data_2DX # _chem_comp.id 2DX _chem_comp.name "(3S,8aR)-2-[(2S)-2-cyclohexyl-2-{[(2S)-2-(methylamino)butanoyl]amino}acetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H45 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-25 _chem_comp.pdbx_modified_date 2013-12-06 _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 539.709 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2DX _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 4MTI _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 2DX C1 C1 C 0 1 N N N 3.334 24.163 21.883 6.939 0.231 -3.678 C1 2DX 1 2DX C2 C2 C 0 1 N N N 2.857 24.961 20.664 5.941 -0.295 -2.645 C2 2DX 2 2DX C3 C3 C 0 1 N N S 3.812 26.117 20.300 5.761 0.743 -1.536 C3 2DX 3 2DX N5 N5 N 0 1 N N N 3.121 26.971 19.299 7.026 0.906 -0.807 N5 2DX 4 2DX C6 C6 C 0 1 N N N 3.810 28.246 18.972 7.115 2.239 -0.198 C6 2DX 5 2DX C7 C7 C 0 1 N N N 5.117 25.531 19.787 4.689 0.280 -0.583 C7 2DX 6 2DX O8 O8 O 0 1 N N N 5.204 25.119 18.641 4.990 -0.346 0.411 O8 2DX 7 2DX N9 N9 N 0 1 N N N 6.183 25.472 20.630 3.395 0.560 -0.837 N9 2DX 8 2DX C10 C10 C 0 1 N N S 7.495 24.917 20.243 2.353 0.110 0.089 C10 2DX 9 2DX C12 C12 C 0 1 N N N 8.573 26.035 20.162 2.200 1.129 1.220 C12 2DX 10 2DX C13 C13 C 0 1 N N N 8.119 27.163 19.210 1.087 0.676 2.167 C13 2DX 11 2DX C14 C14 C 0 1 N N N 9.236 28.209 19.042 0.935 1.695 3.298 C14 2DX 12 2DX C15 C15 C 0 1 N N N 9.635 28.807 20.413 2.251 1.801 4.071 C15 2DX 13 2DX C16 C16 C 0 1 N N N 10.047 27.697 21.405 3.364 2.253 3.124 C16 2DX 14 2DX C17 C17 C 0 1 N N N 8.929 26.638 21.542 3.516 1.234 1.993 C17 2DX 15 2DX C18 C18 C 0 1 N N N 7.873 23.827 21.241 1.046 -0.020 -0.650 C18 2DX 16 2DX O19 O19 O 0 1 N N N 7.315 23.799 22.327 0.795 0.726 -1.573 O19 2DX 17 2DX N20 N20 N 0 1 N N N 8.801 22.875 20.971 0.157 -0.965 -0.286 N20 2DX 18 2DX C21 C21 C 0 1 N N N 9.535 22.865 19.671 0.403 -1.796 0.910 C21 2DX 19 2DX C22 C22 C 0 1 N N R 9.959 21.452 19.280 0.205 -3.247 0.482 C22 2DX 20 2DX C24 C24 C 0 1 N N N 11.038 21.406 18.185 0.230 -4.237 1.652 C24 2DX 21 2DX C25 C25 C 0 1 N N N 11.879 20.150 18.534 -0.821 -5.308 1.268 C25 2DX 22 2DX C26 C26 C 0 1 N N N 11.245 19.603 19.845 -1.421 -4.817 -0.076 C26 2DX 23 2DX N27 N27 N 0 1 N N N 10.608 20.801 20.448 -1.179 -3.365 -0.051 N27 2DX 24 2DX C28 C28 C 0 1 N N N 9.637 20.524 21.500 -1.266 -2.678 -1.334 C28 2DX 25 2DX C29 C29 C 0 1 N N S 9.085 21.885 22.035 -1.066 -1.171 -1.072 C29 2DX 26 2DX C31 C31 C 0 1 N N N 10.090 22.470 23.010 -2.248 -0.629 -0.311 C31 2DX 27 2DX O32 O32 O 0 1 N N N 10.795 23.393 22.672 -2.087 -0.121 0.779 O32 2DX 28 2DX N33 N33 