data_1R6 # _chem_comp.id 1R6 _chem_comp.name "(12S)-12-[(1R)-2-{[(4S)-6-ethyl-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl]amino}-1-hydroxyethyl]-1,13-diazatricyclo[13.3.1.1~6,10~]icosa-6(20),7,9,15(19),16-pentaene-14,18-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H41 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-03 _chem_comp.pdbx_modified_date 2013-06-28 _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 555.707 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1R6 _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 4KE1 _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 1R6 C2 C2 C 0 1 N N N 61.532 46.134 9.198 -4.682 3.045 0.084 C2 1R6 1 1R6 C3 C3 C 0 1 N N N 61.323 44.663 8.816 -5.968 3.736 -0.405 C3 1R6 2 1R6 C4 C4 C 0 1 N N N 62.734 44.345 9.344 -5.956 2.751 -1.587 C4 1R6 3 1R6 C1 C1 C 0 1 N N N 63.031 45.848 9.358 -5.153 1.806 -0.685 C1 1R6 4 1R6 C19 C19 C 0 1 N N N 63.837 46.304 8.135 -4.027 1.073 -1.416 C19 1R6 5 1R6 O1 O1 O 0 1 N N N 63.575 46.335 10.597 -5.958 0.918 0.082 O1 1R6 6 1R6 C21 C21 C 0 1 Y N N 63.799 47.689 10.669 -5.321 -0.026 0.826 C21 1R6 7 1R6 C22 C22 C 0 1 Y N N 63.903 48.270 11.938 -6.054 -0.707 1.792 C22 1R6 8 1R6 C23 C23 C 0 1 Y N N 64.126 49.641 12.072 -5.453 -1.680 2.564 C23 1R6 9 1R6 C24 C24 C 0 1 Y N N 64.266 50.439 10.929 -4.116 -1.979 2.377 C24 1R6 10 1R6 C26 C26 C 0 1 N N N 64.521 51.942 11.083 -3.458 -3.045 3.215 C26 1R6 11 1R6 C27 C27 C 0 1 N N N 63.302 52.761 10.665 -3.595 -4.399 2.517 C27 1R6 12 1R6 C25 C25 C 0 1 Y N N 64.183 49.863 9.653 -3.384 -1.301 1.423 C25 1R6 13 1R6 C20 C20 C 0 1 Y N N 63.961 48.482 9.518 -3.981 -0.320 0.647 C20 1R6 14 1R6 C18 C18 C 0 1 N N S 63.841 47.850 8.110 -3.134 0.403 -0.369 C18 1R6 15 1R6 N2 N2 N 0 1 N N N 64.874 48.323 7.172 -2.241 -0.557 -1.032 N2 1R6 16 1R6 C17 C17 C 0 1 N N N 66.280 48.065 7.556 -1.026 0.106 -1.522 C17 1R6 17 1R6 C16 C16 C 0 1 N N R 67.154 49.064 6.785 -0.065 -0.942 -2.087 C16 1R6 18 1R6 O2 O2 O 0 1 N N N 66.662 50.384 7.044 -0.651 -1.555 -3.237 O2 1R6 19 1R6 C12 C12 C 0 1 N N S 68.622 49.041 7.246 1.250 -0.268 -2.483 C12 1R6 20 1R6 C11 C11 C 0 1 N N N 69.445 50.148 6.554 2.217 -1.308 -3.053 C11 1R6 21 1R6 C9 C9 C 0 1 Y N N 70.962 49.904 6.678 2.636 -2.279 -1.979 C9 1R6 22 1R6 C10 C10 C 0 1 Y N N 71.692 49.416 5.600 3.624 -1.931 -1.074 C10 1R6 23 1R6 C8 C8 C 0 1 Y N N 71.611 50.170 7.880 2.046 -3.527 -1.903 C8 1R6 24 1R6 C7 C7 C 0 1 Y N N 72.986 49.948 7.989 2.428 -4.416 -0.916 C7 1R6 25 1R6 C6 C6 C 0 1 Y N N 73.713 49.448 6.911 3.407 -4.062 -0.009 