data_LKT # _chem_comp.id LKT _chem_comp.name "2-chloranyl-6-[(3~{S})-3-[(1~{S})-2-cyano-1-[4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyrrolidin-1-yl]benzenecarbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 Cl N8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-08-21 _chem_comp.pdbx_modified_date 2020-04-24 _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 442.904 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LKT _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 6SM8 _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 LKT C1 C1 C 0 1 Y N N 2.666 48.628 4.776 5.930 2.351 -0.236 C1 LKT 1 LKT C2 C2 C 0 1 Y N N 3.959 49.077 5.031 4.588 2.695 -0.265 C2 LKT 2 LKT C3 C3 C 0 1 Y N N 4.571 50.015 4.208 3.619 1.757 0.032 C3 LKT 3 LKT N6 N1 N 0 1 Y N N 3.793 60.875 1.046 -8.394 0.207 0.347 N6 LKT 4 LKT C7 C4 C 0 1 N N S 5.656 53.511 1.835 0.662 -0.387 0.036 C7 LKT 5 LKT C8 C5 C 0 1 N N N 5.602 52.328 2.801 2.088 -0.669 -0.481 C8 LKT 6 LKT C9 C6 C 0 1 N N S 7.045 54.105 1.655 -0.340 -1.367 -0.580 C9 LKT 7 LKT C10 C7 C 0 1 N N N 7.770 54.381 2.988 -0.327 -1.219 -2.103 C10 LKT 8 LKT C11 C8 C 0 1 N N N 7.132 55.397 3.837 0.987 -1.627 -2.624 C11 LKT 9 LKT C12 C9 C 0 1 Y N N 6.271 56.401 0.913 -2.534 -0.162 -0.573 C12 LKT 10 LKT C13 C10 C 0 1 Y N N 6.885 57.392 0.183 -3.675 -0.205 0.178 C13 LKT 11 LKT C14 C11 C 0 1 Y N N 8.042 56.783 -0.317 -3.490 -1.187 1.173 C14 LKT 12 LKT C15 C12 C 0 1 Y N N 6.473 58.773 0.046 -4.884 0.627 -0.017 C15 LKT 13 LKT C16 C13 C 0 1 Y N N 6.829 60.880 -0.789 -5.861 2.634 -0.604 C16 LKT 14 LKT C19 C14 C 0 1 Y N N 4.181 58.698 1.414 -6.691 -1.179 0.682 C19 LKT 15 LKT C20 C15 C 0 1 Y N N 5.253 59.216 0.609 -6.165 0.106 0.231 C20 LKT 16 LKT C21 C16 C 0 1 Y N N 2.509 50.062 2.798 5.341 0.103 0.383 C21 LKT 17 LKT C22 C17 C 0 1 N N N 1.745 50.518 1.673 5.731 -1.233 0.723 C22 LKT 18 LKT N7 N2 N 0 1 N N N 1.177 50.891 0.753 6.040 -2.292 0.992 N7 LKT 19 LKT C C18 C 0 1 Y N N 1.973 49.116 3.679 6.312 1.065 0.086 C LKT 20 LKT CL CL1 CL 0 0 N N N 0.365 48.522 3.407 7.995 0.638 0.106 CL LKT 21 LKT C4 C19 C 0 1 Y N N 3.892 50.553 3.112 3.984 0.459 0.363 C4 LKT 22 LKT N N3 N 0 1 N N N 4.490 51.529 2.273 3.009 -0.487 0.657 N LKT 23 LKT C6 C20 C 0 1 N N N 5.075 52.974 0.524 0.792 -0.618 1.564 C6 LKT 24 LKT C5 C21 C 0 1 N N N 3.997 52.019 0.986 2.220 -0.085 1.841 C5 LKT 25 LKT N1 N4 N 0 1 N N N 6.672 56.207 4.498 2.002 -1.941 -3.027 N1 LKT 26 LKT N2 N5 N 0 1 Y N N 7.052 55.313 0.826 -1.683 -1.076 -0.072 N2 LKT 27 LKT N3 N6 N 0 1 Y N N 8.148 55.524 0.057 -2.299 -1.699 1.020 N3 LKT 28 LKT C18 C22 C 0 1 Y N N 3.320 59.725 1.631 -8.029 -1.058 0.726 C18 LKT 29 LKT C17 C23 C 0 1 Y N N 4.961 60.576 0.401 -7.283 0.943 0.039 C17 LKT 30 LKT N5 N7 N 0 1 Y N N 5.724 61.448 -0.291 -7.079 2.190 -0.377 N5 LKT 31 LKT N4 N8 N 0 1 Y N N 7.257 59.621 -0.644 -4.786 1.887 -0.438 N4 LKT 32 LKT H1 H1 H 0 1 N N N 2.205 47.903 5.430 6.679 3.092 -0.470 H1 LKT 33 LKT H2 H2 H 0 1 N N N 4.496 48.689 5.884 4.298 3.703 -0.522 H2 LKT 34 LKT H3 H3 H 0 1 N N N 5.582 50.331 4.418 2.575 2.034 0.007 H3 LKT 35 LKT H4 H4 H 0 1 N N N 3.358 61.775 1.085 -9.307 0.532 0.300 H4 LKT 36 LKT H5 H5 H 0 1 N N N 4.987 54.298 2.213 0.371 0.642 -0.176 H5 LKT 37 LKT H6 H6 H 0 1 N N N 6.543 51.758 2.783 2.154 -1.692 -0.851 H6 LKT 38 LKT H7 H7 H 0 1 N N N 5.396 52.664 