N 0 1 N N N 10.188 21.967 24.260 -3.485 -0.708 -0.840 N33 2DX 29 2DX C34 C34 C 0 1 N N R 11.139 22.466 25.247 -4.634 -0.181 -0.100 C34 2DX 30 2DX C35 C35 C 0 1 N N N 12.422 21.672 24.995 -5.905 -0.906 -0.549 C35 2DX 31 2DX C36 C36 C 0 1 N N N 13.310 21.661 26.249 -7.116 -0.147 0.010 C36 2DX 32 2DX O37 O37 O 0 1 N N N 12.586 21.051 27.317 -7.152 1.148 -0.589 O37 2DX 33 2DX C38 C38 C 0 1 Y N N 11.361 21.536 27.606 -6.006 1.878 -0.594 C38 2DX 34 2DX C39 C39 C 0 1 Y N N 10.866 21.307 28.895 -6.090 3.245 -0.833 C39 2DX 35 2DX C40 C40 C 0 1 Y N N 9.606 21.787 29.212 -4.948 4.019 -0.850 C40 2DX 36 2DX C41 C41 C 0 1 Y N N 8.859 22.486 28.259 -3.715 3.435 -0.629 C41 2DX 37 2DX C42 C42 C 0 1 Y N N 9.357 22.705 26.986 -3.627 2.077 -0.389 C42 2DX 38 2DX C43 C43 C 0 1 Y N N 10.609 22.216 26.644 -4.770 1.296 -0.369 C43 2DX 39 2DX H1 H1 H 0 1 N N N 2.618 23.355 22.096 7.068 -0.509 -4.469 H1 2DX 40 2DX H2 H2 H 0 1 N N N 4.323 23.730 21.674 6.562 1.159 -4.108 H2 2DX 41 2DX H3 H3 H 0 1 N N N 3.403 24.831 22.754 7.898 0.417 -3.196 H3 2DX 42 2DX H4 H4 H 0 1 N N N 1.864 25.380 20.884 4.982 -0.482 -3.128 H4 2DX 43 2DX H5 H5 H 0 1 N N N 2.785 24.280 19.803 6.318 -1.224 -2.216 H5 2DX 44 2DX H6 H6 H 0 1 N N N 4.015 26.706 21.207 5.469 1.697 -1.975 H6 2DX 45 2DX H7 H7 H 0 1 N N N 2.213 27.192 19.655 7.816 0.730 -1.410 H7 2DX 46 2DX H9 H9 H 0 1 N N N 3.221 28.801 18.227 6.979 3.000 -0.966 H9 2DX 47 2DX H10 H10 H 0 1 N N N 3.911 28.852 19.884 6.338 2.345 0.559 H10 2DX 48 2DX H11 H11 H 0 1 N N N 4.808 28.029 18.563 8.094 2.362 0.266 H11 2DX 49 2DX H12 H12 H 0 1 N N N 6.072 25.823 21.560 3.154 1.060 -1.632 H12 2DX 50 2DX H13 H13 H 0 1 N N N 7.408 24.458 19.247 2.632 -0.858 0.507 H13 2DX 51 2DX H14 H14 H 0 1 N N N 9.487 25.589 19.744 1.946 2.102 0.800 H14 2DX 52 2DX H15 H15 H 0 1 N N N 7.226 27.651 19.627 0.150 0.601 1.617 H15 2DX 53 2DX H16 H16 H 0 1 N N N 7.876 26.732 18.228 1.341 -0.297 2.587 H16 2DX 54 2DX H17 H17 H 0 1 N N N 10.115 27.729 18.588 0.681 2.669 2.878 H17 2DX 55 2DX H18 H18 H 0 1 N N N 8.879 29.016 18.386 0.142 1.373 3.973 H18 2DX 56 2DX H19 H19 H 0 1 N N N 10.481 29.495 20.272 2.142 2.527 4.877 H19 2DX 57 2DX H20 H20 H 0 1 N N N 8.778 29.359 20.827 2.505 0.827 4.491 H20 2DX 58 2DX H21 H21 H 0 1 N N N 10.963 27.209 21.040 3.110 3.227 2.704 H21 2DX 59 2DX H22 H22 H 0 1 N N N 10.239 28.147 22.390 4.301 2.329 3.674 H22 2DX 60 2DX H23 H23 H 0 1 N N N 8.034 27.112 21.971 3.770 0.261 2.413 H23 2DX 61 2DX H24 H24 H 0 1 N N N 9.273 25.834 22.209 4.309 1.557 1.318 H24 2DX 62 2DX H25 H25 H 0 1 N N N 10.432 23.495 19.762 1.423 -1.647 1.264 H25 2DX 63 