data_SK2 # _chem_comp.id SK2 _chem_comp.name "(3R)-METHYLCARBAMOYL-7-SULFOAMINO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID BENZYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 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 2005-12-05 _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 419.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SK2 _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 2F6V _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 SK2 O6 O6 O 0 1 N N N -10.330 46.801 46.301 -6.187 -0.127 0.594 O6 SK2 1 SK2 S1 S1 S 0 1 N N N -9.208 47.501 46.962 -5.785 -1.258 -0.167 S1 SK2 2 SK2 O4 O4 O 0 1 N N N -8.104 46.549 47.125 -5.753 -0.791 -1.615 O4 SK2 3 SK2 O5 O5 O 0 1 N N N -8.817 48.764 46.320 -6.445 -2.516 -0.181 O5 SK2 4 SK2 N3 N3 N 0 1 N N N -9.734 47.896 48.447 -4.224 -1.573 0.287 N3 SK2 5 SK2 C15 C15 C 0 1 Y N N -10.259 46.964 49.296 -3.291 -0.535 0.349 C15 SK2 6 SK2 C16 C16 C 0 1 Y N N -9.410 46.188 50.087 -3.629 0.674 0.944 C16 SK2 7 SK2 C14 C14 C 0 1 Y N N -11.637 46.798 49.430 -2.023 -0.704 -0.184 C14 SK2 8 SK2 C13 C13 C 0 1 Y N N -12.154 45.853 50.321 -1.093 0.324 -0.126 C13 SK2 9 SK2 C12 C12 C 0 1 N N N -13.656 45.704 50.446 0.260 0.083 -0.748 C12 SK2 10 SK2 N2 N2 N 0 1 N N N -14.051 44.960 51.652 1.178 1.161 -0.368 N2 SK2 11 SK2 C4 C4 C 0 1 N N S -13.102 44.665 52.716 0.666 2.540 -0.434 C4 SK2 12 SK2 C5 C5 C 0 1 N N N -12.824 45.869 53.582 1.769 3.511 -0.101 C5 SK2 13 SK2 O1 O1 O 0 1 N N N -11.821 45.913 54.287 1.908 3.903 1.038 O1 SK2 14 SK2 N1 N1 N 0 1 N N N -13.659 46.899 53.541 2.602 3.942 -1.069 N1 SK2 15 SK2 C6 C6 C 0 1 N N N -13.393 48.073 54.370 3.675 4.886 -0.745 C6 SK2 16 SK2 C3 C3 C 0 1 N N N -11.853 44.068 52.059 -0.464 2.671 0.587 C3 SK2 17 SK2 C2 C2 C 0 1 Y N N -11.292 45.086 51.083 -1.427 1.519 0.473 C2 SK2 18 SK2 C1 C1 C 0 1 Y N N -9.909 45.236 50.979 -2.700 1.689 1.004 C1 SK2 19 SK2 C7 C7 C 0 1 N N N -15.295 44.537 51.831 2.440 0.901 0.026 C7 SK2 20 SK2 O3 O3 O 0 1 N N N -15.701 43.906 52.802 3.145 1.800 0.440 O3 SK2 21 SK2 O2 O2 O 0 1 N N N -16.174 44.884 50.749 2.920 -0.356 -0.039 O2 SK2 22 SK2 C8 C8 C 0 1 N N N -17.516 44.395 50.767 4.280 -0.636 0.386 C8 SK2 23 SK2 C11 C11 C 0 1 Y N N -18.260 45.287 49.800 4.567 -2.106 0.214 C11 SK2 24 SK2 C19 C19 C 0 1 Y N N -18.410 46.658 50.031 5.088 -2.573 -0.978 C19 SK2 25 SK2 C9 C9 C 0 1 Y N N -19.109 47.423 49.101 5.351 -3.921 -1.136 C9 SK2 26 SK2 C18 C18 C 0 1 Y N N -18.779 44.684 48.654 4.313 -2.985 1.250 C18 SK2 27 SK2 C10 C10 C 0 1 Y N N -19.487 45.450 47.726 4.572 -4.334 1.091 C10 SK2 28 SK2 C17 C17 C 0 1 Y N N -19.638 46.814 47.960 5.093 -4.802 -0.101 C17 SK2 29 SK2 HO6 HO6 H 0 1 N N N -11.045 47.418 46.195 ? ? ? HO6 SK2 30 SK2 HN3 HN3 H 0 1 N N N -10.417 48.647 48.347 -3.957 -2.479 0.509 HN3 SK2 31 SK2 H16 H16 H 0 1 N N N -8.319 46.330 50.005 -4.616 0.817 1.360 H16 SK2 32 SK2 H14 H14 H 0 1 N N N -12.322 47.418 48.828 -1.756 -1.643 -0.647 H14 SK2 33 SK2 H121 1H12 H 0 0 N N N -14.091 45.241 49.529 0.655 -0.871 -0.398 H121 SK2 34 SK2 H122 2H12 H 0 0 N N N -14.162 46.697 50.404 0.160 0.057 -1.833 H122 SK2 35 SK2 H4 H4 H 0 1 N N N -13.525 43.920 53.430 0.284 2.744 -1.434 H4 SK2 36 SK2 HN1 HN1 H 0 1 N N N -14.455 46.795 52.912 2.491 3.628 -1.980 HN1 SK2 37 SK2 H61 1H6 H 0 1 N N N -12.364 48.440 54.148 4.239 5.118 -1.648 H61 SK2 38 SK2 H62 2H6 H 0 1 N N