C6 1R6 26 1R6 C5 C5 C 0 1 Y N N 73.069 49.192 5.704 4.013 -2.820 -0.090 C5 1R6 27 1R6 C13 C13 C 0 1 N N N 73.853 48.641 4.507 5.101 -2.458 0.883 C13 1R6 28 1R6 C14 C14 C 0 1 N N N 74.188 47.151 4.692 4.665 -1.293 1.775 C14 1R6 29 1R6 C15 C15 C 0 1 N N N 73.050 46.229 4.254 5.611 -0.108 1.574 C15 1R6 30 1R6 C34 C34 C 0 1 N N N 73.101 44.883 5.015 5.127 1.085 2.402 C34 1R6 31 1R6 N3 N3 N 0 1 N N S 71.878 44.690 5.843 4.354 1.993 1.554 N3 1R6 32 1R6 C33 C33 C 0 1 N N N 71.306 45.784 6.486 3.605 1.487 0.560 C33 1R6 33 1R6 C32 C32 C 0 1 N N N 71.273 43.409 5.995 4.400 3.321 1.775 C32 1R6 34 1R6 O4 O4 O 0 1 N N N 71.744 42.417 5.439 5.079 3.763 2.687 O4 1R6 35 1R6 C31 C31 C 0 1 N N N 70.125 43.257 6.776 3.666 4.205 0.962 C31 1R6 36 1R6 C30 C30 C 0 1 N N N 69.562 44.367 7.404 2.904 3.713 -0.054 C30 1R6 37 1R6 C29 C29 C 0 1 N N N 70.170 45.618 7.267 2.865 2.316 -0.263 C29 1R6 38 1R6 C28 C28 C 0 1 N N N 69.554 46.852 7.887 2.049 1.715 -1.337 C28 1R6 39 1R6 O3 O3 O 0 1 N N N 69.305 46.953 9.084 1.541 2.400 -2.202 O3 1R6 40 1R6 N1 N1 N 0 1 N N N 69.219 47.742 6.947 1.866 0.361 -1.299 N1 1R6 41 1R6 H1 H1 H 0 1 N N N 61.290 46.849 8.398 -3.770 3.487 -0.316 H1 1R6 42 1R6 H2 H2 H 0 1 N N N 61.027 46.438 10.127 -4.646 2.902 1.164 H2 1R6 43 1R6 H3 H3 H 0 1 N N N 60.512 44.164 9.366 -6.817 3.602 0.265 H3 1R6 44 1R6 H4 H4 H 0 1 N N N 61.195 44.490 7.737 -5.820 4.774 -0.701 H4 1R6 45 1R6 H5 H5 H 0 1 N N N 62.751 43.870 10.336 -6.943 2.371 -1.850 H5 1R6 46 1R6 H6 H6 H 0 1 N N N 63.359 43.765 8.649 -5.396 3.112 -2.450 H6 1R6 47 1R6 H7 H7 H 0 1 N N N 63.371 45.918 7.216 -4.449 0.317 -2.077 H7 1R6 48 1R6 H8 H8 H 0 1 N N N 64.869 45.930 8.208 -3.442 1.785 -1.998 H8 1R6 49 1R6 H9 H9 H 0 1 N N N 63.810 47.653 12.820 -7.099 -0.474 1.938 H9 1R6 50 1R6 H10 H10 H 0 1 N N N 64.190 50.086 13.054 -6.025 -2.206 3.313 H10 1R6 51 1R6 H11 H11 H 0 1 N N N 65.376 52.226 10.452 -2.402 -2.807 3.342 H11 1R6 52 1R6 H12 H12 H 0 1 N N N 64.754 52.159 12.136 -3.941 -3.089 4.192 H12 1R6 53 1R6 H13 H13 H 0 1 N N N 63.520 53.832 10.788 -4.651 -4.637 2.390 H13 1R6 54 1R6 H14 H14 H 0 1 N N N 63.065 52.554 9.611 -3.113 -4.355 1.541 H14 1R6 55 1R6 H15 H15 H 0 1 N N N 62.443 52.487 11.295 -3.119 -5.170 3.123 H15 1R6 56 1R6 H16 H16 H 0 1 N N N 64.290 50.481 8.774 -2.340 -1.538 1.279 H16 1R6 57 1R6 H17 H17 H 0 1 N N N 62.865 48.160 7.709 -2.535 1.163 0.135 H17 1R6 58 1R6 H18 H18 H 0 1 N N N 64.763 49.312 7.070 -2.718 -1.037 -1.780 H18 1R6 59 1R6 H20 H20 H 0 1 N N N 66.560 47.035 7.289 -1.290 0.817 -2.306 H20 1R6 60 1R6 H21 H21 H 0 1 N