data_94A # _chem_comp.id 94A _chem_comp.name "(4R,7S)-7-hydroxy-1-(4-methoxybenzyl)-7-methyl-4,5,6,7-tetrahydro-1H-benzotriazol-4-yl propan-2-ylcarbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-12 _chem_comp.pdbx_modified_date 2016-01-08 _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 374.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 94A _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 5D6E _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 94A O3 O1 O 0 1 N N N 30.415 21.172 22.562 4.304 -0.315 0.693 O3 94A 1 94A C9 C1 C 0 1 N N N 29.833 20.118 22.205 3.952 0.237 -0.331 C9 94A 2 94A N2 N1 N 0 1 N N N 29.885 18.893 22.784 4.648 1.291 -0.801 N2 94A 3 94A C10 C2 C 0 1 N N N 30.718 18.572 23.941 5.828 1.771 -0.078 C10 94A 4 94A C11 C3 C 0 1 N N N 31.981 17.798 23.501 6.763 2.494 -1.050 C11 94A 5 94A C12 C4 C 0 1 N N N 29.921 17.866 25.034 5.392 2.738 1.025 C12 94A 6 94A O2 O2 O 0 1 N N N 28.943 20.280 21.086 2.871 -0.208 -0.998 O2 94A 7 94A C1 C5 C 0 1 N N R 28.768 21.609 20.474 2.174 -1.351 -0.436 C1 94A 8 94A C3 C6 C 0 1 Y N N 28.557 21.296 19.063 1.087 -0.877 0.492 C3 94A 9 94A N5 N2 N 0 1 Y N N 29.512 20.830 18.178 1.129 0.081 1.413 N5 94A 10 94A N6 N3 N 0 1 Y N N 28.779 20.652 17.044 -0.027 0.160 1.979 N6 94A 11 94A N1 N4 N 0 1 Y N N 27.435 20.957 17.195 -0.834 -0.710 1.470 N1 94A 12 94A C2 C7 C 0 1 Y N N 27.339 21.357 18.488 -0.167 -1.391 0.523 C2 94A 13 94A C5 C8 C 0 1 N N S 26.040 21.817 19.059 -0.646 -2.510 -0.363 C5 94A 14 94A C8 C9 C 0 1 N N N 25.712 23.244 18.493 -1.458 -3.509 0.464 C8 94A 15 94A O1 O3 O 0 1 N N N 24.992 20.921 18.695 -1.459 -1.980 -1.412 O1 94A 16 94A C7 C10 C 0 1 N N N 26.241 21.758 20.597 0.580 -3.210 -0.962 C7 94A 17 94A C6 C11 C 0 1 N N N 27.583 22.323 21.069 1.524 -2.165 -1.563 C6 94A 18 94A C4 C12 C 0 1 N N N 26.519 20.777 16.072 -2.232 -0.919 1.857 C4 94A 19 94A C19 C13 C 0 1 Y N N 25.996 19.333 15.974 -3.126 -0.074 0.987 C19 94A 20 94A C20 C14 C 0 1 Y N N 26.825 18.269 16.224 -3.619 -0.586 -0.199 C20 94A 21 94A C21 C15 C 0 1 Y N N 26.289 16.975 16.008 -4.438 0.188 -0.998 C21 94A 22 94A C22 C16 C 0 1 Y N N 24.948 16.789 15.657 -4.767 1.478 -0.610 C22 94A 23 94A O25 O4 O 0 1 N N N 24.325 15.590 15.423 -5.573 2.241 -1.395 O25 94A 24 94A C25 C17 C 0 1 N N N 25.166 14.424 15.536 -5.869 3.560 -0.933 C222 94A 25 94A C23 C18 C 0 1 Y N N 24.100 17.840 15.395 -4.271 1.990 0.580 C23 94A 26 94A C24 C19 C 0 1 Y N N 24.664 19.115 15.584 -3.456 1.211 1.379 C24 94A 27 94A H1 H1 H 0 1 N N N 29.319 18.165 22.396 4.368 1.731 -1.618 H1 94A 28 94A H2 H2 H 0 1 N N N 31.068 19.523 24.369 6.351 0.925 0.367 H2 94A 29 94A H3 H3 H 0 1 N N N 32.595 17.565 24.383 6.240 3.341 -1.495 H3 94A 30 94A H4 H4 H 0 1 N N N 31.683 16.863 23.005 7.641 2.852 -0.512 H4 94A 31 94A H5 H5 H 0 1 N N N 32.564 18.415 22.801 7.074 1.805 -1.835 H5 94A 32 94A H6 H6 H 0 1 N N N 30.582 17.643 25.884 6.270 3.096 1.563 H6 94A 33 94A H7 H7 H 0 1 N N N 29.101 18.518 25.369 4.869 3.585 0.580 H7 94A 34 94A H8 H8 H 0 1 N N N 29.505 16.928 24.637 4.726 2.223 1.717 H8 94A 35 94A H9 H9 H 0 1 N N N 29.677 22.215 20.605 2.878 -1.978 0.111 H9 94A 36 94A H10 H10 H 0 1 N N N 24.755 23.593 18.908 -2.452 -3.103 0.652 H10 94A 37 94A H11 H11 H 0 1 N N N 26.512 23.944 18.777 -1.547 -4.447 -0.085 H11 94A 38 94A H12 H12 H 0 1 N N N 25.640 23.196 17.396 -0.954 -3.690 1.413 H12 94A 39 94A H13 H13 H 0 1 N N N 24.172 21.226 19.065 -1.801 -2.648 -2.020 H13 94A 40 94A H14 H14 H 0 1 N N N 25.435 22.335 21.074 1.101 -3.763 -0.180 