data_XR2
# 
_chem_comp.id                                    XR2 
_chem_comp.name                                  1-METHYL-9-[12-(9-METHYLPHENAZIN-10-IUM-1-YL)-12-OXO-2,11-DIAZA-5,8-DIAZONIADODEC-1-ANOYL]PHENAZIN-10-IUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C34 H38 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    4 
_chem_comp.pdbx_initial_date                     2004-08-26 
_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                        590.718 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XR2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
XR2 C1     C1     C 0 1 Y N N -0.019 5.181  2.156  7.773  0.364  1.599  C1     XR2 1  
XR2 C2     C2     C 0 1 Y N N -0.997 4.797  3.062  7.624  -0.304 0.445  C2     XR2 2  
XR2 C3     C3     C 0 1 Y N N -2.342 4.915  2.747  8.732  -0.711 -0.382 C3     XR2 3  
XR2 C4     C4     C 0 1 Y N N -2.704 5.430  1.503  10.006 -0.459 -0.073 C4     XR2 4  
XR2 C12    C12    C 0 1 Y N N -1.721 5.823  0.586  10.312 0.272  1.176  C12    XR2 5  
XR2 C11    C11    C 0 1 Y N N -0.372 5.698  0.918  9.150  0.701  2.048  C11    XR2 6  
XR2 N5     N5     N 0 1 Y N N -2.154 6.310  -0.590 11.537 0.537  1.512  N5     XR2 7  
XR2 N10    N10    N 1 1 Y N N 0.568  6.097  -0.004 9.380  1.338  3.143  N10    XR2 8  
XR2 C13    C13    C 0 1 Y N N -1.210 6.687  -1.469 11.751 1.234  2.713  C13    XR2 9  
XR2 C14    C14    C 0 1 Y N N 0.154  6.598  -1.218 10.690 1.637  3.532  C14    XR2 10 
XR2 C6     C6     C 0 1 Y N N -1.656 7.195  -2.693 13.056 1.537  3.111  C6     XR2 11 
XR2 C7     C7     C 0 1 Y N N -0.743 7.615  -3.660 13.289 2.230  4.302  C7     XR2 12 
XR2 C8     C8     C 0 1 Y N N 0.624  7.519  -3.404 12.218 2.624  5.106  C8     XR2 13 
XR2 C9     C9     C 0 1 Y N N 1.078  7.027  -2.218 10.911 2.329  4.724  C9     XR2 14 
XR2 C9A    C9A    C 0 1 N N N 2.584  6.951  -1.963 9.801  2.772  5.623  C9A    XR2 15 
XR2 C      C      C 0 1 N N N 1.422  4.970  2.568  6.538  0.702  2.316  C      XR2 16 
XR2 O      O      O 0 1 N N N 2.325  5.632  2.062  6.059  -0.070 3.145  O      XR2 17 
XR2 N      N      N 0 1 N N N 1.673  3.872  3.246  6.021  1.930  1.947  N      XR2 18 
XR2 CA     CA     C 0 1 N N N 2.910  3.065  3.005  4.809  2.481  2.512  CA     XR2 19 
XR2 CB     CB     C 0 1 N N N 2.895  2.722  1.509  5.132  3.309  3.742  CB     XR2 20 
XR2 NG     NG     N 1 1 N N N 1.737  1.790  1.316  6.081  4.390  3.383  NG     XR2 21 
XR2 CD     CD     C 0 1 N N N 2.291  0.503  0.789  6.425  5.304  4.506  CD     XR2 22 
XR2 "N'"   "N'"   N 0 1 N N N ?      ?      ?      10.609 5.177  1.580  "N'"   XR2 23 
XR2 "C'"   "C'"   C 0 1 N N N ?      ?      ?      10.633 5.482  0.252  "C'"   XR2 24 
XR2 "O'"   "O'"   O 0 1 N N N ?      ?      ?      10.862 6.568  -0.268 "O'"   XR2 25 
XR2 "C1'"  "C1'"  C 0 1 Y N N ?      ?      ?      10.340 4.299  -0.577 "C1'"  XR2 26 
XR2 "C2'"  "C2'"  C 0 1 Y N N ?      ?      ?      11.396 3.561  -0.950 "C2'"  XR2 27 
