data_XNP
# 
_chem_comp.id                                    XNP 
_chem_comp.name                                  "Tricyclic NADPH" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N7 O17 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-01-07 
_chem_comp.pdbx_modified_date                    2017-01-13 
_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                        745.421 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_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        5HF2 
_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 
XNP "O3'" O1  O 0 1 N N N -5.627  32.070 13.090 -6.978  3.991  -0.734 "O3'" XNP 1  
XNP "C3'" C1  C 0 1 N N R -5.475  32.001 11.646 -6.863  2.917  0.201  "C3'" XNP 2  
XNP "C2'" C2  C 0 1 N N R -4.150  32.536 11.127 -7.962  1.891  -0.019 "C2'" XNP 3  
XNP "O2'" O2  O 0 1 N N N -3.015  32.619 12.026 -9.154  2.195  -0.716 "O2'" XNP 4  
XNP CAA   C3  C 0 1 N N R -2.033  31.700 11.353 -9.528  0.940  -1.346 CAA   XNP 5  
XNP CAB   C4  C 0 1 N N N -0.570  32.028 11.449 -10.529 0.186  -0.466 CAB   XNP 6  
XNP CAC   C5  C 0 1 N N N 0.124   30.851 10.733 -10.804 -1.181 -1.095 CAC   XNP 7  
XNP CAD   C6  C 0 1 N N N -0.453  30.550 9.475  -9.533  -1.894 -1.454 CAD   XNP 8  
XNP CBT   C7  C 0 1 N N N 0.219   29.793 8.508  -9.574  -3.295 -1.645 CBT   XNP 9  
XNP OBV   O3  O 0 1 N N N -0.289  29.590 7.394  -8.558  -3.900 -1.937 OBV   XNP 10 
XNP NBU   N1  N 0 1 N N N 1.431   29.358 8.852  -10.738 -3.960 -1.505 NBU   XNP 11 
XNP CAE   C8  C 0 1 N N N -1.748  30.944 9.154  -8.353  -1.257 -1.601 CAE   XNP 12 
XNP NAF   N2  N 0 1 N N N -2.458  31.741 9.948  -8.300  0.085  -1.390 NAF   XNP 13 
XNP "C1'" C9  C 0 1 N N R -3.696  31.220 10.445 -7.245  0.998  -1.108 "C1'" XNP 14 
XNP "O4'" O4  O 0 1 N N N -4.818  30.760 9.795  -6.005  0.768  -0.504 "O4'" XNP 15 
XNP "C4'" C10 C 0 1 N N R -5.386  30.547 11.116 -5.571  2.089  -0.063 "C4'" XNP 16 
XNP "C5'" C11 C 0 1 N N N -6.730  29.854 11.143 -4.752  1.970  1.224  "C5'" XNP 17 
XNP "O5'" O5  O 0 1 N N N -7.555  30.481 10.192 -3.516  1.311  0.943  "O5'" XNP 18 
XNP PAN   P1  P 0 1 N N N -7.697  29.938 8.688  -2.404  1.015  2.069  PAN   XNP 19 
XNP OBP   O6  O 0 1 N N N -9.312  29.878 8.453  -3.020  0.259  3.183  OBP   XNP 20 
XNP OBO   O7  O 0 1 N N N -7.059  28.627 8.460  -1.819  2.408  2.625  OBO   XNP 21 
XNP OAO   O8  O 0 1 N N N -7.188  31.188 7.844  -1.208  0.149  1.429  OAO   XNP 22 
XNP PAP   P2  P 0 1 N N N -6.865  31.111 6.285  -0.056  -0.792 2.043  PAP   XNP 23 
XNP OBQ   O9  O 0 1 N N N -5.848  32.199 5.803  0.479   -0.175 3.277  OBQ   XNP 24 
XNP OBR   O10 O 0 1 N N N -7.610  30.190 5.403  -0.671  -2.239 2.390  OBR   XNP 25 
XNP OAQ   O11 O 0 1 N N N -7.999  32.303 6.077  1.132   -0.958 0.968  OAQ   XNP 26 
XNP CAR   C12 C 0 1 N N N -9.447  32.073 6.192  2.349   -1.651 1.253  CAR   XNP 27 
