data_UM4 # _chem_comp.id UM4 _chem_comp.name "4-{8-amino-3-[(6R,8aS)-3-oxooctahydroindolizin-6-yl]imidazo[1,5-a]pyrazin-1-yl}-3-(cyclopropyloxy)-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H28 F3 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-05-22 _chem_comp.pdbx_modified_date 2020-07-17 _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 591.584 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UM4 _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 6X3P _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 UM4 N01 N1 N 0 1 Y N N -18.752 4.403 -18.804 2.624 4.680 1.092 N01 UM4 1 UM4 C02 C1 C 0 1 Y N N -17.758 4.519 -19.706 3.937 4.679 0.834 C02 UM4 2 UM4 C03 C2 C 0 1 Y N N -16.527 5.074 -19.413 4.564 3.582 0.370 C03 UM4 3 UM4 C04 C3 C 0 1 Y N N -18.543 4.749 -17.538 1.887 3.601 0.902 C04 UM4 4 UM4 C05 C4 C 0 1 Y N N -17.265 5.266 -17.139 2.495 2.424 0.417 C05 UM4 5 UM4 N06 N2 N 0 1 Y N N -16.291 5.432 -18.117 3.850 2.427 0.151 N06 UM4 6 UM4 C07 C5 C 0 1 Y N N -15.166 5.966 -17.497 4.171 1.198 -0.294 C07 UM4 7 UM4 N08 N3 N 0 1 Y N N -15.379 6.151 -16.194 3.103 0.444 -0.319 N08 UM4 8 UM4 C09 C6 C 0 1 Y N N -16.700 5.776 -15.967 2.041 1.146 0.109 C09 UM4 9 UM4 C10 C7 C 0 1 N N R -13.878 6.195 -18.220 5.553 0.758 -0.703 C10 UM4 10 UM4 N11 N4 N 0 1 N N N -19.568 4.682 -16.683 0.530 3.624 1.176 N11 UM4 11 UM4 C12 C8 C 0 1 N N N -12.657 5.869 -17.351 5.528 0.320 -2.163 C12 UM4 12 UM4 C13 C9 C 0 1 N N N -11.332 6.183 -18.075 4.971 -1.089 -2.337 C13 UM4 13 UM4 C14 C10 C 0 1 N N S -11.282 7.621 -18.570 5.932 -2.102 -1.708 C14 UM4 14 UM4 N15 N5 N 0 1 N N N -12.528 7.947 -19.293 6.673 -1.386 -0.647 N15 UM4 15 UM4 C16 C11 C 0 1 N N N -13.827 7.658 -18.662 6.006 -0.389 0.206 C16 UM4 16 UM4 C17 C12 C 0 1 Y N N -17.202 5.829 -14.588 0.653 0.655 0.229 C17 UM4 17 UM4 C18 C13 C 0 1 Y N N -17.699 4.663 -14.005 -0.377 1.293 -0.466 C18 UM4 18 UM4 C19 C14 C 0 1 Y N N -18.212 4.687 -12.727 -1.669 0.837 -0.355 C19 UM4 19 UM4 C20 C15 C 0 1 Y N N -18.306 5.890 -12.035 -1.956 -0.268 0.453 C20 UM4 20 UM4 C21 C16 C 0 1 Y N N -17.824 7.061 -12.608 -0.928 -0.911 1.150 C21 UM4 21 UM4 C22 C17 C 0 1 Y N N -17.306 7.024 -13.890 0.370 -0.457 1.035 C22 UM4 22 UM4 O23 O1 O 0 1 N N N -16.708 8.090 -14.499 1.372 -1.084 1.706 O23 UM4 23 UM4 C24 C18 C 0 1 N N N -16.503 9.358 -13.770 1.030 -2.276 2.416 C24 UM4 24 