2DX H26 H26 H 0 1 N N N 8.879 23.271 18.887 -0.307 -1.537 1.696 H26 2DX 64 2DX H27 H27 H 0 1 N N N 9.080 20.874 18.958 0.933 -3.521 -0.281 H27 2DX 65 2DX H28 H28 H 0 1 N N N 11.661 22.312 18.212 1.218 -4.689 1.748 H28 2DX 66 2DX H29 H29 H 0 1 N N N 10.580 21.305 17.190 -0.053 -3.740 2.579 H29 2DX 67 2DX H30 H30 H 0 1 N N N 11.813 19.403 17.730 -0.343 -6.279 1.137 H30 2DX 68 2DX H31 H31 H 0 1 N N N 12.933 20.421 18.696 -1.598 -5.368 2.031 H31 2DX 69 2DX H32 H32 H 0 1 N N N 10.496 18.828 19.626 -0.904 -5.278 -0.918 H32 2DX 70 2DX H33 H33 H 0 1 N N N 12.016 19.190 20.512 -2.489 -5.027 -0.118 H33 2DX 71 2DX H35 H35 H 0 1 N N N 8.811 19.922 21.093 -0.489 -3.046 -2.004 H35 2DX 72 2DX H36 H36 H 0 1 N N N 10.123 19.973 22.319 -2.248 -2.847 -1.777 H36 2DX 73 2DX H37 H37 H 0 1 N N N 8.154 21.677 22.582 -0.978 -0.646 -2.023 H37 2DX 74 2DX H38 H38 H 0 1 N N N 9.580 21.217 24.521 -3.614 -1.114 -1.712 H38 2DX 75 2DX H39 H39 H 0 1 N N N 11.329 23.540 25.101 -4.483 -0.343 0.967 H39 2DX 76 2DX H40 H40 H 0 1 N N N 12.160 20.637 24.729 -5.954 -0.922 -1.638 H40 2DX 77 2DX H41 H41 H 0 1 N N N 12.976 22.135 24.165 -5.902 -1.926 -0.166 H41 2DX 78 2DX H42 H42 H 0 1 N N N 14.227 21.087 26.048 -8.031 -0.688 -0.229 H42 2DX 79 2DX H43 H43 H 0 1 N N N 13.576 22.693 26.524 -7.019 -0.049 1.092 H43 2DX 80 2DX H44 H44 H 0 1 N N N 11.452 20.769 29.625 -7.053 3.703 -1.006 H44 2DX 81 2DX H45 H45 H 0 1 N N N 9.199 21.621 30.199 -5.017 5.081 -1.036 H45 2DX 82 2DX H46 H46 H 0 1 N N N 7.880 22.860 28.520 -2.820 4.040 -0.643 H46 2DX 83 2DX H47 H47 H 0 1 N N N 8.773 23.254 26.262 -2.662 1.623 -0.217 H47 2DX 84 # 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 2DX C24 C25 SING N N 1 2DX C24 C22 SING N N 2 2DX C25 C26 SING N N 3 2DX O8 C7 DOUB N N 4 2DX C6 N5 SING N N 5 2DX C14 C13 SING N N 6 2DX C14 C15 SING N N 7 2DX C13 C12 SING N N 8 2DX C22 C21 SING N N 9 2DX C22 N27 SING N N 10 2DX N5 C3 SING N N 11 2DX C21 N20 SING N N 12 2DX C7 C3 SING N N 13 2DX C7 N9 SING N N 14 2DX C26 N27 SING N N 15 2DX C12 C10 SING N N 16 2DX C12 C17 SING N N 17 2DX C10 N9 SING N N 18 2DX C10 C18 SING N N 19 2DX C3 C2 SING N N 20 2DX C15 C16 SING N N 21 2DX N27 C28 SING N N 22 2DX C2 C1 SING N N 23 2DX N20 C18 SING N N 24 2DX N20 C29 SING N N 25 2DX C18 O19 DOUB N N 26 2DX C16 C17 SING N N 27 2DX C28 C29 SING N N 28 2DX C29 C31 SING N N 29 2DX O32 C31 DOUB N N 30 2DX C31 N33 SING N N 31 2DX N33 C34 SING N N 32 2DX C35 C34 SING N N 33 2DX C35 C36 SING N N 34 2DX C34 C43 SING N N 35 2DX C36 O37 SING N N 36 2DX C43 C42 DOUB Y N 37 2DX C43 C38 SING Y N 38 2DX C42 C41 SING Y N 39 2DX O37 C38 