data_DD2
# 
_chem_comp.id                                    DD2 
_chem_comp.name                                  "5-{[1-(2,3-dichlorobenzyl)piperidin-4-yl]methoxy}quinazoline-2,4-diamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Cl2 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-11 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        432.346 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DD2 
_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        3BL9 
_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 
DD2 C1   C1   C  0 1 Y N N 4.212  6.291  -11.234 5.225  0.250  0.445  C1   DD2 1  
DD2 C2   C2   C  0 1 Y N N 3.005  7.099  -11.397 4.739  0.956  -0.640 C2   DD2 2  
DD2 C3   C3   C  0 1 Y N N 3.117  8.478  -11.301 5.375  0.868  -1.864 C3   DD2 3  
DD2 C4   C4   C  0 1 Y N N 4.348  9.093  -11.090 6.497  0.072  -2.005 C4   DD2 4  
DD2 C5   C5   C  0 1 Y N N 5.523  8.364  -10.952 6.984  -0.635 -0.921 C5   DD2 5  
DD2 C6   C6   C  0 1 Y N N 5.477  6.988  -11.016 6.349  -0.547 0.304  C6   DD2 6  
DD2 C9   C9   C  0 1 N N N 1.678  6.394  -11.591 3.516  1.824  -0.487 C9   DD2 7  
DD2 C11  C11  C  0 1 N N N 0.537  4.982  -13.225 1.160  1.721  0.063  C11  DD2 8  
DD2 C14  C14  C  0 1 N N N 0.632  7.158  -15.208 0.870  -0.579 -1.673 C14  DD2 9  
DD2 C15  C15  C  0 1 N N N 1.330  7.401  -13.858 2.034  0.409  -1.777 C15  DD2 10 
DD2 O17  O17  O  0 1 N N N -2.069 4.961  -16.595 -2.699 -0.146 -0.583 O17  DD2 11 
DD2 C18  C18  C  0 1 Y N N -2.557 4.535  -17.811 -3.819 -0.889 -0.394 C18  DD2 12 
DD2 C19  C19  C  0 1 Y N N -2.180 5.127  -19.013 -3.789 -2.257 -0.577 C19  DD2 13 
DD2 C20  C20  C  0 1 Y N N -2.733 4.689  -20.231 -4.932 -3.023 -0.386 C20  DD2 14 
DD2 C21  C21  C  0 1 Y N N -3.637 3.655  -20.291 -6.112 -2.448 -0.013 C21  DD2 15 
DD2 C22  C22  C  0 1 Y N N -4.057 3.010  -19.156 -6.181 -1.062 0.183  C22  DD2 16 
DD2 C24  C24  C  0 1 Y N N -4.026 2.735  -16.634 -5.115 1.122  0.204  C24  DD2 17 
DD2 C26  C26  C  0 1 Y N N -5.306 1.374  -18.076 -7.355 0.851  0.727  C26  DD2 18 
DD2 CL8  CL8  CL 0 0 N N N 4.177  4.506  -11.372 4.431  0.366  1.985  CL8  DD2 19 
DD2 CL7  CL7  CL 0 0 N N N 6.926  5.990  -10.837 6.961  -1.435 1.665  CL7  DD2 20 
DD2 N10  N10  N  0 1 N N N 1.215  6.255  -12.956 2.316  0.976  -0.452 N10  DD2 21 
DD2 C13  C13  C  0 1 N N N -0.523 6.163  -15.177 -0.365 0.150  -1.136 C13  DD2 22 
DD2 C12  C12  C  0 1 N N N 0.009  4.845  -14.651 -0.030 0.772  0.222  C12  DD2 23 
DD2 C16  C16  C  0 1 N N N -1.008 5.908  -16.596 -1.515 -0.846 -0.972 C16  DD2 24 
DD2 C23  C23  C  0 1 Y N N -3.532 3.439  -17.837 -5.020 -0.274 -0.005 C23  DD2 25 
DD2 N29  N29  N  0 1 N N N -3.611 3.039  -15.384 -4.017 1.938  0.030  N29  DD2 26 