UM4 C25 C19 C 0 1 N N N -17.564 10.375 -14.009 1.929 -2.685 3.585 C25 UM4 25 UM4 C26 C20 C 0 1 N N N -16.227 10.506 -14.671 1.969 -3.476 2.275 C26 UM4 26 UM4 C27 C21 C 0 1 N N N -18.828 5.840 -10.642 -3.344 -0.754 0.571 C27 UM4 27 UM4 O28 O2 O 0 1 N N N -18.673 4.835 -9.952 -3.593 -1.715 1.273 O28 UM4 28 UM4 N29 N6 N 0 1 N N N -19.561 6.910 -10.277 -4.334 -0.134 -0.100 N29 UM4 29 UM4 C30 C22 C 0 1 Y N N -20.263 7.107 -9.082 -5.657 -0.526 0.092 C30 UM4 30 UM4 N31 N7 N 0 1 Y N N -20.985 8.240 -9.062 -5.946 -1.427 1.018 N31 UM4 31 UM4 C32 C23 C 0 1 Y N N -21.700 8.502 -7.955 -7.186 -1.825 1.233 C32 UM4 32 UM4 C33 C24 C 0 1 Y N N -21.776 7.640 -6.887 -8.233 -1.313 0.493 C33 UM4 33 UM4 C34 C25 C 0 1 Y N N -21.039 6.464 -6.913 -7.972 -0.366 -0.488 C34 UM4 34 UM4 C35 C26 C 0 1 Y N N -20.305 6.160 -8.058 -6.663 0.036 -0.686 C35 UM4 35 UM4 C36 C27 C 0 1 N N N -21.084 5.505 -5.786 -9.090 0.215 -1.315 C36 UM4 36 UM4 F37 F1 F 0 1 N N N -19.880 5.019 -5.490 -10.306 -0.349 -0.916 F37 UM4 37 UM4 F38 F2 F 0 1 N N N -21.817 4.448 -6.083 -9.136 1.601 -1.129 F38 UM4 38 UM4 F39 F3 F 0 1 N N N -21.556 6.036 -4.687 -8.866 -0.067 -2.667 F39 UM4 39 UM4 C40 C28 C 0 1 N N N -12.350 8.540 -20.488 7.961 -1.745 -0.639 C40 UM4 40 UM4 C41 C29 C 0 1 N N N -10.873 8.684 -20.737 8.251 -2.674 -1.800 C41 UM4 41 UM4 C42 C30 C 0 1 N N N -10.186 7.928 -19.600 6.998 -2.552 -2.722 C42 UM4 42 UM4 O43 O3 O 0 1 N N N -13.249 8.856 -21.243 8.779 -1.378 0.178 O43 UM4 43 UM4 H1 H1 H 0 1 N N N -17.932 4.160 -20.709 4.508 5.581 1.003 H1 UM4 44 UM4 H2 H2 H 0 1 N N N -15.780 5.219 -20.180 5.625 3.609 0.170 H2 UM4 45 UM4 H3 H3 H 0 1 N N N -13.851 5.557 -19.115 6.243 1.595 -0.593 H3 UM4 46 UM4 H4 H4 H 0 1 N N N -20.384 4.361 -17.164 0.123 4.424 1.543 H4 UM4 47 UM4 H5 H5 H 0 1 N N N -19.345 4.046 -15.944 -0.014 2.841 0.999 H5 UM4 48 UM4 H6 H6 H 0 1 N N N -12.708 6.466 -16.429 4.909 1.017 -2.730 H6 UM4 49 UM4 H7 H7 H 0 1 N N N -12.678 4.799 -17.097 6.543 0.349 -2.558 H7 UM4 50 UM4 H8 H8 H 0 1 N N N -11.229 5.507 -18.936 3.999 -1.159 -1.848 H8 UM4 51 UM4 H9 H9 H 0 1 N N N -10.498 6.018 -17.377 4.859 -1.307 -3.399 H9 UM4 52 UM4 H10 H10 H 0 1 N N N -11.164 8.296 -17.709 5.390 -2.957 -1.302 H10 UM4 53 UM4 H11 H11 H 0 1 N N N -13.959 8.309 -17.785 6.705 -0.015 0.955 H11 UM4 54 UM4 H12 H12 H 0 1 N N N -14.634 7.849 -19.385 5.141 -0.838 0.695 H12 UM4 55 UM4 