data_1RR # _chem_comp.id 1RR _chem_comp.name "N-(tert-butylcarbamoyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-carboxy-2-ethenylcyclopropyl]-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H47 N5 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-09 _chem_comp.pdbx_modified_date 2014-03-21 _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 685.809 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1RR _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 4K8B _chem_comp.pdbx_subcomponent_list "TBB TBG YPR 0Y9" _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 1RR C24 C24 C 0 1 N N N 27.212 56.137 63.772 -3.148 4.181 -0.526 C24 TBB 1 1RR N30 N30 N 0 1 N N N 26.789 54.995 64.369 -4.145 5.014 -0.884 N30 TBB 2 1RR O31 O31 O 0 1 N N N 26.582 57.202 63.744 -2.077 4.633 -0.170 O31 TBB 3 1RR C35 C35 C 0 1 N N N 25.469 54.762 65.005 -3.939 6.464 -0.844 C35 TBB 4 1RR C40 C40 C 0 1 N N N 24.336 55.004 64.013 -3.595 6.891 0.585 C40 TBB 5 1RR C41 C41 C 0 1 N N N 25.464 53.305 65.451 -2.789 6.841 -1.779 C41 TBB 6 1RR C42 C42 C 0 1 N N N 25.296 55.672 66.218 -5.217 7.174 -1.295 C42 TBB 7 1RR N21 N21 N 0 1 N N N 28.465 55.989 63.273 -3.339 2.848 -0.558 N TBG 8 1RR C18 C18 C 0 1 N N S 29.126 57.041 62.522 -2.255 1.942 -0.169 CA TBG 9 1RR C22 C22 C 0 1 N N N 30.641 57.266 62.834 -2.264 1.760 1.351 CB TBG 10 1RR C25 C25 C 0 1 N N N 31.243 58.247 61.829 -1.965 3.099 2.027 CG1 TBG 11 1RR C26 C26 C 0 1 N N N 30.779 57.860 64.232 -3.639 1.259 1.796 CG2 TBG 12 1RR C27 C27 C 0 1 N N N 31.442 55.960 62.777 -1.195 0.739 1.747 CG3 TBG 13 1RR C16 C16 C 0 1 N N N 28.858 56.603 61.037 -2.453 0.606 -0.836 C TBG 14 1RR O19 O19 O 0 1 N N N 29.309 55.541 60.635 -3.573 0.179 -1.018 O TBG 15 1RR C7 C7 C 0 1 N N N 29.160 56.667 58.169 -2.062 -2.418 -0.808 C YPR 16 1RR C15 C15 C 0 1 N N N 27.534 58.698 60.636 0.021 0.326 -1.167 CD YPR 17 1RR C17 C17 C 0 1 N N R 26.572 58.961 59.489 0.848 -0.982 -1.122 CG YPR 18 1RR C28 C28 C 0 1 Y N N 23.127 57.546 59.563 4.459 -0.202 -1.131 C28 YPR 19 1RR C11 C11 C 0 1 N N S 27.854 57.087 58.843 -1.427 -1.472 -1.795 CA YPR 20 1RR O12 O12 O 0 1 N N N 30.172 57.367 58.254 -2.445 -2.006 0.266 O YPR 21 1RR N13 N13 N 0 1 N N N 28.122 57.414 60.253 -1.385 -0.115 -1.231 N YPR 22 1RR C14 C14 C 0 1 N N N 27.311 58.409 58.280 0.032 -1.899 -2.071 CB YPR 23 1RR O20 O20 O 0 1 N N N 25.385 58.141 59.725 2.169 -0.770 -1.625 O20 YPR 24 1RR C23 C23 C 0 1 Y N N 