DD2 N25  N25  N  0 1 Y N N -4.878 1.719  -16.822 -6.285 1.626  0.571  N25  DD2 27 
DD2 N28  N28  N  0 1 N N N -6.191 0.372  -18.181 -8.547 1.437  1.111  N28  DD2 28 
DD2 N27  N27  N  0 1 Y N N -4.939 2.006  -19.210 -7.321 -0.456 0.550  N27  DD2 29 
DD2 H3   H3   H  0 1 N N N 2.230  9.088  -11.392 4.995  1.419  -2.711 H3   DD2 30 
DD2 H4   H4   H  0 1 N N N 4.391  10.171 -11.032 6.992  0.003  -2.962 H4   DD2 31 
DD2 H5   H5   H  0 1 N N N 6.464  8.871  -10.796 7.860  -1.257 -1.032 H5   DD2 32 
DD2 H9   H9   H  0 1 N N N 1.785  5.380  -11.179 3.586  2.391  0.440  H9   DD2 33 
DD2 H9A  H9A  H  0 1 N N N 0.931  7.026  -11.088 3.450  2.511  -1.330 H9A  DD2 34 
DD2 H11  H11  H  0 1 N N N 1.259  4.170  -13.051 1.411  2.155  1.031  H11  DD2 35 
DD2 H11A H11A H  0 0 N N N -0.335 4.937  -12.556 0.900  2.516  -0.635 H11A DD2 36 
DD2 H14  H14  H  0 1 N N N 0.230  8.122  -15.552 0.651  -0.988 -2.659 H14  DD2 37 
DD2 H14A H14A H  0 0 N N N 1.393  6.724  -15.873 1.139  -1.388 -0.994 H14A DD2 38 
DD2 H15  H15  H  0 1 N N N 2.397  7.591  -14.046 2.919  -0.110 -2.146 H15  DD2 39 
DD2 H15A H15A H  0 0 N N N 0.840  8.260  -13.376 1.770  1.210  -2.467 H15A DD2 40 
DD2 H19  H19  H  0 1 N N N -1.457 5.929  -19.011 -2.868 -2.736 -0.872 H19  DD2 41 
DD2 H20  H20  H  0 1 N N N -2.438 5.180  -21.146 -4.887 -4.091 -0.535 H20  DD2 42 
DD2 H21  H21  H  0 1 N N N -4.024 3.345  -21.250 -6.990 -3.059 0.131  H21  DD2 43 
DD2 H13  H13  H  0 1 N N N -1.337 6.560  -14.552 -0.657 0.934  -1.834 H13  DD2 44 
DD2 H12  H12  H  0 1 N N N 0.830  4.509  -15.302 0.225  -0.016 0.931  H12  DD2 45 
DD2 H12A H12A H  0 0 N N N -0.816 4.117  -14.646 -0.892 1.329  0.590  H12A DD2 46 
DD2 H16  H16  H  0 1 N N N -0.175 5.516  -17.197 -1.257 -1.577 -0.206 H16  DD2 47 
DD2 H16A H16A H  0 0 N N N -1.373 6.853  -17.024 -1.690 -1.358 -1.919 H16A DD2 48 
DD2 HN29 HN29 H  0 0 N N N -2.614 3.114  -15.372 -3.273 1.640  -0.515 HN29 DD2 49 
DD2 HN2A HN2A H  0 0 N N N -4.014 3.910  -15.102 -3.990 2.811  0.453  HN2A DD2 50 
DD2 HN28 HN28 H  0 0 N N N -6.411 0.221  -19.145 -8.590 2.395  1.261  HN28 DD2 51 
DD2 HN2B HN2B H  0 0 N N N -5.797 -0.462 -17.794 -9.339 0.891  1.231  HN2B DD2 52 
# 
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 
DD2 C1  C2   DOUB Y N 1  
DD2 C1  C6   SING Y N 2  
DD2 C1  CL8  SING N N 3  
DD2 C2  C3   SING Y N 4  
DD2 C2  C9   SING N N 5  
DD2 C3  C4   DOUB Y N 6  
DD2 C4  C5   SING Y N 7  
DD2 C5  C6   DOUB Y N 8  
DD2 C6  CL7  SING N N 9  
DD2 C9  N10  SING N N 10 
DD2 C11 N10  SING N N 11 
DD2 C11 C12  SING N N 12 
DD2 C14 C15  SING N N 13 
DD2 C14 C13  SING N N 14 
DD2 C15 N10  SING N N 15 
DD2 O17 C18  SING N N 16 
DD2 O17 C16  SING N N 17 
DD2 C18 C19  DOUB Y N 18 
DD2 C18 C23  SING Y N 19 
DD2 C19 C20  SING Y N 20 
