data_BDY # _chem_comp.id BDY _chem_comp.name "N~3~-(2,6-dichlorobenzyl)-5-(4-{[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]carbonyl}phenyl)pyrazine-2,3-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 Cl2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-20 _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 525.473 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BDY _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 3LCD _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 BDY N1 N1 N 0 1 N N N -19.948 4.831 -17.470 4.697 3.751 0.353 N1 BDY 1 BDY N3 N3 N 0 1 Y N N -20.139 2.706 -18.445 2.377 4.042 0.601 N3 BDY 2 BDY C4 C4 C 0 1 Y N N -20.956 1.720 -18.819 1.149 3.553 0.645 C4 BDY 3 BDY C5 C5 C 0 1 Y N N -22.316 1.773 -18.651 0.935 2.188 0.478 C5 BDY 4 BDY C7 C7 C 0 1 Y N N -22.123 3.853 -17.724 3.196 1.857 0.229 C7 BDY 5 BDY C10 C10 C 0 1 Y N N -24.687 4.461 -15.814 5.376 -1.122 -0.372 C10 BDY 6 BDY C13 C13 C 0 1 Y N N -26.339 2.964 -14.859 7.302 -2.235 0.517 C13 BDY 7 BDY C15 C15 C 0 1 Y N N -24.776 4.042 -13.447 7.088 -1.917 -1.847 C15 BDY 8 BDY C20 C20 C 0 1 Y N N -25.186 -0.597 -18.717 -2.811 2.005 0.682 C20 BDY 9 BDY C21 C21 C 0 1 Y N N -24.841 -1.423 -19.763 -3.020 0.625 0.619 C21 BDY 10 BDY C22 C22 C 0 1 Y N N -23.670 -1.199 -20.455 -1.929 -0.241 0.511 C22 BDY 11 BDY C24 C24 C 0 1 N N N -25.773 -2.516 -20.108 -4.392 0.083 0.669 C24 BDY 12 BDY C28 C28 C 0 1 N N N -24.024 -5.696 -20.083 -4.274 -3.427 1.745 C28 BDY 13 BDY C2 C2 C 0 1 Y N N -20.749 3.766 -17.893 3.408 3.235 0.398 C2 BDY 14 BDY N6 N6 N 0 1 Y N N -22.914 2.842 -18.108 1.968 1.370 0.274 N6 BDY 15 BDY N8 N8 N 0 1 N N N -22.648 5.026 -17.127 4.276 1.007 0.017 N8 BDY 16 BDY C9 C9 C 0 1 N N N -24.107 5.131 -17.036 4.053 -0.430 -0.160 C9 BDY 17 BDY C11 C11 C 0 1 Y N N -25.762 3.595 -15.940 6.088 -1.600 0.712 C11 BDY 18 BDY CL12 CL12 CL 0 0 N N N -26.456 3.272 -17.478 5.460 -1.405 2.319 CL12 BDY 19 BDY C14 C14 C 0 1 Y N N -25.840 3.183 -13.597 7.803 -2.390 -0.762 C14 BDY 20 BDY C16 C16 C 0 1 Y N N -24.210 4.675 -14.533 5.874 -1.283 -1.652 C16 BDY 21 BDY CL17 CL17 CL 0 0 N N N -22.893 5.739 -14.204 4.977 -0.689 -3.015 CL17 BDY 22 BDY C18 C18 C 0 1 Y N N -23.175 0.677 -19.042 -0.442 1.644 0.528 C18 BDY 23 BDY C19 C19 C 0 1 Y N N -24.356 0.445 -18.363 -1.531 2.510 0.637 C19 BDY 24 BDY C23 C23 C 0 1 Y N N -22.842 -0.157 -20.091 -0.650 0.265 0.465 C23 BDY 25 BDY O25 O25 O 0 1 N N N -26.958 -2.271 -19.923 -5.346 0.832 0.582 O25 BDY 26 BDY N26 N26 N 0 1 N N N -25.287 -3.730 -20.608 -4.588 -1.243 0.810 N26 BDY 27 BDY C27 C27 C 0 1 N N N -23.950 -4.204 -20.327 -3.537 -2.245 1.067 C27 BDY 28 BDY C29 C29 C 0 1 N N N -25.469 -6.087 -20.230 -5.624 -3.431 0.982 C29 BDY 29 BDY C30 C30 C 0 1 N N R -26.208 -4.849 -20.689 -5.886 -1.931 0.733 C30 BDY 30 BDY C31 C31 C 0 1 N N