data_5AP
# 
_chem_comp.id                                    5AP 
_chem_comp.name                                  5-(AMINOMETHYL)-6-(2,4-DICHLOROPHENYL)-2-(3,5-DIMETHOXYPHENYL)PYRIMIDIN-4-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 Cl2 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-22 
_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                        405.278 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5AP 
_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        1RWQ 
_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 
5AP CL2  CL2  CL 0 0 N N N 49.712 53.403 37.316 1.410  -1.894 -1.431 CL2  5AP 1  
5AP C17  C17  C  0 1 Y N N 49.003 51.889 37.715 0.965  -0.709 -2.619 C17  5AP 2  
5AP C16  C16  C  0 1 Y N N 48.958 51.498 38.999 1.682  -0.605 -3.795 C16  5AP 3  
5AP C14  C14  C  0 1 Y N N 48.402 50.283 39.168 1.327  0.339  -4.743 C14  5AP 4  
5AP CL1  CL1  CL 0 0 N N N 48.271 49.689 40.798 2.237  0.471  -6.215 CL1  5AP 5  
5AP C13  C13  C  0 1 Y N N 47.894 49.536 38.153 0.249  1.180  -4.520 C13  5AP 6  
5AP C12  C12  C  0 1 Y N N 47.961 49.974 36.846 -0.477 1.080  -3.352 C12  5AP 7  
5AP C11  C11  C  0 1 Y N N 48.541 51.190 36.658 -0.124 0.131  -2.393 C11  5AP 8  
5AP C10  C10  C  0 1 Y N N 48.676 51.749 35.372 -0.902 0.019  -1.136 C10  5AP 9  
5AP C19  C19  C  0 1 Y N N 47.775 52.844 34.985 -2.283 -0.168 -1.173 C19  5AP 10 
5AP C20  C20  C  0 1 N N N 46.603 53.177 35.797 -3.013 -0.261 -2.488 C20  5AP 11 
5AP N21  N21  N  0 1 N N N 46.759 53.968 36.843 -3.556 1.056  -2.841 N21  5AP 12 
5AP C22  C22  C  0 1 Y N N 48.105 53.544 33.751 -2.971 -0.268 0.035  C22  5AP 13 
5AP N23  N23  N  0 1 N N N 47.351 54.596 33.324 -4.344 -0.455 0.048  N23  5AP 14 
5AP N9   N9   N  0 1 Y N N 49.721 51.444 34.640 -0.292 0.102  0.045  N9   5AP 15 
5AP C2   C2   C  0 1 Y N N 49.973 52.107 33.525 -0.979 -0.002 1.172  C2   5AP 16 
5AP N1   N1   N  0 1 Y N N 49.188 53.104 33.097 -2.293 -0.181 1.175  N1   5AP 17 
5AP C3   C3   C  0 1 Y N N 51.155 51.675 32.730 -0.261 0.089  2.467  C3   5AP 18 
5AP C4   C4   C  0 1 Y N N 51.965 50.628 33.098 1.118  0.283  2.487  C4   5AP 19 
5AP C5   C5   C  0 1 Y N N 53.075 50.285 32.298 1.786  0.364  3.698  C5   5AP 20 
5AP O25  O25  O  0 1 N N N 53.877 49.244 32.621 3.133  0.548  3.719  O25  5AP 21 
5AP C28  C28  C  0 1 N N N 53.469 48.331 33.629 3.522  0.596  5.093  C28  5AP 22 
5AP C6   C6   C  0 1 Y N N 53.393 50.966 31.150 1.082  0.262  4.889  C6   5AP 23 
5AP C7   C7   C  0 1 Y N N 52.555 52.000 30.797 -0.291 0.074  4.872  C7   5AP 24 
5AP C8   C8   C  0 1 Y N N 51.471 52.363 31.588 -0.965 -0.011 3.664  C8   5AP 25 
5AP O26  O26  O  0 1 N N N 52.814 52.763 29.700 -0.977 -0.024 6.041  O26  5AP 26 
5AP C29  C29  C  0 1 N N N 53.681 53.853 29.987 -0.019 0.101  7.094  C29  5AP 27 
5AP H16  H16  H  0 1 N N N 49.340 52.113 39.831 2.523  -1.258 -3.974 H16  5AP 28 
5AP H13  H13  H  0 1 N N N 47.424 48.567 38.392 -0.022 1.915  -5.263 H13  5AP 29 
5AP H12  H12  H  0 1 N N N 47.572 49.385 35.998 -1.317 1.735  -3.180 H12  5AP 30 
5AP H201 1H20 H  0 0 N N N 46.114 52.232 36.130 -3.830 -0.978 -2.400 H201 5AP 31 
5AP H202 2H20 H  0 0 N N N 45.815 53.606 35.135 -2.323 -0.590 -3.265 H202 5AP 32 
5AP H211 1H21 H  0 0 N N N 47.206 54.833 36.539 -4.034 0.947  -3.723 H211 5AP 33 
5AP H212 2H21 H  0 0 N N N 45.943 54.200 37.409 -4.262 1.273  -2.153 H212 5AP 34 
5AP H231 1H23 H  0 0 N N N 47.307 55.282 34.077 -4.817 -0.523 0.892  H231 5AP 35 
5AP H232 2H23 H  0 0 N N N 47.582 55.086 32.460 -4.833 -0.518 -0.787 H232 5AP 36 
5AP H4   H4   H  0 1 N N N 51.728 50.072 34.021 1.666  0.363  1.560  H4   5AP 37 
5AP H281 1H28 H  0 0 N N N 52.462 47.934 33.362 4.600  0.743  5.161  H281 5AP 38 