24.146 58.468 59.223 3.124 -0.431 -0.724 C23 YPR 25 1RR C29 C29 C 0 1 Y N N 23.845 59.570 58.454 2.820 -0.299 0.616 C29 YPR 26 1RR C32 C32 C 0 1 Y N N 21.822 57.822 59.081 5.423 0.156 -0.157 C32 YPR 27 1RR C33 C33 C 0 1 Y N N 23.321 56.430 60.418 4.837 -0.318 -2.477 C33 YPR 28 1RR C34 C34 C 0 1 Y N N 22.544 59.746 57.974 3.827 0.052 1.523 C34 YPR 29 1RR N36 N36 N 0 1 Y N N 21.554 58.900 58.269 5.068 0.269 1.128 N36 YPR 30 1RR C37 C37 C 0 1 Y N N 20.741 57.007 59.496 6.748 0.390 -0.560 C37 YPR 31 1RR C38 C38 C 0 1 Y N N 22.267 55.661 60.802 6.128 -0.092 -2.840 C38 YPR 32 1RR C39 C39 C 0 1 Y N N 22.188 60.913 57.126 3.490 0.192 2.961 C39 YPR 33 1RR C43 C43 C 0 1 Y N N 20.986 55.953 60.347 7.087 0.268 -1.888 C43 YPR 34 1RR C44 C44 C 0 1 Y N N 20.906 61.049 56.594 4.477 0.549 3.879 C44 YPR 35 1RR C45 C45 C 0 1 Y N N 23.128 61.906 56.839 2.185 -0.027 3.398 C45 YPR 36 1RR O46 O46 O 0 1 N N N 20.045 55.080 60.837 8.368 0.494 -2.278 O46 YPR 37 1RR C47 C47 C 0 1 Y N N 20.588 62.124 55.768 4.158 0.678 5.215 C47 YPR 38 1RR C48 C48 C 0 1 Y N N 22.801 62.983 56.021 1.878 0.105 4.737 C48 YPR 39 1RR C49 C49 C 0 1 N N N 18.683 55.272 60.463 8.658 0.351 -3.670 C49 YPR 40 1RR C50 C50 C 0 1 Y N N 21.535 63.088 55.483 2.862 0.454 5.644 C50 YPR 41 1RR N4 N4 N 0 1 N N N 29.155 55.434 57.643 -2.204 -3.721 -1.120 N20 0Y9 42 1RR C1 C1 C 0 1 N N R 30.360 54.803 57.129 -2.913 -4.620 -0.206 C21 0Y9 43 1RR C2 C2 C 0 1 N N S 31.175 54.056 58.177 -2.188 -5.891 0.239 C22 0Y9 44 1RR C3 C3 C 0 1 N N N 30.260 53.309 57.260 -2.381 -4.736 1.224 C23 0Y9 45 1RR C6 C6 C 0 1 N N N 32.646 53.826 58.043 -3.019 -7.130 0.447 C24 0Y9 46 1RR C10 C10 C 0 1 N N N 33.466 53.703 59.047 -2.777 -8.208 -0.257 C25 0Y9 47 1RR C5 C5 C 0 1 N N N 30.878 55.274 55.714 -4.405 -4.702 -0.402 C26 0Y9 48 1RR O8 O8 O 0 1 N N N 31.716 54.541 55.130 -5.097 -5.223 0.440 O27 0Y9 49 1RR O9 O9 O 0 1 N N N 30.400 56.330 55.260 -4.965 -4.196 -1.512 OXT 0Y9 50 1RR H27 H27 H 0 1 N N N 27.434 54.231 64.382 -5.000 4.654 -1.168 H27 TBB 51 1RR H31 H31 H 0 1 N N N 23.370 54.825 64.508 -2.685 6.385 0.906 H31 TBB 52 1RR H32 H32 H 0 1 N N N 24.378 56.043 63.656 -3.442 7.970 0.615 H32 TBB 53 1RR H33 H33 H 0 1 N N N 24.443 54.318 63.160 -4.415 6.622 1.251 H33 TBB 54 1RR H34 H34 H 0 1 N N N 26.283 53.137 66.166 -3.033 6.537 -2.797 H34 TBB 55 1RR H35 H35 H 0 1 N N N 24.503 53.073 65.933 -2.635 7.920 -1.749 H35 TBB 56 1RR H36 H36 H 0 1 N N N 25.602 52.653 