XNP CAS   C13 C 0 1 N N R -10.258 33.129 5.379  3.253   -1.621 0.019  CAS   XNP 28 
XNP OAW   O12 O 0 1 N N N -10.057 32.985 3.944  3.676   -0.273 -0.245 OAW   XNP 29 
XNP CAT   C14 C 0 1 N N R -11.763 32.917 5.480  4.522   -2.456 0.280  CAT   XNP 30 
XNP OAZ   O13 O 0 1 N N N -12.285 33.405 6.726  4.619   -3.525 -0.664 OAZ   XNP 31 
XNP CAU   C15 C 0 1 N N R -12.219 33.787 4.317  5.684   -1.452 0.082  CAU   XNP 32 
XNP OAY   O14 O 0 1 N N N -11.899 35.142 4.501  6.768   -2.060 -0.623 OAY   XNP 33 
XNP PBA   P3  P 0 1 N N N -13.179 36.104 4.900  8.257   -2.166 -0.019 PBA   XNP 34 
XNP OBB   O15 O 0 1 N N N -12.535 37.557 4.990  8.207   -2.838 1.299  OBB   XNP 35 
XNP OBC   O16 O 0 1 N N N -13.595 35.660 6.368  9.183   -3.020 -1.021 OBC   XNP 36 
XNP OBD   O17 O 0 1 N N N -14.268 35.974 3.901  8.873   -0.689 0.154  OBD   XNP 37 
XNP CAV   C16 C 0 1 N N R -11.337 33.207 3.265  5.016   -0.347 -0.775 CAV   XNP 38 
XNP NAX   N3  N 0 1 Y N N -12.030 31.996 2.815  5.712   0.931  -0.603 NAX   XNP 39 
XNP CBE   C17 C 0 1 Y N N -11.163 30.832 2.633  5.423   1.887  0.325  CBE   XNP 40 
XNP NBF   N4  N 0 1 Y N N -12.003 30.047 1.671  6.239   2.892  0.196  NBF   XNP 41 
XNP CBG   C18 C 0 1 Y N N -12.792 30.899 1.000  7.101   2.645  -0.820 CBG   XNP 42 
XNP CBH   C19 C 0 1 Y N N -12.399 32.158 1.426  6.777   1.382  -1.340 CBH   XNP 43 
XNP NBL   N5  N 0 1 Y N N -13.271 33.272 0.979  7.488   0.899  -2.354 NBL   XNP 44 
XNP CBK   C20 C 0 1 Y N N -14.146 33.071 -0.087 8.484   1.591  -2.864 CBK   XNP 45 
XNP NBJ   N6  N 0 1 Y N N -14.356 31.761 -0.551 8.829   2.781  -2.407 NBJ   XNP 46 
XNP CBI   C21 C 0 1 Y N N -13.669 30.744 0.006  8.171   3.348  -1.401 CBI   XNP 47 
XNP NBM   N7  N 0 1 N N N -13.846 29.502 -0.413 8.540   4.595  -0.927 NBM   XNP 48 
XNP H1    H1  H 0 1 N N N -6.475  31.720 13.337 -6.299  4.673  -0.635 H1    XNP 49 
XNP H2    H2  H 0 1 N N N -6.305  32.520 11.144 -6.884  3.292  1.224  H2    XNP 50 
XNP H3    H3  H 0 1 N N N -4.253  33.378 10.427 -8.171  1.337  0.896  H3    XNP 51 
XNP H4    H4  H 0 1 N N N -2.187  30.683 11.742 -9.934  1.110  -2.343 H4    XNP 52 
XNP H5    H5  H 0 1 N N N -0.348  32.979 10.943 -10.110 0.052  0.532  H5    XNP 53 
XNP H6    H6  H 0 1 N N N -0.251  32.089 12.500 -11.458 0.752  -0.402 H6    XNP 54 
XNP H7    H7  H 0 1 N N N 1.182   31.109 10.580 -11.366 -1.791 -0.389 H7    XNP 55 
XNP H8    H8  H 0 1 N N N 0.052   29.960 11.374 -11.400 -1.043 -1.997 H8    XNP 56 
XNP H9    H9  H 0 1 N N N 1.980   28.839 8.197  -11.547 -3.479 -1.273 H9    XNP 57 
XNP H10   H10 H 0 1 N N N 1.791   29.551 9.765  -10.766 -4.921 -1.636 H10   XNP 58 
XNP H11   H11 H 0 1 N N N -2.190  30.593 8.233  -7.465  -1.804 -1.881 H11   XNP 59 
XNP H12   H12 H 0 1 N N N -3.458  30.520 11.259 -7.080  1.621  -1.987 H12   XNP 60 
XNP H13   H13 H 0 1 N N N -4.678  29.986 11.743 -4.975  2.566  -0.842 H13   XNP 61 