N -26.774 -5.104 -22.077 -6.498 -1.732 -0.655 C31 BDY 31 BDY N32 N32 N 0 1 N N N -27.285 -3.890 -22.706 -6.742 -0.302 -0.883 N32 BDY 32 BDY C33 C33 C 0 1 N N N -27.239 -4.117 -24.151 -6.956 -0.024 -2.315 C33 BDY 33 BDY C34 C34 C 0 1 N N N -28.555 -3.660 -24.739 -8.331 0.665 -2.447 C34 BDY 34 BDY C35 C35 C 0 1 N N N -29.485 -3.422 -23.576 -8.566 1.250 -1.029 C35 BDY 35 BDY C36 C36 C 0 1 N N N -28.686 -3.704 -22.326 -7.928 0.160 -0.131 C36 BDY 36 BDY HN1 HN1 H 0 1 N N N -18.988 4.622 -17.657 4.843 4.703 0.469 HN1 BDY 37 BDY HN1A HN1A H 0 0 N N N -20.210 5.661 -17.962 5.452 3.159 0.208 HN1A BDY 38 BDY H4 H4 H 0 1 N N N -20.527 0.840 -19.275 0.311 4.214 0.810 H4 BDY 39 BDY H13 H13 H 0 1 N N N -27.179 2.301 -15.003 7.859 -2.609 1.363 H13 BDY 40 BDY H15 H15 H 0 1 N N N -24.377 4.224 -12.460 7.480 -2.038 -2.846 H15 BDY 41 BDY H20 H20 H 0 1 N N N -26.105 -0.765 -18.175 -3.654 2.676 0.762 H20 BDY 42 BDY H22 H22 H 0 1 N N N -23.401 -1.839 -21.282 -2.089 -1.308 0.462 H22 BDY 43 BDY H28 H28 H 0 1 N N N -23.404 -6.235 -20.815 -3.735 -4.362 1.591 H28 BDY 44 BDY H28A H28A H 0 0 N N N -23.662 -5.938 -19.073 -4.426 -3.236 2.807 H28A BDY 45 BDY HN8 HN8 H 0 1 N N N -22.293 5.063 -16.193 5.177 1.365 -0.015 HN8 BDY 46 BDY H9 H9 H 0 1 N N N -24.540 4.652 -17.926 3.414 -0.595 -1.027 H9 BDY 47 BDY H9A H9A H 0 1 N N N -24.371 6.198 -16.999 3.571 -0.835 0.730 H9A BDY 48 BDY H14 H14 H 0 1 N N N -26.275 2.690 -12.740 8.751 -2.885 -0.914 H14 BDY 49 BDY H19 H19 H 0 1 N N N -24.633 1.090 -17.542 -1.370 3.577 0.686 H19 BDY 50 BDY H23 H23 H 0 1 N N N -21.923 0.008 -20.633 0.193 -0.404 0.381 H23 BDY 51 BDY H27 H27 H 0 1 N N N -23.551 -3.697 -19.436 -2.780 -1.836 1.736 H27 BDY 52 BDY H27A H27A H 0 0 N N N -23.290 -3.996 -21.182 -3.083 -2.567 0.130 H27A BDY 53 BDY H29 H29 H 0 1 N N N -25.575 -6.894 -20.970 -5.532 -3.968 0.038 H29 BDY 54 BDY H29A H29A H 0 0 N N N -25.871 -6.440 -19.269 -6.414 -3.863 1.597 H29A BDY 55 BDY H30 H30 H 0 1 N N N -27.071 -4.602 -20.053 -6.558 -1.540 1.497 H30 BDY 56 BDY H31 H31 H 0 1 N N N -25.973 -5.513 -22.710 -5.812 -2.109 -1.413 H31 BDY 57 BDY H31A H31A H 0 0 N N N -27.600 -5.825 -21.989 -7.441 -2.276 -0.717 H31A BDY 58 BDY H33 H33 H 0 1 N N N -26.411 -3.545 -24.595 -6.173 0.638 -2.685 H33 BDY 59 BDY H33A H33A H 0 0 N N N -27.087 -5.186 -24.358 -6.953 -0.957 -2.878 H33A BDY 60 BDY H34 H34 H 0 1 N N N -28.417 -2.734 -25.317 -8.294 1.460 -3.191 H34 BDY 61 BDY H34A H34A H 0 0 N N N -28.965 -4.431 -25.408 -9.103 -0.063 -2.697 H34A BDY 62 BDY H35 H35 H 0 1 N N N -29.845 -2.383 -23.577 -8.052 2.204 -0.910 H35 BDY 63 BDY H35A H35A H 0 0 N N N -30.356 -4.091 -23.636 -9.631 1.353 -0.821 H35A BDY 64 BDY H36 H36 H 0 1 N N N -29.065 -4.614 -21.838 -8.626 -0.664 0.020 H36 BDY 65 BDY H36A H36A H 0 0 N N N -28.774 -2.859 -21.628 -7.629 0.585 0.827 H36A BDY 66 # 