SING N N 40 2DX C38 C39 DOUB Y N 41 2DX C41 C40 DOUB Y N 42 2DX C39 C40 SING Y N 43 2DX C1 H1 SING N N 44 2DX C1 H2 SING N N 45 2DX C1 H3 SING N N 46 2DX C2 H4 SING N N 47 2DX C2 H5 SING N N 48 2DX C3 H6 SING N N 49 2DX N5 H7 SING N N 50 2DX C6 H9 SING N N 51 2DX C6 H10 SING N N 52 2DX C6 H11 SING N N 53 2DX N9 H12 SING N N 54 2DX C10 H13 SING N N 55 2DX C12 H14 SING N N 56 2DX C13 H15 SING N N 57 2DX C13 H16 SING N N 58 2DX C14 H17 SING N N 59 2DX C14 H18 SING N N 60 2DX C15 H19 SING N N 61 2DX C15 H20 SING N N 62 2DX C16 H21 SING N N 63 2DX C16 H22 SING N N 64 2DX C17 H23 SING N N 65 2DX C17 H24 SING N N 66 2DX C21 H25 SING N N 67 2DX C21 H26 SING N N 68 2DX C22 H27 SING N N 69 2DX C24 H28 SING N N 70 2DX C24 H29 SING N N 71 2DX C25 H30 SING N N 72 2DX C25 H31 SING N N 73 2DX C26 H32 SING N N 74 2DX C26 H33 SING N N 75 2DX C28 H35 SING N N 76 2DX C28 H36 SING N N 77 2DX C29 H37 SING N N 78 2DX N33 H38 SING N N 79 2DX C34 H39 SING N N 80 2DX C35 H40 SING N N 81 2DX C35 H41 SING N N 82 2DX C36 H42 SING N N 83 2DX C36 H43 SING N N 84 2DX C39 H44 SING N N 85 2DX C40 H45 SING N N 86 2DX C41 H46 SING N N 87 2DX C42 H47 SING N N 88 # 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 2DX SMILES ACDLabs 12.01 "O=C(NC(C(=O)N2CC1N(CCC1)CC2C(=O)NC3c4c(OCC3)cccc4)C5CCCCC5)C(NC)CC" 2DX InChI InChI 1.03 "InChI=1S/C30H45N5O4/c1-3-23(31-2)28(36)33-27(20-10-5-4-6-11-20)30(38)35-18-21-12-9-16-34(21)19-25(35)29(37)32-24-15-17-39-26-14-8-7-13-22(24)26/h7-8,13-14,20-21,23-25,27,31H,3-6,9-12,15-19H2,1-2H3,(H,32,37)(H,33,36)/t21-,23+,24-,25+,27+/m1/s1" 2DX InChIKey InChI 1.03 MPXBKLQSQUXEDB-DPURIWRLSA-N 2DX SMILES_CANONICAL CACTVS 3.385 "CC[C@H](NC)C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCOc5ccccc45" 2DX SMILES CACTVS 3.385 "CC[CH](NC)C(=O)N[CH](C1CCCCC1)C(=O)N2C[CH]3CCCN3C[CH]2C(=O)N[CH]4CCOc5ccccc45" 2DX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H](C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCOc5c4cccc5)NC" 2DX SMILES "OpenEye OEToolkits" 1.7.6 "CCC(C(=O)NC(C1CCCCC1)C(=O)N2CC3CCCN3CC2C(=O)NC4CCOc5c4cccc5)NC" # 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 2DX "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,8aR)-2-[(2S)-2-cyclohexyl-2-{[(2S)-2-(methylamino)butanoyl]amino}acetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide" 2DX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,8aR)-2-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)butanoyl]amino]ethanoyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2DX "Create component" 2013-09-25 RCSB 2DX "Initial release" 2013-12-11 RCSB #