data_X4G # _chem_comp.id X4G _chem_comp.name "(3R)-1-{[1-(5-fluoro-2-{[4-(2-hydroxyethoxy)-3,5-dimethylphenyl]amino}pyrimidin-4-yl)-4-methyl-1H-pyrrol-3-yl]methyl}pyrrolidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H30 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-08 _chem_comp.pdbx_modified_date 2015-12-24 _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 455.525 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X4G _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 4XG4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 X4G C4 C1 C 0 1 Y N N 12.640 -1.501 12.504 -1.180 1.169 -0.064 C4 X4G 1 X4G C5 C2 C 0 1 Y N N 11.511 -1.100 13.250 -0.667 2.091 -0.978 C5 X4G 2 X4G C6 C3 C 0 1 Y N N 11.676 -0.108 14.204 0.674 2.012 -1.312 C6 X4G 3 X4G N1 N1 N 0 1 Y N N 12.866 0.428 14.422 1.425 1.072 -0.758 N1 X4G 4 X4G N3 N2 N 0 1 Y N N 13.834 -0.919 12.809 -0.370 0.253 0.451 N3 X4G 5 X4G OAE O1 O 0 1 N N N 17.637 -6.196 12.125 -9.177 -2.980 -0.289 OAE X4G 6 X4G CBE C4 C 0 1 N N R 16.425 -6.759 11.653 -8.306 -1.921 -0.693 CBE X4G 7 X4G CAQ C5 C 0 1 N N N 15.496 -5.605 11.330 -7.895 -1.047 0.518 CAQ X4G 8 X4G CAN C6 C 0 1 N N N 16.698 -7.461 10.320 -6.935 -2.477 -1.159 CAN X4G 9 X4G CAO C7 C 0 1 N N N 15.905 -6.657 9.279 -5.974 -1.299 -0.895 CAO X4G 10 X4G NBF N3 N 0 1 N N N 14.869 -5.947 10.048 -6.605 -0.440 0.125 NBF X4G 11 X4G CAP C8 C 0 1 N N N 14.431 -4.735 9.352 -5.726 -0.274 1.290 CAP X4G 12 X4G CBA C9 C 0 1 Y N N 13.434 -3.965 10.210 -4.542 0.577 0.908 CBA X4G 13 X4G CAK C10 C 0 1 Y N N 13.737 -2.956 11.006 -3.309 0.132 0.593 CAK X4G 14 X4G CAX C11 C 0 1 Y N N 12.068 -4.143 10.322 -4.523 1.983 0.808 CAX X4G 15 X4G CAC C12 C 0 1 N N N 11.228 -5.203 9.594 -5.682 2.911 1.065 CAC X4G 16 X4G CAJ C13 C 0 1 Y N N 11.589 -3.254 11.181 -3.278 2.346 0.440 CAJ X4G 17 X4G NBG N4 N 0 1 Y N N 12.623 -2.492 11.590 -2.525 1.214 0.306 NBG X4G 18 X4G F5 F1 F 0 1 N N N 10.265 -1.598 13.076 -1.460 3.038 -1.525 F5 X4G 19 X4G C2 C14 C 0 1 Y N N 13.966 0.052 13.750 0.909 0.211 0.106 C2 X4G 20 X4G NAT N5 N 0 1 N N N 15.112 0.680 14.105 1.727 -0.759 0.664 NAT X4G 21 X4G CAZ C15 C 0 1 Y N N 16.369 0.459 13.654 3.103 -0.749 0.403 CAZ X4G 22 X4G CAI C16 C 0 1 Y N N 16.737 -0.591 12.805 3.790 0.456 0.346 CAI X4G 23 X4G CAW C17 C 0 1 Y N N 18.065 -0.746 12.384 5.148 0.465 0.094 CAW X4G 24 X4G CAB C18 C 0 1 N N N 18.459 -1.903 11.459 5.894 1.773 0.032 CAB X4G 25 X4G CAH C19 C 0 1 Y N N 17.374 1.341 14.072 3.782 -1.944 0.208 CAH X4G 26 X4G CAV C20 C 0 1 Y N N 18.699 1.190 13.667 5.138 -1.934 -0.050 CAV X4G 27 X4G CAA C21 C 0 1 N N N 19.747 2.188 14.163 5.875 -3.231 -0.263 CAA X4G 28 X4G CBC C22 C 0 1 Y N N 19.044 0.145 12.812 5.825 -0.730 -0.102 CBC X4G 29 X4G OAU O2 O 0 1 N N N 20.325 -0.019 12.403 7.162 -0.720 -0.350 OAU X4G 30 X4G CAM C23 C 0 1 N N N 20.553 0.675 11.179 8.032 -0.788 0.782 CAM X4G 31 X4G CAL C24 C 0 1 N N N 21.967 0.250 10.782 9.487 -0.766 0.308 CAL X4G 32 X4G OAD O3 O 0 1 N N N 22.903 0.720 11.770 9.768 0.491 -0.309 OAD X4G 33 X4G H1 H1 H 0 1 N N N 10.824 0.231 14.775 1.104 2.710 -2.016 H1 X4G 34 X4G H2 H2 H 0 1 N N N 17.481 -5.757 12.953 -9.423 -3.582 -1.004 H2 X4G 35 X4G H3 H3 H 0 1 N N N 15.966 -7.450 12.376 -8.768 -1.315 -1.473 H3 X4G 36 X4G H4 H4 H 0 1 N N N 16.065 -4.668 11.241 -8.640 -0.272 0.697 H4 X4G 37 X4G H5 H5 H 0 1 N N N 14.732 -5.497 12.114 -7.771 -1.665 1.407 H5 X4G 38 X4G H6 H6 H 0 1 N N N 16.348 -8.503 10.353 -6.650 -3.347 -0.567 H6 X4G 39 X4G H7 H7 H 0 1 N N N 17.773 -7.443 10.086 -6.961 -2.727 -2.220 H7 X4G 40 X4G H8 H8 H 0 1 N N N 15.444 -7.330 8.541 -5.020 -1.674 -0.526 H8 X4G 41 X4G H9 H9 H 0 1 N N N 16.561 -5.941 8.763 -5.822 -0.732 -1.814 H9 X4G 42 X4G H11 H11 H 0 1 N N N 15.304 -4.097 9.149 -6.277 0.212 2.095 H11 X4G 43 X4G H12 H12 H 0 1 N N N 13.952 -5.015 8.402 -5.378 -1.251 1.625 H12 X4G 44 X4G H13 H13 H 0 1 N N N 14.731 -2.564 11.163 -2.995 -0.902 0.571 H13 X4G 45 X4G H14 H14 H 0 1 N N N 11.184 -6.118 10.202 -5.689 3.201 2.116 H14 X4G 46 X4G H15 H15 H 0 1 N N N 10.209 -4.819 9.436 -5.582 3.800 0.443 H15 X4G 47 X4G H16 H16 H 0 1 N N N 11.688 -5.431 8.621 -6.615 2.402 0.822 H16 X4G 48 X4G H17 H17 H 0 1 N N N 10.560 -3.158 11.495 -2.935 3.358 0.278 H17 X4G 49 X4G H18 H18 H 0 1 N N N 15.017 1.402 14.790 1.347 -1.444 1.235 H18 X4G 50 X4G H19 H19 H 0 1 N N N 15.987 -1.292 12.469 3.263 1.387 0.497 H19 X4G 51 X4G H20 H20 H 0 1 N N N 18.366 -1.583 10.411 6.262 2.029 1.025 H20 X4G 52 X4G H21 H21 H 0 1 N N N 19.500 -2.196 11.661 6.736 1.679 -0.654 H21 X4G 53 X4G H22 H22 H 0 1 N N N 17.795 -2.761 11.641 5.224 2.557 -0.322 H22 X4G 54 X4G H23 H23 H 0 1 N N N 17.115 2.160 14.726 3.249 -2.882 0.257 H23 X4G 55 X4G H24 H24 H 0 1 N N N 19.812 3.032 13.460 5.861 -3.487 -1.322 H24 X4G 56 X4G H25 H25 H 0 1 N N N 19.458 2.560 15.157 6.907 -3.122 0.071 H25 X4G 57 X4G H26 H26 H 0 1 N N N 20.725 1.690 14.229 5.390 -4.022 0.309 H26 X4G 58 X4G H27 H27 H 0 1 N N N 20.498 1.763 11.329 7.849 0.066 1.433 H27 X4G 59 X4G H28 H28 H 0 1 N N N 19.823 0.372 10.414 7.843 -1.711 1.331 H28 X4G 60 X4G H29 H29 H 0 1 N N N 22.017 -0.847 10.722 10.149 -0.908 1.163 H29 X4G 61 X4G H30 H30 H 0 1 N N N 22.219 0.683 9.803 9.647 -1.569 -0.412 H30 X4G 62 X4G H31 H31 H 0 1 N N N 23.782 0.457 11.525 10.675 0.576 -0.634 H31 X4G 63 # 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 X4G CAO NBF SING N N 1 X4G CAO CAN SING N N 2 X4G CAP NBF SING N N 3 X4G CAP CBA SING N N 4 X4G CAC CAX SING N N 5 X4G NBF CAQ SING N N 6 X4G CBA CAX SING Y N 7 X4G CBA CAK DOUB Y N 