data_253
# 
_chem_comp.id                                    253 
_chem_comp.name                                  10,11-dimethoxy-4-methyldibenzo[c,f]-2,7-naphthyridine-3,6-diamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-18 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        334.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     253 
_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        2R7B 
_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 
253 C1   C1   C 0 1 N N N 89.263 14.015 15.091 5.969  0.517  -0.502 C1   253 1  
253 O2   O2   O 0 1 N N N 88.850 15.185 14.400 5.073  -0.550 -0.188 O2   253 2  
253 C3   C3   C 0 1 Y N N 87.497 15.243 14.013 3.758  -0.234 -0.058 C3   253 3  
253 C23  C23  C 0 1 Y N N 86.876 16.521 14.049 2.828  -1.235 0.249  C23  253 4  
253 O24  O24  O 0 1 N N N 87.690 17.597 14.446 3.252  -2.509 0.460  O24  253 5  
253 C25  C25  C 0 1 N N N 87.505 18.826 13.730 2.253  -3.483 0.769  C25  253 6  
253 C22  C22  C 0 1 Y N N 85.519 16.653 13.682 1.494  -0.943 0.332  C22  253 7  
253 C21  C21  C 0 1 Y N N 84.723 15.557 13.228 1.042  0.354  0.080  C21  253 8  
253 C11  C11  C 0 1 Y N N 83.320 15.555 12.769 -0.366 0.706  -0.012 C11  253 9  
253 C12  C12  C 0 1 Y N N 82.410 16.727 12.757 -1.464 -0.242 -0.149 C12  253 10 
253 C19  C19  C 0 1 Y N N 81.095 16.492 12.144 -2.789 0.237  0.024  C19  253 11 
253 N20  N20  N 0 1 Y N N 80.721 15.252 11.643 -3.033 1.544  0.217  N20  253 12 
253 C17  C17  C 0 1 Y N N 80.126 17.532 12.052 -3.858 -0.668 -0.027 C17  253 13 
253 C18  C18  C 0 1 N N N 78.818 17.156 11.382 -5.267 -0.186 0.200  C18  253 14 
253 C15  C15  C 0 1 Y N N 80.405 18.814 12.586 -3.617 -2.002 -0.286 C15  253 15 
253 N16  N16  N 0 1 N N N 79.490 19.815 12.538 -4.679 -2.904 -0.322 N16  253 16 
253 C14  C14  C 0 1 Y N N 81.650 19.059 13.198 -2.314 -2.453 -0.512 C14  253 17 
253 C13  C13  C 0 1 Y N N 82.617 18.050 13.271 -1.261 -1.589 -0.458 C13  253 18 
253 C8   C8   C 0 1 Y N N 82.798 14.281 12.265 -0.693 2.083  0.026  C8   253 19 
253 C9   C9   C 0 1 Y N N 81.497 14.175 11.714 -2.091 2.458  0.211  C9   253 20 
253 N1   N1   N 0 1 N N N 80.958 13.053 11.221 -2.433 3.786  0.384  N1   253 21 
253 C7   C7   C 0 1 Y N N 83.556 13.082 12.283 0.335  3.031  -0.089 C7   253 22 
253 N6   N6   N 0 1 Y N N 84.821 13.108 12.747 1.590  2.673  -0.166 N6   253 23 
253 C5   C5   C 0 1 Y N N 85.412 14.262 13.190 1.991  1.396  -0.101 C5   253 24 
253 C4   C4   C 0 1 Y N N 86.743 14.126 13.584 3.350  1.070  -0.223 C4   253 25 
253 H11  1H1  H 0 1 N N N 89.370 13.185 14.377 5.681  0.966  -1.452 H11  253 26 
253 H12  2H1  H 0 1 N N N 90.229 14.202 15.583 5.926  1.271  0.284  H12  253 27 
253 H13A 3H1  H 0 0 N N N 88.510 13.752 15.848 6.985  0.128  -0.577 H13A 253 28 
253 H251 1H25 H 0 0 N N N 87.458 19.663 14.443 2.725  -4.455 0.914  H251 253 29 
253 H252 2H25 H 0 0 N N N 88.348 18.979 13.041 1.733  -3.193 1.682  H252 253 30 
253 H253 3H25 H 0 0 N N N 86.567 18.779 13.157 1.539  -3.544 -0.052 H253 253 31 
253 H22  H22  H 0 1 N N N 85.061 17.629 13.748 0.801  -1.723 0.611  H22  253 32 
253 H181 1H18 H 0 0 N N N 78.029 17.065 12.143 -5.709 0.108  -0.752 H181 253 33 
253 H182 2H18 H 0 0 N N N 78.540 17.935 10.657 -5.858 -0.987 0.644  H182 253 34 
253 H183 3H18 H 0 0 N N N 78.937 16.195 10.860 -5.254 0.671  0.874  H183 253 35 
253 H161 1H16 H 0 0 N N N 79.265 20.106 13.468 -5.584 -2.593 -0.165 H161 253 36 