5AP H282 2H28 H  0 0 N N N 54.130 47.473 33.895 3.010  1.422  5.587  H282 5AP 39 
5AP H283 3H28 H  0 0 N N N 53.241 48.905 34.557 3.252  -0.341 5.580  H283 5AP 40 
5AP H6   H6   H  0 1 N N N 54.274 50.697 30.544 1.606  0.329  5.832  H6   5AP 41 
5AP H8   H8   H  0 1 N N N 50.843 53.223 31.301 -2.035 -0.158 3.652  H8   5AP 42 
5AP H291 1H29 H  0 0 N N N 54.626 53.500 30.462 -0.526 0.027  8.056  H291 5AP 43 
5AP H292 2H29 H  0 0 N N N 53.893 54.478 29.088 0.719  -0.695 7.010  H292 5AP 44 
5AP H293 3H29 H  0 0 N N N 53.282 54.474 30.822 0.478  1.068  7.018  H293 5AP 45 
# 
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 
5AP CL2 C17  SING N N 1  
5AP C17 C16  DOUB Y N 2  
5AP C17 C11  SING Y N 3  
5AP C16 C14  SING Y N 4  
5AP C16 H16  SING N N 5  
5AP C14 CL1  SING N N 6  
5AP C14 C13  DOUB Y N 7  
5AP C13 C12  SING Y N 8  
5AP C13 H13  SING N N 9  
5AP C12 C11  DOUB Y N 10 
5AP C12 H12  SING N N 11 
5AP C11 C10  SING N N 12 
5AP C10 C19  DOUB Y N 13 
5AP C10 N9   SING Y N 14 
5AP C19 C20  SING N N 15 
5AP C19 C22  SING Y N 16 
5AP C20 N21  SING N N 17 
5AP C20 H201 SING N N 18 
5AP C20 H202 SING N N 19 
5AP N21 H211 SING N N 20 
5AP N21 H212 SING N N 21 
5AP C22 N23  SING N N 22 
5AP C22 N1   DOUB Y N 23 
5AP N23 H231 SING N N 24 
5AP N23 H232 SING N N 25 
5AP N9  C2   DOUB Y N 26 
5AP C2  N1   SING Y N 27 
5AP C2  C3   SING N N 28 
5AP C3  C4   SING Y N 29 
5AP C3  C8   DOUB Y N 30 
5AP C4  C5   DOUB Y N 31 
5AP C4  H4   SING N N 32 
5AP C5  O25  SING N N 33 
5AP C5  C6   SING Y N 34 
5AP O25 C28  SING N N 35 
5AP C28 H281 SING N N 36 
5AP C28 H282 SING N N 37 
5AP C28 H283 SING N N 38 
5AP C6  C7   DOUB Y N 39 
5AP C6  H6   SING N N 40 
5AP C7  C8   SING Y N 41 
5AP C7  O26  SING N N 42 
5AP C8  H8   SING N N 43 
5AP O26 C29  SING N N 44 
5AP C29 H291 SING N N 45 
5AP C29 H292 SING N N 46 
5AP C29 H293 SING N N 47 
# 
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 
5AP SMILES           ACDLabs              10.04 Clc3ccc(c1nc(nc(c1CN)N)c2cc(OC)cc(OC)c2)c(Cl)c3                                                                                                  
5AP InChI            InChI                1.02b InChI=1/C19H18Cl2N4O2/c1-26-12-5-10(6-13(8-12)27-2)19-24-17(15(9-22)18(23)25-19)14-4-3-11(20)7-16(14)21/h3-8H,9,22H2,1-2H3,(H2,23,24,25)/f/h23H2 
5AP InChIKey         InChI                1.02b RCJFINNFYUNFGH-TWSYTRIPCI                                                                                                                        
5AP SMILES_CANONICAL CACTVS               3.341 COc1cc(OC)cc(c1)c2nc(N)c(CN)c(n2)c3ccc(Cl)cc3Cl                                                                                                  
5AP SMILES           CACTVS               3.341 COc1cc(OC)cc(c1)c2nc(N)c(CN)c(n2)c3ccc(Cl)cc3Cl                                                                                                  
5AP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc(cc(c1)OC)c2nc(c(c(n2)N)CN)c3ccc(cc3Cl)Cl                                                                                                  
5AP SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc(cc(c1)OC)c2nc(c(c(n2)N)CN)c3ccc(cc3Cl)Cl                                                                                                  
# 
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 
5AP "SYSTEMATIC NAME" ACDLabs              10.04 5-(aminomethyl)-6-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidin-4-amine 
5AP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(aminomethyl)-6-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidin-4-amine 
# 
