data_J3A # _chem_comp.id J3A _chem_comp.name "6-(4-methylpiperazin-1-yl)-N-(5-methyl-1H-pyrazol-3-yl)-2-[(E)-2-phenylethenyl]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-06 _chem_comp.pdbx_modified_date 2018-08-17 _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 375.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J3A _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 6EAS _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 J3A C4 C1 C 0 1 Y N N -0.403 2.272 18.639 4.407 -2.152 0.279 C4 J3A 1 J3A C14 C2 C 0 1 N N N -0.298 3.535 29.168 -5.413 -1.624 -0.917 C14 J3A 2 J3A C5 C3 C 0 1 Y N N -1.213 2.189 17.518 5.283 -3.214 0.363 C5 J3A 3 J3A C6 C4 C 0 1 Y N N -2.573 2.015 17.654 4.824 -4.509 0.198 C6 J3A 4 J3A C11 C5 C 0 1 Y N N 1.965 3.310 25.628 -1.906 1.668 -0.234 C11 J3A 5 J3A C7 C6 C 0 1 N N N -0.085 2.268 21.108 2.110 -1.257 -0.059 C7 J3A 6 J3A C8 C7 C 0 1 N N N -0.404 2.848 22.253 0.809 -1.485 -0.302 C8 J3A 7 J3A C9 C8 C 0 1 Y N N 0.468 3.005 23.434 -0.152 -0.370 -0.278 C9 J3A 8 J3A C10 C9 C 0 1 Y N N 0.587 3.588 25.655 -2.343 0.355 -0.394 C10 J3A 9 J3A C12 C10 C 0 1 Y N N 2.518 2.853 24.432 -0.539 1.902 -0.103 C12 J3A 10 J3A C13 C11 C 0 1 N N N 0.553 4.167 28.085 -3.922 -1.367 -0.687 C13 J3A 11 J3A N1 N1 N 0 1 Y N N -0.147 3.430 24.543 -1.448 -0.628 -0.411 N1 J3A 12 J3A N2 N2 N 0 1 Y N N 1.775 2.726 23.335 0.300 0.871 -0.135 N2 J3A 13 J3A C3 C12 C 0 1 Y N N -0.941 2.174 19.921 3.053 -2.386 0.027 C3 J3A 14 J3A N3 N3 N 0 1 N N N -0.063 4.055 26.767 -3.694 0.077 -0.533 N3 J3A 15 J3A C1 C13 C 0 1 Y N N -3.129 1.924 18.911 3.484 -4.748 -0.052 C1 J3A 16 J3A C2 C14 C 0 1 Y N N -2.324 2.010 20.035 2.598 -3.696 -0.145 C2 J3A 17 J3A N4 N4 N 0 1 N N N -1.580 3.071 28.641 -6.180 -1.092 0.218 N4 J3A 18 J3A C15 C15 C 0 1 N N N -2.231 4.164 27.924 -5.953 0.352 0.373 C15 J3A 19 J3A C16 C16 C 0 1 N N N -1.424 4.581 26.712 -4.461 0.609 0.602 C16 J3A 20 J3A C17 C17 C 0 1 N N N -2.441 2.558 29.709 -5.855 -1.811 1.457 C17 J3A 21 J3A N5 N5 N 0 1 N N N 3.875 2.557 24.366 -0.060 3.194 0.057 N5 J3A 22 J3A C18 C18 C 0 1 Y N N 4.595 1.941 23.356 1.320 3.433 0.067 C18 J3A 23 J3A N6 N6 N 0 1 Y N N 5.872 1.612 23.534 1.898 4.609 0.120 N6 J3A 24 J3A N7 N7 N 0 1 Y N N 6.255 1.067 22.350 3.286 4.415 0.111 N7 J3A 25 J3A C19 C19 C 0 1 Y N N 5.269 1.051 21.455 3.522 3.088 0.050 C19 J3A 26 J3A C20 C20 C 0 1 Y N N 4.178 1.629 22.055 2.327 2.454 0.028 C20 J3A 27 J3A C21 C21 C 0 1 N N N 5.464 0.494 20.088 4.876 2.428 0.022 C21 J3A 28 J3A H1 H1 H 0 1 N N N 0.661 2.415 18.518 4.767 -1.142 0.413 H1 J3A 29 J3A H2 H2 H 0 1 N N N 0.244 2.678 29.594 -5.731 -1.128 -1.834 H2 J3A 30 J3A H3 H3 H 0 1 N N N -0.484 4.280 29.956 -5.588 -2.696 -1.003 H3 J3A 31 J3A H4 H4 H 0 1 N N N -0.776 2.261 16.533 6.330 -3.035 0.558 H4 J3A 32 J3A H5 H5 H 0 1 N N N -3.201 1.950 16.778 5.514 -5.337 0.265 H5 J3A 33 J3A H6 H6 H 0 1 N N N 2.577 3.446 26.507 -2.611 2.487 -0.216 H6 J3A 34 J3A H7 H7 H 0 1 N N N 0.897 1.822 21.041 2.465 -0.245 0.073 H7 J3A 35 J3A H8 H8 H 0 1 N N N -1.404 3.247 22.332 0.467 -2.488 -0.514 H8 J3A 36 J3A H9 H9 H 0 1 N N N 1.531 3.664 28.063 -3.598 -1.885 0.216 H9 J3A 37 J3A H10 H10 H 0 1 N N N 0.694 5.232 28.321 -3.354 -1.735 -1.541 H10 J3A 38 J3A H11 H11 H 0 1 N N N -4.194 1.785 19.020 3.133 -5.761 -0.180 H11 J3A 39 J3A H12 H12 H 0 1 N N N -2.773 1.949 21.016 1.552 -3.884 -0.340 H12 J3A 40 J3A H14 H14 H 0 1 N N N -2.334 5.026 28.600 -6.277 0.870 -0.530 H14 J3A 41 J3A H15 H15 