data_L9S # _chem_comp.id L9S _chem_comp.name "N-[2-fluoro-6-(pyrrolidin-1-yl)phenyl]-N'-{3-[(2R)-1-(2-hydroxyethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-2-yl]phenyl}urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H33 F N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-15 _chem_comp.pdbx_modified_date 2019-06-07 _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 544.623 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L9S _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 6NZM _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 L9S C3 C1 C 0 1 N N N -0.665 -22.379 -17.514 4.628 2.140 -0.684 C3 L9S 1 L9S N4 N1 N 0 1 N N N -11.335 -20.952 -14.521 -6.755 -1.893 -0.285 N4 L9S 2 L9S C5 C2 C 0 1 N N R -2.975 -22.003 -17.862 2.638 0.828 -0.267 C5 L9S 3 L9S C7 C3 C 0 1 Y N N -4.441 -23.966 -18.643 1.184 1.378 1.695 C7 L9S 4 L9S C14 C4 C 0 1 Y N N -13.529 -22.016 -18.113 -7.067 2.267 -0.264 C14 L9S 5 L9S C15 C5 C 0 1 Y N N -14.107 -21.919 -16.852 -8.202 1.486 -0.141 C15 L9S 6 L9S C13 C6 C 0 1 Y N N -12.180 -21.777 -18.098 -5.824 1.673 -0.395 C13 L9S 7 L9S C12 C7 C 0 1 Y N N -11.406 -21.501 -16.959 -5.715 0.288 -0.402 C12 L9S 8 L9S C11 C8 C 0 1 N N N -9.159 -22.216 -17.588 -3.369 0.262 0.013 C11 L9S 9 L9S C8 C9 C 0 1 Y N N -5.689 -24.533 -18.852 -0.040 1.382 2.339 C8 L9S 10 L9S C10 C10 C 0 1 Y N N -6.731 -22.566 -18.022 -1.031 0.276 0.456 C10 L9S 11 L9S O1 O1 O 0 1 N N N -0.947 -25.637 -16.255 4.283 4.842 -0.356 O1 L9S 12 L9S C1 C11 C 0 1 N N N -2.264 -25.162 -16.420 2.992 4.529 0.172 C1 L9S 13 L9S C2 C12 C 0 1 N N N -2.266 -23.650 -16.291 2.480 3.236 -0.466 C2 L9S 14 L9S N1 N2 N 0 1 N N N -1.983 -23.014 -17.554 3.315 2.110 -0.027 N1 L9S 15 L9S C4 C13 C 0 1 N N N -0.290 -21.927 -18.906 5.494 1.000 -0.141 C4 L9S 16 L9S C6 C14 C 0 1 Y N N -4.306 -22.688 -18.114 1.303 0.824 0.433 C6 L9S 17 L9S C9 C15 C 0 1 Y N N -6.844 -23.836 -18.563 -1.147 0.833 1.723 C9 L9S 18 L9S N2 N3 N 0 1 N N N -7.854 -21.766 -17.697 -2.150 -0.285 -0.168 N2 L9S 19 L9S N3 N4 N 0 1 N N N -10.007 -21.236 -17.128 -4.456 -0.317 -0.534 N3 L9S 20 L9S F1 F1 F 0 1 N N N -11.597 -21.884 -19.283 -4.718 2.439 -0.516 F1 L9S 21 L9S C16 C16 C 0 1 Y N N -13.368 -21.580 -15.712 -8.101 0.107 -0.147 C16 L9S 22 L9S C17 C17 C 0 1 Y N N -12.016 -21.348 -15.729 -6.859 -0.498 -0.278 C17 L9S 23 L9S C18 C18 C 0 1 N N N -12.161 -21.063 -13.306 -7.333 -2.476 0.953 C18 L9S 24 L9S C19 C19 C 0 1 N N N -11.198 -20.853 -12.179 -7.614 -3.946 0.555 C19 L9S 25 L9S C20 C20 C 0 1 N N N -9.922 -21.474 -12.792 -8.089 -3.823 -0.911 C20 L9S 26 L9S C21 C21 C 0 1 N N N -10.117 -21.669 -14.290 -7.528 -2.476 -1.403 C21 L9S 27 L9S O2 O2 O 0 1 N N N -9.557 -23.328 -17.939 -3.487 1.278 0.670 O2 L9S 28 L9S C22 C22 C 0 1 Y N N -5.485 -22.008 -17.824 0.201 0.269 -0.185 C22 L9S 29 L9S C23 C23 C 0 1 N N N -2.721 -21.502 -19.234 3.503 -0.313 0.275 C23 L9S 30 L9S N5 N5 N 0 1 N N N -1.368 -21.008 -19.293 4.817 -0.282 -0.382 N5 L9S 31 L9S C24 C24 C 0 1 Y N N -1.002 -19.838 -19.932 5.603 -1.343 0.031 C24 L9S 32 L9S N6 N6 N 0 1 Y N N 0.314 -19.716 -20.291 5.146 -2.227 0.913 N6 L9S 33 L9S C25 C25 C 0 1 Y N N 0.669 -18.605 -20.884 5.893 -3.241 1.311 C25 L9S 34 L9S N7 N7 N 0 1 Y N N -0.095 -17.571 -21.267 7.116 -3.439 0.869 N7 L9S 35 L9S C26 C26 C 0 1 Y N N -1.347 -17.716 -20.872 7.663 -2.608 -0.017 C26 L9S 36 L9S C27 C27 C 0 1 Y N N -1.897 -18.817 -20.242 6.901 -1.516 -0.474 C27 L9S 37 L9S C28 C28 C 0 1 Y N N -3.295 -18.513 -20.041 7.749 -0.795 -1.420 C28 L9S 38 L9S C29 C29 C 0 1 Y N N -3.551 -17.265 -20.633 8.916 -1.457 -1.480 C29 L9S 39 L9S N8 N8 N 0 1 Y N N -2.339 -16.792 -21.094 8.875 -2.546 -0.648 N8 L9S 40 L9S H1 H1 H 0 1 N N N 0.080 -23.101 -17.148 4.500 2.019 -1.760 H1 L9S 41 L9S H2 H2 H 0 1 N N N -0.695 -21.510 -16.840 5.115 3.094 -0.481 H2 L9S 42 L9S H3 H3 H 0 1 N N N -3.044 -21.202 -17.111 2.486 0.692 -1.338 H3 L9S 43 L9S H4 H4 H 0 1 N N N -3.555 -24.529 -18.897 2.048 1.812 2.177 H4 L9S 44 L9S H5 H5 H 0 1 N N N -14.084 -22.254 -19.008 -7.152 3.344 -0.263 H5 L9S 45 L9S H6 H6 H 0 1 N N N -15.164 -22.112 -16.748 -9.170 1.954 -0.040 H6 L9S 46 L9S H7 H7 H 0 1 N N N -5.758 -25.536 -19.247 -0.129 1.815 3.324 H7 L9S 47 L9S H8 H8 H 0 1 N N N -0.939 -26.584 -16.335 4.669 5.652 0.005 H8 L9S 48 L9S H9 H9 H 0 1 N N N -2.913 -25.599 -15.646 3.063 4.398 1.252 H9 L9S 49 L9S H10 H10 H 0 1 N N N -2.637 -25.447 -17.415 2.302 5.343 -0.051 H10 L9S 50 L9S H11 H11 H 0 1 N N N -1.499 -23.352 -15.561 1.448 3.065 -0.161 H11 L9S 51 L9S H12 H12 H 0 1 N N N -3.255 -23.322 -15.939 2.529 3.322 -1.552 H12 L9S 52 L9S H14 H14 H 0 1 N N N -0.243 -22.784 -19.594 6.459 1.003 -0.649 H14 L9S 53 L9S H15 H15 H 0 1 N N N 0.680 -21.408 -18.899 5.645 1.136 0.929 H15 L9S 54 L9S H16 H16 H 0 1 N N N -7.814 -24.271 -18.754 -2.103 0.836 2.226 H16 