data_P5A
# 
_chem_comp.id                                    P5A 
_chem_comp.name                                  "'5'-O-(N-(L-PROLYL)-SULFAMOYL)ADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H21 N7 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-07 
_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                        443.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P5A 
_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        1NJ5 
_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 
P5A CB     CB   C 0 1 N N N -33.812 -78.633 -41.035 2.668  0.422  -5.284 CB     P5A 1  
P5A CG     CG   C 0 1 N N N -34.699 -77.756 -40.166 4.202  0.306  -5.175 CG     P5A 2  
P5A C      C    C 0 1 N N N -34.225 -80.896 -39.973 0.877  -0.149 -3.628 C      P5A 3  
P5A O      O    O 0 1 N N N -35.035 -81.179 -39.082 0.889  -1.316 -3.295 O      P5A 4  
P5A N      N    N 0 1 N N N -36.037 -79.552 -40.999 3.248  -0.009 -2.996 N      P5A 5  
P5A CD     CD   C 0 1 N N N -36.159 -78.162 -40.510 4.507  0.413  -3.665 CD     P5A 6  
P5A CA     CA   C 0 1 N N S -34.619 -79.930 -41.103 2.174  0.589  -3.830 CA     P5A 7  
P5A N3S    N3S  N 0 1 N N N -32.982 -81.391 -40.011 -0.296 0.484  -3.817 N3S    P5A 8  
P5A S      S    S 0 1 N N N -32.365 -82.386 -38.938 -1.722 -0.327 -3.594 S      P5A 9  
P5A O1S    O1S  O 0 1 N N N -33.281 -83.530 -38.748 -1.625 -1.502 -4.388 O1S    P5A 10 
P5A O2S    O2S  O 0 1 N N N -30.978 -82.645 -39.454 -2.745 0.652  -3.697 O2S    P5A 11 
P5A "O5'"  O5*  O 0 1 N N N -32.231 -81.575 -37.570 -1.752 -0.806 -2.150 "O5'"  P5A 12 
P5A "C5'"  C5*  C 0 1 N N N -31.492 -80.337 -37.511 -2.367 0.230  -1.383 "C5'"  P5A 13 
P5A "C4'"  C4*  C 0 1 N N R -30.365 -80.388 -36.496 -2.429 -0.189 0.086  "C4'"  P5A 14 
P5A "O4'"  O4*  O 0 1 N N N -30.901 -80.647 -35.177 -1.098 -0.394 0.606  "O4'"  P5A 15 
P5A "C1'"  C1*  C 0 1 N N R -29.989 -81.402 -34.406 -1.231 -0.292 2.041  "C1'"  P5A 16 
P5A N9     N9   N 0 1 Y N N -30.673 -82.567 -33.815 0.065  0.006  2.653  N9     P5A 17 
P5A C4     C4   C 0 1 Y N N -30.771 -82.810 -32.451 0.457  -0.320 3.927  C4     P5A 18 
P5A N3     N3   N 0 1 Y N N -30.267 -82.051 -31.423 -0.111 -0.946 4.952  N3     P5A 19 
P5A C2     C2   C 0 1 Y N N -30.551 -82.582 -30.224 0.540  -1.112 6.083  C2     P5A 20 
P5A N1     N1   N 0 1 Y N N -31.247 -83.716 -29.955 1.773  -0.673 6.261  N1     P5A 21 
P5A C6     C6   C 0 1 Y N N -31.741 -84.457 -30.994 2.423  -0.035 5.293  C6     P5A 22 
P5A N6     N6   N 0 1 N N N -32.422 -85.561 -30.700 3.715  0.420  5.489  N6     P5A 23 
P5A C5     C5   C 0 1 Y N N -31.506 -83.994 -32.331 1.766  0.170  4.068  C5     P5A 24 
P5A N7     N7   N 0 1 Y N N -31.850 -84.487 -33.580 2.103  0.753  2.892  N7     P5A 25 
P5A C8     C8   C 0 1 Y N N -31.340 -83.610 -34.421 1.105  0.660  2.062  C8     P5A 26 
