data_0KN # _chem_comp.id 0KN _chem_comp.name "(2R)-N-[(2S,3R)-1-(1,3-benzodioxol-5-yl)-4-{[(4'S)-6'-(2,2-dimethylpropyl)-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]amino}-3-hydroxybutan-2-yl]-2-methoxypropanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H43 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R)-N-((2S,3R)-1-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)butan-2-yl)-2-methoxypropanamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-03 _chem_comp.pdbx_modified_date 2021-03-13 _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 553.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0KN _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 4DH6 _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 0KN C29 C29 C 0 1 N N N 62.946 44.332 9.404 4.173 -4.159 -2.273 C29 0KN 1 0KN C30 C30 C 0 1 N N N 61.421 44.475 9.292 3.003 -4.917 -1.621 C30 0KN 2 0KN C31 C31 C 0 1 N N N 61.539 45.982 9.536 3.262 -4.077 -0.358 C31 0KN 3 0KN C18 C18 C 0 1 N N N 63.078 45.855 9.544 3.879 -3.024 -1.286 C18 0KN 4 0KN C19 C19 C 0 1 N N N 63.748 46.482 8.309 2.868 -2.002 -1.809 C19 0KN 5 0KN O17 O17 O 0 1 N N N 63.712 46.225 10.786 5.043 -2.398 -0.756 O17 0KN 6 0KN C16 C16 C 0 1 Y N N 63.957 47.561 10.973 4.859 -1.332 0.066 C16 0KN 7 0KN N23 N23 N 0 1 Y N N 64.160 47.984 12.239 5.890 -0.920 0.795 N23 0KN 8 0KN C22 C22 C 0 1 Y N N 64.410 49.254 12.530 5.802 0.108 1.613 C22 0KN 9 0KN C21 C21 C 0 1 Y N N 64.472 50.210 11.516 4.618 0.806 1.744 C21 0KN 10 0KN C24 C24 C 0 1 N N N 64.758 51.682 11.859 4.525 1.984 2.680 C24 0KN 11 0KN C25 C25 C 0 1 N N N 63.528 52.443 12.377 4.979 3.250 1.951 C25 0KN 12 0KN C27 C27 C 0 1 N N N 63.975 53.774 12.978 4.015 3.552 0.803 C27 0KN 13 0KN C28 C28 C 0 1 N N N 62.777 51.649 13.451 4.990 4.426 2.930 C28 0KN 14 0KN C26 C26 C 0 1 N N N 62.570 52.739 11.218 6.388 3.040 1.392 C26 0KN 15 0KN C20 C20 C 0 1 Y N N 64.275 49.812 10.191 3.515 0.408 1.004 C20 0KN 16 0KN C15 C15 C 0 1 Y N N 64.019 48.471 9.905 3.639 -0.681 0.154 C15 0KN 17 0KN C6 C6 C 0 1 N N S 63.794 48.016 8.436 2.434 -1.120 -0.635 C6 0KN 18 0KN N5 N5 N 0 1 N N N 64.816 48.571 7.512 1.730 0.063 -1.148 N5 0KN 19 0KN C4 C4 C 0 1 N N N 66.225 48.306 7.890 0.486 0.301 -0.403 C4 0KN 20 0KN C3 C3 C 0 1 N N R 67.126 49.291 7.144 -0.644 -0.523 -1.023 C3 0KN 21 0KN O14 O14 O 0 1 N N N 66.741 50.617 7.505 -0.320 -1.912 -0.944 O14 0KN 22 0KN C2 C2 C 0 1 N N S 68.620 49.103 7.445 -1.944 -0.258 -0.261 C2 0KN 23 0KN N1 N1 N 0 1 N N N 69.108 47.760 7.105 -2.329 1.146 -0.423 N1 0KN 24 0KN C35 C35 C 0 1 N N N 69.386 46.836 8.023 -2.566 1.642 -1.653 C35 0KN 25 0KN O36 O36 O 0 1 N N N 69.166 46.962 9.229 -2.557 0.905 -2.616 O36 0KN 26 0KN C37 C37 C 0 1 