H13 H13 H 0 1 N N N -17.681 3.736 -14.559 -0.158 2.147 -1.090 H13 UM4 56 UM4 H14 H14 H 0 1 N N N -18.542 3.770 -12.261 -2.464 1.333 -0.892 H14 UM4 57 UM4 H15 H15 H 0 1 N N N -17.854 7.990 -12.058 -1.150 -1.764 1.774 H15 UM4 58 UM4 H16 H16 H 0 1 N N N -16.013 9.331 -12.786 -0.037 -2.481 2.506 H16 UM4 59 UM4 H17 H17 H 0 1 N N N -17.852 11.070 -13.206 2.781 -2.044 3.812 H17 UM4 60 UM4 H18 H18 H 0 1 N N N -18.451 10.116 -14.606 1.453 -3.158 4.444 H18 UM4 61 UM4 H19 H19 H 0 1 N N N -16.131 10.344 -15.755 1.521 -4.469 2.273 H19 UM4 62 UM4 H20 H20 H 0 1 N N N -15.532 11.298 -14.356 2.848 -3.355 1.641 H20 UM4 63 UM4 H21 H21 H 0 1 N N N -19.610 7.655 -10.942 -4.127 0.585 -0.717 H21 UM4 64 UM4 H22 H22 H 0 1 N N N -22.241 9.435 -7.902 -7.384 -2.562 1.997 H22 UM4 65 UM4 H23 H23 H 0 1 N N N -22.401 7.875 -6.038 -9.244 -1.645 0.676 H23 UM4 66 UM4 H24 H24 H 0 1 N N N -19.784 5.219 -8.150 -6.425 0.775 -1.438 H24 UM4 67 UM4 H25 H25 H 0 1 N N N -10.603 8.244 -21.708 9.151 -2.356 -2.327 H25 UM4 68 UM4 H26 H26 H 0 1 N N N -10.583 9.745 -20.722 8.355 -3.701 -1.449 H26 UM4 69 UM4 H27 H27 H 0 1 N N N -9.743 6.994 -19.976 6.752 -3.511 -3.175 H27 UM4 70 UM4 H28 H28 H 0 1 N N N -9.400 8.551 -19.147 7.148 -1.787 -3.485 H28 UM4 71 # # 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 UM4 O43 C40 DOUB N N 1 UM4 C41 C40 SING N N 2 UM4 C41 C42 SING N N 3 UM4 C40 N15 SING N N 4 UM4 C02 C03 DOUB Y N 5 UM4 C02 N01 SING Y N 6 UM4 C42 C14 SING N N 7 UM4 C03 N06 SING Y N 8 UM4 N15 C16 SING N N 9 UM4 N15 C14 SING N N 10 UM4 N01 C04 DOUB Y N 11 UM4 C16 C10 SING N N 12 UM4 C14 C13 SING N N 13 UM4 C10 C07 SING N N 14 UM4 C10 C12 SING N N 15 UM4 N06 C07 SING Y N 16 UM4 N06 C05 SING Y N 17 UM4 C13 C12 SING N N 18 UM4 C04 C05 SING Y N 19 UM4 C04 N11 SING N N 20 UM4 C07 N08 DOUB Y N 21 UM4 C05 C09 DOUB Y N 22 UM4 N08 C09 SING Y N 23 UM4 C09 C17 SING N N 24 UM4 C26 C25 SING N N 25 UM4 C26 C24 SING N N 26 UM4 C17 C18 DOUB Y N 27 UM4 C17 C22 SING Y N 28 UM4 O23 C22 SING N N 29 UM4 O23 C24 SING N N 30 UM4 C25 C24 SING N N 31 UM4 C18 C19 SING Y N 32 UM4 C22 C21 DOUB Y N 33 UM4 C19 C20 DOUB Y N 34 UM4 C21 C20 SING Y N 35 UM4 C20 C27 SING N N 36 UM4 C27 N29 SING N N 37 UM4 C27 O28 DOUB N N 38 UM4 N29 C30 SING N N 39 UM4 C30 N31 DOUB Y N 40 UM4 C30 C35 SING Y N 41 UM4 N31 C32 SING Y N 42 UM4 C35 C34 DOUB Y N 43 UM4 C32 C33 DOUB Y N 44 UM4 C34 