3.828 2.339 0.031 -1.279 H7 LKT 39 LKT H8 H8 H 0 1 N N N 7.644 53.347 1.129 -0.062 -2.386 -0.311 H8 LKT 40 LKT H9 H9 H 0 1 N N N 7.814 53.439 3.555 -1.102 -1.852 -2.535 H9 LKT 41 LKT H10 H10 H 0 1 N N N 8.791 54.719 2.759 -0.517 -0.179 -2.368 H10 LKT 42 LKT H11 H11 H 0 1 N N N 5.339 56.483 1.453 -2.350 0.486 -1.418 H11 LKT 43 LKT H12 H12 H 0 1 N N N 8.766 57.288 -0.939 -4.207 -1.464 1.932 H12 LKT 44 LKT H13 H13 H 0 1 N N N 7.458 61.523 -1.387 -5.736 3.652 -0.942 H13 LKT 45 LKT H14 H14 H 0 1 N N N 4.080 57.686 1.777 -6.116 -2.060 0.926 H14 LKT 46 LKT H15 H15 H 0 1 N N N 5.843 52.447 -0.061 0.047 -0.040 2.111 H15 LKT 47 LKT H16 H16 H 0 1 N N N 4.648 53.788 -0.080 0.717 -1.678 1.807 H16 LKT 48 LKT H17 H17 H 0 1 N N N 3.037 52.542 1.108 2.628 -0.543 2.742 H17 LKT 49 LKT H18 H18 H 0 1 N N N 3.876 51.191 0.272 2.208 1.000 1.938 H18 LKT 50 LKT H19 H19 H 0 1 N N N 2.396 59.649 2.184 -8.714 -1.841 1.017 H19 LKT 51 # # 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 LKT C16 N4 DOUB Y N 1 LKT C16 N5 SING Y N 2 LKT N4 C15 SING Y N 3 LKT C14 N3 DOUB Y N 4 LKT C14 C13 SING Y N 5 LKT N5 C17 DOUB Y N 6 LKT C15 C13 SING N N 7 LKT C15 C20 DOUB Y N 8 LKT N3 N2 SING Y N 9 LKT C13 C12 DOUB Y N 10 LKT C17 C20 SING Y N 11 LKT C17 N6 SING Y N 12 LKT C6 C5 SING N N 13 LKT C6 C7 SING N N 14 LKT C20 C19 SING Y N 15 LKT N7 C22 TRIP N N 16 LKT N2 C12 SING Y N 17 LKT N2 C9 SING N N 18 LKT C5 N SING N N 19 LKT N6 C18 SING Y N 20 LKT C19 C18 DOUB Y N 21 LKT C9 C7 SING N N 22 LKT C9 C10 SING N N 23 LKT C22 C21 SING N N 24 LKT C7 C8 SING N N 25 LKT N C8 SING N N 26 LKT N C4 SING N N 27 LKT C21 C4 DOUB Y N 28 LKT C21 C SING Y N 29 LKT C10 C11 SING N N 30 LKT C4 C3 SING Y N 31 LKT CL C SING N N 32 LKT C C1 DOUB Y N 33 LKT C11 N1 TRIP N N 34 LKT C3 C2 DOUB Y N 35 LKT C1 C2 SING Y N 36 LKT C1 H1 SING N N 37 LKT C2 H2 SING N N 38 LKT C3 H3 SING N N 39 LKT N6 H4 SING N N 40 LKT C7 H5 SING N N 41 LKT C8 H6 SING N N 42 LKT C8 H7 SING N N 43 LKT C9 H8 SING N N 44 LKT C10 H9 SING N N 45 LKT C10 H10 SING N N 46 LKT C12 H11 SING N N 47 LKT C14 H12 SING N N 48 LKT C16 H13 SING N N 49 LKT C19 H14 SING N N 50 LKT C6 H15 SING N N 51 LKT C6 H16 SING N N 52 LKT C5 H17 SING N N 53 LKT C5 H18 SING N N 54 LKT C18 H19 SING N N 55 # # 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 LKT InChI InChI 1.03 "InChI=1S/C23H19ClN8/c24-19-2-1-3-21(18(19)10-26)31-9-6-15(12-31)20(4-7-25)32-13-16(11-30-32)22-17-5-8-27-23(17)29-14-28-22/h1-3,5,8,11,13-15,20H,4,6,9,12H2,(H,27,28,29)/t15-,20-/m0/s1" LKT InChIKey InChI 1.03 BKUZTJNOISYCFG-YWZLYKJASA-N LKT SMILES_CANONICAL CACTVS 3.385 "Clc1cccc(N2CC[C@@H](C2)[C@H](CC#N)n3cc(cn3)c4ncnc5[nH]ccc45)c1C#N" LKT SMILES CACTVS 3.385 "Clc1cccc(N2CC[CH](C2)[CH](CC#N)n3cc(cn3)c4ncnc5[nH]ccc45)c1C#N" LKT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(c(c1)Cl)C#N)N2CC[C@@H](C2)[C@H](CC#N)n3cc(cn3)c4c5cc[nH]c5ncn4" LKT SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(c(c(c1)Cl)C#N)N2CCC(C2)C(CC#N)n3cc(cn3)c4c5cc[nH]c5ncn4" # _pdbx_chem_comp_identifier.comp_id LKT _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-chloranyl-6-[(3~{S})-3-[(1~{S})-2-cyano-1-[4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyrrolidin-1-yl]benzenecarbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LKT "Create component" 2019-08-21 EBI LKT "Initial release" 2020-04-29 RCSB ##