N N R 69.927 45.508 7.516 -2.842 3.113 -1.832 C37 0KN 27 0KN C38 C38 C 0 1 N N N 71.450 45.593 7.367 -1.576 3.912 -1.518 C38 0KN 28 0KN O39 O39 O 0 1 N N N 69.505 44.501 8.445 -3.240 3.362 -3.182 O39 0KN 29 0KN C40 C40 C 0 1 N N N 68.302 43.877 7.960 -4.211 4.401 -3.320 C40 0KN 30 0KN C7 C7 C 0 1 N N N 69.512 50.072 6.655 -3.052 -1.157 -0.814 C7 0KN 31 0KN C8 C8 C 0 1 Y N N 70.947 49.895 7.139 -4.299 -0.987 0.015 C8 0KN 32 0KN C9 C9 C 0 1 Y N N 71.980 49.549 6.272 -4.508 -1.791 1.119 C9 0KN 33 0KN C10 C10 C 0 1 Y N N 73.268 49.403 6.797 -5.654 -1.637 1.883 C10 0KN 34 0KN O32 O32 O 0 1 N N N 74.452 49.081 6.202 -6.093 -2.289 2.999 O32 0KN 35 0KN C33 C33 C 0 1 N N N 75.283 48.635 7.306 -7.108 -1.439 3.566 C33 0KN 36 0KN O34 O34 O 0 1 N N N 74.830 49.393 8.436 -7.620 -0.714 2.432 O34 0KN 37 0KN C11 C11 C 0 1 Y N N 73.514 49.594 8.167 -6.593 -0.668 1.535 C11 0KN 38 0KN C12 C12 C 0 1 Y N N 72.480 49.932 9.015 -6.376 0.134 0.427 C12 0KN 39 0KN C13 C13 C 0 1 Y N N 71.203 50.081 8.493 -5.228 -0.022 -0.327 C13 0KN 40 0KN H1 H1 H 0 1 N N N 63.281 43.769 10.288 5.142 -4.633 -2.117 H1 0KN 41 0KN H2 H2 H 0 1 N N N 63.426 43.920 8.504 3.995 -3.890 -3.314 H2 0KN 42 0KN H3 H3 H 0 1 N N N 61.017 44.211 8.303 2.039 -4.718 -2.088 H3 0KN 43 0KN H4 H4 H 0 1 N N N 60.862 43.937 10.072 3.196 -5.982 -1.484 H4 0KN 44 0KN H5 H5 H 0 1 N N N 61.143 46.602 8.718 2.351 -3.742 0.138 H5 0KN 45 0KN H6 H6 H 0 1 N N N 61.110 46.318 10.492 3.978 -4.528 0.328 H6 0KN 46 0KN H7 H7 H 0 1 N N N 63.175 46.211 7.410 3.332 -1.387 -2.580 H7 0KN 47 0KN H8 H8 H 0 1 N N N 64.774 46.096 8.220 2.001 -2.519 -2.221 H8 0KN 48 0KN H9 H9 H 0 1 N N N 64.566 49.549 13.557 6.665 0.409 2.188 H9 0KN 49 0KN H10 H10 H 0 1 N N N 65.538 51.713 12.634 3.494 2.105 3.010 H10 0KN 50 0KN H11 H11 H 0 1 N N N 65.122 52.186 10.952 5.167 1.813 3.544 H11 0KN 51 0KN H12 H12 H 0 1 N N N 64.665 53.586 13.814 3.029 3.780 1.207 H12 0KN 52 0KN H13 H13 H 0 1 N N N 64.486 54.371 12.208 4.381 4.407 0.235 H13 0KN 53 0KN H14 H14 H 0 1 N N N 63.096 54.324 13.345 3.946 2.683 0.148 H14 0KN 54 0KN H15 H15 H 0 1 N N N 63.456 51.431 14.288 5.609 4.176 3.792 H15 0KN 55 0KN H16 H16 H 0 1 N N N 61.924 52.241 13.815 5.396 5.308 2.435 H16 0KN 56 0KN H17 H17 H 0 1 N N N 62.411 50.705 13.020 3.973 4.632 3.262 H17 0KN 57 0KN H18 H18 H 0 1 N N N 61.693 53.284 11.597 6.380 2.202 0.694 H18 0KN 58 0KN H19 H19 H 0 1 N N N 63.085 53.353 10.464 6.712 3.942 0.873 H19 0KN 59 0KN H20 H20 H 0 1 N N N 62.245 51.793 10.761 7.075 2.825 2.210 H20 0KN 60 0KN H21 H21 H 0 1 N N N 64.321 50.538 9.393 2.576 0.936 1.087 H21 0KN 61 0KN H22 H22 H 0 1 N N N 62.811 48.400 8.125 1.763 -1.684 0.013 H22 0KN 62 0KN H23 H23 H 0 1 N N N 64.689 49.562 7.470 1.548 -0.025 -2.136 H23 0KN 63 0KN H25 H25 H 0 1 N N N 66.495 47.276 7.614 0.624 0.004 0.637 H25 0KN 64 0KN H26 H26 H 0 1 N N N 66.349 48.440 8.975 0.232 1.359 -0.448 H26 0KN 65 0KN H27 H27 H 0 1 N N N 66.974 49.145 6.064 -0.771 -0.238 -2.067 H27 0KN 66 0KN H28 H28 H 0 1 N N N 65.817 50.740 7.321 -0.193 -2.236 -0.042 H28 0KN 67 0KN H29 H29 H 0 1 N N N 68.781 49.284 8.518 -1.796 -0.475 0.797 H29 0KN 68 0KN H30 H30 H 0 1 N N N 69.237 47.529 6.141 -2.412 1.719 0.356 H30 0KN 69 0KN H31 H31 H 0 1 N N N 69.491 45.307 6.526 -3.641 3.417 -1.156 H31 0KN 70 0KN H32 H32 H 0 1 N N N 71.837 44.631 7.000 -0.804 3.672 -2.249 H32 0KN 71 0KN H33 H33 H 0 1 N N N 71.704 46.388 6.650 -1.799 4.978 -1.562 H33 0KN 72 0KN H34 H34 H 0 1 N N N 71.902 45.822 8.344 -1.223 3.655 -0.519 H34 0KN 73 0KN H35 H35 H 0 1 N N N 67.977 43.104 8.672 -4.395 4.589 -4.378 H35 0KN 74 0KN H36 H36 H 0 1 N N N 67.512 44.635 7.856 -5.141 4.096 -2.838 H36 0KN 75 0KN H37 H37 H 0 1 N N N 68.498 43.415 6.981 -3.839 5.311 -2.848 H37 0KN 76 0KN H38 H38 H 0 1 N N N 69.184 51.107 6.830 -3.262 -0.880 -1.847 H38 0KN 77 0KN H39 H39 H 0 1 N N N 69.450 49.844 5.581 -2.729 -2.197 -0.775 H39 0KN 78 0KN H40 H40 H 0 1 N N N 71.791 49.397 5.220 -3.779 -2.541 1.387 H40 0KN 79 0KN H41 H41 H 0 1 N N N 75.147 47.558 7.483 -7.895 -2.037 4.025 H41 0KN 80 0KN H42 H42 H 0 1 N N N 76.344 48.842 7.101 -6.671 -0.754 4.293 H42 0KN 81 0KN H43 H43 H 0 1 N N N 72.662 50.078 10.069 -7.103 0.886 0.154 H43 0KN 82 0KN H44 H44 H 0 1 N N N 70.390 50.347 9.153 -5.058 0.608 -1.188 H44 0KN 83 # # 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 0KN O32 C10 SING N N 1 0KN O32 C33 SING N N 2 0KN C9 C10 DOUB Y N 3 0KN C9 C8 SING Y N 4 0KN C7 C8 SING N N 5 0KN C7 C2 SING N N 6 0KN C10 C11 SING Y N 7 0KN N1 C2 SING N N 8 0KN N1 C35 SING N N 9 0KN C8 C13 DOUB Y N 10 0KN C3 C2 SING N N 11 0KN C3 O14 SING N N 12 0KN C3 C4 SING N N 13 0KN C33 O34 SING N N 14 0KN C38 C37 SING N N 15 0KN N5 C4 SING N N 16 0KN N5 C6 SING N N 17 0KN C37 C35 SING N N 18 0KN C37 O39 SING N N 19 0KN C40 O39 SING N N 20 0KN C35 O36 DOUB N N 21 0KN C11 O34 SING N N 22 0KN C11 C12 DOUB Y N 23 0KN C19 C6 SING N N 24 0KN C19 C18 SING N N 25 0KN C6 C15 SING N N 26 0KN C13 C12 SING Y N 27 0KN C30 C29 SING N N 28 0KN C30 C31 SING N N 29 0KN C29 C18 SING N N 30 0KN C31 C18 SING N N 31 0KN C18 O17 SING N N 32 0KN C15 C20 DOUB Y N 33 0KN C15 C16 SING Y N 34 0KN C20 C21 SING Y N 35 0KN O17 C16 SING N N 36 0KN C16 N23 DOUB Y N 37 0KN C26 C25 SING N N 38 0KN C21 C24 SING N N 39 0KN C21 C22 DOUB Y N 40 0KN C24 C25 SING N N 41 0KN N23 C22 SING Y N 42 0KN C25 C27 SING N N 43 0KN C25 C28 SING N N 44 0KN C29 H1 SING N N 45 0KN C29 H2 SING N N 46 0KN C30 H3 SING N N 47 0KN C30 H4 SING N N 