data_NVE # _chem_comp.id NVE _chem_comp.name "diethyl ({4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethyl]phenoxy}methyl)phosphonate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 N4 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "nevirapine phosphonate analogue" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 524.548 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NVE _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 4I7F _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 NVE C1 C1 C 0 1 N N N 12.598 12.099 15.190 7.477 -1.513 1.606 C1 NVE 1 NVE C2 C2 C 0 1 N N N 12.571 13.315 16.142 6.986 -1.819 0.190 C2 NVE 2 NVE N3 N3 N 0 1 N N N 11.248 13.800 16.651 5.950 -0.854 -0.187 N3 NVE 3 NVE C4 C4 C 0 1 Y N N 11.192 14.825 17.652 6.293 0.340 -0.818 C4 NVE 4 NVE C5 C5 C 0 1 Y N N 10.464 14.686 18.908 6.016 1.569 -0.225 C5 NVE 5 NVE N6 N6 N 0 1 N N N 9.749 13.495 19.266 5.471 1.658 1.054 N6 NVE 6 NVE C7 C7 C 0 1 N N N 9.763 13.139 20.737 5.999 2.716 1.919 C7 NVE 7 NVE C8 C8 C 0 1 N N N 9.054 12.643 18.435 4.526 0.886 1.570 C8 NVE 8 NVE O9 O9 O 0 1 N N N 8.484 11.638 18.906 4.162 1.137 2.702 O9 NVE 9 NVE C10 C10 C 0 1 Y N N 8.923 12.842 16.986 3.881 -0.245 0.896 C10 NVE 10 NVE C11 C11 C 0 1 Y N N 7.687 12.498 16.362 2.512 -0.477 1.069 C11 NVE 11 NVE C12 C12 C 0 1 Y N N 7.493 12.692 14.924 1.950 -1.586 0.462 C12 NVE 12 NVE C13 C13 C 0 1 Y N N 8.545 13.221 14.146 2.750 -2.428 -0.289 C13 NVE 13 NVE N14 N14 N 0 1 Y N N 9.713 13.544 14.759 4.034 -2.179 -0.459 N14 NVE 14 NVE C15 C15 C 0 1 Y N N 9.969 13.390 16.136 4.616 -1.120 0.075 C15 NVE 15 NVE C16 C16 C 0 1 Y N N 10.477 15.821 19.817 6.317 2.736 -0.919 C16 NVE 16 NVE C17 C17 C 0 1 Y N N 11.171 17.020 19.510 6.919 2.631 -2.165 C17 NVE 17 NVE C18 C18 C 0 1 Y N N 11.880 17.101 18.263 7.198 1.380 -2.676 C18 NVE 18 NVE N19 N19 N 0 1 Y N N 11.866 16.019 17.385 6.885 0.289 -2.005 N19 NVE 19 NVE C20 C20 C 0 1 N N N 6.242 2.569 11.686 -3.814 2.367 -1.453 C20 NVE 20 NVE C21 C21 C 0 1 N N N 6.089 3.396 12.998 -5.292 2.004 -1.301 C21 NVE 21 NVE O22 O22 O 0 1 N N N 6.413 2.590 14.215 -5.415 0.849 -0.468 O22 NVE 22 NVE P23 P23 P 0 1 N N N 7.443 3.309 15.302 -6.834 0.186 -0.092 P23 NVE 23 NVE C24 C24 C 0 1 N N N 6.695 4.904 15.671 -6.557 -1.344 0.859 C24 NVE 24 NVE O25 O25 O 0 1 N N N 7.287 5.870 14.815 -5.795 -2.263 0.072 O25 NVE 25 NVE C26 C26 C 0 1 Y N N 6.807 7.160 14.908 -4.469 -2.003 -0.068 C26 NVE 26 NVE C27 C27 C 0 1 Y N N 6.798 7.906 13.672 -3.910 -0.890 0.544 C27 NVE 27 NVE C28 C28 C 0 1 Y N N 6.320 9.242 13.636 -2.562 -0.627 0.400 C28 NVE 28 NVE C29 C29 C 0 1 Y N N 5.823 9.884 14.869 -1.768 -1.474 -0.353 C29 NVE 29 NVE C30 C30 C 0 1 Y N N 5.824 9.147 16.128 -2.322 -2.584 -0.963 C30 NVE 30 NVE C31 C31 C 0 1 Y N N 6.312 7.786 16.165 -3.670 -2.853 -0.818 C31 NVE 31 NVE C32 C32 C 0 1 N N N 5.296 11.335 14.873 -0.297 -1.186 -0.508 C32 NVE 32 NVE C33 C33 C 0 1 N N N 6.160 12.372 14.091 0.479 -1.874 0.617 C33 NVE 33 NVE O34 O34 O 0 1 N N N 8.932 3.458 