XNP H14   H14 H 0 1 N N N -6.608  28.791 10.890 -4.552  2.966  1.620  H14   XNP 62 
XNP H15   H15 H 0 1 N N N -7.177  29.944 12.144 -5.313  1.393  1.959  H15   XNP 63 
XNP H16   H16 H 0 1 N N N -7.721  27.990 8.217  -1.400  2.957  1.948  H16   XNP 64 
XNP H17   H17 H 0 1 N N N -7.377  30.360 4.498  -1.041  -2.702 1.626  H17   XNP 65 
XNP H18   H18 H 0 1 N N N -9.681  31.069 5.808  2.856   -1.166 2.087  H18   XNP 66 
XNP H19   H19 H 0 1 N N N -9.737  32.138 7.251  2.125   -2.685 1.515  H19   XNP 67 
XNP H20   H20 H 0 1 N N N -9.993  34.141 5.718  2.717   -2.017 -0.843 H20   XNP 68 
XNP H21   H21 H 0 1 N N N -12.022 31.862 5.306  4.520   -2.845 1.298  H21   XNP 69 
XNP H22   H22 H 0 1 N N N -13.223 33.258 6.756  3.885   -4.153 -0.623 H22   XNP 70 
XNP H23   H23 H 0 1 N N N -13.283 33.622 4.091  6.019   -1.053 1.039  H23   XNP 71 
XNP H24   H24 H 0 1 N N N -13.373 36.350 6.983  10.096  -3.125 -0.720 H24   XNP 72 
XNP H25   H25 H 0 1 N N N -14.402 36.809 3.468  8.935   -0.190 -0.672 H25   XNP 73 
XNP H26   H26 H 0 1 N N N -11.217 33.917 2.433  4.997   -0.636 -1.826 H26   XNP 74 
XNP H27   H27 H 0 1 N N N -10.200 30.605 3.065  4.633   1.821  1.058  H27   XNP 75 
XNP H30   H30 H 0 1 N N N -14.653 33.906 -0.548 9.042   1.169  -3.687 H30   XNP 76 
XNP H31   H31 H 0 1 N N N -14.524 29.491 -1.148 8.058   4.994  -0.185 H31   XNP 77 
XNP H32   H32 H 0 1 N N N -12.979 29.139 -0.754 9.280   5.070  -1.337 H32   XNP 78 
# 
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 
XNP "O3'" "C3'" SING N N 1  
XNP "C3'" "C2'" SING N N 2  
XNP "C3'" "C4'" SING N N 3  
XNP "C2'" "O2'" SING N N 4  
XNP "C2'" "C1'" SING N N 5  
XNP "O2'" CAA   SING N N 6  
XNP CAA   CAB   SING N N 7  
XNP CAA   NAF   SING N N 8  
XNP CAB   CAC   SING N N 9  
XNP CAC   CAD   SING N N 10 
XNP CAD   CBT   SING N N 11 
XNP CAD   CAE   DOUB N N 12 
XNP CBT   OBV   DOUB N N 13 
XNP CBT   NBU   SING N N 14 
XNP CAE   NAF   SING N N 15 
XNP NAF   "C1'" SING N N 16 
XNP "C1'" "O4'" SING N N 17 
XNP "O4'" "C4'" SING N N 18 
XNP "C4'" "C5'" SING N N 19 
XNP "C5'" "O5'" SING N N 20 
XNP "O5'" PAN   SING N N 21 
XNP PAN   OBP   DOUB N N 22 
XNP PAN   OBO   SING N N 23 
XNP PAN   OAO   SING N N 24 
XNP OAO   PAP   SING N N 25 
XNP PAP   OBQ   DOUB N N 26 
XNP PAP   OBR   SING N N 27 
XNP PAP   OAQ   SING N N 28 
XNP OAQ   CAR   SING N N 29 
XNP CAR   CAS   SING N N 30 
XNP CAS   OAW   SING N N 31 
XNP CAS   CAT   SING N N 32 
XNP OAW   CAV   SING N N 33 
XNP CAT   OAZ   SING N N 34 
XNP CAT   CAU   SING N N 35 
XNP CAU   OAY   SING N N 36 
XNP CAU   CAV   SING N N 37 
XNP OAY   PBA   SING N N 38 
XNP PBA   OBB   DOUB N N 39 
XNP PBA   OBC   SING N N 40 
XNP PBA   OBD   SING N N 41 
XNP CAV   NAX   SING N N 42 
XNP NAX   CBE   SING Y N 43 
XNP NAX   CBH   SING Y N 44 
XNP CBE   NBF   DOUB Y N 45 