H 0 1 N N N -3.228 3.834 27.595 -6.522 0.720 1.227 H15 J3A 42 J3A H16 H16 H 0 1 N N N -1.381 5.679 26.672 -4.144 0.114 1.520 H16 J3A 43 J3A H17 H17 H 0 1 N N N -1.918 4.200 25.806 -4.286 1.682 0.688 H17 J3A 44 J3A H18 H18 H 0 1 N N N -1.928 1.737 30.232 -4.792 -1.703 1.672 H18 J3A 45 J3A H19 H19 H 0 1 N N N -2.661 3.366 30.422 -6.436 -1.398 2.281 H19 J3A 46 J3A H20 H20 H 0 1 N N N -3.381 2.185 29.275 -6.095 -2.868 1.337 H20 J3A 47 J3A H21 H21 H 0 1 N N N 4.410 2.829 25.166 -0.681 3.932 0.163 H21 J3A 48 J3A H23 H23 H 0 1 N N N 3.206 1.806 21.618 2.174 1.386 -0.019 H23 J3A 49 J3A H24 H24 H 0 1 N N N 5.811 1.290 19.413 5.201 2.309 -1.012 H24 J3A 50 J3A H25 H25 H 0 1 N N N 6.214 -0.310 20.123 5.594 3.048 0.559 H25 J3A 51 J3A H26 H26 H 0 1 N N N 4.510 0.090 19.717 4.813 1.449 0.498 H26 J3A 52 J3A H13 H13 H 0 1 N N N 7.174 0.717 22.171 3.959 5.113 0.142 H13 J3A 53 # 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 J3A C5 C6 DOUB Y N 1 J3A C5 C4 SING Y N 2 J3A C6 C1 SING Y N 3 J3A C4 C3 DOUB Y N 4 J3A C1 C2 DOUB Y N 5 J3A C3 C2 SING Y N 6 J3A C3 C7 SING N N 7 J3A C21 C19 SING N N 8 J3A C7 C8 DOUB N E 9 J3A C19 C20 DOUB Y N 10 J3A C19 N7 SING Y N 11 J3A C20 C18 SING Y N 12 J3A C8 C9 SING N N 13 J3A N7 N6 SING Y N 14 J3A N2 C9 DOUB Y N 15 J3A N2 C12 SING Y N 16 J3A C18 N6 DOUB Y N 17 J3A C18 N5 SING N N 18 J3A C9 N1 SING Y N 19 J3A N5 C12 SING N N 20 J3A C12 C11 DOUB Y N 21 J3A N1 C10 DOUB Y N 22 J3A C11 C10 SING Y N 23 J3A C10 N3 SING N N 24 J3A C16 N3 SING N N 25 J3A C16 C15 SING N N 26 J3A N3 C13 SING N N 27 J3A C15 N4 SING N N 28 J3A C13 C14 SING N N 29 J3A N4 C14 SING N N 30 J3A N4 C17 SING N N 31 J3A C4 H1 SING N N 32 J3A C14 H2 SING N N 33 J3A C14 H3 SING N N 34 J3A C5 H4 SING N N 35 J3A C6 H5 SING N N 36 J3A C11 H6 SING N N 37 J3A C7 H7 SING N N 38 J3A C8 H8 SING N N 39 J3A C13 H9 SING N N 40 J3A C13 H10 SING N N 41 J3A C1 H11 SING N N 42 J3A C2 H12 SING N N 43 J3A C15 H14 SING N N 44 J3A C15 H15 SING N N 45 J3A C16 H16 SING N N 46 J3A C16 H17 SING N N 47 J3A C17 H18 SING N N 48 J3A C17 H19 SING N N 49 J3A C17 H20 SING N N 50 J3A N5 H21 SING N N 51 J3A C20 H23 SING N N 52 J3A C21 H24 SING N N 53 J3A C21 H25 SING N N 54 J3A C21 H26 SING N N 55 J3A N7 H13 SING N N 56 # 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 J3A SMILES ACDLabs 12.01 "c4c([C@H]=Cc1nc(cc(n1)Nc2nnc(c2)C)N3CCN(C)CC3)cccc4" J3A InChI InChI 1.03 "InChI=1S/C21H25N7/c1-16-14-20(26-25-16)23-19-15-21(28-12-10-27(2)11-13-28)24-18(22-19)9-8-17-6-4-3-5-7-17/h3-9,14-15H,10-13H2,1-2H3,(H2,22,23,24,25,26)/b9-8+" J3A InChIKey InChI 1.03 BLQYVHBZHAISJM-CMDGGOBGSA-N J3A SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2cc(Nc3cc(C)[nH]n3)nc(/C=C/c4ccccc4)n2" J3A SMILES CACTVS 3.385 "CN1CCN(CC1)c2cc(Nc3cc(C)[nH]n3)nc(C=Cc4ccccc4)n2" J3A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(n[nH]1)Nc2cc(nc(n2)/C=C/c3ccccc3)N4CCN(CC4)C" J3A SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(n[nH]1)Nc2cc(nc(n2)C=Cc3ccccc3)N4CCN(CC4)C" # 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 J3A "SYSTEMATIC NAME" ACDLabs 12.01 "6-(4-methylpiperazin-1-yl)-N-(5-methyl-1H-pyrazol-3-yl)-2-[(E)-2-phenylethenyl]pyrimidin-4-amine" J3A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-(4-methylpiperazin-1-yl)-~{N}-(5-methyl-1~{H}-pyrazol-3-yl)-2-[(~{E})-2-phenylethenyl]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J3A "Create component" 2018-08-06 RCSB J3A "Initial release" 2018-08-22 RCSB #