N N 66.407 48.211 8.639 -0.543 0.636 -0.700 H21 1R6 61 1R6 H22 H22 H 0 1 N N N 67.107 48.834 5.710 0.130 -1.702 -1.330 H22 1R6 62 1R6 H23 H23 H 0 1 N N N 65.753 50.443 6.773 -0.852 -0.937 -3.953 H23 1R6 63 1R6 H24 H24 H 0 1 N N N 68.649 49.216 8.332 1.051 0.492 -3.241 H24 1R6 64 1R6 H25 H25 H 0 1 N N N 69.202 51.115 7.019 1.730 -1.852 -3.863 H25 1R6 65 1R6 H26 H26 H 0 1 N N N 69.176 50.176 5.488 3.103 -0.803 -3.444 H26 1R6 66 1R6 H27 H27 H 0 1 N N N 71.188 49.207 4.668 4.094 -0.960 -1.140 H27 1R6 67 1R6 H28 H28 H 0 1 N N N 71.054 50.547 8.725 1.287 -3.809 -2.619 H28 1R6 68 1R6 H29 H29 H 0 1 N N N 73.491 50.166 8.919 1.963 -5.390 -0.857 H29 1R6 69 1R6 H30 H30 H 0 1 N N N 74.772 49.260 7.011 3.704 -4.757 0.765 H30 1R6 70 1R6 H31 H31 H 0 1 N N N 74.790 49.208 4.401 5.327 -3.322 1.510 H31 1R6 71 1R6 H32 H32 H 0 1 N N N 73.247 48.761 3.597 5.998 -2.173 0.332 H32 1R6 72 1R6 H33 H33 H 0 1 N N N 74.399 46.968 5.756 3.647 -1.003 1.522 H33 1R6 73 1R6 H34 H34 H 0 1 N N N 75.081 46.915 4.095 4.698 -1.607 2.819 H34 1R6 74 1R6 H35 H35 H 0 1 N N N 72.088 46.722 4.460 6.615 -0.391 1.900 H35 1R6 75 1R6 H36 H36 H 0 1 N N N 73.139 46.035 3.175 5.641 0.163 0.519 H36 1R6 76 1R6 H37 H37 H 0 1 N N N 73.176 44.061 4.288 4.499 0.730 3.221 H37 1R6 77 1R6 H38 H38 H 0 1 N N N 73.984 44.874 5.671 5.989 1.613 2.812 H38 1R6 78 1R6 H39 H39 H 0 1 N N N 71.747 46.764 6.377 3.585 0.422 0.394 H39 1R6 79 1R6 H40 H40 H 0 1 N N N 69.675 42.282 6.893 3.707 5.269 1.143 H40 1R6 80 1R6 H41 H41 H 0 1 N N N 68.662 44.261 7.992 2.338 4.381 -0.685 H41 1R6 81 1R6 H42 H42 H 0 1 N N N 69.386 47.506 5.990 2.116 -0.165 -0.520 H42 1R6 82 # 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 1R6 C15 C14 SING N N 1 1R6 C15 C34 SING N N 2 1R6 C13 C14 SING N N 3 1R6 C13 C5 SING N N 4 1R6 C34 N3 SING N N 5 1R6 O4 C32 DOUB N N 6 1R6 C10 C5 DOUB Y N 7 1R6 C10 C9 SING Y N 8 1R6 C5 C6 SING Y N 9 1R6 N3 C32 SING N N 10 1R6 N3 C33 SING N N 11 1R6 C32 C31 SING N N 12 1R6 C33 C29 DOUB N N 13 1R6 C11 C9 SING N N 14 1R6 C11 C12 SING N N 15 1R6 C9 C8 DOUB Y N 16 1R6 C31 C30 DOUB N N 17 1R6 C16 O2 SING N N 18 1R6 C16 C12 SING N N 19 1R6 C16 C17 SING N N 20 1R6 C6 C7 DOUB Y N 21 1R6 N1 C12 SING N N 22 1R6 N1 C28 SING N N 23 1R6 N2 C17 SING N N 24 1R6 N2 C18 SING N N 25 1R6 C29 C30 SING N N 26 1R6 C29 C28 SING N N 27 1R6 C8 C7 SING Y N 28 1R6 C28 O3 DOUB N N 29 1R6 C18 C19 SING N N 30 1R6 C18 C20 SING N N 31 1R6 C19 C1 SING N N 32 1R6 C3 C2 SING N N 33 1R6 C3 C4 SING N N 34 1R6 C2 C1 SING N N 35 1R6 C4 C1 SING N N 36 1R6 C1 O1 SING N N 37 1R6 C20 