P5A "C2'"  C2*  C 0 1 N N R -28.771 -81.670 -35.295 -2.214 0.877  2.267  "C2'"  P5A 27 
P5A "O2'"  O2*  O 0 1 N N N -27.778 -80.732 -34.919 -3.081 0.605  3.369  "O2'"  P5A 28 
P5A "C3'"  C3*  C 0 1 N N S -29.342 -81.494 -36.697 -3.020 0.947  0.948  "C3'"  P5A 29 
P5A "O3'"  O3*  O 0 1 N N N -28.354 -81.054 -37.625 -4.408 0.718  1.196  "O3'"  P5A 30 
P5A HB1    1HB  H 0 1 N N N -33.536 -78.195 -42.022 2.250  -0.482 -5.724 HB1    P5A 31 
P5A HB2    2HB  H 0 1 N N N -32.762 -78.747 -40.675 2.395  1.294  -5.878 HB2    P5A 32 
P5A HG1    1HG  H 0 1 N N N -34.462 -77.819 -39.078 4.538  -0.655 -5.562 HG1    P5A 33 
P5A HG2    2HG  H 0 1 N N N -34.499 -76.665 -40.281 4.683  1.121  -5.716 HG2    P5A 34 
P5A HT1    HT1  H 0 1 N N N -36.534 -79.692 -41.878 3.222  0.460  -2.104 HT1    P5A 35 
P5A HD1    1HD  H 0 1 N N N -36.881 -78.032 -39.670 5.324  -0.254 -3.394 HD1    P5A 36 
P5A HD2    2HD  H 0 1 N N N -36.672 -77.470 -41.217 4.750  1.441  -3.398 HD2    P5A 37 
P5A HA     HA   H 0 1 N N N -34.416 -80.466 -42.059 2.050  1.645  -3.590 HA     P5A 38 
P5A H3S    H3S  H 0 1 N N N -32.515 -81.018 -40.838 -0.306 1.417  -4.083 H3S    P5A 39 
P5A "H1'1" 1H1* H 0 0 N N N -31.113 -80.045 -38.518 -3.377 0.406  -1.754 "H1'1" P5A 40 
P5A "H1'2" 2H1* H 0 0 N N N -32.169 -79.472 -37.318 -1.782 1.145  -1.475 "H1'2" P5A 41 
P5A "H4'"  H4*  H 0 1 N N N -29.866 -79.398 -36.621 -3.023 -1.096 0.195  "H4'"  P5A 42 
P5A "H1'"  H1*  H 0 1 N N N -29.599 -80.868 -33.507 -1.639 -1.215 2.451  "H1'"  P5A 43 
P5A H2     H2   H 0 1 N N N -30.166 -82.019 -29.356 0.049  -1.625 6.896  H2     P5A 44 
P5A H61    1H6  H 0 1 N N N -32.790 -86.113 -31.474 4.156  0.275  6.340  H61    P5A 45 
P5A H62    2H6  H 0 1 N N N -33.183 -85.325 -30.063 4.180  0.881  4.773  H62    P5A 46 
P5A H8     H8   H 0 1 N N N -31.458 -83.735 -35.510 1.101  1.045  1.053  H8     P5A 47 
P5A "H2'"  H2*  H 0 1 N N N -28.279 -82.667 -35.217 -1.669 1.806  2.431  "H2'"  P5A 48 
P5A "HO'2" 2HO* H 0 0 N N N -27.022 -80.898 -35.470 -3.708 1.340  3.420  "HO'2" P5A 49 
P5A "H3'"  H3*  H 0 1 N N N -29.750 -82.445 -37.111 -2.874 1.911  0.461  "H3'"  P5A 50 
P5A H3T    H3T  H 0 1 N N N -27.714 -81.745 -37.750 -4.721 1.457  1.736  H3T    P5A 51 
# 
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 
P5A CB    CG     SING N N 1  
P5A CB    CA     SING N N 2  
P5A CB    HB1    SING N N 3  
P5A CB    HB2    SING N N 4  
P5A CG    CD     SING N N 5  
P5A CG    HG1    SING N N 6  
P5A CG    HG2    SING N N 7  
P5A C     O      DOUB N N 8  
P5A C     CA     SING N N 9  
P5A C     N3S    SING N N 10 
P5A N     CD     SING N N 11 
P5A N     CA     SING N N 12 
P5A N     HT1    SING N N 13 
P5A CD    HD1    SING N N 14 
P5A CD    HD2    SING N N 15 
P5A CA    HA     SING N N 16 
P5A N3S   S      SING N N 17 
P5A N3S   H3S    SING N N 18 
P5A S     O1S    DOUB N N 19 
P5A S     O2S    DOUB N N 20 
