDPNILDQYTO-PPYAJIOHDA 
NAI SMILES_CANONICAL CACTVS               3.341 NC(=O)C1=CN(C=CC1)[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 
NAI SMILES           CACTVS               3.341 NC(=O)C1=CN(C=CC1)[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 
NAI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=CCC(=C5)C(=O)N)O)O)O)O)N 
NAI SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=CCC(=C5)C(=O)N)O)O)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           NAI 
_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        "[[(2R,3S,4R,5R)-5-(3-aminocarbonyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
