data_JR9 # _chem_comp.id JR9 _chem_comp.name "N~3~-benzyl-2-[(6-bromo-1,3-benzodioxol-5-yl)methyl]imidazo[1,2-a]pyrazine-3,8-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Br N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-26 _chem_comp.pdbx_modified_date 2020-06-27 _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 452.304 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JR9 _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 4R3M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 JR9 N01 N01 N 0 1 Y N N -34.999 -10.508 -26.389 0.955 4.567 -1.674 N01 JR9 1 JR9 C02 C02 C 0 1 Y N N -34.202 -9.830 -27.271 2.130 3.924 -1.703 C02 JR9 2 JR9 C03 C03 C 0 1 Y N N -32.871 -9.569 -26.985 2.304 2.752 -1.066 C03 JR9 3 JR9 N04 N04 N 0 1 Y N N -32.381 -10.037 -25.783 1.261 2.191 -0.366 N04 JR9 4 JR9 C05 C05 C 0 1 Y N N -33.110 -10.713 -24.917 0.049 2.845 -0.331 C05 JR9 5 JR9 C06 C06 C 0 1 Y N N -34.486 -10.945 -25.228 -0.079 4.077 -1.020 C06 JR9 6 JR9 C07 C07 C 0 1 Y N N -31.122 -9.900 -25.297 1.122 1.050 0.362 C07 JR9 7 JR9 C08 C08 C 0 1 Y N N -31.074 -10.543 -24.064 -0.158 1.027 0.825 C08 JR9 8 JR9 N09 N09 N 0 1 Y N N -32.324 -11.063 -23.834 -0.786 2.122 0.393 N09 JR9 9 JR9 N10 N10 N 0 1 N N N -35.316 -11.621 -24.341 -1.283 4.762 -1.005 N10 JR9 10 JR9 N11 N11 N 0 1 N N N -30.132 -9.176 -26.047 2.106 0.086 0.591 N11 JR9 11 JR9 C12 C12 C 0 1 N N N -28.729 -9.307 -25.876 3.366 0.452 -0.069 C12 JR9 12 JR9 C13 C13 C 0 1 Y N N -27.877 -8.490 -26.833 4.401 -0.610 0.200 C13 JR9 13 JR9 C14 C14 C 0 1 Y N N -27.078 -7.450 -26.360 4.531 -1.683 -0.661 C14 JR9 14 JR9 C15 C15 C 0 1 Y N N -26.287 -6.744 -27.254 5.480 -2.657 -0.414 C15 JR9 15 JR9 C16 C16 C 0 1 Y N N -26.319 -7.060 -28.605 6.300 -2.558 0.694 C16 JR9 16 JR9 C17 C17 C 0 1 Y N N -27.122 -8.088 -29.085 6.170 -1.485 1.556 C17 JR9 17 JR9 C18 C18 C 0 1 Y N N -27.905 -8.811 -28.184 5.225 -0.507 1.306 C18 JR9 18 JR9 C19 C19 C 0 1 N N N -29.859 -10.627 -23.206 -0.765 -0.055 1.682 C19 JR9 19 JR9 C20 C20 C 0 1 Y N N -28.991 -11.817 -23.598 -1.488 -1.044 0.804 C20 JR9 20 JR9 C21 C21 C 0 1 Y N N -27.625 -11.810 -23.386 -2.799 -0.807 0.432 C21 JR9 21 JR9 C22 C22 C 0 1 Y N N -26.783 -12.868 -23.699 -3.467 -1.712 -0.373 C22 JR9 22 JR9 C23 C23 C 0 1 Y N N -27.361 -14.045 -24.276 -2.823 -2.859 -0.808 C23 JR9 23 JR9 C24 C24 C 0 1 Y N N -28.705 -14.073 -24.498 -1.503 -3.097 -0.433 C24 JR9 24 JR9 C25 C25 C 0 1 Y N N -29.553 -12.956 -24.155 -0.839 -2.183 0.368 C25 JR9 25 JR9 O26 O26 O 0 1 N N N -26.780 -15.240 -24.693 -3.247 -3.891 -1.593 O26 JR9 26 JR9 C27 C27 C 0 1 N N N -27.858 -16.049 -25.105 -2.049 -4.559 -2.031 C27 JR9 27 JR9 O28 O28 O 0 1 N N N -29.039 -15.287 -25.090 -1.100 -4.279 -0.984 O28 JR9 28 JR9 BR BR BR 0 0 N N N -26.754 -10.274 -22.608 -3.681 0.758 1.026 BR JR9 29 JR9 H1 H1 H 0 1 N N N -34.618 -9.492 -28.208 2.955 4.357 -2.249 H1 JR9 30 JR9 H2 H2 H 0 1 N N N -32.244 -9.022 -27.674 3.261 2.252 -1.104 H2 JR9 31 JR9 H3 H3 H 0 1 N N N -36.236 -11.685 -24.728 -1.367 5.605 -1.478 H3 JR9 32 JR9 H4 H4 H 0 1 N N N -34.956 -12.540 -24.183 -2.042 4.398 -0.523 H4 JR9 33 JR9 H5 H5 H 0 1 N N N -28.468 -10.367 -26.010 3.203 0.536 -1.143 H5 JR9 34 JR9 H6 H6 H 0 1 N N N -27.075 -7.197 -25.310 3.890 -1.760 -1.527 H6 JR9 35 JR9 H7 H7 H 0 1 N N N -25.647 -5.950 -26.899 5.581 -3.496 -1.087 H7 JR9 36 JR9 H8 