data_ENT # _chem_comp.id ENT _chem_comp.name "3(R)-METHYLCARBAMOYL-7-SULFOAMINO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H23 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-01 _chem_comp.pdbx_modified_date 2011-06-04 _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 385.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ENT _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 2F6Y _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 ENT O6 O6 O 0 1 N N N 41.425 16.919 11.760 -5.555 -0.810 0.889 O6 ENT 1 ENT S1 S1 S 0 1 N N N 42.505 15.916 12.117 -5.486 0.423 0.187 S1 ENT 2 ENT O4 O4 O 0 1 N N N 42.517 14.627 11.373 -4.962 1.441 1.190 O4 ENT 3 ENT O5 O5 O 0 1 N N N 43.812 16.517 12.516 -6.574 1.056 -0.472 O5 ENT 4 ENT N1 N1 N 0 1 N N N 41.888 15.441 13.523 -4.317 0.219 -0.968 N1 ENT 5 ENT C5 C5 C 0 1 Y N N 42.352 14.505 14.385 -3.084 -0.339 -0.622 C5 ENT 6 ENT C4 C4 C 0 1 Y N N 42.087 13.143 14.193 -3.029 -1.468 0.186 C4 ENT 7 ENT C1 C1 C 0 1 Y N N 42.538 12.166 15.081 -1.808 -2.007 0.525 C1 ENT 8 ENT C2 C2 C 0 1 Y N N 43.064 14.968 15.482 -1.907 0.230 -1.083 C2 ENT 9 ENT C6 C6 C 0 1 Y N N 43.492 13.990 16.375 -0.680 -0.320 -0.743 C6 ENT 10 ENT C8 C8 C 0 1 N N N 44.234 14.530 17.584 0.560 0.332 -1.300 C8 ENT 11 ENT N2 N2 N 0 1 N N N 44.416 13.513 18.634 1.748 -0.215 -0.636 N2 ENT 12 ENT C9 C9 C 0 1 N N R 43.729 12.212 18.555 1.806 -1.675 -0.450 C9 ENT 13 ENT C10 C10 C 0 1 N N N 42.313 12.207 19.080 3.129 -2.060 0.159 C10 ENT 14 ENT O3 O3 O 0 1 N N N 41.623 11.263 18.745 3.372 -1.774 1.312 O3 ENT 15 ENT N3 N3 N 0 1 N N N 41.803 13.167 19.868 4.043 -2.721 -0.579 N3 ENT 16 ENT C16 C16 C 0 1 N N N 40.453 13.255 20.420 5.330 -3.095 0.014 C16 ENT 17 ENT C7 C7 C 0 1 N N N 43.749 11.585 17.163 0.669 -2.075 0.488 C7 ENT 18 ENT C3 C3 C 0 1 Y N N 43.252 12.621 16.183 -0.627 -1.434 0.066 C3 ENT 19 ENT C11 C11 C 0 1 N N N 45.224 13.705 19.688 2.746 0.585 -0.212 C11 ENT 20 ENT O1 O1 O 0 1 N N N 45.857 14.751 19.855 3.772 0.100 0.222 O1 ENT 21 ENT O2 O2 O 0 1 N N N 45.381 12.606 20.645 2.606 1.923 -0.268 O2 ENT 22 ENT C12 C12 C 0 1 N N N 46.745 12.333 21.009 3.681 2.786 0.188 C12 ENT 23 ENT C15 C15 C 0 1 N N N 47.379 11.161 20.291 4.940 2.511 -0.636 C15 ENT 24 ENT C14 C14 C 0 1 N N N 47.732 13.474 20.786 3.268 4.249 0.016 C14 ENT 25 ENT C13 C13 C 0 1 N N N 46.819 11.915 22.461 3.966 2.507 1.665 C13 ENT 26 ENT HO6 HO6 H 0 1 N N N 41.417 17.742 12.235 ? ? ? HO6 ENT 27 ENT HN1 HN1 H 0 1 N N N 40.927 15.168 13.318 -4.489 0.487 -1.884 HN1 ENT 28 ENT H4 H4 H 0 1 N N N 41.503 12.829 13.312 -3.941 -1.921 0.546 H4 ENT 29 ENT H1 H1 H 0 1 N N N 42.341 11.093 14.921 -1.767 -2.884 1.154 H1 ENT 30 ENT H2 H2 H 0 1 N N N 43.275 16.040 15.634 -1.946 1.108 -1.711 H2 ENT 31 ENT H81 1H8 H 0 1 N N N 43.733 15.440 17.989 0.622 0.139 -2.371 H81 ENT 32 ENT H82 2H8 H 0 1 N N N 45.210 14.980 17.288 0.513 1.408 -1.128 H82 ENT 33 ENT H9 H9 H 0 1 N N N 44.344 11.583 19.240 1.683 -2.174 -1.412 H9 ENT 34 ENT HN3 HN3 H 0 1 N N N 42.498 13.888 20.063 3.849 -2.949 -1.501 HN3 ENT 35 ENT H161 1H16 H 0 0 N N N 40.286 12.297 20.965 5.160 -3.748 0.870 H161 ENT 36 ENT H162 2H16 H 0 0 N N N 40.030 14.052 21.074 5.933 -3.619 -0.728 H162 ENT 37 ENT H163 3H16 H 0 0 N N N 39.764 13.184 19.546 5.855 -2.197 0.340 H163 ENT 38 ENT H71 1H7 H 0 1 N N