14.640 -7.692 1.221 0.794 O34 NVE 34 NVE C35 C35 C 0 1 N N N 9.453 2.170 14.055 -8.162 2.473 0.291 C35 NVE 35 NVE C36 C36 C 0 1 N N N 10.151 1.227 15.060 -8.938 3.204 1.388 C36 NVE 36 NVE O37 O37 O 0 1 N N N 7.504 2.585 16.619 -7.574 -0.132 -1.334 O37 NVE 37 NVE H1 H1 H 0 1 N N N 13.638 11.874 14.912 7.890 -0.505 1.637 H1 NVE 38 NVE H2 H2 H 0 1 N N N 12.157 11.228 15.696 6.642 -1.585 2.303 H2 NVE 39 NVE H3 H3 H 0 1 N N N 12.018 12.330 14.284 8.248 -2.231 1.886 H3 NVE 40 NVE H4 H4 H 0 1 N N N 13.179 13.053 17.020 7.820 -1.747 -0.508 H4 NVE 41 NVE H5 H5 H 0 1 N N N 13.040 14.155 15.608 6.573 -2.827 0.158 H5 NVE 42 NVE H6 H6 H 0 1 N N N 10.346 13.890 21.291 5.410 3.624 1.783 H6 NVE 43 NVE H7 H7 H 0 1 N N N 8.732 13.120 21.119 5.939 2.398 2.960 H7 NVE 44 NVE H8 H8 H 0 1 N N N 10.222 12.148 20.870 7.038 2.914 1.658 H8 NVE 45 NVE H9 H9 H 0 1 N N N 6.884 12.089 16.958 1.908 0.193 1.664 H9 NVE 46 NVE H10 H10 H 0 1 N N N 8.423 13.366 13.083 2.316 -3.308 -0.742 H10 NVE 47 NVE H11 H11 H 0 1 N N N 9.943 15.749 20.753 6.087 3.703 -0.497 H11 NVE 48 NVE H12 H12 H 0 1 N N N 11.166 17.853 20.198 7.165 3.519 -2.729 H12 NVE 49 NVE H13 H13 H 0 1 N N N 12.423 17.999 18.007 7.681 1.294 -3.638 H13 NVE 50 NVE H14 H14 H 0 1 N N N 5.994 3.202 10.822 -3.388 2.579 -0.472 H14 NVE 51 NVE H15 H15 H 0 1 N N N 7.279 2.215 11.595 -3.280 1.532 -1.908 H15 NVE 52 NVE H16 H16 H 0 1 N N N 5.561 1.706 11.715 -3.720 3.247 -2.088 H16 NVE 53 NVE H17 H17 H 0 1 N N N 6.769 4.260 12.954 -5.826 2.838 -0.846 H17 NVE 54 NVE H18 H18 H 0 1 N N N 5.050 3.751 13.074 -5.717 1.791 -2.281 H18 NVE 55 NVE H19 H19 H 0 1 N N N 6.882 5.171 16.722 -6.011 -1.110 1.773 H19 NVE 56 NVE H20 H20 H 0 1 N N N 5.611 4.859 15.491 -7.517 -1.793 1.113 H20 NVE 57 NVE H21 H21 H 0 1 N N N 7.159 7.443 12.765 -4.530 -0.228 1.132 H21 NVE 58 NVE H22 H22 H 0 1 N N N 6.320 9.790 12.705 -2.126 0.239 0.876 H22 NVE 59 NVE H23 H23 H 0 1 N N N 5.461 9.617 17.030 -1.701 -3.243 -1.551 H23 NVE 60 NVE H24 H24 H 0 1 N N N 6.317 7.231 17.092 -4.101 -3.722 -1.292 H24 NVE 61 NVE H25 H25 H 0 1 N N N 5.233 11.669 15.919 0.047 -1.563 -1.471 H25 NVE 62 NVE H26 H26 H 0 1 N N N 4.290 11.330 14.428 -0.130 -0.110 -0.458 H26 NVE 63 NVE H27 H27 H 0 1 N N N 6.432 11.957 13.109 0.312 -2.950 0.568 H27 NVE 64 NVE H28 H28 H 0 1 N N N 5.584 13.298 13.951 0.134 -1.497 1.580 H28 NVE 65 NVE H29 H29 H 0 1 N N N 8.603 1.628 13.614 -7.313 3.081 -0.021 H29 NVE 66 NVE H30 H30 H 0 1 N N N 10.177 2.423 13.266 -8.817 2.298 -0.563 H30 NVE 67 NVE H31 H31 H 0 1 N N N 10.493 0.321 14.537 -9.787 2.596 1.700 H31 NVE 68 NVE H32 H32 H 0 1 N N N 11.015 1.741 15.506 -8.283 3.379 2.241 H32 NVE 69 NVE H33 H33 H 0 1 N N N 9.442 0.947 15.853 -9.297 4.159 1.004 H33 NVE 70 # # 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 NVE C20 C21 SING N N 1 NVE C21 O22 SING N N 2 NVE C28 C27 DOUB Y N 3 NVE C28 C29 SING Y N 4 NVE C27 C26 SING Y N 5 NVE C35 O34 SING N N 6 NVE C35 C36 SING N N 7 NVE C33 C32 SING N N 8 NVE C33 C12 SING N N 9 NVE C13 N14 DOUB Y N 