data_3BG
# 
_chem_comp.id                                    3BG 
_chem_comp.name                                  "1-(4-{4-[(1H-benzimidazol-2-ylmethyl)amino]-6-(4,5-dimethoxy-2-methylphenoxy)pyrimidin-2-yl}piperazin-1-yl)ethanone" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N7 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-17 
_chem_comp.pdbx_modified_date                    2015-07-24 
_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                        517.580 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3BG 
_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        4QRE 
_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 
3BG C1  C1  C 0 1 Y N N 7.244  3.584  6.275 -3.913 2.212  1.003  C1  3BG 1  
3BG C2  C2  C 0 1 Y N N 6.092  2.807  6.196 -2.731 1.836  0.385  C2  3BG 2  
3BG C3  C3  C 0 1 Y N N 5.540  2.478  4.961 -2.333 2.464  -0.786 C3  3BG 3  
3BG C4  C4  C 0 1 Y N N 6.121  2.980  3.688 -3.116 3.467  -1.337 C4  3BG 4  
3BG C5  C5  C 0 1 Y N N 7.280  3.747  3.768 -4.295 3.843  -0.721 C5  3BG 5  
3BG C6  C6  C 0 1 Y N N 7.855  4.093  5.016 -4.699 3.214  0.445  C6  3BG 6  
3BG C13 C13 C 0 1 Y N N 3.200  2.213  5.226 -0.505 1.026  -0.895 C13 3BG 7  
3BG C15 C15 C 0 1 Y N N 0.906  1.830  5.183 -0.521 -1.115 -0.033 C15 3BG 8  
3BG C17 C17 C 0 1 Y N N 1.694  3.910  5.980 1.520  -0.058 -0.237 C17 3BG 9  
3BG C18 C18 C 0 1 Y N N 3.004  3.495  5.756 0.877  1.062  -0.759 C18 3BG 10 
3BG O38 O38 O 0 1 N N N -4.259 -1.539 5.089 -3.131 -6.470 -0.832 O38 3BG 11 
3BG C36 C36 C 0 1 N N N -3.221 -1.691 4.456 -3.635 -5.443 -0.431 C36 3BG 12 
3BG C37 C37 C 0 1 N N N -2.967 -2.922 3.626 -5.120 -5.229 -0.565 C37 3BG 13 
3BG N33 N33 N 0 1 N N N -2.268 -0.758 4.465 -2.865 -4.492 0.136  N33 3BG 14 
3BG C34 C34 C 0 1 N N N -1.028 -0.902 3.702 -3.457 -3.240 0.634  C34 3BG 15 
3BG C35 C35 C 0 1 N N N 0.129  -0.420 4.560 -2.672 -2.063 0.046  C35 3BG 16 
3BG N30 N30 N 0 1 N N N -0.151 0.973  4.878 -1.243 -2.235 0.340  N30 3BG 17 
3BG C31 C31 C 0 1 N N N -1.500 1.538  4.863 -0.709 -3.443 -0.303 C31 3BG 18 
3BG C32 C32 C 0 1 N N N -2.477 0.447  5.266 -1.414 -4.680 0.277  C32 3BG 19 
3BG N16 N16 N 0 1 Y N N 0.682  3.063  5.697 0.795  -1.118 0.112  N16 3BG 20 
3BG N19 N19 N 0 1 N N N 1.440  5.133  6.493 2.898  -0.068 -0.082 N19 3BG 21 
3BG C20 C20 C 0 1 N N N 0.071  5.568  6.690 3.687  1.105  -0.468 C20 3BG 22 
3BG C21 C21 C 0 1 Y N N -0.213 6.433  5.469 5.146  0.839  -0.201 C21 3BG 23 
3BG N22 N22 N 0 1 Y N N 0.705  7.224  4.841 6.035  0.376  -1.121 N22 3BG 24 