N 43.176 10.630 17.110 0.555 -3.159 0.471 H71 ENT 39 ENT H72 2H7 H 0 1 N N N 44.748 11.174 16.888 0.912 -1.757 1.502 H72 ENT 40 ENT H151 1H15 H 0 0 N N N 47.296 11.296 19.187 4.737 2.710 -1.688 H151 ENT 41 ENT H152 2H15 H 0 0 N N N 48.437 10.949 20.573 5.747 3.159 -0.293 H152 ENT 42 ENT H153 3H15 H 0 0 N N N 46.756 10.246 20.424 5.234 1.468 -0.513 H153 ENT 43 ENT H141 1H14 H 0 0 N N N 47.376 14.392 21.309 2.371 4.445 0.603 H141 ENT 44 ENT H142 2H14 H 0 0 N N N 48.790 13.262 21.068 4.075 4.897 0.359 H142 ENT 45 ENT H143 3H14 H 0 0 N N N 47.683 13.817 19.726 3.065 4.448 -1.036 H143 ENT 46 ENT H131 1H13 H 0 0 N N N 46.147 11.054 22.683 4.260 1.464 1.788 H131 ENT 47 ENT H132 2H13 H 0 0 N N N 47.877 11.703 22.743 4.773 3.154 2.008 H132 ENT 48 ENT H133 3H13 H 0 0 N N N 46.349 12.667 23.137 3.069 2.702 2.252 H133 ENT 49 # 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 ENT O6 S1 SING N N 1 ENT O6 HO6 SING N N 2 ENT S1 O4 DOUB N N 3 ENT S1 O5 DOUB N N 4 ENT S1 N1 SING N N 5 ENT N1 C5 SING N N 6 ENT N1 HN1 SING N N 7 ENT C5 C4 SING Y N 8 ENT C5 C2 DOUB Y N 9 ENT C4 C1 DOUB Y N 10 ENT C4 H4 SING N N 11 ENT C1 C3 SING Y N 12 ENT C1 H1 SING N N 13 ENT C2 C6 SING Y N 14 ENT C2 H2 SING N N 15 ENT C6 C8 SING N N 16 ENT C6 C3 DOUB Y N 17 ENT C8 N2 SING N N 18 ENT C8 H81 SING N N 19 ENT C8 H82 SING N N 20 ENT N2 C9 SING N N 21 ENT N2 C11 SING N N 22 ENT C9 C10 SING N N 23 ENT C9 C7 SING N N 24 ENT C9 H9 SING N N 25 ENT C10 O3 DOUB N N 26 ENT C10 N3 SING N N 27 ENT N3 C16 SING N N 28 ENT N3 HN3 SING N N 29 ENT C16 H161 SING N N 30 ENT C16 H162 SING N N 31 ENT C16 H163 SING N N 32 ENT C7 C3 SING N N 33 ENT C7 H71 SING N N 34 ENT C7 H72 SING N N 35 ENT C11 O1 DOUB N N 36 ENT C11 O2 SING N N 37 ENT O2 C12 SING N N 38 ENT C12 C15 SING N N 39 ENT C12 C14 SING N N 40 ENT C12 C13 SING N N 41 ENT C15 H151 SING N N 42 ENT C15 H152 SING N N 43 ENT C15 H153 SING N N 44 ENT C14 H141 SING N N 45 ENT C14 H142 SING N N 46 ENT C14 H143 SING N N 47 ENT C13 H131 SING N N 48 ENT C13 H132 SING N N 49 ENT C13 H133 SING N N 50 # 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 ENT SMILES ACDLabs 10.04 "O=S(=O)(O)Nc1ccc2c(c1)CN(C(=O)OC(C)(C)C)C(C(=O)NC)C2" ENT SMILES_CANONICAL CACTVS 3.341 "CNC(=O)[C@H]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)OC(C)(C)C" ENT SMILES CACTVS 3.341 "CNC(=O)[CH]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)OC(C)(C)C" ENT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)N1Cc2cc(ccc2C[C@@H]1C(=O)NC)NS(=O)(=O)O" ENT SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)N1Cc2cc(ccc2CC1C(=O)NC)NS(=O)(=O)O" ENT InChI InChI 1.03 "InChI=1S/C16H23N3O6S/c1-16(2,3)25-15(21)19-9-11-7-12(18-26(22,23)24)6-5-10(11)8-13(19)14(20)17-4/h5-7,13,18H,8-9H2,1-4H3,(H,17,20)(H,22,23,24)/t13-/m1/s1" ENT InChIKey InChI 1.03 PPSSYXOFPICMQD-CYBMUJFWSA-N # 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 ENT "SYSTEMATIC NAME" ACDLabs 10.04 "[(3R)-2-(tert-butoxycarbonyl)-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid" ENT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R)-3-(methylcarbamoyl)-2-[(2-methylpropan-2-yl)oxycarbonyl]-3,4-dihydro-1H-isoquinolin-7-yl]sulfamic 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 ENT "Create component" 2005-12-01 RCSB ENT "Modify descriptor" 2011-06-04 RCSB #