64.576 -1.878 6.336 -1.458 H36 TBB 57 1RR H37 H37 H 0 1 N N N 26.115 55.494 66.930 -6.036 6.905 -0.628 H37 TBB 58 1RR H38 H38 H 0 1 N N N 25.314 56.723 65.893 -5.063 8.252 -1.265 H38 TBB 59 1RR H39 H39 H 0 1 N N N 24.334 55.455 66.704 -5.462 6.870 -2.312 H39 TBB 60 1RR H19 H19 H 0 1 N N N 28.949 55.128 63.427 -4.195 2.487 -0.838 H TBG 61 1RR H18 H18 H 0 1 N N N 28.601 57.993 62.691 -1.300 2.365 -0.478 HA TBG 62 1RR H20 H20 H 0 1 N N N 32.308 58.399 62.057 -2.726 3.827 1.744 HG11 TBG 63 1RR H21 H21 H 0 1 N N N 31.140 57.840 60.812 -1.971 2.969 3.109 HG12 TBG 64 1RR H22 H22 H 0 1 N N N 30.714 59.209 61.894 -0.985 3.456 1.709 HG13 TBG 65 1RR H7 H7 H 0 1 N N N 30.350 57.166 64.970 -3.852 0.304 1.315 HG21 TBG 66 1RR H8 H8 H 0 1 N N N 31.843 58.023 64.458 -3.645 1.129 2.879 HG22 TBG 67 1RR H9 H9 H 0 1 N N N 30.243 58.820 64.277 -4.400 1.986 1.514 HG23 TBG 68 1RR H23 H23 H 0 1 N N N 31.022 55.240 63.495 -0.209 1.130 1.499 HG31 TBG 69 1RR H24 H24 H 0 1 N N N 31.386 55.540 61.762 -1.252 0.552 2.820 HG32 TBG 70 1RR H25 H25 H 0 1 N N N 32.492 56.163 63.033 -1.364 -0.192 1.207 HG33 TBG 71 1RR H4 H4 H 0 1 N N N 28.300 59.484 60.703 0.193 0.915 -0.266 H4 YPR 72 1RR H5 H5 H 0 1 N N N 27.001 58.623 61.595 0.276 0.907 -2.053 H5 YPR 73 1RR H6 H6 H 0 1 N N N 26.341 60.031 59.380 0.878 -1.391 -0.112 H6 YPR 74 1RR H15 H15 H 0 1 N N N 27.099 56.292 58.752 -1.997 -1.469 -2.725 H15 YPR 75 1RR H16 H16 H 0 1 N N N 28.125 59.078 57.965 0.299 -1.712 -3.111 H16 YPR 76 1RR H17 H17 H 0 1 N N N 26.629 58.237 57.434 0.181 -2.949 -1.816 H17 YPR 77 1RR H26 H26 H 0 1 N N N 24.611 60.295 58.223 1.811 -0.466 0.963 H26 YPR 78 1RR H28 H28 H 0 1 N N N 24.314 56.189 60.767 4.104 -0.587 -3.223 H28 YPR 79 1RR H29 H29 H 0 1 N N N 19.738 57.209 59.150 7.497 0.664 0.168 H29 YPR 80 1RR H30 H30 H 0 1 N N N 22.425 54.821 61.462 6.414 -0.183 -3.878 H30 YPR 81 1RR H40 H40 H 0 1 N N N 20.151 60.312 56.825 5.489 0.723 3.545 H40 YPR 82 1RR H41 H41 H 0 1 N N N 24.121 61.837 57.257 1.416 -0.299 2.690 H41 YPR 83 1RR H42 H42 H 0 1 N N N 19.596 62.204 55.348 4.921 0.954 5.927 H42 YPR 84 1RR H43 H43 H 0 1 N N N 23.541 63.740 55.806 0.867 -0.064 5.077 H43 YPR 85 1RR H44 H44 H 0 1 N N N 18.060 54.497 60.934 9.713 0.559 -3.845 H44 YPR 86 1RR H45 H45 H 0 1 N N N 18.348 56.265 60.797 8.431 -0.667 -3.986 H45 YPR 87 1RR H46 H46 H 0 1 N N N 18.590 55.202 59.369 8.050 1.053 -4.241 H46 YPR 88 1RR H47 H47 H 0 1 N N N 21.286 63.920 54.842 2.617 