XNP NBF   CBG   SING Y N 46 
XNP CBG   CBH   DOUB Y N 47 
XNP CBG   CBI   SING Y N 48 
XNP CBH   NBL   SING Y N 49 
XNP NBL   CBK   DOUB Y N 50 
XNP CBK   NBJ   SING Y N 51 
XNP NBJ   CBI   DOUB Y N 52 
XNP CBI   NBM   SING N N 53 
XNP "O3'" H1    SING N N 54 
XNP "C3'" H2    SING N N 55 
XNP "C2'" H3    SING N N 56 
XNP CAA   H4    SING N N 57 
XNP CAB   H5    SING N N 58 
XNP CAB   H6    SING N N 59 
XNP CAC   H7    SING N N 60 
XNP CAC   H8    SING N N 61 
XNP NBU   H9    SING N N 62 
XNP NBU   H10   SING N N 63 
XNP CAE   H11   SING N N 64 
XNP "C1'" H12   SING N N 65 
XNP "C4'" H13   SING N N 66 
XNP "C5'" H14   SING N N 67 
XNP "C5'" H15   SING N N 68 
XNP OBO   H16   SING N N 69 
XNP OBR   H17   SING N N 70 
XNP CAR   H18   SING N N 71 
XNP CAR   H19   SING N N 72 
XNP CAS   H20   SING N N 73 
XNP CAT   H21   SING N N 74 
XNP OAZ   H22   SING N N 75 
XNP CAU   H23   SING N N 76 
XNP OBC   H24   SING N N 77 
XNP OBD   H25   SING N N 78 
XNP CAV   H26   SING N N 79 
XNP CBE   H27   SING N N 80 
XNP CBK   H30   SING N N 81 
XNP NBM   H31   SING N N 82 
XNP NBM   H32   SING N N 83 
# 
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 
XNP InChI            InChI                1.03  
;InChI=1S/C21H30N7O17P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(44-46(32,33)34)14(30)10(42-21)5-40-48(37,38)45-47(35,36)39-4-9-13(29)15-20(41-9)27-3-8(18(23)31)1-2-11(27)43-15/h3,6-7,9-11,13-16,20-21,29-30H,1-2,4-5H2,(H2,23,31)(H,35,36)(H,37,38)(H2,22,24,25)(H2,32,33,34)/t9-,10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
;
XNP InChIKey         InChI                1.03  AJKICLDTLPZSPE-MTKBYBFRSA-N 
XNP SMILES_CANONICAL CACTVS               3.385 "NC(=O)C1=CN2[C@@H](CC1)O[C@@H]3[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H]([C@H](O[P](O)(O)=O)[C@@H]4O)n5cnc6c(N)ncnc56)O[C@@H]23" 
XNP SMILES           CACTVS               3.385 "NC(=O)C1=CN2[CH](CC1)O[CH]3[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O[P](O)(O)=O)[CH]4O)n5cnc6c(N)ncnc56)O[CH]23" 
XNP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@@H]5[C@@H](O4)N6C=C(CC[C@H]6O5)C(=O)N)O)O)OP(=O)(O)O)N" 
XNP SMILES           "OpenEye OEToolkits" 2.0.4 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C5C(O4)N6C=C(CCC6O5)C(=O)N)O)O)OP(=O)(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 
XNP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 
;[[(2~{R},3~{R},3~{a}~{R},4~{a}~{R},9~{a}~{R})-7-aminocarbonyl-3-oxidanyl-3,3~{a},4~{a},5,6,9~{a}-hexahydro-2~{H}-furo[1,2][1,3]oxazolo[3,4-~{a}]pyridin-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{R},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3-oxidanyl-4-phosphonooxy-oxolan-2-yl]methyl hydrogen phosphate
;
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XNP "Create component" 2016-01-07 RCSB 
XNP "Initial release"  2017-01-18 RCSB 
# 