XR2 "C3'"  "C3'"  C 0 1 Y N N ?      ?      ?      11.285 2.374  -1.760 "C3'"  XR2 28 
XR2 "C4'"  "C4'"  C 0 1 Y N N ?      ?      ?      10.119 1.903  -2.211 "C4'"  XR2 29 
XR2 CCX    "C12'" C 0 1 Y N N ?      ?      ?      8.874  2.624  -1.873 CCX    XR2 30 
XR2 "N5'"  "N5'"  N 0 1 Y N N ?      ?      ?      7.721  2.200  -2.293 "N5'"  XR2 31 
XR2 CDX    "C13'" C 0 1 Y N N ?      ?      ?      6.581  2.937  -1.933 CDX    XR2 32 
XR2 CEX    "C14'" C 0 1 Y N N ?      ?      ?      6.666  4.093  -1.148 CEX    XR2 33 
XR2 NAX    "N10'" N 1 1 Y N N ?      ?      ?      7.922  4.526  -0.710 NAX    XR2 34 
XR2 CBX    "C11'" C 0 1 Y N N ?      ?      ?      8.986  3.873  -1.023 CBX    XR2 35 
XR2 "C9'"  "C9'"  C 0 1 Y N N ?      ?      ?      5.528  4.820  -0.795 "C9'"  XR2 36 
XR2 "C8'"  "C8'"  C 0 1 Y N N ?      ?      ?      4.279  4.384  -1.235 "C8'"  XR2 37 
XR2 "C7'"  "C7'"  C 0 1 Y N N ?      ?      ?      4.175  3.233  -2.017 "C7'"  XR2 38 
XR2 "C6'"  "C6'"  C 0 1 Y N N ?      ?      ?      5.321  2.513  -2.365 "C6'"  XR2 39 
XR2 C9X    "C9A'" C 0 1 N N N ?      ?      ?      5.584  6.060  0.039  C9X    XR2 40 
XR2 "CA'"  "CA'"  C 0 1 N N N ?      ?      ?      10.876 6.198  2.618  "CA'"  XR2 41 
XR2 "CB'"  "CB'"  C 0 1 N N N ?      ?      ?      9.584  6.875  3.033  "CB'"  XR2 42 
XR2 "NG'"  "NG'"  N 1 1 N N N ?      ?      ?      8.620  5.856  3.532  "NG'"  XR2 43 
XR2 "CD'"  "CD'"  C 0 1 N N N ?      ?      ?      7.338  6.415  4.025  "CD'"  XR2 44 
XR2 H2     H2     H 0 1 N N N -0.707 4.401  4.024  6.639  -0.575 0.074  H2     XR2 45 
XR2 H3     H3     H 0 1 N N N -3.099 4.612  3.455  8.494  -1.246 -1.295 H3     XR2 46 
XR2 H4     H4     H 0 1 N N N -3.748 5.526  1.245  10.823 -0.774 -0.710 H4     XR2 47 
XR2 H10    H10    H 0 1 N N N 1.543  6.024  0.206  8.621  1.641  3.754  H10    XR2 48 
XR2 H6     H6     H 0 1 N N N -2.716 7.263  -2.891 13.901 1.238  2.497  H6     XR2 49 
XR2 H7     H7     H 0 1 N N N -1.093 8.012  -4.601 14.306 2.461  4.603  H7     XR2 50 
XR2 H8     H8     H 0 1 N N N 1.331  7.839  -4.155 12.417 3.162  6.030  H8     XR2 51 
XR2 H91    H91    H 0 1 N N N 3.119  6.933  -2.924 9.617  3.845  5.496  H91    XR2 52 
XR2 H92    H92    H 0 1 N N N 2.902  7.830  -1.383 8.874  2.229  5.402  H92    XR2 53 
XR2 H93    H93    H 0 1 N N N 2.814  6.036  -1.398 10.043 2.579  6.674  H93    XR2 54 
XR2 HN     HN     H 0 1 N N N 1.021  3.568  3.940  6.517  2.473  1.246  HN     XR2 55 
XR2 HA1    HA1    H 0 1 N N N 3.809  3.643  3.264  4.126  1.659  2.753  HA1    XR2 56 
XR2 HA2    HA2    H 0 1 N N N 2.930  2.159  3.628  4.332  3.108  1.752  HA2    XR2 57 
XR2 HB1    HB1    H 0 1 N N N 2.768  3.631  0.903  5.621  2.705  4.511  HB1    XR2 58 
XR2 HB2    HB2    H 0 1 N N N 3.842  2.261  1.191  4.245  3.792  4.163  HB2    XR2 59 
XR2 HG1    HG1    H 0 1 N N N 1.268  1.635  2.186  6.948  3.973  3.013  HG1    XR2 60 
XR2 HG2    HG2    H 0 1 N N N 1.072  2.178  0.678  5.688  4.945  2.608  HG2    XR2 61 
XR2 HD1    HD1    H 0 1 N N N 3.093  0.558  0.038  6.882  4.692  5.291  HD1    XR2 62 
