data_6N3 # _chem_comp.id 6N3 _chem_comp.name "(1~{R},5~{S})-3-[6-(3-methylbutoxy)-5-[[(1~{R},3~{S})-5-oxidanyl-2-adamantyl]carbamoyl]pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H37 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-30 _chem_comp.pdbx_modified_date 2016-12-09 _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 483.600 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6N3 _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 5L57 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6N3 C1 C1 C 0 1 N N N 15.577 18.110 185.173 2.603 -5.041 -0.110 C1 6N3 1 6N3 C6 C2 C 0 1 Y N N 11.419 22.882 186.366 2.118 1.196 -1.014 C6 6N3 2 6N3 C7 C3 C 0 1 Y N N 11.504 24.265 186.233 1.048 2.088 -1.076 C7 6N3 3 6N3 C9 C4 C 0 1 Y N N 13.646 24.034 185.178 -0.421 0.248 -0.711 C9 6N3 4 6N3 C5 C5 C 0 1 Y N N 13.512 22.567 185.345 0.701 -0.594 -0.654 C5 6N3 5 6N3 C4 C6 C 0 1 N N N 14.351 20.309 185.139 1.719 -2.722 -0.400 C4 6N3 6 6N3 C3 C7 C 0 1 N N N 15.698 19.615 184.962 1.336 -4.184 -0.161 C3 6N3 7 6N3 C12 C8 C 0 1 N N R 17.579 23.186 182.773 -5.206 0.887 -1.127 C12 6N3 8 6N3 C2 C9 C 0 1 N N N 14.612 17.495 184.168 3.442 -4.639 1.104 C2 6N3 9 6N3 O4 O1 O 0 1 N N N 6.530 19.482 187.977 8.019 2.792 0.790 O4 6N3 10 6N3 C26 C10 C 0 1 N N N 7.008 20.203 188.880 7.478 1.768 1.135 C26 6N3 11 6N3 O3 O2 O 0 1 N N N 6.700 20.087 190.085 8.158 0.858 1.849 O3 6N3 12 6N3 C25 C11 C 0 1 N N N 8.005 21.254 188.501 6.040 1.513 0.763 C25 6N3 13 6N3 C22 C12 C 0 1 N N R 9.258 20.536 188.026 5.320 2.591 -0.048 C22 6N3 14 6N3 C21 C13 C 0 1 N N N 10.482 21.436 188.135 3.776 2.586 -0.056 C21 6N3 15 6N3 C23 C14 C 0 1 N N S 8.302 21.156 187.009 5.727 1.262 -0.713 C23 6N3 16 6N3 C24 C15 C 0 1 N N N 8.962 22.415 186.447 4.396 0.565 -1.067 C24 6N3 17 6N3 N2 N1 N 0 1 N N N 10.312 22.276 186.965 3.410 1.669 -1.166 N2 6N3 18 6N3 N N2 N 0 1 Y N N 12.406 22.072 185.929 1.917 -0.097 -0.805 N 6N3 19 6N3 C8 C16 C 0 1 Y N N 12.620 24.849 185.638 -0.229 1.621 -0.925 C8 6N3 20 6N3 O O3 O 0 1 N N N 14.493 21.712 184.917 0.536 -1.922 -0.448 O 6N3 21 6N3 C C17 C 0 1 N N N 15.147 17.782 186.597 2.215 -6.517 0.004 C 6N3 22 6N3 C10 C18 C 0 1 N N N 14.873 24.611 184.533 -1.776 -0.301 -0.544 C10 6N3 23 6N3 O1 O4 O 0 1 N N N 14.842 25.746 184.086 -1.931 -1.492 -0.354 O1 6N3 24 6N3 N1 N3 N 0 1 N N N 15.967 23.852 184.469 -2.846 0.517 -0.600 N1 6N3 25 6N3 C11 C19 C 0 1 N N N 17.173 24.259 183.772 -4.195 -0.029 -0.433 C11 6N3 26 6N3 C16 C20 C 0 1 N N S 18.308 24.451 184.767 -4.528 -0.120 1.057 C16 6N3 27 6N3 C15 C21 C 0 1 N N N 18.579 23.146 185.507 -4.462 1.276 1.680 C15 6N3 28 6N3 C17 C22 C 0 1 N N N 19.581 24.871 184.042 -5.937 -0.690 1.231 C17 6N3 29 6N3 C18 C23 C 0 1 N N N 19.981 23.788 183.048 -6.947 0.226 0.538 C18 6N3 30 6N3 O2 O5 O 0 1 N N N 21.171 24.186 182.362 -8.263 -0.307 0.701 O2 6N3 31 6N3 C20 C24 C 0 1 N N N 18.851 23.597 182.042 -6.615 0.317 -0.952 C20 6N3 32 6N3 C19 C25 C 0 1 N N N 20.234 22.478 183.785 -6.881 1.622 1.161 C19 6N3 33 6N3 C14 C26 