DD2 C20 C21  DOUB Y N 21 
DD2 C21 C22  SING Y N 22 
DD2 C22 C23  DOUB Y N 23 
DD2 C22 N27  SING Y N 24 
DD2 C24 C23  SING Y N 25 
DD2 C24 N29  SING N N 26 
DD2 C24 N25  DOUB Y N 27 
DD2 C26 N25  SING Y N 28 
DD2 C26 N28  SING N N 29 
DD2 C26 N27  DOUB Y N 30 
DD2 C13 C12  SING N N 31 
DD2 C13 C16  SING N N 32 
DD2 C3  H3   SING N N 33 
DD2 C4  H4   SING N N 34 
DD2 C5  H5   SING N N 35 
DD2 C9  H9   SING N N 36 
DD2 C9  H9A  SING N N 37 
DD2 C11 H11  SING N N 38 
DD2 C11 H11A SING N N 39 
DD2 C14 H14  SING N N 40 
DD2 C14 H14A SING N N 41 
DD2 C15 H15  SING N N 42 
DD2 C15 H15A SING N N 43 
DD2 C19 H19  SING N N 44 
DD2 C20 H20  SING N N 45 
DD2 C21 H21  SING N N 46 
DD2 C13 H13  SING N N 47 
DD2 C12 H12  SING N N 48 
DD2 C12 H12A SING N N 49 
DD2 C16 H16  SING N N 50 
DD2 C16 H16A SING N N 51 
DD2 N29 HN29 SING N N 52 
DD2 N29 HN2A SING N N 53 
DD2 N28 HN28 SING N N 54 
DD2 N28 HN2B SING N N 55 
# 
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 
DD2 SMILES           ACDLabs              10.04 "Clc1c(Cl)c(ccc1)CN2CCC(CC2)COc4c3c(nc(nc3ccc4)N)N"                                                                                                 
DD2 SMILES_CANONICAL CACTVS               3.341 "Nc1nc(N)c2c(OCC3CCN(CC3)Cc4cccc(Cl)c4Cl)cccc2n1"                                                                                                   
DD2 SMILES           CACTVS               3.341 "Nc1nc(N)c2c(OCC3CCN(CC3)Cc4cccc(Cl)c4Cl)cccc2n1"                                                                                                   
DD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)CN2CCC(CC2)COc3cccc4c3c(nc(n4)N)N"                                                                                               
DD2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)CN2CCC(CC2)COc3cccc4c3c(nc(n4)N)N"                                                                                               
DD2 InChI            InChI                1.03  "InChI=1S/C21H23Cl2N5O/c22-15-4-1-3-14(19(15)23)11-28-9-7-13(8-10-28)12-29-17-6-2-5-16-18(17)20(24)27-21(25)26-16/h1-6,13H,7-12H2,(H4,24,25,26,27)" 
DD2 InChIKey         InChI                1.03  XVLUVRFYGVJKGJ-UHFFFAOYSA-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 
DD2 "SYSTEMATIC NAME" ACDLabs              10.04 "5-{[1-(2,3-dichlorobenzyl)piperidin-4-yl]methoxy}quinazoline-2,4-diamine"         
DD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[[1-[(2,3-dichlorophenyl)methyl]piperidin-4-yl]methoxy]quinazoline-2,4-diamine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DD2 "Create component"     2007-12-11 RCSB 
DD2 "Modify aromatic_flag" 2011-06-04 RCSB 
DD2 "Modify descriptor"    2011-06-04 RCSB 
# 