L9S 55 L9S H17 H17 H 0 1 N N N -7.690 -20.793 -17.532 -2.049 -1.068 -0.732 H17 L9S 56 L9S H18 H18 H 0 1 N N N -9.645 -20.330 -16.909 -4.368 -1.153 -1.019 H18 L9S 57 L9S H19 H19 H 0 1 N N N -13.890 -21.497 -14.770 -8.989 -0.499 -0.051 H19 L9S 58 L9S H20 H20 H 0 1 N N N -12.945 -20.291 -13.297 -6.615 -2.430 1.771 H20 L9S 59 L9S H21 H21 H 0 1 N N N -12.625 -22.058 -13.241 -8.258 -1.967 1.223 H21 L9S 60 L9S H22 H22 H 0 1 N N N -11.063 -19.785 -11.952 -6.705 -4.543 0.617 H22 L9S 61 L9S H23 H23 H 0 1 N N N -11.513 -21.384 -11.269 -8.397 -4.373 1.182 H23 L9S 62 L9S H24 H24 H 0 1 N N N -9.725 -22.447 -12.319 -7.688 -4.641 -1.509 H24 L9S 63 L9S H25 H25 H 0 1 N N N -9.068 -20.802 -12.618 -9.178 -3.820 -0.957 H25 L9S 64 L9S H26 H26 H 0 1 N N N -10.224 -22.734 -14.545 -8.347 -1.810 -1.676 H26 L9S 65 L9S H27 H27 H 0 1 N N N -9.283 -21.237 -14.862 -6.875 -2.637 -2.261 H27 L9S 66 L9S H28 H28 H 0 1 N N N -5.422 -21.005 -17.429 0.294 -0.163 -1.171 H28 L9S 67 L9S H29 H29 H 0 1 N N N -3.424 -20.689 -19.469 3.632 -0.192 1.351 H29 L9S 68 L9S H30 H30 H 0 1 N N N -2.850 -22.320 -19.958 3.017 -1.267 0.072 H30 L9S 69 L9S H31 H31 H 0 1 N N N 1.724 -18.507 -21.094 5.483 -3.936 2.029 H31 L9S 70 L9S H32 H32 H 0 1 N N N -4.014 -19.134 -19.528 7.488 0.099 -1.967 H32 L9S 71 L9S H33 H33 H 0 1 N N N -4.509 -16.772 -20.712 9.759 -1.176 -2.093 H33 L9S 72 L9S H34 H34 H 0 1 N N N -2.202 -15.902 -21.529 9.599 -3.179 -0.524 H34 L9S 73 # # 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 L9S N7 C25 DOUB Y N 1 L9S N7 C26 SING Y N 2 L9S N8 C26 SING Y N 3 L9S N8 C29 SING Y N 4 L9S C25 N6 SING Y N 5 L9S C26 C27 DOUB Y N 6 L9S C29 C28 DOUB Y N 7 L9S N6 C24 DOUB Y N 8 L9S C27 C28 SING Y N 9 L9S C27 C24 SING Y N 10 L9S C24 N5 SING N N 11 L9S N5 C23 SING N N 12 L9S N5 C4 SING N N 13 L9S F1 C13 SING N N 14 L9S C23 C5 SING N N 15 L9S C4 C3 SING N N 16 L9S C8 C7 DOUB Y N 17 L9S C8 C9 SING Y N 18 L9S C7 C6 SING Y N 19 L9S C9 C10 DOUB Y N 20 L9S C6 C5 SING N N 21 L9S C6 C22 DOUB Y N 22 L9S C14 C13 DOUB Y N 23 L9S C14 C15 SING Y N 24 L9S C13 C12 SING Y N 25 L9S C10 C22 SING Y N 26 L9S C10 N2 SING N N 27 L9S O2 C11 DOUB N N 28 L9S C5 N1 SING N N 29 L9S N2 C11 SING N N 30 L9S C11 N3 SING N N 31 L9S N1 C3 SING N N 32 L9S N1 C2 SING N N 33 L9S N3 C12 SING N N 34 L9S C12 C17 DOUB Y N 35 L9S C15 C16 DOUB Y N 36 L9S C1 C2 SING N N 37 L9S C1 O1 SING N N 38 L9S C17 C16 SING Y N 39 L9S