0.556 6.691 H47 YPR 89 1RR H13 H13 H 0 1 N N N 28.292 54.930 57.603 -1.837 -4.064 -1.950 H12 0Y9 90 1RR H10 H10 H 0 1 N N N 30.812 54.171 59.209 -1.183 -6.059 -0.148 H13 0Y9 91 1RR H11 H11 H 0 1 N N N 29.340 52.855 57.656 -1.504 -4.144 1.484 H14 0Y9 92 1RR H12 H12 H 0 1 N N N 30.680 52.662 56.476 -3.110 -4.873 2.023 H15 0Y9 93 1RR H1 H1 H 0 1 N N N 33.056 53.757 57.046 -3.816 -7.130 1.177 H16 0Y9 94 1RR H2 H2 H 0 1 N N N 34.518 53.538 58.868 -1.981 -8.208 -0.987 H17 0Y9 95 1RR H3 H3 H 0 1 N N N 33.094 53.766 60.059 -3.373 -9.096 -0.108 H18 0Y9 96 1RR H14 H14 H 0 1 N N N 30.766 56.500 54.400 -5.925 -4.272 -1.594 HXT 0Y9 97 # 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 1RR O8 C5 DOUB N N 1 1RR O9 C5 SING N N 2 1RR C50 C47 DOUB Y N 3 1RR C50 C48 SING Y N 4 1RR C5 C1 SING N N 5 1RR C47 C44 SING Y N 6 1RR C48 C45 DOUB Y N 7 1RR C44 C39 DOUB Y N 8 1RR C45 C39 SING Y N 9 1RR C39 C34 SING N N 10 1RR C1 C3 SING N N 11 1RR C1 N4 SING N N 12 1RR C1 C2 SING N N 13 1RR C3 C2 SING N N 14 1RR N4 C7 SING N N 15 1RR C34 N36 DOUB Y N 16 1RR C34 C29 SING Y N 17 1RR C6 C2 SING N N 18 1RR C6 C10 DOUB N N 19 1RR C7 O12 DOUB N N 20 1RR C7 C11 SING N N 21 1RR N36 C32 SING Y N 22 1RR C14 C11 SING N N 23 1RR C14 C17 SING N N 24 1RR C29 C23 DOUB Y N 25 1RR C11 N13 SING N N 26 1RR C32 C37 SING Y N 27 1RR C32 C28 DOUB Y N 28 1RR C23 C28 SING Y N 29 1RR C23 O20 SING N N 30 1RR C17 O20 SING N N 31 1RR C17 C15 SING N N 32 1RR C37 C43 DOUB Y N 33 1RR C28 C33 SING Y N 34 1RR N13 C15 SING N N 35 1RR N13 C16 SING N N 36 1RR C43 C38 SING Y N 37 1RR C43 O46 SING N N 38 1RR C33 C38 DOUB Y N 39 1RR C49 O46 SING N N 40 1RR O19 C16 DOUB N N 41 1RR C16 C18 SING N N 42 1RR C25 C22 SING N N 43 1RR C18 C22 SING N N 44 1RR C18 N21 SING N N 45 1RR C27 C22 SING N N 46 1RR C22 C26 SING N N 47 1RR N21 C24 SING N N 48 1RR O31 C24 DOUB N N 49 1RR C24 N30 SING N N 50 1RR C40 C35 SING N N 51 1RR N30 C35 SING N N 52 1RR C35 C41 SING N N 53 1RR C35 C42 SING N N 54 1RR C6 H1 SING N N 55 1RR C10 H2 SING N N 56 1RR C10 H3 SING N N 57 1RR C15 H4 SING N N 58 1RR C15 H5 SING N N 59 1RR C17 H6 SING N N 60 1RR C26 H7 SING N N 61 1RR C26 H8 SING N N 62 1RR C26 H9 SING N N 63 1RR C2 H10 SING N N 64 1RR C3 H11 SING N N 65 1RR C3 H12 SING N N 66 1RR N4 H13 SING N N 67 1RR O9 H14 SING N N 68 1RR C11 H15 SING N N 69 1RR C14 H16 SING N N 70 1RR C14 H17 SING N N 71 1RR C18 H18 SING N N 72 1RR N21 H19 SING N N 73 1RR C25 H20 SING