data_XC2 # _chem_comp.id XC2 _chem_comp.name "(3R)-8-CYCLOPROPYL-6-(MORPHOLIN-4-YLMETHYL)-7-(1-NAPHTHYLMETHYL)-5-OXO-2,3-DIHYDRO-5H-[1,3]THIAZOLO[3,2-A]PYRIDINE-3-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-12 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 476.587 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XC2 _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 N _chem_comp.pdbx_model_coordinates_db_code 2J7L _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XC2 S6 S6 S 0 1 N N N 32.358 28.889 38.183 -2.579 -6.897 -0.963 S6 XC2 1 XC2 C5 C5 C 0 1 N N N 30.886 28.254 39.005 -1.119 -7.863 -1.453 C5 XC2 2 XC2 C11 C11 C 0 1 N N S 29.736 28.599 38.041 -0.228 -6.863 -2.173 C11 XC2 3 XC2 N10 N10 N 0 1 Y N N 30.287 28.415 36.684 -0.495 -5.525 -1.641 N10 XC2 4 XC2 C6 C6 C 0 1 Y N N 31.606 28.535 36.584 -1.713 -5.392 -1.007 C6 XC2 5 XC2 C7 C7 C 0 1 Y N N 32.277 28.419 35.401 -2.132 -4.223 -0.483 C7 XC2 6 XC2 C8 C8 C 0 1 Y N N 31.448 28.102 34.158 -1.216 -3.060 -0.575 C8 XC2 7 XC2 C9 C9 C 0 1 Y N N 30.079 27.972 34.288 -0.020 -3.162 -1.201 C9 XC2 8 XC2 C10 C10 C 0 1 Y N N 29.492 28.144 35.656 0.413 -4.487 -1.774 C10 XC2 9 XC2 O25 O25 O 0 1 N N N 28.275 28.026 35.773 1.511 -4.601 -2.318 O25 XC2 10 XC2 C26 C26 C 0 1 N N N 29.171 27.660 33.112 0.962 -2.041 -1.412 C26 XC2 11 XC2 N5 N5 N 0 1 N N N 29.386 26.274 32.636 1.422 -2.124 -2.796 N5 XC2 12 XC2 C1 C1 C 0 1 N N N 28.994 26.181 31.208 0.295 -1.987 -3.729 C1 XC2 13 XC2 C2 C2 C 0 1 N N N 29.206 24.720 30.710 0.800 -2.066 -5.167 C2 XC2 14 XC2 O3 O3 O 0 1 N N N 28.469 23.792 31.545 1.773 -1.049 -5.408 O3 XC2 15 XC2 C34 C34 C 0 1 N N N 28.855 23.861 32.932 2.888 -1.194 -4.527 C34 XC2 16 XC2 C4 C4 C 0 1 N N N 28.593 25.321 33.465 2.433 -1.095 -3.074 C4 XC2 17 XC2 C24 C24 C 0 1 N N N 32.130 27.956 32.788 -1.667 -1.778 0.090 C24 XC2 18 XC2 C15 C15 C 0 1 Y N N 32.666 26.515 32.479 -1.540 -1.846 1.581 C15 XC2 19 XC2 C20 C20 C 0 1 Y N N 32.685 25.495 33.494 -0.527 -2.652 2.100 C20 XC2 20 XC2 C19 C19 C 0 1 Y N N 33.170 24.197 33.223 -0.358 -2.756 3.478 C19 XC2 21 XC2 C18 C18 C 0 1 Y N N 33.655 23.876 31.926 -1.201 -2.054 4.340 C18 XC2 22 XC2 C17 C17 C 0 1 Y N N 33.653 24.856 30.892 -2.225 -1.238 3.834 C17 XC2 23 XC2 C21 C21 C 0 1 Y N N 34.142 24.525 29.594 -3.083 -0.525 4.688 C21 XC2 24 XC2 C27 C27 C 0 1 Y N N 34.142 25.499 28.551 -4.095 0.282 4.167 C27 XC2 25 XC2 C28 C28 C 0 1 Y N N 33.657 26.811 28.797 -4.265 0.386 2.790 C28 XC2 26 XC2 C29 C29 C 0 1 Y N N 33.166 27.158 30.092 -3.422 -0.316 1.927 C29 XC2 27 XC2 C16 C16 C 0 1 Y N N 33.159 26.188 31.159 -2.398 -1.132 2.433 C16 XC2 28 XC2 C22 C22 C 0 1 N N N 33.791 28.544 35.175 -3.444 -4.018 0.195 C22 XC2 29 XC2 C31 C31 C 0 1 N N N 34.265 30.015 35.303 -4.669 -4.365 -0.564 C31 XC2 30 XC2 C30 