data_DD3
# 
_chem_comp.id                                    DD3 
_chem_comp.name                                  5-[(1S)-1-(3-chlorophenyl)ethoxy]quinazoline-2,4-diamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H15 Cl N4 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                    2008-10-17 
_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                        314.770 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DD3 
_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        3BLA 
_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 
DD3 C14  C14  C  0 1 Y N N 13.373 13.563 -14.284 2.305  0.049  0.461  C14  DD3 1  
DD3 C13  C13  C  0 1 N N N 11.309 12.318 -13.765 1.209  1.564  2.090  C13  DD3 2  
DD3 C12  C12  C  0 1 N N S 12.407 12.557 -14.795 1.119  0.950  0.692  C12  DD3 3  
DD3 C17  C17  C  0 1 Y N N 15.221 15.422 -13.313 4.482  -1.604 0.039  C17  DD3 4  
DD3 C16  C16  C  0 1 Y N N 15.349 14.067 -12.991 4.515  -0.291 -0.396 C16  DD3 5  
DD3 C15  C15  C  0 1 Y N N 14.427 13.148 -13.475 3.426  0.535  -0.185 C15  DD3 6  
DD3 N3   N3   N  0 1 Y N N 15.398 7.630  -15.031 -3.661 -1.821 -0.128 N3   DD3 7  
DD3 C10  C10  C  0 1 Y N N 14.041 11.086 -15.997 -1.212 0.862  0.240  C10  DD3 8  
DD3 C8   C8   C  0 1 Y N N 15.352 11.750 -17.956 -2.343 2.934  -0.232 C8   DD3 9  
DD3 C7   C7   C  0 1 Y N N 16.098 10.570 -17.942 -3.518 2.281  -0.467 C7   DD3 10 
DD3 C5   C5   C  0 1 Y N N 14.816 9.813  -15.949 -2.409 0.168  0.003  C5   DD3 11 
DD3 C4   C4   C  0 1 Y N N 14.613 8.727  -14.941 -2.494 -1.240 0.111  C4   DD3 12 
DD3 C19  C19  C  0 1 Y N N 13.243 14.917 -14.612 2.274  -1.261 0.901  C19  DD3 13 
DD3 C9   C9   C  0 1 Y N N 14.350 12.009 -17.011 -1.193 2.237  0.119  C9   DD3 14 
DD3 CL2  CL2  CL 0 0 N N N 16.685 13.456 -11.953 5.921  0.317  -1.213 CL2  DD3 15 
DD3 C18  C18  C  0 1 Y N N 14.166 15.847 -14.124 3.362  -2.087 0.690  C18  DD3 16 
DD3 O11  O11  O  0 1 N N N 13.057 11.306 -15.053 -0.085 0.188  0.584  O11  DD3 17 
DD3 C6   C6   C  0 1 Y N N 15.868 9.593  -16.976 -3.576 0.887  -0.354 C6   DD3 18 
DD3 N1   N1   N  0 1 Y N N 16.575 8.440  -16.949 -4.711 0.206  -0.576 N1   DD3 19 
DD3 N22  N22  N  0 1 N N N 13.695 8.781  -13.945 -1.390 -1.990 0.456  N22  DD3 20 
DD3 C2   C2   C  0 1 Y N N 16.341 7.494  -16.000 -4.734 -1.108 -0.462 C2   DD3 21 
DD3 N21  N21  N  0 1 N N N 17.071 6.362  -16.000 -5.924 -1.773 -0.699 N21  DD3 22 
DD3 H13  H13  H  0 1 N N N 11.754 12.260 -12.761 2.128  2.145  2.173  H13  DD3 23 
DD3 H13A H13A H  0 0 N N N 10.588 13.148 -13.799 0.352  2.215  2.257  H13A DD3 24 
DD3 H13B H13B H  0 0 N N N 10.793 11.373 -13.992 1.214  0.770  2.837  H13B DD3 25 
DD3 H12  H12  H  0 1 N N N 11.980 12.949 -15.730 1.115  1.744  -0.054 H12  DD3 26 
DD3 H17  H17  H  0 1 N N N 15.936 16.138 -12.936 5.332  -2.249 -0.126 H17  DD3 27 
DD3 H15  H15  H  0 1 N N N 14.529 12.103 -13.222 3.451  1.560  -0.525 H15  DD3 28 
DD3 H8   H8   H  0 1 N N N 15.554 12.487 -18.719 -2.306 4.010  -0.321 H8   DD3 29 
DD3 H7   H7   H  0 1 N N N 16.862 10.413 -18.689 -4.402 2.839  -0.739 H7   DD3 30 
DD3 H19  H19  H  0 1 N N N 12.429 15.244 -15.242 1.400  -1.639 1.410  H19  DD3 31 