N N 74 1RR C25 H21 SING N N 75 1RR C25 H22 SING N N 76 1RR C27 H23 SING N N 77 1RR C27 H24 SING N N 78 1RR C27 H25 SING N N 79 1RR C29 H26 SING N N 80 1RR N30 H27 SING N N 81 1RR C33 H28 SING N N 82 1RR C37 H29 SING N N 83 1RR C38 H30 SING N N 84 1RR C40 H31 SING N N 85 1RR C40 H32 SING N N 86 1RR C40 H33 SING N N 87 1RR C41 H34 SING N N 88 1RR C41 H35 SING N N 89 1RR C41 H36 SING N N 90 1RR C42 H37 SING N N 91 1RR C42 H38 SING N N 92 1RR C42 H39 SING N N 93 1RR C44 H40 SING N N 94 1RR C45 H41 SING N N 95 1RR C47 H42 SING N N 96 1RR C48 H43 SING N N 97 1RR C49 H44 SING N N 98 1RR C49 H45 SING N N 99 1RR C49 H46 SING N N 100 1RR C50 H47 SING N N 101 # 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 1RR SMILES ACDLabs 12.01 "O=C(N5C(C(=O)NC1(C(=O)O)CC1/C=C)CC(Oc3c4ccc(OC)cc4nc(c2ccccc2)c3)C5)C(NC(=O)NC(C)(C)C)C(C)(C)C" 1RR InChI InChI 1.03 ;InChI=1S/C38H47N5O7/c1-9-23-20-38(23,34(46)47)41-32(44)29-18-25(21-43(29)33(45)31(36(2,3)4)40-35(48)42-37(5,6)7)50-30-19-27(22-13-11-10-12-14-22)39-28-17-24(49-8)15-16-26(28)30/h9-17,19,23,25,29,31H,1,18,20-21H2,2-8H3,(H,41,44)(H,46,47)(H2,40,42,48)/t23-,25-,29+,31-,38-/m1/s1 ; 1RR InChIKey InChI 1.03 YRUPMLSBJQBAAC-LSSONSMQSA-N 1RR SMILES_CANONICAL CACTVS 3.370 "COc1ccc2c(O[C@@H]3C[C@H](N(C3)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C)C(=O)N[C@@]4(C[C@H]4C=C)C(O)=O)cc(nc2c1)c5ccccc5" 1RR SMILES CACTVS 3.370 "COc1ccc2c(O[CH]3C[CH](N(C3)C(=O)[CH](NC(=O)NC(C)(C)C)C(C)(C)C)C(=O)N[C]4(C[CH]4C=C)C(O)=O)cc(nc2c1)c5ccccc5" 1RR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@]2(C[C@H]2C=C)C(=O)O)Oc3cc(nc4c3ccc(c4)OC)c5ccccc5)NC(=O)NC(C)(C)C" 1RR SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C(C(=O)N1CC(CC1C(=O)NC2(CC2C=C)C(=O)O)Oc3cc(nc4c3ccc(c4)OC)c5ccccc5)NC(=O)NC(C)(C)C" # 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 1RR "SYSTEMATIC NAME" ACDLabs 12.01 "N-(tert-butylcarbamoyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-carboxy-2-ethenylcyclopropyl]-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-prolinamide" 1RR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2S)-1-[[(2S,4R)-1-[(2S)-2-(tert-butylcarbamoylamino)-3,3-dimethyl-butanoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yl)oxy-pyrrolidin-2-yl]carbonylamino]-2-ethenyl-cyclopropane-1-carboxylic 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 1RR "Create component" 2013-05-09 PDBJ 1RR "Initial release" 2014-03-26 RCSB #