XR2 HD2    HD2    H 0 1 N N N 2.851  -0.194 1.430  5.478  5.711  4.871  HD2    XR2 63 
XR2 "HN'"  "HN'"  H 0 1 N N N ?      ?      ?      10.406 4.238  1.860  "HN'"  XR2 64 
XR2 "H2'"  "H2'"  H 0 1 N N N ?      ?      ?      12.406 3.830  -0.651 "H2'"  XR2 65 
XR2 "H3'"  "H3'"  H 0 1 N N N ?      ?      ?      12.207 1.854  -2.000 "H3'"  XR2 66 
XR2 "H4'"  "H4'"  H 0 1 N N N ?      ?      ?      10.060 1.008  -2.819 "H4'"  XR2 67 
XR2 "H10'" "H10'" H 0 0 N N N ?      ?      ?      7.962  5.371  -0.139 "H10'" XR2 68 
XR2 "H8'"  "H8'"  H 0 1 N N N ?      ?      ?      3.378  4.933  -0.973 "H8'"  XR2 69 
XR2 "H7'"  "H7'"  H 0 1 N N N ?      ?      ?      3.201  2.896  -2.358 "H7'"  XR2 70 
XR2 "H6'"  "H6'"  H 0 1 N N N ?      ?      ?      5.222  1.619  -2.975 "H6'"  XR2 71 
XR2 "H91'" "H91'" H 0 0 N N N ?      ?      ?      4.903  5.972  0.893  "H91'" XR2 72 
XR2 "H92'" "H92'" H 0 0 N N N ?      ?      ?      6.598  6.237  0.416  "H92'" XR2 73 
XR2 "H93'" "H93'" H 0 0 N N N ?      ?      ?      5.300  6.943  -0.546 "H93'" XR2 74 
XR2 "HA1'" "HA1'" H 0 0 N N N ?      ?      ?      11.596 6.922  2.224  "HA1'" XR2 75 
XR2 "HA2'" "HA2'" H 0 0 N N N ?      ?      ?      11.331 5.698  3.479  "HA2'" XR2 76 
XR2 "HB1'" "HB1'" H 0 0 N N N ?      ?      ?      9.103  7.370  2.185  "HB1'" XR2 77 
XR2 "HB2'" "HB2'" H 0 0 N N N ?      ?      ?      9.732  7.594  3.844  "HB2'" XR2 78 
XR2 "HG1'" "HG1'" H 0 0 N N N ?      ?      ?      8.429  5.179  2.779  "HG1'" XR2 79 
XR2 "HG2'" "HG2'" H 0 0 N N N ?      ?      ?      9.068  5.313  4.286  "HG2'" XR2 80 
XR2 "HD1'" "HD1'" H 0 0 N N N ?      ?      ?      7.594  7.090  4.848  "HD1'" XR2 81 
XR2 "HD2'" "HD2'" H 0 0 N N N ?      ?      ?      6.902  6.993  3.205  "HD2'" XR2 82 
# 
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 
XR2 C1    C2     DOUB Y N 1  
XR2 C1    C11    SING Y N 2  
XR2 C1    C      SING N N 3  
XR2 C2    C3     SING Y N 4  
XR2 C2    H2     SING N N 5  
XR2 C3    C4     DOUB Y N 6  
XR2 C3    H3     SING N N 7  
XR2 C4    C12    SING Y N 8  
XR2 C4    H4     SING N N 9  
XR2 C12   C11    SING Y N 10 
XR2 C12   N5     DOUB Y N 11 
XR2 C11   N10    DOUB Y N 12 
XR2 N5    C13    SING Y N 13 
XR2 N10   C14    SING Y N 14 
XR2 N10   H10    SING N N 15 
XR2 C13   C14    DOUB Y N 16 
XR2 C13   C6     SING Y N 17 
XR2 C14   C9     SING Y N 18 
XR2 C6    C7     DOUB Y N 19 
XR2 C6    H6     SING N N 20 
XR2 C7    C8     SING Y N 21 
XR2 C7    H7     SING N N 22 
XR2 C8    C9     DOUB Y N 23 
XR2 C8    H8     SING N N 24 
XR2 C9    C9A    SING N N 25 
XR2 C9A   H91    SING N N 26 
XR2 C9A   H92    SING N N 27 
XR2 C9A   H93    SING N N 28 
XR2 C     O      DOUB N N 29 
XR2 C     N      SING N N 30 
XR2 N     CA     SING N N 31 
XR2 N     HN     SING N N 32 
XR2 CA    CB     SING N N 33 
XR2 CA    HA1    SING N N 34 
XR2 CA    HA2    SING N N 35 
XR2 CB    NG     SING N N 36 
XR2 CB    HB1    SING N N 37 
XR2 CB    HB2    SING N N 38 
XR2 NG    CD     SING N N 39 