253 H162 2H16 H 0 0 N N N 79.868 20.588 12.029 -4.513 -3.842 -0.504 H162 253 37 
253 H14  H14  H 0 1 N N N 81.860 20.033 13.614 -2.139 -3.496 -0.731 H14  253 38 
253 H13  H13  H 0 1 N N N 83.564 18.278 13.737 -0.273 -1.955 -0.696 H13  253 39 
253 HN11 1HN1 H 0 0 N N N 80.824 13.152 10.235 -3.362 4.035  0.508  HN11 253 40 
253 HN12 2HN1 H 0 0 N N N 81.571 12.283 11.398 -1.744 4.469  0.381  HN12 253 41 
253 H7   H7   H 0 1 N N N 83.124 12.158 11.929 0.091  4.082  -0.118 H7   253 42 
253 H4   H4   H 0 1 N N N 87.206 13.151 13.561 4.074  1.840  -0.447 H4   253 43 
# 
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 
253 N1  C9   SING N N 1  
253 C18 C17  SING N N 2  
253 N20 C9   DOUB N N 3  
253 N20 C19  SING N N 4  
253 C9  C8   SING Y N 5  
253 C17 C19  DOUB N N 6  
253 C17 C15  SING N N 7  
253 C19 C12  SING N N 8  
253 C8  C7   DOUB N N 9  
253 C8  C11  SING N N 10 
253 C7  N6   SING N N 11 
253 N16 C15  SING Y N 12 
253 C15 C14  DOUB N N 13 
253 N6  C5   DOUB Y N 14 
253 C12 C11  SING Y N 15 
253 C12 C13  DOUB Y N 16 
253 C11 C21  DOUB Y N 17 
253 C5  C21  SING Y N 18 
253 C5  C4   SING Y N 19 
253 C14 C13  SING Y N 20 
253 C21 C22  SING Y N 21 
253 C4  C3   DOUB Y N 22 
253 C22 C23  DOUB N N 23 
253 C25 O24  SING N N 24 
253 C3  C23  SING N N 25 
253 C3  O2   SING N N 26 
253 C23 O24  SING Y N 27 
253 O2  C1   SING N N 28 
253 C1  H11  SING N N 29 
253 C1  H12  SING N N 30 
253 C1  H13A SING Y N 31 
253 C25 H251 SING N N 32 
253 C25 H252 SING N N 33 
253 C25 H253 SING Y N 34 
253 C22 H22  SING Y N 35 
253 C18 H181 SING Y N 36 
253 C18 H182 SING N N 37 
253 C18 H183 SING N N 38 
253 N16 H161 SING N N 39 
253 N16 H162 SING Y N 40 
253 C14 H14  SING N N 41 
253 C13 H13  SING Y N 42 
253 N1  HN11 SING Y N 43 
253 N1  HN12 SING Y N 44 
253 C7  H7   SING Y N 45 
253 C4  H4   SING N N 46 
# 
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 
253 SMILES           ACDLabs              10.04 n2c1cc(OC)c(OC)cc1c4c(c2)c(nc3c(c(N)ccc34)C)N                                                                                        
253 InChI            InChI                1.02b InChI=1/C19H18N4O2/c1-9-13(20)5-4-10-17-11-6-15(24-2)16(25-3)7-14(11)22-8-12(17)19(21)23-18(9)10/h4-8H,20H2,1-3H3,(H2,21,23)/f/h21H2 
253 InChIKey         InChI                1.02b NVINUNQBDNEMSY-QVUQFMIFCV                                                                                                            
253 SMILES_CANONICAL CACTVS               3.341 COc1cc2ncc3c(N)nc4c(C)c(N)ccc4c3c2cc1OC                                                                                              
253 SMILES           CACTVS               3.341 COc1cc2ncc3c(N)nc4c(C)c(N)ccc4c3c2cc1OC                                                                                              
253 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(ccc2c1nc(c3c2c4cc(c(cc4nc3)OC)OC)N)N                                                                                            
253 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(ccc2c1nc(c3c2c4cc(c(cc4nc3)OC)OC)N)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 
253 "SYSTEMATIC NAME" ACDLabs              10.04 10,11-dimethoxy-4-methyldibenzo[c,f][2,7]naphthyridine-3,6-diamine 
253 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 10,11-dimethoxy-4-methyl-quinolino[3,4-c]quinoline-3,6-diamine     
# 