DD3 H9   H9   H  0 1 N N N 13.803 12.939 -17.063 -0.275 2.777  0.301  H9   DD3 32 
DD3 H18  H18  H  0 1 N N N 14.063 16.893 -14.374 3.336  -3.112 1.030  H18  DD3 33 
DD3 HN22 HN22 H  0 0 N N N 14.162 8.794  -13.061 -1.350 -2.931 0.223  HN22 DD3 34 
DD3 HN2A HN2A H  0 0 N N N 13.145 9.610  -14.044 -0.652 -1.577 0.932  HN2A DD3 35 
DD3 HN21 HN21 H  0 0 N N N 17.252 6.081  -16.943 -5.963 -2.739 -0.620 HN21 DD3 36 
DD3 HN2B HN2B H  0 0 N N N 17.938 6.525  -15.529 -6.718 -1.274 -0.943 HN2B DD3 37 
# 
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 
DD3 C14 C12  SING N N 1  
DD3 C14 C15  DOUB Y N 2  
DD3 C14 C19  SING Y N 3  
DD3 C13 C12  SING N N 4  
DD3 C12 O11  SING N N 5  
DD3 C17 C16  DOUB N N 6  
DD3 C17 C18  SING N N 7  
DD3 C16 C15  SING N N 8  
DD3 C16 CL2  SING N N 9  
DD3 N3  C4   DOUB Y N 10 
DD3 N3  C2   SING Y N 11 
DD3 C10 C5   DOUB N N 12 
DD3 C10 C9   SING Y N 13 
DD3 C10 O11  SING N N 14 
DD3 C8  C7   SING N N 15 
DD3 C8  C9   DOUB Y N 16 
DD3 C7  C6   DOUB Y N 17 
DD3 C5  C4   SING Y N 18 
DD3 C5  C6   SING Y N 19 
DD3 C4  N22  SING N N 20 
DD3 C19 C18  DOUB Y N 21 
DD3 C6  N1   SING Y N 22 
DD3 N1  C2   DOUB N N 23 
DD3 C2  N21  SING Y N 24 
DD3 C13 H13  SING N N 25 
DD3 C13 H13A SING Y N 26 
DD3 C13 H13B SING Y N 27 
DD3 C12 H12  SING N N 28 
DD3 C17 H17  SING Y N 29 
DD3 C15 H15  SING N N 30 
DD3 C8  H8   SING N N 31 
DD3 C7  H7   SING N N 32 
DD3 C19 H19  SING Y N 33 
DD3 C9  H9   SING Y N 34 
DD3 C18 H18  SING N N 35 
DD3 N22 HN22 SING N N 36 
DD3 N22 HN2A SING N N 37 
DD3 N21 HN21 SING N N 38 
DD3 N21 HN2B SING N N 39 
# 
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 
DD3 SMILES           ACDLabs              10.04 Clc1cccc(c1)C(Oc3c2c(nc(nc2N)N)ccc3)C                                                                                                  
DD3 InChI            InChI                1.02b InChI=1/C16H15ClN4O/c1-9(10-4-2-5-11(17)8-10)22-13-7-3-6-12-14(13)15(18)21-16(19)20-12/h2-9H,1H3,(H4,18,19,20,21)/t9-/m0/s1/f/h18-19H2 
DD3 InChIKey         InChI                1.02b IDHINEMSCUFEIP-ACEJIXFCDU                                                                                                              
DD3 SMILES_CANONICAL CACTVS               3.341 C[C@H](Oc1cccc2nc(N)nc(N)c12)c3cccc(Cl)c3                                                                                              
DD3 SMILES           CACTVS               3.341 C[CH](Oc1cccc2nc(N)nc(N)c12)c3cccc(Cl)c3                                                                                               
DD3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](c1cccc(c1)Cl)Oc2cccc3c2c(nc(n3)N)N                                                                                             
DD3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1cccc(c1)Cl)Oc2cccc3c2c(nc(n3)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 
DD3 "SYSTEMATIC NAME" ACDLabs              10.04 5-[(1S)-1-(3-chlorophenyl)ethoxy]quinazoline-2,4-diamine 
DD3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-[(1S)-1-(3-chlorophenyl)ethoxy]quinazoline-2,4-diamine 
# 