C17 N4 SING N N 40 L9S N4 C21 SING N N 41 L9S N4 C18 SING N N 42 L9S C21 C20 SING N N 43 L9S C18 C19 SING N N 44 L9S C20 C19 SING N N 45 L9S C3 H1 SING N N 46 L9S C3 H2 SING N N 47 L9S C5 H3 SING N N 48 L9S C7 H4 SING N N 49 L9S C14 H5 SING N N 50 L9S C15 H6 SING N N 51 L9S C8 H7 SING N N 52 L9S O1 H8 SING N N 53 L9S C1 H9 SING N N 54 L9S C1 H10 SING N N 55 L9S C2 H11 SING N N 56 L9S C2 H12 SING N N 57 L9S C4 H14 SING N N 58 L9S C4 H15 SING N N 59 L9S C9 H16 SING N N 60 L9S N2 H17 SING N N 61 L9S N3 H18 SING N N 62 L9S C16 H19 SING N N 63 L9S C18 H20 SING N N 64 L9S C18 H21 SING N N 65 L9S C19 H22 SING N N 66 L9S C19 H23 SING N N 67 L9S C20 H24 SING N N 68 L9S C20 H25 SING N N 69 L9S C21 H26 SING N N 70 L9S C21 H27 SING N N 71 L9S C22 H28 SING N N 72 L9S C23 H29 SING N N 73 L9S C23 H30 SING N N 74 L9S C25 H31 SING N N 75 L9S C28 H32 SING N N 76 L9S C29 H33 SING N N 77 L9S N8 H34 SING N N 78 # # 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 L9S SMILES ACDLabs 12.01 "C4N(C(c1cccc(c1)NC(Nc3c(cccc3N2CCCC2)F)=O)CN(C4)c5ncnc6c5ccn6)CCO" L9S InChI InChI 1.03 "InChI=1S/C29H33FN8O2/c30-23-7-4-8-24(36-11-1-2-12-36)26(23)35-29(40)34-21-6-3-5-20(17-21)25-18-38(14-13-37(25)15-16-39)28-22-9-10-31-27(22)32-19-33-28/h3-10,17,19,25,39H,1-2,11-16,18H2,(H,31,32,33)(H2,34,35,40)/t25-/m0/s1" L9S InChIKey InChI 1.03 ZJSNZHATZAWKIQ-VWLOTQADSA-N L9S SMILES_CANONICAL CACTVS 3.385 "OCCN1CCN(C[C@H]1c2cccc(NC(=O)Nc3c(F)cccc3N4CCCC4)c2)c5ncnc6[nH]ccc56" L9S SMILES CACTVS 3.385 "OCCN1CCN(C[CH]1c2cccc(NC(=O)Nc3c(F)cccc3N4CCCC4)c2)c5ncnc6[nH]ccc56" L9S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)NC(=O)Nc2c(cccc2F)N3CCCC3)[C@@H]4CN(CCN4CCO)c5c6cc[nH]c6ncn5" L9S SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)NC(=O)Nc2c(cccc2F)N3CCCC3)C4CN(CCN4CCO)c5c6cc[nH]c6ncn5" # # 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 L9S "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-fluoro-6-(pyrrolidin-1-yl)phenyl]-N'-{3-[(2R)-1-(2-hydroxyethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-2-yl]phenyl}urea" L9S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-(2-fluoranyl-6-pyrrolidin-1-yl-phenyl)-3-[3-[(2~{R})-1-(2-hydroxyethyl)-4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-2-yl]phenyl]urea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L9S "Create component" 2019-02-15 RCSB L9S "Initial release" 2019-06-12 RCSB ##