data_8HN # _chem_comp.id 8HN _chem_comp.name "2-[(2~{S})-1-[3-cyano-7-[(2-oxidanylidene-3,4-dihydro-1~{H}-quinolin-6-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]pyrrolidin-2-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-07 _chem_comp.pdbx_modified_date 2017-05-12 _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 431.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8HN _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 5N21 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8HN C1 C1 C 0 1 Y N N 1.228 2.908 -25.735 -4.973 -1.553 0.924 C1 8HN 1 8HN C2 C2 C 0 1 Y N N 2.280 3.823 -25.728 -4.986 -0.628 -0.111 C2 8HN 2 8HN C3 C3 C 0 1 Y N N 2.991 4.069 -24.545 -3.800 -0.039 -0.531 C3 8HN 3 8HN N6 N1 N 0 1 N N N 2.679 4.452 -26.915 -6.193 -0.286 -0.733 N6 8HN 4 8HN C7 C4 C 0 1 Y N N -1.278 2.529 -22.186 0.856 -1.600 0.932 C7 8HN 5 8HN C8 C5 C 0 1 Y N N -2.535 2.296 -21.620 2.013 -0.869 0.630 C8 8HN 6 8HN C9 C6 C 0 1 Y N N -1.589 0.804 -20.140 0.978 1.085 1.309 C9 8HN 7 8HN C10 C7 C 0 1 Y N N -0.056 -0.342 -18.998 -0.574 2.531 2.096 C10 8HN 8 8HN C11 C8 C 0 1 Y N N -1.441 -0.147 -19.118 0.744 2.441 1.607 C11 8HN 9 8HN C12 C9 C 0 1 N N N -2.478 -0.884 -18.491 1.668 3.522 1.443 C12 8HN 10 8HN C13 C10 C 0 1 N N N -4.991 2.768 -21.481 3.276 -2.974 -0.040 C13 8HN 11 8HN C14 C11 C 0 1 N N N -5.890 3.730 -22.258 4.805 -3.224 -0.022 C14 8HN 12 8HN C15 C12 C 0 1 N N N -5.099 4.089 -23.496 5.333 -1.978 -0.782 C15 8HN 13 8HN C16 C13 C 0 1 N N S -3.641 4.087 -23.022 4.365 -0.863 -0.334 C16 8HN 14 8HN C19 C14 C 0 1 N N N 4.192 4.982 -24.577 -3.818 0.965 -1.655 C19 8HN 15 8HN C20 C15 C 0 1 N N N 4.117 5.986 -25.703 -4.903 0.584 -2.663 C20 8HN 16 8HN C21 C16 C 0 1 N N N 3.570 5.465 -27.000 -6.194 0.300 -1.944 C21 8HN 17 8HN O2 O1 O 0 1 N N N 3.846 5.988 -28.078 -7.248 0.604 -2.462 O2 8HN 18 8HN C4 C17 C 0 1 Y N N 2.594 3.438 -23.369 -2.609 -0.374 0.079 C4 8HN 19 8HN C5 C18 C 0 1 Y N N 1.531 2.547 -23.372 -2.595 -1.299 1.115 C5 8HN 20 8HN C C19 C 0 1 Y N N 0.857 2.276 -24.558 -3.781 -1.887 1.536 C 8HN 21 8HN N N2 N 0 1 N N N 1.143 1.945 -22.167 -1.388 -1.640 1.735 N 8HN 22 8HN C6 C20 C 0 1 Y N N -0.141 1.894 -21.689 -0.236 -0.946 1.428 C6 8HN 23 8HN N2 N3 N 0 1 Y N N -0.316 1.057 -20.618 -0.171 0.411 1.617 N2 8HN 24 8HN N3 N4 N 0 1 Y N N 0.663 0.361 -19.908 -1.103 1.337 2.099 N3 8HN 25 8HN N4 N5 N 0 1 N N N -3.259 -1.520 -17.972 2.402 4.380 1.312 N4 8HN 26 8HN N1 N6 N 0 1 Y N N -2.701 1.396 -20.617 2.041 0.441 0.826 N1 8HN 27 8HN N5 N7 N 0 1 N N N -3.637 3.042 -21.978 3.127 -1.517 0.127 N5 8HN 28 8HN C17 C21 C 0 1 N N N -3.138 5.437 -22.474 4.057 0.063 -1.512 C17 8HN 29 8HN C18 C22 C 0 1 N N N -3.369 6.585 -23.436 5.309 0.800 -1.912 C18 8HN 30 8HN O1 O2 O 0 1 N N N -3.024 6.343 -24.678 6.357 0.551 -1.365 O1 8HN 31 8HN O O3 O 0 1 N N N -3.818 7.659 -23.068 5.259 1.733 -2.876 O 8HN 32 8HN H1 H1 H 0 1 N N N 0.704 2.692 -26.654 -5.896 -2.007 1.254 H1 8HN 33 8HN H2 H2 H 0 1 N N N 2.272 4.125 -27.768 -7.034 -0.473 -0.288 H2 8HN 34 8HN H3 H3 H 0 1 N N N -1.187 3.210 -23.019 0.826 -2.668 0.771 H3 8HN 35 8HN H4 H4 H 0 1 N N N 0.392 -0.987 -18.256 -1.066 3.438 2.416 H4 8HN 36 8HN H5 H5 H 0 1 N N N -5.055 2.964 -20.401 2.851 -3.292 -0.992 H5 8HN 37 8HN H6 H6 H 0 1 N N N -5.274 1.724 -21.682 2.796 -3.501 0.784 H6 8HN 38 8HN H7 H7 H 0 1 N N N -6.102 4.629 -21.661 5.185 -3.248 0.999 H7 8HN 39 8HN H8 H8 H 0 1 N N N -6.836 3.240 -22.532 5.057 -4.142 -0.553 H8 8HN 40 8HN H9 H9 H 0 1 N N N -5.387 5.083 -23.869 6.354 -1.746 -0.480 H9 8HN 41 8HN H10 H10 H 0 1 N N N -5.253 3.342 -24.288 5.274 -2.130 -1.860 H10 8HN 42 8HN H11 H11 H 0 1 N N N -2.994 3.779 -23.857 4.809 -0.292 0.481 H11 8HN 43 8HN H12 H12 H 0 1 N N N 5.098 4.371 -24.707 -4.028 1.956 -1.253 H12 8HN 44 8HN H13 H13 H 0 1 N N N 4.250 5.525 -23.622 -2.848 0.972 -2.151 H13 8HN 45 8HN H14 H14 H 0 1 N N N 5.134 6.361 -25.891 -5.051 1.407 -3.363 H14 8HN 46 8HN H15 H15 H 0 1 N N N 3.475 6.816 -25.374 -4.592 -0.306 -3.211 H15 8HN 47 8HN H16 H16 H 0 1 N N N 3.118 3.644 -22.447 -1.686 0.083 -0.248 H16 8HN 48 8HN H17 H17 H 0 1 N N N 0.040 1.569 -24.562 -3.771 -2.606 2.342 H17 8HN 49 8HN H18 H18 H 0 1 N N N 1.858 1.520 -21.613 -1.360 -2.364 2.380 H18 8HN 50 8HN H19 H19 H 0 1 N N N -2.059 5.356 -22.277 3.698 -0.528 -2.354 H19 8HN 51 8HN H20 H20 H 0 1 N N N -3.667 5.654 -21.535 3.290 0.781 -1.219 H20 8HN 52 8HN H21 H21 H 0 1 N N N -3.868 8.252 -23.808 6.088 2.179 -3.098 H21 8HN 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 8HN O2 C21 DOUB N N 1 8HN C21 N6 SING N N 2 8HN C21 C20 SING N N 3 8HN N6 C2 SING N N 4 8HN C1 C2 DOUB Y N 5 8HN C1 C SING Y N 6 8HN C2 C3 SING Y N 7 8HN C20 C19 SING N N 8 8HN O1 C18 DOUB N N 9 8HN C19 C3 SING N N 10 8HN C C5 DOUB Y N 11 8HN C3 C4 DOUB Y N 12 8HN C15 C16 SING N N 13 8HN C15 C14 SING N N 14 8HN C18 O SING N N 15 8HN C18 C17 SING N N 16 8HN C5 C4 SING Y N 17 8HN C5 N SING N N 18 8HN C16 C17 SING N N 19 8HN C16 N5 SING N N 20 8HN C14 C13 SING N N 21 8HN C7 C6 DOUB Y N 22 8HN C7 C8 SING Y N 23 8HN N C6 SING N N 24 8HN N5 C8 SING N N 25 8HN N5 C13 SING N N 26 8HN C6 N2 SING Y N 27 8HN C8 N1 DOUB Y N 28 8HN N2 C9 SING Y N 29 8HN N2 N3 SING Y N 30 8HN N1 C9 SING Y N 31 8HN C9 C11 DOUB Y N 32 8HN N3 C10 DOUB Y N 33 8HN C11 C10 SING Y N 34 8HN C11 C12 SING N N 35 8HN C12 N4 TRIP N N 36 8HN C1 H1 SING N N 37 8HN N6 H2 SING N N 38 8HN C7 H3 SING N N 39 8HN C10 H4 SING N N 40 8HN C13 H5 SING N N 41 8HN C13 H6 SING N N 42 8HN C14 H7 SING N N 43 8HN C14 H8 SING N N 44 8HN C15 H9 SING N N 45 8HN C15 H10 SING N N 46 8HN C16 H11 SING N N 47 8HN C19 H12 SING N N 48 8HN C19 H13 SING N N 49 8HN C20 H14 SING N N 50 8HN C20 H15 SING N N 51 8HN C4 H16 SING N N 52 8HN C H17 SING N N 53 8HN N H18 SING N N 54 8HN C17 H19 SING N N 55 8HN C17 H20 SING N N 56 8HN O H21 SING N N 57 # 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 8HN InChI InChI 1.03 "InChI=1S/C22H21N7O3/c23-11-14-12-24-29-19(25-15-4-5-17-13(8-15)3-6-20(30)26-17)10-18(27-22(14)29)28-7-1-2-16(28)9-21(31)32/h4-5,8,10,12,16,25H,1-3,6-7,9H2,(H,26,30)(H,31,32)/t16-/m0/s1" 8HN InChIKey InChI 1.03 HZSGYGFOUDGOKL-INIZCTEOSA-N 8HN SMILES_CANONICAL CACTVS 3.385 "OC(=O)C[C@@H]1CCCN1c2cc(Nc3ccc4NC(=O)CCc4c3)n5ncc(C#N)c5n2" 8HN SMILES CACTVS 3.385 "OC(=O)C[CH]1CCCN1c2cc(Nc3ccc4NC(=O)CCc4c3)n5ncc(C#N)c5n2" 8HN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Nc3cc(nc4n3ncc4C#N)N5CCC[C@H]5CC(=O)O)CCC(=O)N2" 8HN SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Nc3cc(nc4n3ncc4C#N)N5CCCC5CC(=O)O)CCC(=O)N2" # 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 8HN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{S})-1-[3-cyano-7-[(2-oxidanylidene-3,4-dihydro-1~{H}-quinolin-6-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]pyrrolidin-2-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8HN "Create component" 2017-02-07 EBI 8HN "Initial release" 2017-05-17 RCSB #