3BG C23 C23 C 0 1 Y N N 0.120  7.859  3.796 7.258  0.267  -0.491 C23 3BG 25 
3BG C26 C26 C 0 1 Y N N 0.550  8.749  2.804 8.521  -0.145 -0.896 C26 3BG 26 
3BG C27 C27 C 0 1 Y N N -0.367 9.207  1.860 9.562  -0.141 0.008  C27 3BG 27 
3BG C28 C28 C 0 1 Y N N -1.710 8.792  1.879 9.356  0.270  1.317  C28 3BG 28 
3BG C29 C29 C 0 1 Y N N -2.170 7.894  2.846 8.120  0.678  1.733  C29 3BG 29 
3BG C24 C24 C 0 1 Y N N -1.290 7.407  3.813 7.050  0.683  0.835  C24 3BG 30 
3BG N25 N25 N 0 1 Y N N -1.403 6.548  4.852 5.740  1.023  0.942  N25 3BG 31 
3BG N14 N14 N 0 1 Y N N 2.152  1.407  4.957 -1.165 -0.068 -0.526 N14 3BG 32 
3BG O11 O11 O 0 1 N N N 4.426  1.687  4.955 -1.173 2.095  -1.394 O11 3BG 33 
3BG CL1 CL1 C 0 1 N N N 5.439  2.590  2.280 -2.678 4.152  -2.606 CL1 3BG 34 
3BG O7  O7  O 0 1 N N N 8.985  4.865  5.128 -5.860 3.585  1.050  O7  3BG 35 
3BG C8  C8  C 0 1 N N N 9.596  5.397  3.936 -6.612 4.629  0.428  C8  3BG 36 
3BG O9  O9  O 0 1 N N N 7.811  3.886  7.481 -4.306 1.597  2.151  O9  3BG 37 
3BG C10 C10 C 0 1 N N N 7.203  3.525  8.724 -3.397 0.657  2.727  C10 3BG 38 
3BG H1  H1  H 0 1 N N N 5.621  2.456  7.102 -2.121 1.055  0.814  H1  3BG 39 
3BG H2  H2  H 0 1 N N N 7.752  4.086  2.858 -4.903 4.625  -1.152 H2  3BG 40 
3BG H3  H3  H 0 1 N N N 3.840  4.139  5.983 1.439  1.936  -1.051 H3  3BG 41 
3BG H4  H4  H 0 1 N N N -3.831 -3.599 3.699 -5.306 -4.344 -1.173 H4  3BG 42 
3BG H5  H5  H 0 1 N N N -2.816 -2.631 2.576 -5.571 -6.099 -1.043 H5  3BG 43 
3BG H6  H6  H 0 1 N N N -2.067 -3.435 3.997 -5.558 -5.090 0.424  H6  3BG 44 
3BG H7  H7  H 0 1 N N N -0.877 -1.959 3.436 -4.499 -3.178 0.322  H7  3BG 45 
3BG H8  H8  H 0 1 N N N -1.085 -0.298 2.784 -3.395 -3.214 1.722  H8  3BG 46 
3BG H9  H9  H 0 1 N N N 0.193  -1.016 5.482 -2.820 -2.031 -1.034 H9  3BG 47 
3BG H10 H10 H 0 1 N N N 1.075  -0.501 4.004 -3.025 -1.132 0.490  H10 3BG 48 
3BG H11 H11 H 0 1 N N N -1.561 2.374  5.575 -0.884 -3.392 -1.378 H11 3BG 49 
3BG H12 H12 H 0 1 N N N -1.741 1.899  3.852 0.362  -3.514 -0.112 H12 3BG 50 
3BG H13 H13 H 0 1 N N N -3.505 0.808  5.113 -1.159 -4.790 1.331  H13 3BG 51 
3BG H14 H14 H 0 1 N N N -2.328 0.204  6.329 -1.105 -5.570 -0.272 H14 3BG 52 
3BG H15 H15 H 0 1 N N N 1.886  5.169  7.388 3.339  -0.851 0.282  H15 3BG 53 
3BG H16 H16 H 0 1 N N N -0.025 6.154  7.616 3.542  1.306  -1.530 H16 3BG 54 
3BG H17 H17 H 0 1 N N N -0.612 4.707  6.728 3.362  1.968  0.113  H17 3BG 55 
3BG H18 H18 H 0 1 N N N 1.663  7.320  5.111 5.844  0.163  -2.048 H18 3BG 56 
3BG H19 H19 H 0 1 N N N 1.579  9.076  2.771 8.686  -0.466 -1.913 H19 3BG 57 