H14 94A 41 94A H15 H15 H 0 1 N N N 26.177 20.707 20.915 0.259 -3.901 -1.742 H15 94A 42 94A H16 H16 H 0 1 N N N 27.634 22.234 22.164 0.960 -1.497 -2.214 H16 94A 43 94A H17 H17 H 0 1 N N N 27.635 23.384 20.785 2.299 -2.667 -2.142 H17 94A 44 94A H18 H18 H 0 1 N N N 27.048 21.026 15.140 -2.490 -1.970 1.731 H18 94A 45 94A H19 H19 H 0 1 N N N 25.663 21.456 16.201 -2.366 -0.635 2.901 H19 94A 46 94A H20 H20 H 0 1 N N N 27.838 18.411 16.569 -3.363 -1.591 -0.500 H20 94A 47 94A H21 H21 H 0 1 N N N 26.931 16.113 16.117 -4.823 -0.213 -1.925 H21 94A 48 94A H22 H22 H 0 1 N N N 24.572 13.521 15.330 -4.942 4.125 -0.829 H22 94A 49 94A H23 H23 H 0 1 N N N 25.989 14.494 14.810 -6.520 4.059 -1.651 H23 94A 50 94A H24 H24 H 0 1 N N N 25.579 14.367 16.554 -6.370 3.503 0.034 H24 94A 51 94A H25 H25 H 0 1 N N N 23.080 17.697 15.069 -4.528 2.993 0.886 H25 94A 52 94A H26 H26 H 0 1 N N N 24.035 19.978 15.419 -3.070 1.608 2.306 H26 94A 53 # 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 94A C23 C24 DOUB Y N 1 94A C23 C22 SING Y N 2 94A O25 C25 SING N N 3 94A O25 C22 SING N N 4 94A C24 C19 SING Y N 5 94A C22 C21 DOUB Y N 6 94A C19 C4 SING N N 7 94A C19 C20 DOUB Y N 8 94A C21 C20 SING Y N 9 94A C4 N1 SING N N 10 94A N6 N1 SING Y N 11 94A N6 N5 DOUB Y N 12 94A N1 C2 SING Y N 13 94A N5 C3 SING Y N 14 94A C2 C5 SING N N 15 94A C2 C3 DOUB Y N 16 94A C8 C5 SING N N 17 94A O1 C5 SING N N 18 94A C5 C7 SING N N 19 94A C3 C1 SING N N 20 94A C1 C6 SING N N 21 94A C1 O2 SING N N 22 94A C7 C6 SING N N 23 94A O2 C9 SING N N 24 94A C9 O3 DOUB N N 25 94A C9 N2 SING N N 26 94A N2 C10 SING N N 27 94A C11 C10 SING N N 28 94A C10 C12 SING N N 29 94A N2 H1 SING N N 30 94A C10 H2 SING N N 31 94A C11 H3 SING N N 32 94A C11 H4 SING N N 33 94A C11 H5 SING N N 34 94A C12 H6 SING N N 35 94A C12 H7 SING N N 36 94A C12 H8 SING N N 37 94A C1 H9 SING N N 38 94A C8 H10 SING N N 39 94A C8 H11 SING N N 40 94A C8 H12 SING N N 41 94A O1 H13 SING N N 42 94A C7 H14 SING N N 43 94A C7 H15 SING N N 44 94A C6 H16 SING N N 45 94A C6 H17 SING N N 46 94A C4 H18 SING N N 47 94A C4 H19 SING N N 48 94A C20 H20 SING N N 49 94A C21 H21 SING N N 50 94A C25 H22 SING N N 51 94A C25 H23 SING N N 52 94A C25 H24 SING N N 53 94A C23 H25 SING N N 54 94A C24 H26 SING N N 55 # 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 94A SMILES ACDLabs 12.01 "O=C(NC(C)C)OC1CCC(c2c1nnn2Cc3ccc(OC)cc3)(C)O" 94A InChI InChI 1.03 "InChI=1S/C19H26N4O4/c1-12(2)20-18(24)27-15-9-10-19(3,25)17-16(15)21-22-23(17)11-13-5-7-14(26-4)8-6-13/h5-8,12,15,25H,9-11H2,1-4H3,(H,20,24)/t15-,19+/m1/s1" 94A InChIKey InChI 1.03 CDAJJINZTVFCPA-BEFAXECRSA-N 94A SMILES_CANONICAL CACTVS 3.385 "COc1ccc(Cn2nnc3[C@@H](CC[C@](C)(O)c23)OC(=O)NC(C)C)cc1" 94A SMILES CACTVS 3.385 "COc1ccc(Cn2nnc3[CH](CC[C](C)(O)c23)OC(=O)NC(C)C)cc1" 94A SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)NC(=O)O[C@@H]1CC[C@](c2c1nnn2Cc3ccc(cc3)OC)(C)O" 94A SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)NC(=O)OC1CCC(c2c1nnn2Cc3ccc(cc3)OC)(C)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 94A "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,7S)-7-hydroxy-1-(4-methoxybenzyl)-7-methyl-4,5,6,7-tetrahydro-1H-benzotriazol-4-yl propan-2-ylcarbamate" 94A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(4R,7S)-1-[(4-methoxyphenyl)methyl]-7-methyl-7-oxidanyl-5,6-dihydro-4H-benzotriazol-4-yl] N-propan-2-ylcarbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 94A "Create component" 2015-08-12 EBI 94A "Initial release" 2016-01-13 RCSB #