XR2 NG    HG1    SING N N 40 
XR2 NG    HG2    SING N N 41 
XR2 CD    "CD'"  SING N N 42 
XR2 CD    HD1    SING N N 43 
XR2 CD    HD2    SING N N 44 
XR2 "N'"  "C'"   SING N N 45 
XR2 "N'"  "CA'"  SING N N 46 
XR2 "N'"  "HN'"  SING N N 47 
XR2 "C'"  "O'"   DOUB N N 48 
XR2 "C'"  "C1'"  SING N N 49 
XR2 "C1'" "C2'"  DOUB Y N 50 
XR2 "C1'" CBX    SING Y N 51 
XR2 "C2'" "C3'"  SING Y N 52 
XR2 "C2'" "H2'"  SING N N 53 
XR2 "C3'" "C4'"  DOUB Y N 54 
XR2 "C3'" "H3'"  SING N N 55 
XR2 "C4'" CCX    SING Y N 56 
XR2 "C4'" "H4'"  SING N N 57 
XR2 CCX   "N5'"  DOUB Y N 58 
XR2 CCX   CBX    SING Y N 59 
XR2 "N5'" CDX    SING Y N 60 
XR2 CDX   CEX    DOUB Y N 61 
XR2 CDX   "C6'"  SING Y N 62 
XR2 CEX   NAX    SING Y N 63 
XR2 CEX   "C9'"  SING Y N 64 
XR2 NAX   CBX    DOUB Y N 65 
XR2 NAX   "H10'" SING N N 66 
XR2 "C9'" "C8'"  DOUB Y N 67 
XR2 "C9'" C9X    SING N N 68 
XR2 "C8'" "C7'"  SING Y N 69 
XR2 "C8'" "H8'"  SING N N 70 
XR2 "C7'" "C6'"  DOUB Y N 71 
XR2 "C7'" "H7'"  SING N N 72 
XR2 "C6'" "H6'"  SING N N 73 
XR2 C9X   "H91'" SING N N 74 
XR2 C9X   "H92'" SING N N 75 
XR2 C9X   "H93'" SING N N 76 
XR2 "CA'" "CB'"  SING N N 77 
XR2 "CA'" "HA1'" SING N N 78 
XR2 "CA'" "HA2'" SING N N 79 
XR2 "CB'" "NG'"  SING N N 80 
XR2 "CB'" "HB1'" SING N N 81 
XR2 "CB'" "HB2'" SING N N 82 
XR2 "NG'" "CD'"  SING N N 83 
XR2 "NG'" "HG1'" SING N N 84 
XR2 "NG'" "HG2'" SING N N 85 
XR2 "CD'" "HD1'" SING N N 86 
XR2 "CD'" "HD2'" SING N N 87 
# 
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 
XR2 SMILES           ACDLabs              10.04 O=C(c2c1[nH+]c3c(cccc3nc1ccc2)C)NCC[NH2+]CC[NH2+]CCNC(=O)c5c4[nH+]c6c(cccc6nc4ccc5)C 
XR2 InChI            InChI                1.02b 
InChI=1/C34H34N8O2/c1-21-7-3-11-25-29(21)41-31-23(9-5-13-27(31)39-25)33(43)37-19-17-35-15-16-36-18-20-38-34(44)24-10-6-14-28-32(24)42-30-22(2)8-4-12-26(30)40-28/h3-14,35-36H,15-20H2,1-2H3,(H,37,43)(H,38,44)/p+4/fC34H38N8O2/h35-38,41-42H/q+4 
XR2 InChIKey         InChI                1.02b SFOADSRLCHRTKT-WAAUOKMHCQ 
XR2 SMILES_CANONICAL CACTVS               3.341 Cc1cccc2nc3cccc(C(=O)NCC[NH2+]CC[NH2+]CCNC(=O)c4cccc5nc6cccc(C)c6[nH+]c45)c3[nH+]c12 
XR2 SMILES           CACTVS               3.341 Cc1cccc2nc3cccc(C(=O)NCC[NH2+]CC[NH2+]CCNC(=O)c4cccc5nc6cccc(C)c6[nH+]c45)c3[nH+]c12 
XR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc2c1[nH+]c3c(cccc3n2)C(=O)NCC[NH2+]CC[NH2+]CCNC(=O)c4cccc5c4[nH+]c6c(cccc6n5)C 
XR2 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc2c1[nH+]c3c(cccc3n2)C(=O)NCC[NH2+]CC[NH2+]CCNC(=O)c4cccc5c4[nH+]c6c(cccc6n5)C 
# 
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 
XR2 "SYSTEMATIC NAME" ACDLabs              10.04 "4,4'-[ethane-1,2-diylbis(ammonioethane-2,1-diylcarbamoyl)]bis(6-methylphenazin-5-ium)"                                              
XR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(9-methylphenazin-10-ium-1-yl)carbonylamino]ethyl-[2-[2-[(9-methylphenazin-10-ium-1-yl)carbonylamino]ethylazaniumyl]ethyl]azanium 
# 