10 NVE C13 C12 SING Y N 11 NVE O22 P23 SING N N 12 NVE O34 P23 SING N N 13 NVE N14 C15 SING Y N 14 NVE O25 C26 SING N N 15 NVE O25 C24 SING N N 16 NVE C29 C32 SING N N 17 NVE C29 C30 DOUB Y N 18 NVE C26 C31 DOUB Y N 19 NVE C12 C11 DOUB Y N 20 NVE C1 C2 SING N N 21 NVE P23 C24 SING N N 22 NVE P23 O37 DOUB N N 23 NVE C30 C31 SING Y N 24 NVE C15 N3 SING N N 25 NVE C15 C10 DOUB Y N 26 NVE C2 N3 SING N N 27 NVE C11 C10 SING Y N 28 NVE N3 C4 SING N N 29 NVE C10 C8 SING N N 30 NVE N19 C4 DOUB Y N 31 NVE N19 C18 SING Y N 32 NVE C4 C5 SING Y N 33 NVE C18 C17 DOUB Y N 34 NVE C8 O9 DOUB N N 35 NVE C8 N6 SING N N 36 NVE C5 N6 SING N N 37 NVE C5 C16 DOUB Y N 38 NVE N6 C7 SING N N 39 NVE C17 C16 SING Y N 40 NVE C1 H1 SING N N 41 NVE C1 H2 SING N N 42 NVE C1 H3 SING N N 43 NVE C2 H4 SING N N 44 NVE C2 H5 SING N N 45 NVE C7 H6 SING N N 46 NVE C7 H7 SING N N 47 NVE C7 H8 SING N N 48 NVE C11 H9 SING N N 49 NVE C13 H10 SING N N 50 NVE C16 H11 SING N N 51 NVE C17 H12 SING N N 52 NVE C18 H13 SING N N 53 NVE C20 H14 SING N N 54 NVE C20 H15 SING N N 55 NVE C20 H16 SING N N 56 NVE C21 H17 SING N N 57 NVE C21 H18 SING N N 58 NVE C24 H19 SING N N 59 NVE C24 H20 SING N N 60 NVE C27 H21 SING N N 61 NVE C28 H22 SING N N 62 NVE C30 H23 SING N N 63 NVE C31 H24 SING N N 64 NVE C32 H25 SING N N 65 NVE C32 H26 SING N N 66 NVE C33 H27 SING N N 67 NVE C33 H28 SING N N 68 NVE C35 H29 SING N N 69 NVE C35 H30 SING N N 70 NVE C36 H31 SING N N 71 NVE C36 H32 SING N N 72 NVE C36 H33 SING N N 73 # # 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 NVE SMILES ACDLabs 12.01 "O=P(OCC)(OCC)COc1ccc(cc1)CCc4cnc3N(c2ncccc2N(C(=O)c3c4)C)CC" NVE InChI InChI 1.03 "InChI=1S/C27H33N4O5P/c1-5-31-25-23(27(32)30(4)24-9-8-16-28-26(24)31)17-21(18-29-25)11-10-20-12-14-22(15-13-20)34-19-37(33,35-6-2)36-7-3/h8-9,12-18H,5-7,10-11,19H2,1-4H3" NVE InChIKey InChI 1.03 YVBXNGRTCURFDW-UHFFFAOYSA-N NVE SMILES_CANONICAL CACTVS 3.370 "CCO[P](=O)(COc1ccc(CCc2cnc3N(CC)c4ncccc4N(C)C(=O)c3c2)cc1)OCC" NVE SMILES CACTVS 3.370 "CCO[P](=O)(COc1ccc(CCc2cnc3N(CC)c4ncccc4N(C)C(=O)c3c2)cc1)OCC" NVE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCN1c2c(cccn2)N(C(=O)c3c1ncc(c3)CCc4ccc(cc4)OCP(=O)(OCC)OCC)C" NVE SMILES "OpenEye OEToolkits" 1.7.6 "CCN1c2c(cccn2)N(C(=O)c3c1ncc(c3)CCc4ccc(cc4)OCP(=O)(OCC)OCC)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 NVE "SYSTEMATIC NAME" ACDLabs 12.01 "diethyl ({4-[2-(11-ethyl-5-methyl-6-oxo-6,11-dihydro-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethyl]phenoxy}methyl)phosphonate" NVE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "8-[2-[4-(diethoxyphosphorylmethoxy)phenyl]ethyl]-11-ethyl-5-methyl-dipyrido[2,3-a:3',2'-d][1,4]diazepin-6-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NVE "Create component" 2012-12-03 RCSB NVE "Initial release" 2013-02-15 RCSB NVE "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NVE _pdbx_chem_comp_synonyms.name "nevirapine phosphonate analogue" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##