data_8CD # _chem_comp.id 8CD _chem_comp.name "1-{[(2S)-5-oxopyrrolidin-2-yl]methoxy}-7-[(propan-2-yl)oxy]isoquinoline-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-18 _chem_comp.pdbx_modified_date 2017-05-19 _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 343.377 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8CD _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 5UIT _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 8CD N3 N1 N 0 1 N N N -26.553 -39.136 5.585 -5.760 0.816 -0.476 N3 8CD 1 8CD C4 C1 C 0 1 Y N N -25.612 -39.423 8.423 -2.366 -0.602 0.081 C4 8CD 2 8CD N2 N2 N 0 1 N N N -26.061 -38.093 13.849 3.976 -0.817 -0.420 N2 8CD 3 8CD C7 C2 C 0 1 Y N N -22.872 -39.036 8.809 -1.736 2.103 -0.135 C7 8CD 4 8CD C6 C3 C 0 1 Y N N -23.736 -39.163 9.904 -0.721 1.138 0.090 C6 8CD 5 8CD C9 C4 C 0 1 Y N N -21.041 -38.683 10.339 -0.042 3.782 -0.115 C9 8CD 6 8CD C13 C5 C 0 1 N N N -25.438 -40.336 14.378 5.353 0.606 0.933 C13 8CD 7 8CD C8 C6 C 0 1 Y N N -21.490 -38.789 9.046 -1.358 3.458 -0.236 C8 8CD 8 8CD C18 C7 C 0 1 N N N -25.222 -39.307 5.874 -4.786 -0.091 -0.263 C18 8CD 9 8CD C16 C8 C 0 1 Y N N -23.406 -39.125 7.498 -3.070 1.696 -0.250 C16 8CD 10 8CD O4 O1 O 0 1 N N N -24.424 -39.438 4.941 -5.063 -1.271 -0.170 O4 8CD 11 8CD C17 C9 C 0 1 Y N N -24.758 -39.288 7.289 -3.381 0.350 -0.143 C17 8CD 12 8CD O1 O2 O 0 1 N N N -26.937 -39.548 8.149 -2.688 -1.917 0.178 O1 8CD 13 8CD C2 C10 C 0 1 N N N -27.838 -39.745 9.230 -1.635 -2.820 0.519 C2 8CD 14 8CD C3 C11 C 0 1 N N N -29.189 -39.248 8.708 -2.226 -4.071 1.173 C3 8CD 15 8CD C1 C12 C 0 1 N N N -27.883 -41.245 9.535 -0.874 -3.218 -0.748 C1 8CD 16 8CD N1 N3 N 0 1 Y N N -21.855 -38.774 11.453 0.891 2.864 0.095 N1 8CD 17 8CD C10 C13 C 0 1 Y N N -23.148 -39.004 11.208 0.616 1.580 0.201 C10 8CD 18 8CD C5 C14 C 0 1 Y N N -25.113 -39.381 9.706 -1.060 -0.217 0.195 C5 8CD 19 8CD O2 O3 O 0 1 N N N -24.041 -39.105 12.226 1.612 0.687 0.416 O2 8CD 20 8CD C11 C15 C 0 1 N N N -23.653 -38.682 13.516 2.939 1.207 0.517 C11 8CD 21 8CD C12 C16 C 0 1 N N S -24.933 -38.869 14.371 3.920 0.058 0.758 C12 8CD 22 8CD C15 C17 C 0 1 N N N -27.059 -38.888 13.300 5.243 -1.154 -0.717 C15 8CD 23 8CD O3 O4 O 0 1 N N N -28.029 -38.434 12.705 5.573 -1.875 -1.635 O3 8CD 24 8CD C14 C18 C 0 1 N N N -26.748 -40.341 13.574 6.198 -0.506 0.262 C14 8CD 25 8CD H21 H1 H 0 1 N N N -26.860 -39.119 4.633 -5.539 1.757 -0.551 H21 8CD 26 8CD H20 H2 H 0 1 N N N -27.216 -39.028 6.326 -6.682 0.526 -0.559 H20 8CD 27 8CD H18 H3 H 0 1 N N N -26.108 -37.095 13.884 3.199 -1.117 -0.916 H18 8CD 28 8CD H11 H4 H 0 1 N N N -19.985 -38.518 10.496 0.251 4.819 -0.192 H11 8CD 29 8CD H14 H5 H 0 1 N N N -25.622 -40.671 15.409 5.472 1.559 0.418 H14 8CD 30 8CD H15 H6 H 0 1 N N N -24.697 -40.997 13.904 5.609 0.701 1.988 H15 8CD 31 8CD H10 H7 H 0 1 N N N -20.803 -38.686 8.219 -2.100 4.224 -0.407 H10 8CD 32 8CD H19 H8 H 0 1 N N N -22.741 -39.064 6.649 -3.850 2.424 -0.421 H19 8CD 33 8CD H5 H9 H 0 1 N N N -27.540 -39.180 10.125 -0.951 -2.335 1.216 H5 8CD 34 8CD H6 H10 H 0 1 N N N -29.952 -39.366 9.492 -2.909 -4.556 0.476 H6 8CD 35 8CD H7 H11 H 0 1 N N N -29.108 -38.186 8.433 -1.423 -4.760 1.433 H7 8CD 36 8CD H8 H12 H 0 1 N N N -29.478 -39.835 7.824 -2.768 -3.787 2.075 H8 8CD 37 8CD H4 H13 H 0 1 N N N -28.575 -41.429 10.370 -0.452 -2.327 -1.213 H4 8CD 38 8CD H2 H14 H 0 1 N N N -28.230 -41.790 8.645 -0.070 -3.907 -0.488 H2 8CD 39 8CD H3 H15 H 0 1 N N N -26.876 -41.594 9.809 -1.557 -3.704 -1.444 H3 8CD 40 8CD H9 H16 H 0 1 N N N -25.771 -39.514 10.552 -0.291 -0.956 0.366 H9 8CD 41 8CD H12 H17 H 0 1 N N N -22.831 -39.304 13.901 3.200 1.719 -0.409 H12 8CD 42 8CD H13 H18 H 0 1 N N N -23.341 -37.627 13.505 2.991 1.909 1.349 H13 8CD 43 8CD H1 H19 H 0 1 N N N -24.715 -38.565 15.405 3.623 -0.513 1.638 H1 8CD 44 8CD H16 H20 H 0 1 N N N -27.556 -40.803 14.159 7.047 -0.071 -0.265 H16 8CD 45 8CD H17 H21 H 0 1 N N N -26.618 -40.891 12.630 6.536 -1.232 1.001 H17 8CD 46 # 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 8CD O4 C18 DOUB N N 1 8CD N3 C18 SING N N 2 8CD C18 C17 SING N N 3 8CD C17 C16 DOUB Y N 4 8CD C17 C4 SING Y N 5 8CD C16 C7 SING Y N 6 8CD O1 C4 SING N N 7 8CD O1 C2 SING N N 8 8CD C4 C5 DOUB Y N 9 8CD C3 C2 SING N N 10 8CD C7 C8 DOUB Y N 11 8CD C7 C6 SING Y N 12 8CD C8 C9 SING Y N 13 8CD C2 C1 SING N N 14 8CD C5 C6 SING Y N 15 8CD C6 C10 DOUB Y N 16 8CD C9 N1 DOUB Y N 17 8CD C10 N1 SING Y N 18 8CD C10 O2 SING N N 19 8CD O2 C11 SING N N 20 8CD O3 C15 DOUB N N 21 8CD C15 C14 SING N N 22 8CD C15 N2 SING N N 23 8CD C11 C12 SING N N 24 8CD C14 C13 SING N N 25 8CD N2 C12 SING N N 26 8CD C12 C13 SING N N 27 8CD N3 H21 SING N N 28 8CD N3 H20 SING N N 29 8CD N2 H18 SING N N 30 8CD C9 H11 SING N N 31 8CD C13 H14 SING N N 32 8CD C13 H15 SING N N 33 8CD C8 H10 SING N N 34 8CD C16 H19 SING N N 35 8CD C2 H5 SING N N 36 8CD C3 H6 SING N N 37 8CD C3 H7 SING N N 38 8CD C3 H8 SING N N 39 8CD C1 H4 SING N N 40 8CD C1 H2 SING N N 41 8CD C1 H3 SING N N 42 8CD C5 H9 SING N N 43 8CD C11 H12 SING N N 44 8CD C11 H13 SING N N 45 8CD C12 H1 SING N N 46 8CD C14 H16 SING N N 47 8CD C14 H17 SING N N 48 # 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 8CD SMILES ACDLabs 12.01 "NC(c3c(cc1c(ccnc1OCC2NC(CC2)=O)c3)OC(C)C)=O" 8CD InChI InChI 1.03 "InChI=1S/C18H21N3O4/c1-10(2)25-15-8-13-11(7-14(15)17(19)23)5-6-20-18(13)24-9-12-3-4-16(22)21-12/h5-8,10,12H,3-4,9H2,1-2H3,(H2,19,23)(H,21,22)/t12-/m0/s1" 8CD InChIKey InChI 1.03 YLJNGHKLWZPDSX-LBPRGKRZSA-N 8CD SMILES_CANONICAL CACTVS 3.385 "CC(C)Oc1cc2c(OC[C@@H]3CCC(=O)N3)nccc2cc1C(N)=O" 8CD SMILES CACTVS 3.385 "CC(C)Oc1cc2c(OC[CH]3CCC(=O)N3)nccc2cc1C(N)=O" 8CD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)Oc1cc2c(ccnc2OC[C@@H]3CCC(=O)N3)cc1C(=O)N" 8CD SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)Oc1cc2c(ccnc2OCC3CCC(=O)N3)cc1C(=O)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 8CD "SYSTEMATIC NAME" ACDLabs 12.01 "1-{[(2S)-5-oxopyrrolidin-2-yl]methoxy}-7-[(propan-2-yl)oxy]isoquinoline-6-carboxamide" 8CD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[[(2~{S})-5-oxidanylidenepyrrolidin-2-yl]methoxy]-7-propan-2-yloxy-isoquinoline-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8CD "Create component" 2017-01-18 RCSB 8CD "Initial release" 2017-05-24 RCSB #