C30 C 0 1 N N N 34.888 28.862 36.165 -4.314 -2.929 -0.311 C30 XC2 31 XC2 C23 C23 C 0 1 N N N 29.310 30.075 38.248 -0.524 -6.814 -3.646 C23 XC2 32 XC2 O33 O33 O 0 1 N N N 28.785 30.384 39.434 0.282 -7.667 -4.324 O33 XC2 33 XC2 O32 O32 O 0 1 N N N 29.441 30.918 37.372 -1.373 -6.108 -4.168 O32 XC2 34 XC2 H5C1 1H5C H 0 0 N N N 30.742 28.635 40.043 -1.401 -8.721 -2.070 H5C1 XC2 35 XC2 H5C2 2H5C H 0 0 N N N 30.945 27.175 39.278 -0.632 -8.224 -0.541 H5C2 XC2 36 XC2 H11 H11 H 0 1 N N N 28.839 27.959 38.210 0.833 -7.111 -2.059 H11 XC2 37 XC2 H22 H22 H 0 1 N N N 33.755 27.683 34.468 -3.398 -4.214 1.244 H22 XC2 38 XC2 H241 1H24 H 0 0 N N N 32.948 28.706 32.680 -2.702 -1.590 -0.195 H241 XC2 39 XC2 H242 2H24 H 0 0 N N N 31.447 28.299 31.976 -1.074 -0.959 -0.316 H242 XC2 40 XC2 H261 1H26 H 0 0 N N N 29.292 28.403 32.289 1.786 -2.174 -0.716 H261 XC2 41 XC2 H262 2H26 H 0 0 N N N 28.100 27.851 33.355 0.452 -1.100 -1.224 H262 XC2 42 XC2 H1C1 1H1C H 0 0 N N N 29.529 26.926 30.573 -0.211 -1.026 -3.570 H1C1 XC2 43 XC2 H1C2 2H1C H 0 0 N N N 27.954 26.541 31.031 -0.435 -2.787 -3.561 H1C2 XC2 44 XC2 H4C1 1H4C H 0 0 N N N 27.508 25.578 33.495 3.300 -1.231 -2.417 H4C1 XC2 45 XC2 H4C2 2H4C H 0 0 N N N 28.803 25.424 34.555 2.017 -0.096 -2.885 H4C2 XC2 46 XC2 H2C1 1H2C H 0 0 N N N 30.287 24.455 30.647 1.234 -3.048 -5.390 H2C1 XC2 47 XC2 H2C2 2H2C H 0 0 N N N 28.946 24.606 29.632 -0.029 -1.904 -5.863 H2C2 XC2 48 XC2 H341 1H34 H 0 0 N N N 28.349 23.085 33.553 3.596 -0.389 -4.751 H341 XC2 49 XC2 H342 2H34 H 0 0 N N N 29.907 23.531 33.097 3.393 -2.146 -4.729 H342 XC2 50 XC2 H20 H20 H 0 1 N N N 32.317 25.715 34.510 0.135 -3.204 1.439 H20 XC2 51 XC2 H19 H19 H 0 1 N N N 33.170 23.436 34.022 0.430 -3.385 3.882 H19 XC2 52 XC2 H18 H18 H 0 1 N N N 34.035 22.861 31.721 -1.049 -2.151 5.414 H18 XC2 53 XC2 H21 H21 H 0 1 N N N 34.523 23.509 29.395 -2.969 -0.592 5.767 H21 XC2 54 XC2 H27 H27 H 0 1 N N N 34.519 25.236 27.548 -4.752 0.828 4.838 H27 XC2 55 XC2 H28 H28 H 0 1 N N N 33.662 27.558 27.985 -5.054 1.014 2.386 H28 XC2 56 XC2 H29 H29 H 0 1 N N N 32.791 28.180 30.269 -3.586 -0.208 0.858 H29 XC2 57 XC2 H311 1H31 H 0 0 N N N 33.784 31.001 35.505 -5.489 -4.787 0.005 H311 XC2 58 XC2 H312 2H31 H 0 0 N N N 34.649 30.800 34.610 -4.600 -4.727 -1.583 H312 XC2 59 XC2 H301 1H30 H 0 0 N N N 35.922 28.483 36.339 -4.007 -2.330 -1.161 H301 XC2 60 XC2 H302 2H30 H 0 0 N N N 35.034 28.689 37.257 -4.896 -2.387 0.425 H302 XC2 61 XC2 H33 H33 H 0 1 N N N 28.524 31.289 39.561 0.103 -7.651 -5.289 H33 XC2 62 # 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 XC2 S6 C5 SING N N 1 XC2 S6 C6 SING N N 2 XC2 C5 C11 SING N N 3 XC2 C5 H5C1 SING N N 4 XC2 C5 H5C2 SING N N 5 XC2 C11 N10 SING N N 6 XC2 C11 H11 SING N N 7 XC2 C11 C23 SING N N 8 XC2 N10 C6 SING Y N 9 XC2 N10 