H8 H 0 1 N N N -25.709 -6.497 -29.296 7.041 -3.319 0.887 H8 JR9 37 JR9 H9 H9 H 0 1 N N N -27.140 -8.324 -30.139 6.811 -1.407 2.422 H9 JR9 38 JR9 H10 H10 H 0 1 N N N -28.531 -9.618 -28.536 5.124 0.331 1.979 H10 JR9 39 JR9 H11 H11 H 0 1 N N N -29.274 -9.703 -23.320 0.024 -0.567 2.233 H11 JR9 40 JR9 H12 H12 H 0 1 N N N -30.168 -10.738 -22.156 -1.469 0.391 2.384 H12 JR9 41 JR9 H13 H13 H 0 1 N N N -25.721 -12.806 -23.513 -4.491 -1.524 -0.662 H13 JR9 42 JR9 H14 H14 H 0 1 N N N -30.617 -13.007 -24.331 0.185 -2.366 0.660 H14 JR9 43 JR9 H15 H15 H 0 1 N N N -27.962 -16.902 -24.418 -2.218 -5.632 -2.117 H15 JR9 44 JR9 H16 H16 H 0 1 N N N -27.672 -16.419 -26.124 -1.705 -4.147 -2.979 H16 JR9 45 JR9 H17 H17 H 0 1 N N N -30.331 -8.209 -25.889 1.794 -0.827 0.294 H17 JR9 46 JR9 H18 H18 H 0 1 N N N -28.481 -8.995 -24.851 3.716 1.408 0.321 H18 JR9 47 # # 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 JR9 C17 C16 DOUB Y N 1 JR9 C17 C18 SING Y N 2 JR9 C16 C15 SING Y N 3 JR9 C18 C13 DOUB Y N 4 JR9 C02 C03 DOUB Y N 5 JR9 C02 N01 SING Y N 6 JR9 C15 C14 DOUB Y N 7 JR9 C03 N04 SING Y N 8 JR9 C13 C14 SING Y N 9 JR9 C13 C12 SING N N 10 JR9 N01 C06 DOUB Y N 11 JR9 N11 C12 SING N N 12 JR9 N11 C07 SING N N 13 JR9 N04 C07 SING Y N 14 JR9 N04 C05 SING Y N 15 JR9 C07 C08 DOUB Y N 16 JR9 C06 C05 SING Y N 17 JR9 C06 N10 SING N N 18 JR9 C27 O28 SING N N 19 JR9 C27 O26 SING N N 20 JR9 O28 C24 SING N N 21 JR9 C05 N09 DOUB Y N 22 JR9 O26 C23 SING N N 23 JR9 C24 C23 DOUB Y N 24 JR9 C24 C25 SING Y N 25 JR9 C23 C22 SING Y N 26 JR9 C25 C20 DOUB Y N 27 JR9 C08 N09 SING Y N 28 JR9 C08 C19 SING N N 29 JR9 C22 C21 DOUB Y N 30 JR9 C20 C21 SING Y N 31 JR9 C20 C19 SING N N 32 JR9 C21 BR SING N N 33 JR9 C02 H1 SING N N 34 JR9 C03 H2 SING N N 35 JR9 N10 H3 SING N N 36 JR9 N10 H4 SING N N 37 JR9 C12 H5 SING N N 38 JR9 C14 H6 SING N N 39 JR9 C15 H7 SING N N 40 JR9 C16 H8 SING N N 41 JR9 C17 H9 SING N N 42 JR9 C18 H10 SING N N 43 JR9 C19 H11 SING N N 44 JR9 C19 H12 SING N N 45 JR9 C22 H13 SING N N 46 JR9 C25 H14 SING N N 47 JR9 C27 H15 SING N N 48 JR9 C27 H16 SING N N 49 JR9 N11 H17 SING N N 50 JR9 C12 H18 SING N N 51 # # 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 JR9 SMILES ACDLabs 12.01 "Brc1c(cc2OCOc2c1)Cc4nc5c(nccn5c4NCc3ccccc3)N" JR9 InChI InChI 1.03 "InChI=1S/C21H18BrN5O2/c22-15-10-18-17(28-12-29-18)9-14(15)8-16-20(25-11-13-4-2-1-3-5-13)27-7-6-24-19(23)21(27)26-16/h1-7,9-10,25H,8,11-12H2,(H2,23,24)" JR9 InChIKey InChI 1.03 QOEANVPMVDTINQ-UHFFFAOYSA-N JR9 SMILES_CANONICAL CACTVS 3.385 "Nc1nccn2c(NCc3ccccc3)c(Cc4cc5OCOc5cc4Br)nc12" JR9 SMILES CACTVS 3.385 "Nc1nccn2c(NCc3ccccc3)c(Cc4cc5OCOc5cc4Br)nc12" JR9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CNc2c(nc3n2ccnc3N)Cc4cc5c(cc4Br)OCO5" JR9 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CNc2c(nc3n2ccnc3N)Cc4cc5c(cc4Br)OCO5" # # 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 JR9 "SYSTEMATIC NAME" ACDLabs 12.01 "N~3~-benzyl-2-[(6-bromo-1,3-benzodioxol-5-yl)methyl]imidazo[1,2-a]pyrazine-3,8-diamine" JR9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(6-bromanyl-1,3-benzodioxol-5-yl)methyl]-N3-(phenylmethyl)imidazo[1,2-a]pyrazine-3,8-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 JR9 "Create component" 2014-08-26 PDBJ JR9 "Initial release" 2014-11-05 RCSB JR9 "Other modification" 2020-06-27 RCSB ##