3BG H20 H20 H 0 1 N N N -0.038 9.896  1.096 10.545 -0.461 -0.306 H20 3BG 58 
3BG H21 H21 H 0 1 N N N -2.396 9.172  1.136 10.181 0.268  2.014  H21 3BG 59 
3BG H22 H22 H 0 1 N N N -3.203 7.578  2.845 7.971  0.996  2.754  H22 3BG 60 
3BG H24 H24 H 0 1 N N N 5.872  1.649  1.911 -2.060 5.016  -2.358 H24 3BG 61 
3BG H25 H25 H 0 1 N N N 4.355  2.465  2.420 -2.101 3.456  -3.215 H25 3BG 62 
3BG H26 H26 H 0 1 N N N 5.624  3.391  1.549 -3.555 4.481  -3.163 H26 3BG 63 
3BG H27 H27 H 0 1 N N N 10.483 5.986  4.210 -6.006 5.534  0.379  H27 3BG 64 
3BG H28 H28 H 0 1 N N N 9.895  4.569  3.277 -6.892 4.324  -0.580 H28 3BG 65 
3BG H29 H29 H 0 1 N N N 8.876  6.042  3.411 -7.512 4.826  1.011  H29 3BG 66 
3BG H30 H30 H 0 1 N N N 7.835  3.869  9.556 -3.875 0.161  3.572  H30 3BG 67 
3BG H31 H31 H 0 1 N N N 6.212  3.996  8.798 -3.120 -0.086 1.979  H31 3BG 68 
3BG H32 H32 H 0 1 N N N 7.094  2.432  8.775 -2.503 1.178  3.070  H32 3BG 69 
# 
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 
3BG C27 C28 DOUB Y N 1  
3BG C27 C26 SING Y N 2  
3BG C28 C29 SING Y N 3  
3BG CL1 C4  SING N N 4  
3BG C26 C23 DOUB Y N 5  
3BG C29 C24 DOUB Y N 6  
3BG C37 C36 SING N N 7  
3BG C4  C5  DOUB Y N 8  
3BG C4  C3  SING Y N 9  
3BG C34 N33 SING N N 10 
3BG C34 C35 SING N N 11 
3BG C5  C6  SING Y N 12 
3BG C23 C24 SING Y N 13 
3BG C23 N22 SING Y N 14 
3BG C24 N25 SING Y N 15 
3BG C8  O7  SING N N 16 
3BG C36 N33 SING N N 17 
3BG C36 O38 DOUB N N 18 
3BG N33 C32 SING N N 19 
3BG C35 N30 SING N N 20 
3BG N22 C21 SING Y N 21 
3BG N25 C21 DOUB Y N 22 
3BG C31 N30 SING N N 23 
3BG C31 C32 SING N N 24 
3BG N30 C15 SING N N 25 
3BG O11 C3  SING N N 26 
3BG O11 C13 SING N N 27 
3BG N14 C15 DOUB Y N 28 
3BG N14 C13 SING Y N 29 
3BG C3  C2  DOUB Y N 30 
3BG C6  O7  SING N N 31 
3BG C6  C1  DOUB Y N 32 
3BG C15 N16 SING Y N 33 
3BG C13 C18 DOUB Y N 34 
3BG C21 C20 SING N N 35 
3BG N16 C17 DOUB Y N 36 
3BG C18 C17 SING Y N 37 
3BG C17 N19 SING N N 38 
3BG C2  C1  SING Y N 39 
3BG C1  O9  SING N N 40 
3BG N19 C20 SING N N 41 
3BG O9  C10 SING N N 42 
3BG C2  H1  SING N N 43 
3BG C5  H2  SING N N 44 
3BG C18 H3  SING N N 45 
3BG C37 H4  SING N N 46 
3BG C37 H5  SING N N 47 
3BG C37 H6  SING N N 48 
3BG C34 H7  SING N N 49 
3BG C34 H8  SING N N 50 
3BG C35 H9  SING N N 51 
3BG C35 H10 SING N N 52 
3BG C31 H11 SING N N 53 
3BG C31 H12 SING N N 54 
3BG C32 H13 SING N N 55 
3BG C32 H14 SING N N 56 
3BG N19 H15 SING N N 57 
3BG C20 H16 SING N N 58 
3BG C20 H17 SING N N 59 
3BG N22 H18 SING N N 60 
3BG C26 H19 SING N N 61 
3BG C27 H20 SING N N 62 
3BG C28 H21 SING N N 63 