C33 SING Y N 45 UM4 C34 C36 SING N N 46 UM4 F38 C36 SING N N 47 UM4 C36 F37 SING N N 48 UM4 C36 F39 SING N N 49 UM4 C02 H1 SING N N 50 UM4 C03 H2 SING N N 51 UM4 C10 H3 SING N N 52 UM4 N11 H4 SING N N 53 UM4 N11 H5 SING N N 54 UM4 C12 H6 SING N N 55 UM4 C12 H7 SING N N 56 UM4 C13 H8 SING N N 57 UM4 C13 H9 SING N N 58 UM4 C14 H10 SING N N 59 UM4 C16 H11 SING N N 60 UM4 C16 H12 SING N N 61 UM4 C18 H13 SING N N 62 UM4 C19 H14 SING N N 63 UM4 C21 H15 SING N N 64 UM4 C24 H16 SING N N 65 UM4 C25 H17 SING N N 66 UM4 C25 H18 SING N N 67 UM4 C26 H19 SING N N 68 UM4 C26 H20 SING N N 69 UM4 N29 H21 SING N N 70 UM4 C32 H22 SING N N 71 UM4 C33 H23 SING N N 72 UM4 C35 H24 SING N N 73 UM4 C41 H25 SING N N 74 UM4 C41 H26 SING N N 75 UM4 C42 H27 SING N N 76 UM4 C42 H28 SING N N 77 # # 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 UM4 SMILES ACDLabs 12.01 "n1c(c2c(nc(n2cc1)C3CCC4N(C3)C(CC4)=O)c6ccc(C(Nc5nccc(C(F)(F)F)c5)=O)cc6OC7CC7)N" UM4 InChI InChI 1.03 "InChI=1S/C30H28F3N7O3/c31-30(32,33)18-9-10-35-23(14-18)37-29(42)16-2-7-21(22(13-16)43-20-5-6-20)25-26-27(34)36-11-12-39(26)28(38-25)17-1-3-19-4-8-24(41)40(19)15-17/h2,7,9-14,17,19-20H,1,3-6,8,15H2,(H2,34,36)(H,35,37,42)/t17-,19+/m1/s1" UM4 InChIKey InChI 1.03 WMMNTQFZCHUZSM-MJGOQNOKSA-N UM4 SMILES_CANONICAL CACTVS 3.385 "Nc1nccn2c(nc(c3ccc(cc3OC4CC4)C(=O)Nc5cc(ccn5)C(F)(F)F)c12)[C@@H]6CC[C@H]7CCC(=O)N7C6" UM4 SMILES CACTVS 3.385 "Nc1nccn2c(nc(c3ccc(cc3OC4CC4)C(=O)Nc5cc(ccn5)C(F)(F)F)c12)[CH]6CC[CH]7CCC(=O)N7C6" UM4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1C(=O)Nc2cc(ccn2)C(F)(F)F)OC3CC3)c4c5c(nccn5c(n4)[C@@H]6CC[C@H]7CCC(=O)N7C6)N" UM4 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1C(=O)Nc2cc(ccn2)C(F)(F)F)OC3CC3)c4c5c(nccn5c(n4)C6CCC7CCC(=O)N7C6)N" # # 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 UM4 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{8-amino-3-[(6R,8aS)-3-oxooctahydroindolizin-6-yl]imidazo[1,5-a]pyrazin-1-yl}-3-(cyclopropyloxy)-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide" UM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[3-[(6~{R},8~{a}~{S})-3-oxidanylidene-2,5,6,7,8,8~{a}-hexahydro-1~{H}-indolizin-6-yl]-8-azanyl-imidazo[1,5-a]pyrazin-1-yl]-3-cyclopropyloxy-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UM4 "Create component" 2020-05-22 RCSB UM4 "Initial release" 2020-07-22 RCSB ##