N -14.095 48.939 54.336 3.243 5.802 -0.341 H62 SK2 39 SK2 H63 3H6 H 0 1 N N N -13.285 47.744 55.430 4.339 4.440 -0.005 H63 SK2 40 SK2 H31 1H3 H 0 1 N N N -12.051 43.080 51.581 -0.040 2.686 1.591 H31 SK2 41 SK2 H32 2H3 H 0 1 N N N -11.097 43.728 52.805 -0.999 3.604 0.411 H32 SK2 42 SK2 H1 H1 H 0 1 N N N -9.227 44.618 51.587 -2.964 2.628 1.469 H1 SK2 43 SK2 H81 1H8 H 0 1 N N N -17.969 44.350 51.785 4.977 -0.057 -0.220 H81 SK2 44 SK2 H82 2H8 H 0 1 N N N -17.606 43.307 50.542 4.397 -0.364 1.435 H82 SK2 45 SK2 H19 H19 H 0 1 N N N -17.984 47.129 50.933 5.290 -1.886 -1.786 H19 SK2 46 SK2 H9 H9 H 0 1 N N N -19.243 48.505 49.267 5.758 -4.287 -2.067 H9 SK2 47 SK2 H18 H18 H 0 1 N N N -18.630 43.605 48.482 3.906 -2.620 2.181 H18 SK2 48 SK2 H10 H10 H 0 1 N N N -19.919 44.986 46.824 4.370 -5.022 1.898 H10 SK2 49 SK2 H17 H17 H 0 1 N N N -20.189 47.425 47.226 5.298 -5.855 -0.225 H17 SK2 50 # 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 SK2 O6 S1 SING N N 1 SK2 O6 HO6 SING N N 2 SK2 S1 O4 DOUB N N 3 SK2 S1 O5 DOUB N N 4 SK2 S1 N3 SING N N 5 SK2 N3 C15 SING N N 6 SK2 N3 HN3 SING N N 7 SK2 C15 C16 SING Y N 8 SK2 C15 C14 DOUB Y N 9 SK2 C16 C1 DOUB Y N 10 SK2 C16 H16 SING N N 11 SK2 C14 C13 SING Y N 12 SK2 C14 H14 SING N N 13 SK2 C13 C12 SING N N 14 SK2 C13 C2 DOUB Y N 15 SK2 C12 N2 SING N N 16 SK2 C12 H121 SING N N 17 SK2 C12 H122 SING N N 18 SK2 N2 C4 SING N N 19 SK2 N2 C7 SING N N 20 SK2 C4 C5 SING N N 21 SK2 C4 C3 SING N N 22 SK2 C4 H4 SING N N 23 SK2 C5 O1 DOUB N N 24 SK2 C5 N1 SING N N 25 SK2 N1 C6 SING N N 26 SK2 N1 HN1 SING N N 27 SK2 C6 H61 SING N N 28 SK2 C6 H62 SING N N 29 SK2 C6 H63 SING N N 30 SK2 C3 C2 SING N N 31 SK2 C3 H31 SING N N 32 SK2 C3 H32 SING N N 33 SK2 C2 C1 SING Y N 34 SK2 C1 H1 SING N N 35 SK2 C7 O3 DOUB N N 36 SK2 C7 O2 SING N N 37 SK2 O2 C8 SING N N 38 SK2 C8 C11 SING N N 39 SK2 C8 H81 SING N N 40 SK2 C8 H82 SING N N 41 SK2 C11 C19 SING Y N 42 SK2 C11 C18 DOUB Y N 43 SK2 C19 C9 DOUB Y N 44 SK2 C19 H19 SING N N 45 SK2 C9 C17 SING Y N 46 SK2 C9 H9 SING N N 47 SK2 C18 C10 SING Y N 48 SK2 C18 H18 SING N N 49 SK2 C10 C17 DOUB Y N 50 SK2 C10 H10 SING N N 51 SK2 C17 H17 SING N N 52 # 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 SK2 SMILES ACDLabs 10.04 "O=S(=O)(O)Nc1ccc3c(c1)CN(C(=O)OCc2ccccc2)C(C(=O)NC)C3" SK2 SMILES_CANONICAL CACTVS 3.341 "CNC(=O)[C@@H]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)OCc3ccccc3" SK2 SMILES CACTVS 3.341 "CNC(=O)[CH]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)OCc3ccccc3" SK2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC(=O)[C@@H]1Cc2ccc(cc2CN1C(=O)OCc3ccccc3)NS(=O)(=O)O" SK2 SMILES "OpenEye OEToolkits" 1.5.0 "CNC(=O)C1Cc2ccc(cc2CN1C(=O)OCc3ccccc3)NS(=O)(=O)O" SK2 InChI InChI 1.03 "InChI=1S/C19H21N3O6S/c1-20-18(23)17-10-14-7-8-16(21-29(25,26)27)9-15(14)11-22(17)19(24)28-12-13-5-3-2-4-6-13/h2-9,17,21H,10-12H2,1H3,(H,20,23)(H,25,26,27)/t17-/m0/s1" SK2 InChIKey InChI 1.03 MFDBNNQUDZFSES-KRWDZBQOSA-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 SK2 "SYSTEMATIC NAME" ACDLabs 10.04 "[(3S)-2-[(benzyloxy)carbonyl]-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid" SK2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S)-3-(methylcarbamoyl)-2-phenylmethoxycarbonyl-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 SK2 "Create component" 2005-12-05 RCSB SK2 "Modify descriptor" 2011-06-04 RCSB #