8 X4G CAN CBE SING N N 9 X4G CAX CAJ DOUB Y N 10 X4G CAL CAM SING N N 11 X4G CAL OAD SING N N 12 X4G CAK NBG SING Y N 13 X4G CAM OAU SING N N 14 X4G CAJ NBG SING Y N 15 X4G CAQ CBE SING N N 16 X4G CAB CAW SING N N 17 X4G NBG C4 SING N N 18 X4G CBE OAE SING N N 19 X4G CAW CAI DOUB Y N 20 X4G CAW CBC SING Y N 21 X4G OAU CBC SING N N 22 X4G C4 N3 DOUB Y N 23 X4G C4 C5 SING Y N 24 X4G CAI CAZ SING Y N 25 X4G N3 C2 SING Y N 26 X4G CBC CAV DOUB Y N 27 X4G F5 C5 SING N N 28 X4G C5 C6 DOUB Y N 29 X4G CAZ CAH DOUB Y N 30 X4G CAZ NAT SING N N 31 X4G CAV CAH SING Y N 32 X4G CAV CAA SING N N 33 X4G C2 NAT SING N N 34 X4G C2 N1 DOUB Y N 35 X4G C6 N1 SING Y N 36 X4G C6 H1 SING N N 37 X4G OAE H2 SING N N 38 X4G CBE H3 SING N N 39 X4G CAQ H4 SING N N 40 X4G CAQ H5 SING N N 41 X4G CAN H6 SING N N 42 X4G CAN H7 SING N N 43 X4G CAO H8 SING N N 44 X4G CAO H9 SING N N 45 X4G CAP H11 SING N N 46 X4G CAP H12 SING N N 47 X4G CAK H13 SING N N 48 X4G CAC H14 SING N N 49 X4G CAC H15 SING N N 50 X4G CAC H16 SING N N 51 X4G CAJ H17 SING N N 52 X4G NAT H18 SING N N 53 X4G CAI H19 SING N N 54 X4G CAB H20 SING N N 55 X4G CAB H21 SING N N 56 X4G CAB H22 SING N N 57 X4G CAH H23 SING N N 58 X4G CAA H24 SING N N 59 X4G CAA H25 SING N N 60 X4G CAA H26 SING N N 61 X4G CAM H27 SING N N 62 X4G CAM H28 SING N N 63 X4G CAL H29 SING N N 64 X4G CAL H30 SING N N 65 X4G OAD H31 SING N N 66 # 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 X4G SMILES ACDLabs 12.01 "Fc3cnc(nc3n1cc(c(c1)C)CN2CCC(O)C2)Nc4cc(c(OCCO)c(c4)C)C" X4G InChI InChI 1.03 "InChI=1S/C24H30FN5O3/c1-15-8-19(9-16(2)22(15)33-7-6-31)27-24-26-10-21(25)23(28-24)30-11-17(3)18(13-30)12-29-5-4-20(32)14-29/h8-11,13,20,31-32H,4-7,12,14H2,1-3H3,(H,26,27,28)/t20-/m1/s1" X4G InChIKey InChI 1.03 OSONANZITXBMIW-HXUWFJFHSA-N X4G SMILES_CANONICAL CACTVS 3.385 "Cc1cn(cc1CN2CC[C@@H](O)C2)c3nc(Nc4cc(C)c(OCCO)c(C)c4)ncc3F" X4G SMILES CACTVS 3.385 "Cc1cn(cc1CN2CC[CH](O)C2)c3nc(Nc4cc(C)c(OCCO)c(C)c4)ncc3F" X4G SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(cc(c1OCCO)C)Nc2ncc(c(n2)n3cc(c(c3)CN4CC[C@H](C4)O)C)F" X4G SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(cc(c1OCCO)C)Nc2ncc(c(n2)n3cc(c(c3)CN4CCC(C4)O)C)F" # 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 X4G "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-1-{[1-(5-fluoro-2-{[4-(2-hydroxyethoxy)-3,5-dimethylphenyl]amino}pyrimidin-4-yl)-4-methyl-1H-pyrrol-3-yl]methyl}pyrrolidin-3-ol" X4G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R)-1-[[1-[5-fluoranyl-2-[[4-(2-hydroxyethyloxy)-3,5-dimethyl-phenyl]amino]pyrimidin-4-yl]-4-methyl-pyrrol-3-yl]methyl]pyrrolidin-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X4G "Create component" 2015-01-08 PDBJ X4G "Initial release" 2015-12-29 RCSB #