data_5N1 # _chem_comp.id 5N1 _chem_comp.name "6-ethyl-5-[(3~{S})-3-(6-pyridin-4-yl-1,3-benzodioxol-4-yl)but-1-ynyl]pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-26 _chem_comp.pdbx_modified_date 2016-05-13 _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 387.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5N1 _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 5ECX _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 5N1 C4 C1 C 0 1 Y N N 32.602 -37.610 -0.801 -3.195 -0.692 0.863 C4 5N1 1 5N1 C5 C2 C 0 1 Y N N 33.741 -37.750 -1.585 -3.222 0.347 -0.069 C5 5N1 2 5N1 C6 C3 C 0 1 Y N N 34.779 -36.847 -1.398 -4.470 0.748 -0.585 C6 5N1 3 5N1 N1 N1 N 0 1 Y N N 34.679 -35.872 -0.486 -5.566 0.124 -0.168 N1 5N1 4 5N1 N3 N2 N 0 1 Y N N 32.544 -36.618 0.101 -4.334 -1.260 1.225 N3 5N1 5 5N1 CBC C4 C 0 1 N N N 30.333 -37.731 -1.533 -1.312 -2.277 0.564 CBC 5N1 6 5N1 CBB C5 C 0 1 N N N 31.526 -38.482 -0.940 -1.888 -1.164 1.443 CBB 5N1 7 5N1 C2 C6 C 0 1 Y N N 33.567 -35.761 0.257 -5.491 -0.858 0.718 C2 5N1 8 5N1 NBA N3 N 0 1 N N N 33.477 -34.790 1.161 -6.655 -1.482 1.128 NBA 5N1 9 5N1 NAZ N4 N 0 1 N N N 35.858 -37.001 -2.161 -4.553 1.772 -1.510 NAZ 5N1 10 5N1 CAG C7 C 0 1 N N N 33.848 -38.802 -2.569 -2.012 0.990 -0.488 CAG 5N1 11 5N1 CAH C8 C 0 1 N N N 33.939 -39.694 -3.404 -1.021 1.516 -0.831 CAH 5N1 12 5N1 CAI C9 C 0 1 N N S 34.049 -40.764 -4.404 0.222 2.177 -1.262 CAI 5N1 13 5N1 CAJ C10 C 0 1 N N N 34.603 -40.188 -5.709 0.391 2.010 -2.773 CAJ 5N1 14 5N1 CAK C11 C 0 1 Y N N 32.793 -41.313 -4.636 1.395 1.550 -0.553 CAK 5N1 15 5N1 CAL C12 C 0 1 Y N N 31.759 -40.494 -5.066 1.661 0.207 -0.719 CAL 5N1 16 5N1 CAP C13 C 0 1 Y N N 32.604 -42.619 -4.442 2.208 2.328 0.259 CAP 5N1 17 5N1 OAW O1 O 0 1 N N N 33.504 -43.548 -4.027 2.162 3.654 0.576 OAW 5N1 18 5N1 CAX C14 C 0 1 N N N 32.693 -44.696 -3.692 3.464 3.969 1.104 CAX 5N1 19 5N1 OAY O2 O 0 1 N N N 31.445 -44.509 -4.397 3.927 2.717 1.643 OAY 5N1 20 5N1 CAO C15 C 0 1 Y N N 31.412 -43.176 -4.655 3.294 1.751 0.915 CAO 5N1 21 5N1 CAN C16 C 0 1 Y N N 30.383 -42.437 -5.069 3.561 0.403 0.756 CAN 5N1 22 5N1 CAM C17 C 0 1 Y N N 30.523 -41.075 -5.287 2.749 -0.374 -0.068 CAM 5N1 23 5N1 CAQ C18 C 0 1 Y N N 29.446 -40.310 -5.718 3.032 -1.819 -0.241 CAQ 5N1 24 5N1 CAR C19 C 0 1 Y N N 29.476 -38.927 -5.576 4.109 -2.423 0.414 CAR 5N1 25 5N1 CAS C20 C 0 1 Y N N 28.401 -38.158 -6.006 4.337 -3.771 0.226 CAS 5N1 26 5N1 NAT N5 N 0 1 Y N N 27.286 -38.777 -6.582 3.555 -4.486 -0.559 NAT 5N1 27 5N1 CAU C21 C 0 1 Y N N 27.260 -40.170 -6.722 2.529 -3.955 -1.196 CAU 5N1 28 5N1 CAV C22 C 0 1 Y N N 28.340 -40.930 -6.290 2.226 -2.616 -1.059 CAV 5N1 29 5N1 H1 H1 H 0 1 N N N 29.483 -38.420 -1.643 -2.014 -3.109 0.525 H1 5N1 30 5N1 H2 H2 H 0 1 N N N 30.051 -36.905 -0.864 -1.145 -1.895 -0.443 H2 5N1 31 5N1 H3 H3 H 0 1 N N N 30.607 -37.327 -2.519 -0.366 -2.618 0.984 H3 5N1 32 5N1 H4 H4 H 0 1 N N N 31.252 -38.886 0.046 -1.185 -0.332 1.482 H4 5N1 33 5N1 H5 H5 H 0 1 N N N 31.808 -39.308 -1.609 -2.054 -1.546 2.450 H5 5N1 34 5N1 H6 H6 H 0 1 N N N 34.316 -34.246 1.151 -7.510 -1.199 0.767 H6 5N1 35 5N1 H7 H7 H 0 1 N N N 32.697 -34.203 0.943 -6.617 -2.202 1.776 H7 5N1 36 5N1 H8 H8 H 0 1 N N N 36.530 -36.296 -1.935 -3.747 2.222 -1.809 H8 5N1 37 5N1 H9 H9 H 0 1 N N N 36.255 -37.904 -1.998 -5.417 2.041 -1.860 H9 5N1 38 5N1 H10 H10 H 0 1 N N N 34.744 -41.534 -4.039 0.174 3.238 -1.017 H10 5N1 39 5N1 H11 H11 H 0 1 N N N 35.597 -39.753 -5.526 0.439 0.949 -3.019 H11 5N1 40 5N1 H12 H12 H 0 1 N N N 34.686 -40.990 -6.458 -0.458 2.463 -3.286 H12 5N1 41 5N1 H13 H13 H 0 1 N N N 33.924 -39.407 -6.082 1.311 2.499 -3.092 H13 5N1 42 5N1 H14 H14 H 0 1 N N N 31.914 -39.437 -5.223 1.026 -0.395 -1.352 H14 5N1 43 5N1 H15 H15 H 0 1 N N N 32.518 -44.739 -2.607 4.126 4.312 0.309 H15 5N1 44 5N1 H16 H16 H 0 1 N N N 33.185 -45.623 -4.021 3.387 4.722 1.889 H16 5N1 45 5N1 H17 H17 H 0 1 N N N 29.425 -42.907 -5.237 4.402 -0.045 1.264 H17 5N1 46 5N1 H18 H18 H 0 1 N N N 30.336 -38.449 -5.131 4.754 -1.843 1.058 H18 5N1 47 5N1 H19 H19 H 0 1 N N N 28.426 -37.084 -5.896 5.167 -4.246 0.728 H19 5N1 48 5N1 H20 H20 H 0 1 N N N 26.402 -40.653 -7.165 1.914 -4.578 -1.829 H20 5N1 49 5N1 H21 H21 H 0 1 N N N 28.321 -42.004 -6.399 1.384 -2.189 -1.582 H21 5N1 50 # 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 5N1 CAU NAT DOUB Y N 1 5N1 CAU CAV SING Y N 2 5N1 NAT CAS SING Y N 3 5N1 CAV CAQ DOUB Y N 4 5N1 CAS CAR DOUB Y N 5 5N1 CAQ CAR SING Y N 6 5N1 CAQ CAM SING N N 7 5N1 CAJ CAI SING N N 8 5N1 CAM CAN DOUB Y N 9 5N1 CAM CAL SING Y N 10 5N1 CAN CAO SING Y N 11 5N1 CAL CAK DOUB Y N 12 5N1 CAO CAP DOUB Y N 13 5N1 CAO OAY SING N N 14 5N1 CAK CAP SING Y N 15 5N1 CAK CAI SING N N 16 5N1 CAP OAW SING N N 17 5N1 CAI CAH SING N N 18 5N1 OAY CAX SING N N 19 5N1 OAW CAX SING N N 20 5N1 CAH CAG TRIP N N 21 5N1 CAG C5 SING N N 22 5N1 NAZ C6 SING N N 23 5N1 C5 C6 DOUB Y N 24 5N1 C5 C4 SING Y N 25 5N1 CBC CBB SING N N 26 5N1 C6 N1 SING Y N 27 5N1 CBB C4 SING N N 28 5N1 C4 N3 DOUB Y N 29 5N1 N1 C2 DOUB Y N 30 5N1 N3 C2 SING Y N 31 5N1 C2 NBA SING N N 32 5N1 CBC H1 SING N N 33 5N1 CBC H2 SING N N 34 5N1 CBC H3 SING N N 35 5N1 CBB H4 SING N N 36 5N1 CBB H5 SING N N 37 5N1 NBA H6 SING N N 38 5N1 NBA H7 SING N N 39 5N1 NAZ H8 SING N N 40 5N1 NAZ H9 SING N N 41 5N1 CAI H10 SING N N 42 5N1 CAJ H11 SING N N 43 5N1 CAJ H12 SING N N 44 5N1 CAJ H13 SING N N 45 5N1 CAL H14 SING N N 46 5N1 CAX H15 SING N N 47 5N1 CAX H16 SING N N 48 5N1 CAN H17 SING N N 49 5N1 CAR H18 SING N N 50 5N1 CAS H19 SING N N 51 5N1 CAU H20 SING N N 52 5N1 CAV H21 SING N N 53 # 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 5N1 InChI InChI 1.03 "InChI=1S/C22H21N5O2/c1-3-18-16(21(23)27-22(24)26-18)5-4-13(2)17-10-15(14-6-8-25-9-7-14)11-19-20(17)29-12-28-19/h6-11,13H,3,12H2,1-2H3,(H4,23,24,26,27)/t13-/m0/s1" 5N1 InChIKey InChI 1.03 NRVDPWMGAWNSHR-ZDUSSCGKSA-N 5N1 SMILES_CANONICAL CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[C@H](C)c2cc(cc3OCOc23)c4ccncc4" 5N1 SMILES CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[CH](C)c2cc(cc3OCOc23)c4ccncc4" 5N1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCc1c(c(nc(n1)N)N)C#C[C@H](C)c2cc(cc3c2OCO3)c4ccncc4" 5N1 SMILES "OpenEye OEToolkits" 2.0.4 "CCc1c(c(nc(n1)N)N)C#CC(C)c2cc(cc3c2OCO3)c4ccncc4" # 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 5N1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-ethyl-5-[(3~{S})-3-(6-pyridin-4-yl-1,3-benzodioxol-4-yl)but-1-ynyl]pyrimidine-2,4-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 5N1 "Create component" 2015-10-26 RCSB 5N1 "Initial release" 2016-05-18 RCSB #