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 BDY N1 C2 SING N N 1 BDY N3 C4 DOUB Y N 2 BDY N3 C2 SING Y N 3 BDY C4 C5 SING Y N 4 BDY C5 N6 DOUB Y N 5 BDY C5 C18 SING Y N 6 BDY C7 C2 DOUB Y N 7 BDY C7 N6 SING Y N 8 BDY C7 N8 SING N N 9 BDY C10 C9 SING N N 10 BDY C10 C11 DOUB Y N 11 BDY C10 C16 SING Y N 12 BDY C13 C11 SING Y N 13 BDY C13 C14 DOUB Y N 14 BDY C15 C14 SING Y N 15 BDY C15 C16 DOUB Y N 16 BDY C20 C21 DOUB Y N 17 BDY C20 C19 SING Y N 18 BDY C21 C22 SING Y N 19 BDY C21 C24 SING N N 20 BDY C22 C23 DOUB Y N 21 BDY C24 O25 DOUB N N 22 BDY C24 N26 SING N N 23 BDY C28 C27 SING N N 24 BDY C28 C29 SING N N 25 BDY N8 C9 SING N N 26 BDY C11 CL12 SING N N 27 BDY C16 CL17 SING N N 28 BDY C18 C19 DOUB Y N 29 BDY C18 C23 SING Y N 30 BDY N26 C27 SING N N 31 BDY N26 C30 SING N N 32 BDY C29 C30 SING N N 33 BDY C30 C31 SING N N 34 BDY C31 N32 SING N N 35 BDY N32 C33 SING N N 36 BDY N32 C36 SING N N 37 BDY C33 C34 SING N N 38 BDY C34 C35 SING N N 39 BDY C35 C36 SING N N 40 BDY N1 HN1 SING N N 41 BDY N1 HN1A SING N N 42 BDY C4 H4 SING N N 43 BDY C13 H13 SING N N 44 BDY C15 H15 SING N N 45 BDY C20 H20 SING N N 46 BDY C22 H22 SING N N 47 BDY C28 H28 SING N N 48 BDY C28 H28A SING N N 49 BDY N8 HN8 SING N N 50 BDY C9 H9 SING N N 51 BDY C9 H9A SING N N 52 BDY C14 H14 SING N N 53 BDY C19 H19 SING N N 54 BDY C23 H23 SING N N 55 BDY C27 H27 SING N N 56 BDY C27 H27A SING N N 57 BDY C29 H29 SING N N 58 BDY C29 H29A SING N N 59 BDY C30 H30 SING N N 60 BDY C31 H31 SING N N 61 BDY C31 H31A SING N N 62 BDY C33 H33 SING N N 63 BDY C33 H33A SING N N 64 BDY C34 H34 SING N N 65 BDY C34 H34A SING N N 66 BDY C35 H35 SING N N 67 BDY C35 H35A SING N N 68 BDY C36 H36 SING N N 69 BDY C36 H36A SING N N 70 # 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 BDY SMILES_CANONICAL CACTVS 3.352 "Nc1ncc(nc1NCc2c(Cl)cccc2Cl)c3ccc(cc3)C(=O)N4CCC[C@@H]4CN5CCCC5" BDY SMILES CACTVS 3.352 "Nc1ncc(nc1NCc2c(Cl)cccc2Cl)c3ccc(cc3)C(=O)N4CCC[CH]4CN5CCCC5" BDY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)Cl)CNc2c(ncc(n2)c3ccc(cc3)C(=O)N4CCC[C@@H]4CN5CCCC5)N)Cl" BDY SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)Cl)CNc2c(ncc(n2)c3ccc(cc3)C(=O)N4CCCC4CN5CCCC5)N)Cl" BDY InChI InChI 1.03 "InChI=1S/C27H30Cl2N6O/c28-22-6-3-7-23(29)21(22)15-32-26-25(30)31-16-24(33-26)18-8-10-19(11-9-18)27(36)35-14-4-5-20(35)17-34-12-1-2-13-34/h3,6-11,16,20H,1-2,4-5,12-15,17H2,(H2,30,31)(H,32,33)/t20-/m1/s1" BDY InChIKey InChI 1.03 PVBCEWZVPUKFNT-HXUWFJFHSA-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 BDY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[4-[5-azanyl-6-[(2,6-dichlorophenyl)methylamino]pyrazin-2-yl]phenyl]-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BDY "Create component" 2010-01-20 RCSB BDY "Modify aromatic_flag" 2011-06-04 RCSB BDY "Modify descriptor" 2011-06-04 RCSB #