C25 DOUB Y N 38 1R6 C20 C21 SING Y N 39 1R6 C25 C24 SING Y N 40 1R6 O1 C21 SING N N 41 1R6 C27 C26 SING N N 42 1R6 C21 C22 DOUB Y N 43 1R6 C24 C26 SING N N 44 1R6 C24 C23 DOUB Y N 45 1R6 C22 C23 SING Y N 46 1R6 C2 H1 SING N N 47 1R6 C2 H2 SING N N 48 1R6 C3 H3 SING N N 49 1R6 C3 H4 SING N N 50 1R6 C4 H5 SING N N 51 1R6 C4 H6 SING N N 52 1R6 C19 H7 SING N N 53 1R6 C19 H8 SING N N 54 1R6 C22 H9 SING N N 55 1R6 C23 H10 SING N N 56 1R6 C26 H11 SING N N 57 1R6 C26 H12 SING N N 58 1R6 C27 H13 SING N N 59 1R6 C27 H14 SING N N 60 1R6 C27 H15 SING N N 61 1R6 C25 H16 SING N N 62 1R6 C18 H17 SING N N 63 1R6 N2 H18 SING N N 64 1R6 C17 H20 SING N N 65 1R6 C17 H21 SING N N 66 1R6 C16 H22 SING N N 67 1R6 O2 H23 SING N N 68 1R6 C12 H24 SING N N 69 1R6 C11 H25 SING N N 70 1R6 C11 H26 SING N N 71 1R6 C10 H27 SING N N 72 1R6 C8 H28 SING N N 73 1R6 C7 H29 SING N N 74 1R6 C6 H30 SING N N 75 1R6 C13 H31 SING N N 76 1R6 C13 H32 SING N N 77 1R6 C14 H33 SING N N 78 1R6 C14 H34 SING N N 79 1R6 C15 H35 SING N N 80 1R6 C15 H36 SING N N 81 1R6 C34 H37 SING N N 82 1R6 C34 H38 SING N N 83 1R6 C33 H39 SING N N 84 1R6 C31 H40 SING N N 85 1R6 C30 H41 SING N N 86 1R6 N1 H42 SING N N 87 # 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 1R6 SMILES ACDLabs 12.01 "O=C1C=CC3=CN1CCCCc2cccc(c2)CC(NC3=O)C(O)CNC4c6c(OC5(C4)CCC5)ccc(c6)CC" 1R6 InChI InChI 1.03 "InChI=1S/C34H41N3O4/c1-2-23-10-12-31-27(18-23)29(20-34(41-31)14-6-15-34)35-21-30(38)28-19-25-9-5-8-24(17-25)7-3-4-16-37-22-26(33(40)36-28)11-13-32(37)39/h5,8-13,17-18,22,28-30,35,38H,2-4,6-7,14-16,19-21H2,1H3,(H,36,40)/t28-,29-,30+/m0/s1" 1R6 InChIKey InChI 1.03 LCSGKLXXIKDHLA-OIFRRMEBSA-N 1R6 SMILES_CANONICAL CACTVS 3.370 "CCc1ccc2OC3(CCC3)C[C@H](NC[C@@H](O)[C@@H]4Cc5cccc(CCCC[N@@]6C=C(C=CC6=O)C(=O)N4)c5)c2c1" 1R6 SMILES CACTVS 3.370 "CCc1ccc2OC3(CCC3)C[CH](NC[CH](O)[CH]4Cc5cccc(CCCC[N]6C=C(C=CC6=O)C(=O)N4)c5)c2c1" 1R6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1ccc2c(c1)[C@H](CC3(O2)CCC3)NC[C@H]([C@@H]4Cc5cccc(c5)CCCCN6C=C(C=CC6=O)C(=O)N4)O" 1R6 SMILES "OpenEye OEToolkits" 1.7.6 "CCc1ccc2c(c1)C(CC3(O2)CCC3)NCC(C4Cc5cccc(c5)CCCCN6C=C(C=CC6=O)C(=O)N4)O" # 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 1R6 "SYSTEMATIC NAME" ACDLabs 12.01 "(12S)-12-[(1R)-2-{[(4S)-6-ethyl-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl]amino}-1-hydroxyethyl]-1,13-diazatricyclo[13.3.1.1~6,10~]icosa-6(20),7,9,15(19),16-pentaene-14,18-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1R6 "Create component" 2013-05-03 RCSB 1R6 "Initial release" 2013-07-03 RCSB #