P5A S     "O5'"  SING N N 21 
P5A "O5'" "C5'"  SING N N 22 
P5A "C5'" "C4'"  SING N N 23 
P5A "C5'" "H1'1" SING N N 24 
P5A "C5'" "H1'2" SING N N 25 
P5A "C4'" "O4'"  SING N N 26 
P5A "C4'" "C3'"  SING N N 27 
P5A "C4'" "H4'"  SING N N 28 
P5A "O4'" "C1'"  SING N N 29 
P5A "C1'" N9     SING N N 30 
P5A "C1'" "C2'"  SING N N 31 
P5A "C1'" "H1'"  SING N N 32 
P5A N9    C4     SING Y N 33 
P5A N9    C8     SING Y N 34 
P5A C4    N3     DOUB Y N 35 
P5A C4    C5     SING Y N 36 
P5A N3    C2     SING Y N 37 
P5A C2    N1     DOUB Y N 38 
P5A C2    H2     SING N N 39 
P5A N1    C6     SING Y N 40 
P5A C6    N6     SING N N 41 
P5A C6    C5     DOUB Y N 42 
P5A N6    H61    SING N N 43 
P5A N6    H62    SING N N 44 
P5A C5    N7     SING Y N 45 
P5A N7    C8     DOUB Y N 46 
P5A C8    H8     SING N N 47 
P5A "C2'" "O2'"  SING N N 48 
P5A "C2'" "C3'"  SING N N 49 
P5A "C2'" "H2'"  SING N N 50 
P5A "O2'" "HO'2" SING N N 51 
P5A "C3'" "O3'"  SING N N 52 
P5A "C3'" "H3'"  SING N N 53 
P5A "O3'" H3T    SING N N 54 
# 
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 
P5A SMILES           ACDLabs              10.04 O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C4NCCC4                                                                                                                                                     
P5A InChI            InChI                1.02b InChI=1/C15H21N7O7S/c16-12-9-13(19-5-18-12)22(6-20-9)15-11(24)10(23)8(29-15)4-28-30(26,27)21-14(25)7-2-1-3-17-7/h5-8,10-11,15,17,23-24H,1-4H2,(H,21,25)(H2,16,18,19)/t7-,8+,10+,11+,15+/m0/s1/f/h21H,16H2 
P5A InChIKey         InChI                1.02b LKVJEMXWEODCAY-FNLUESEEDW                                                                                                                                                                                 
P5A SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)[C@@H]4CCCN4)[C@@H](O)[C@H]3O                                                                                                                            
P5A SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)[CH]4CCCN4)[CH](O)[CH]3O                                                                                                                                    
P5A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@@H]4CCCN4)O)O)N                                                                                                                        
P5A SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C4CCCN4)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 
P5A "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-(L-prolylsulfamoyl)adenosine"                                                                               
P5A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-pyrrolidin-2-yl]carbonylsulfamate" 
# 