48 0KN C31 H5 SING N N 49 0KN C31 H6 SING N N 50 0KN C19 H7 SING N N 51 0KN C19 H8 SING N N 52 0KN C22 H9 SING N N 53 0KN C24 H10 SING N N 54 0KN C24 H11 SING N N 55 0KN C27 H12 SING N N 56 0KN C27 H13 SING N N 57 0KN C27 H14 SING N N 58 0KN C28 H15 SING N N 59 0KN C28 H16 SING N N 60 0KN C28 H17 SING N N 61 0KN C26 H18 SING N N 62 0KN C26 H19 SING N N 63 0KN C26 H20 SING N N 64 0KN C20 H21 SING N N 65 0KN C6 H22 SING N N 66 0KN N5 H23 SING N N 67 0KN C4 H25 SING N N 68 0KN C4 H26 SING N N 69 0KN C3 H27 SING N N 70 0KN O14 H28 SING N N 71 0KN C2 H29 SING N N 72 0KN N1 H30 SING N N 73 0KN C37 H31 SING N N 74 0KN C38 H32 SING N N 75 0KN C38 H33 SING N N 76 0KN C38 H34 SING N N 77 0KN C40 H35 SING N N 78 0KN C40 H36 SING N N 79 0KN C40 H37 SING N N 80 0KN C7 H38 SING N N 81 0KN C7 H39 SING N N 82 0KN C9 H40 SING N N 83 0KN C33 H41 SING N N 84 0KN C33 H42 SING N N 85 0KN C12 H43 SING N N 86 0KN C13 H44 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 0KN SMILES ACDLabs 12.01 "O=C(NC(Cc2ccc1OCOc1c2)C(O)CNC4c3c(ncc(c3)CC(C)(C)C)OC5(C4)CCC5)C(OC)C" 0KN InChI InChI 1.03 "InChI=1S/C31H43N3O6/c1-19(37-5)28(36)34-23(12-20-7-8-26-27(13-20)39-18-38-26)25(35)17-32-24-15-31(9-6-10-31)40-29-22(24)11-21(16-33-29)14-30(2,3)4/h7-8,11,13,16,19,23-25,32,35H,6,9-10,12,14-15,17-18H2,1-5H3,(H,34,36)/t19-,23+,24+,25-/m1/s1" 0KN InChIKey InChI 1.03 OMMVFRZSBCRMQD-LJYZBVLISA-N 0KN SMILES_CANONICAL CACTVS 3.370 "CO[C@H](C)C(=O)N[C@@H](Cc1ccc2OCOc2c1)[C@H](O)CN[C@H]3CC4(CCC4)Oc5ncc(CC(C)(C)C)cc35" 0KN SMILES CACTVS 3.370 "CO[CH](C)C(=O)N[CH](Cc1ccc2OCOc2c1)[CH](O)CN[CH]3CC4(CCC4)Oc5ncc(CC(C)(C)C)cc35" 0KN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C(=O)N[C@@H](Cc1ccc2c(c1)OCO2)[C@@H](CN[C@H]3CC4(CCC4)Oc5c3cc(cn5)CC(C)(C)C)O)OC" 0KN SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(=O)NC(Cc1ccc2c(c1)OCO2)C(CNC3CC4(CCC4)Oc5c3cc(cn5)CC(C)(C)C)O)OC" # # 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 0KN "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-N-[(2S,3R)-1-(1,3-benzodioxol-5-yl)-4-{[(4'S)-6'-(2,2-dimethylpropyl)-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]amino}-3-hydroxybutan-2-yl]-2-methoxypropanamide" 0KN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-N-[(2S,3R)-1-(1,3-benzodioxol-5-yl)-4-[[(4S)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-oxidanyl-butan-2-yl]-2-methoxy-propanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0KN "Create component" 2012-02-03 RCSB 0KN "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0KN _pdbx_chem_comp_synonyms.name "(2R)-N-((2S,3R)-1-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)butan-2-yl)-2-methoxypropanamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##