C10 SING Y N 10 XC2 C6 C7 DOUB Y N 11 XC2 C7 C8 SING Y N 12 XC2 C7 C22 SING N N 13 XC2 C8 C9 DOUB Y N 14 XC2 C8 C24 SING N N 15 XC2 C9 C10 SING Y N 16 XC2 C9 C26 SING N N 17 XC2 C10 O25 DOUB N N 18 XC2 C26 N5 SING N N 19 XC2 C26 H261 SING N N 20 XC2 C26 H262 SING N N 21 XC2 N5 C1 SING N N 22 XC2 N5 C4 SING N N 23 XC2 C1 C2 SING N N 24 XC2 C1 H1C1 SING N N 25 XC2 C1 H1C2 SING N N 26 XC2 C2 O3 SING N N 27 XC2 C2 H2C1 SING N N 28 XC2 C2 H2C2 SING N N 29 XC2 O3 C34 SING N N 30 XC2 C34 C4 SING N N 31 XC2 C34 H341 SING N N 32 XC2 C34 H342 SING N N 33 XC2 C4 H4C1 SING N N 34 XC2 C4 H4C2 SING N N 35 XC2 C24 C15 SING N N 36 XC2 C24 H241 SING N N 37 XC2 C24 H242 SING N N 38 XC2 C15 C20 SING Y N 39 XC2 C15 C16 DOUB Y N 40 XC2 C20 C19 DOUB Y N 41 XC2 C20 H20 SING N N 42 XC2 C19 C18 SING Y N 43 XC2 C19 H19 SING N N 44 XC2 C18 C17 DOUB Y N 45 XC2 C18 H18 SING N N 46 XC2 C17 C21 SING Y N 47 XC2 C17 C16 SING Y N 48 XC2 C21 C27 DOUB Y N 49 XC2 C21 H21 SING N N 50 XC2 C27 C28 SING Y N 51 XC2 C27 H27 SING N N 52 XC2 C28 C29 DOUB Y N 53 XC2 C28 H28 SING N N 54 XC2 C29 C16 SING Y N 55 XC2 C29 H29 SING N N 56 XC2 C22 C31 SING N N 57 XC2 C22 C30 SING N N 58 XC2 C22 H22 SING N N 59 XC2 C31 C30 SING N N 60 XC2 C31 H311 SING N N 61 XC2 C31 H312 SING N N 62 XC2 C30 H301 SING N N 63 XC2 C30 H302 SING N N 64 XC2 C23 O33 SING N N 65 XC2 C23 O32 DOUB N N 66 XC2 O33 H33 SING N N 67 # 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 XC2 SMILES ACDLabs 10.04 "O=C2C(=C(C(=C1SCC(N12)C(=O)O)C3CC3)Cc5c4ccccc4ccc5)CN6CCOCC6" XC2 SMILES_CANONICAL CACTVS 3.341 "OC(=O)[C@@H]1CSC2=C(C3CC3)C(=C(CN4CCOCC4)C(=O)N12)Cc5cccc6ccccc56" XC2 SMILES CACTVS 3.341 "OC(=O)[CH]1CSC2=C(C3CC3)C(=C(CN4CCOCC4)C(=O)N12)Cc5cccc6ccccc56" XC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2CC3=C(C(=O)N4[C@@H](CSC4=C3C5CC5)C(=O)O)CN6CCOCC6" XC2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2CC3=C(C(=O)N4C(CSC4=C3C5CC5)C(=O)O)CN6CCOCC6" XC2 InChI InChI 1.03 "InChI=1S/C27H28N2O4S/c30-25-22(15-28-10-12-33-13-11-28)21(14-19-6-3-5-17-4-1-2-7-20(17)19)24(18-8-9-18)26-29(25)23(16-34-26)27(31)32/h1-7,18,23H,8-16H2,(H,31,32)/t23-/m0/s1" XC2 InChIKey InChI 1.03 QFNHKTSOHATKEL-QHCPKHFHSA-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 XC2 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R)-8-cyclopropyl-6-(morpholin-4-ylmethyl)-7-(naphthalen-1-ylmethyl)-5-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyridine-3-carboxylic acid" XC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-8-cyclopropyl-6-(morpholin-4-ylmethyl)-7-(naphthalen-1-ylmethyl)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridine-3-carboxylic 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 XC2 "Create component" 2006-10-12 PDBJ XC2 "Modify descriptor" 2011-06-04 RCSB #