3BG C29 H22 SING N N 64 
3BG CL1 H24 SING N N 65 
3BG CL1 H25 SING N N 66 
3BG CL1 H26 SING N N 67 
3BG C8  H27 SING N N 68 
3BG C8  H28 SING N N 69 
3BG C8  H29 SING N N 70 
3BG C10 H30 SING N N 71 
3BG C10 H31 SING N N 72 
3BG C10 H32 SING N N 73 
# 
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 
3BG SMILES           ACDLabs              12.01 "O=C(N5CCN(c4nc(NCc2nc1ccccc1n2)cc(Oc3cc(OC)c(OC)cc3C)n4)CC5)C"                                                                                                                                  
3BG InChI            InChI                1.03  "InChI=1S/C27H31N7O4/c1-17-13-22(36-3)23(37-4)14-21(17)38-26-15-24(28-16-25-29-19-7-5-6-8-20(19)30-25)31-27(32-26)34-11-9-33(10-12-34)18(2)35/h5-8,13-15H,9-12,16H2,1-4H3,(H,29,30)(H,28,31,32)" 
3BG InChIKey         InChI                1.03  QDJWEGQUTGIBNS-UHFFFAOYSA-N                                                                                                                                                                      
3BG SMILES_CANONICAL CACTVS               3.385 "COc1cc(C)c(Oc2cc(NCc3[nH]c4ccccc4n3)nc(n2)N5CCN(CC5)C(C)=O)cc1OC"                                                                                                                               
3BG SMILES           CACTVS               3.385 "COc1cc(C)c(Oc2cc(NCc3[nH]c4ccccc4n3)nc(n2)N5CCN(CC5)C(C)=O)cc1OC"                                                                                                                               
3BG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(c(cc1Oc2cc(nc(n2)N3CCN(CC3)C(=O)C)NCc4[nH]c5ccccc5n4)OC)OC"                                                                                                                               
3BG SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cc(c(cc1Oc2cc(nc(n2)N3CCN(CC3)C(=O)C)NCc4[nH]c5ccccc5n4)OC)OC"                                                                                                                               
# 
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 
3BG "SYSTEMATIC NAME" ACDLabs              12.01 "1-(4-{4-[(1H-benzimidazol-2-ylmethyl)amino]-6-(4,5-dimethoxy-2-methylphenoxy)pyrimidin-2-yl}piperazin-1-yl)ethanone" 
3BG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[4-[4-(1H-benzimidazol-2-ylmethylamino)-6-(4,5-dimethoxy-2-methyl-phenoxy)pyrimidin-2-yl]piperazin-1-yl]ethanone"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3BG "Create component" 2014-07-17 RCSB 
3BG "Initial release"  2015-07-29 RCSB 
# 