C 0 1 N N N 18.967 22.052 184.520 -5.472 2.192 0.987 C14 6N3 34 6N3 C13 C27 C 0 1 N N N 17.842 21.875 183.503 -5.140 2.283 -0.503 C13 6N3 35 6N3 H1 H1 H 0 1 N N N 16.569 17.664 185.007 3.182 -4.887 -1.020 H1 6N3 36 6N3 H2 H2 H 0 1 N N N 10.700 24.889 186.593 1.227 3.140 -1.242 H2 6N3 37 6N3 H3 H3 H 0 1 N N N 13.984 20.137 186.162 2.359 -2.377 0.412 H3 6N3 38 6N3 H4 H4 H 0 1 N N N 13.631 19.897 184.417 2.254 -2.637 -1.346 H4 6N3 39 6N3 H5 H5 H 0 1 N N N 16.068 19.806 183.944 0.696 -4.530 -0.973 H5 6N3 40 6N3 H6 H6 H 0 1 N N N 16.411 20.023 185.694 0.802 -4.270 0.785 H6 6N3 41 6N3 H7 H7 H 0 1 N N N 16.769 23.041 182.043 -4.969 0.952 -2.189 H7 6N3 42 6N3 H8 H8 H 0 1 N N N 14.543 16.411 184.341 4.345 -5.250 1.140 H8 6N3 43 6N3 H9 H9 H 0 1 N N N 13.618 17.950 184.289 3.718 -3.588 1.023 H9 6N3 44 6N3 H10 H10 H 0 1 N N N 14.978 17.680 183.147 2.862 -4.793 2.014 H10 6N3 45 6N3 H11 H11 H 0 1 N N N 6.067 19.385 190.184 9.078 1.066 2.064 H11 6N3 46 6N3 H12 H12 H 0 1 N N N 8.064 22.216 189.032 5.455 0.964 1.501 H12 6N3 47 6N3 H13 H13 H 0 1 N N N 9.352 19.444 188.116 5.823 3.536 -0.252 H13 6N3 48 6N3 H14 H14 H 0 1 N N N 11.416 20.856 188.084 3.392 2.208 0.892 H14 6N3 49 6N3 H15 H15 H 0 1 N N N 10.468 22.027 189.062 3.394 3.589 -0.247 H15 6N3 50 6N3 H16 H16 H 0 1 N N N 7.688 20.514 186.360 6.544 1.207 -1.433 H16 6N3 51 6N3 H17 H17 H 0 1 N N N 8.477 23.328 186.824 4.481 0.044 -2.020 H17 6N3 52 6N3 H18 H18 H 0 1 N N N 8.950 22.421 185.347 4.110 -0.130 -0.277 H18 6N3 53 6N3 H19 H19 H 0 1 N N N 12.686 25.922 185.536 -1.072 2.295 -0.975 H19 6N3 54 6N3 H20 H20 H 0 1 N N N 15.855 18.234 187.308 1.617 -6.804 -0.861 H20 6N3 55 6N3 H21 H21 H 0 1 N N N 14.139 18.184 186.777 3.118 -7.128 0.040 H21 6N3 56 6N3 H22 H22 H 0 1 N N N 15.136 16.691 186.734 1.635 -6.671 0.914 H22 6N3 57 6N3 H23 H23 H 0 1 N N N 15.956 22.961 184.922 -2.723 1.467 -0.752 H23 6N3 58 6N3 H24 H24 H 0 1 N N N 16.999 25.204 183.236 -4.242 -1.023 -0.877 H24 6N3 59 6N3 H25 H25 H 0 1 N N N 18.029 25.229 185.492 -3.808 -0.773 1.551 H25 6N3 60 6N3 H26 H26 H 0 1 N N N 17.672 22.841 186.050 -4.699 1.211 2.742 H26 6N3 61 6N3 H27 H27 H 0 1 N N N 19.401 23.298 186.222 -3.458 1.682 1.556 H27 6N3 62 6N3 H28 H28 H 0 1 N N N 20.390 25.013 184.774 -5.984 -1.685 0.787 H28 6N3 63 6N3 H29 H29 H 0 1 N N N 19.403 25.814 183.505 -6.174 -0.755 2.293 H29 6N3 64 6N3 H30 H30 H 0 1 N N N 21.874 24.305 182.990 -8.957 0.224 0.286 H30 6N3 65 6N3 H31 H31 H 0 1 N N N 19.130 22.812 181.323 -7.334 0.970 -1.446 H31 6N3 66 6N3 H32 H32 H 0 1 N N N 18.676 24.541 181.505 -6.661 -0.678 -1.396 H32 6N3 67 6N3 H33 H33 H 0 1 N N N 20.517 21.699 183.061 -7.601 2.274 0.668 H33 6N3 68 6N3 H34 H34 H 0 1 N N N 21.049 22.618 184.511 -7.119 1.557 2.223 H34 6N3 69 6N3 H35 H35 H 0 1 N N N 19.142 21.107 185.055 -5.425 3.186 1.431 H35 6N3 70 6N3 H36 H36 H 0 1 N N N 16.927 21.560 184.025 -4.136 2.689 -0.627 H36 6N3 71 6N3 H37 H37 H 0 1 N N N 18.131 21.105 182.773 -5.860 2.936 -0.997 H37 6N3 72 # 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 6N3 C20 C12 SING N N 1 6N3 C20 C18 SING N N 2 6N3 O2 C18 SING N N 3 6N3 C12 C13 SING N N 4 6N3 C12 C11 SING N N 5 6N3 C18 C19 SING N N 6 6N3 C18 C17 SING N N 7 6N3 C13 C14 SING N N 8 6N3 C11 N1 SING N N 9 6N3 C11 C16 SING N N 10 6N3 C19 C14 SING N N 11 6N3 C17 C16 SING N N 12 6N3 O1 C10 DOUB N N 13 6N3 C2 C1 SING N N 14 6N3 N1 C10 SING N N 15 6N3 C14 C15 SING N N 16 6N3 C10 C9 SING N N 17 6N3 C16 C15 SING N N 18 6N3 O C4 SING N N 19 6N3 O C5 SING N N 20 6N3 C3 C4 SING N N 21 6N3 C3 C1 SING N N 22 6N3 C1 C SING N N 23 6N3 C9 C5 DOUB Y N 24 6N3 C9 C8 SING Y N 25 6N3 C5 N SING Y N 26 6N3 C8 C7 DOUB Y N 27 6N3 N C6 DOUB Y N 28 6N3 C7 C6 SING Y N 29 6N3 C6 N2 SING N N 30 6N3 C24 N2 SING N N 31 6N3 C24 C23 SING N N 32 6N3 N2 C21 SING N N 33 6N3 C23 C22 SING N N 34 6N3 C23 C25 SING N N 35 6N3 O4 C26 DOUB N N 36 6N3 C22 C21 SING N N 37 6N3 C22 C25 SING N N 38 6N3 C25 C26 SING N N 39 6N3 C26 O3 SING N N 40 6N3 C1 H1 SING N N 41 6N3 C7 H2 SING N N 42 6N3 C4 H3 SING N N 43 6N3 C4 H4 SING N N 44 6N3 C3 H5 SING N N 45 6N3 C3 H6 SING N N 46 6N3 C12 H7 SING N N 47 6N3 C2 H8 SING N N 48 6N3 C2 H9 SING N N 49 6N3 C2 H10 SING N N 50 6N3 O3 H11 SING N N 51 6N3 C25 H12 SING N N 52 6N3 C22 H13 SING N N 53 6N3 C21 H14 SING N N 54 6N3 C21 H15 SING N N 55 6N3 C23 H16 SING N N 56 6N3 C24 H17 SING N N 57 6N3 C24 H18 SING N N 58 6N3 C8 H19 SING N N 59 6N3 C H20 SING N N 60 6N3 C H21 SING N N 61 6N3 C H22 SING N N 62 6N3 N1 H23 SING N N 63 6N3 C11 H24 SING N N 64 6N3 C16 H25 SING N N 65 6N3 C15 H26 SING N N 66 6N3 C15 H27 SING N N 67 6N3 C17 H28 SING N N 68 6N3 C17 H29 SING N N 69 6N3 O2 H30 SING N N 70 6N3 C20 H31 SING N N 71 6N3 C20 H32 SING N N 72 6N3 C19 H33 SING N N 73 6N3 C19 H34 SING N N 74 6N3 C14 H35 SING N N 75 6N3 C13 H36 SING N N 76 6N3 C13 H37 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 6N3 InChI InChI 1.03 "InChI=1S/C27H37N3O5/c1-14(2)5-6-35-25-18(3-4-21(28-25)30-12-19-20(13-30)22(19)26(32)33)24(31)29-23-16-7-15-8-17(23)11-27(34,9-15)10-16/h3-4,14-17,19-20,22-23,34H,5-13H2,1-2H3,(H,29,31)(H,32,33)/t15-,16-,17+,19-,20+,22+,23-,27-" 6N3 InChIKey InChI 1.03 IXFGEDLOELTAGL-XVRJTNSXSA-N 6N3 SMILES_CANONICAL CACTVS 3.385 "CC(C)CCOc1nc(ccc1C(=O)N[C@H]2[C@H]3CC4C[C@@H]2CC(O)(C4)C3)N5C[C@@H]6[C@H](C5)[C@H]6C(O)=O" 6N3 SMILES CACTVS 3.385 "CC(C)CCOc1nc(ccc1C(=O)N[CH]2[CH]3CC4C[CH]2CC(O)(C4)C3)N5C[CH]6[CH](C5)[CH]6C(O)=O" 6N3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(C)CCOc1c(ccc(n1)N2C[C@@H]3[C@H](C2)C3C(=O)O)C(=O)NC4[C@@H]5CC6C[C@H]4CC(C5)(C6)O" 6N3 SMILES "OpenEye OEToolkits" 2.0.5 "CC(C)CCOc1c(ccc(n1)N2CC3C(C2)C3C(=O)O)C(=O)NC4C5CC6CC4CC(C6)(C5)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 6N3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(1~{R},5~{S})-3-[6-(3-methylbutoxy)-5-[[(1~{R},3~{S})-5-oxidanyl-2-adamantyl]carbamoyl]pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-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 6N3 "Create component" 2016-05-30 EBI 6N3 "Initial release" 2016-12-14 RCSB #