data_MDC # _chem_comp.id MDC _chem_comp.name "N-[2-(1-MALEIMIDYL)ETHYL]-7-DIETHYLAMINOCOUMARIN-3-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 383.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MDC _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 1A54 _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 MDC C1 C1 C 0 1 N N N 13.884 33.270 25.978 -2.227 -1.181 -4.448 C1 MDC 1 MDC C2 C2 C 0 1 N N N 13.992 31.715 26.070 -2.551 -0.094 -5.493 C2 MDC 2 MDC C3 C3 C 0 1 N N N 12.994 31.354 27.177 -1.201 0.517 -5.800 C3 MDC 3 MDC O3 O3 O 0 1 N N N 12.844 30.233 27.651 -1.002 1.421 -6.583 O3 MDC 4 MDC N4 N4 N 0 1 N N N 12.590 32.520 27.784 -0.263 -0.097 -5.069 N4 MDC 5 MDC C5 C5 C 0 1 N N N 12.877 33.657 27.049 -0.727 -1.072 -4.278 C5 MDC 6 MDC O5 O5 O 0 1 N N N 12.620 34.809 27.375 -0.053 -1.756 -3.537 O5 MDC 7 MDC C6 C6 C 0 1 N N N 11.890 32.600 29.091 1.091 0.246 -5.132 C6 MDC 8 MDC C7 C7 C 0 1 N N N 10.586 32.890 29.301 1.811 0.310 -4.021 C7 MDC 9 MDC N8 N8 N 0 1 N N N 10.507 33.699 28.064 1.187 0.202 -2.778 N8 MDC 10 MDC C9 C9 C 0 1 N N N 10.473 35.172 28.187 1.928 0.142 -1.654 C9 MDC 11 MDC O9 O9 O 0 1 N N N 10.811 35.595 29.298 3.141 0.088 -1.728 O9 MDC 12 MDC O11 O11 O 0 1 Y N N 9.423 37.002 24.756 -0.755 -0.276 0.911 O11 MDC 13 MDC C12 C12 C 0 1 Y N N 9.693 35.962 25.685 -0.195 0.224 -0.217 C12 MDC 14 MDC O12 O12 O 0 1 N N N 9.536 34.827 25.258 -0.875 0.721 -1.094 O12 MDC 15 MDC C13 C13 C 0 1 Y N N 10.143 36.235 27.129 1.271 0.142 -0.338 C13 MDC 16 MDC C14 C14 C 0 1 Y N N 10.297 37.517 27.500 2.010 0.063 0.836 C14 MDC 17 MDC C24 C24 C 0 1 Y N N 10.028 38.694 26.561 1.316 0.034 2.068 C24 MDC 18 MDC C28 C28 C 0 1 Y N N 9.568 38.351 25.139 -0.085 -0.118 2.079 C28 MDC 19 MDC C15 C15 C 0 1 Y N N 10.172 39.972 26.916 2.013 0.145 3.283 C15 MDC 20 MDC C16 C16 C 0 1 Y N N 9.876 41.094 25.901 1.329 0.147 4.460 C16 MDC 21 MDC C17 C17 C 0 1 Y N N 9.473 40.823 24.641 -0.062 0.029 4.472 C17 MDC 22 MDC N17 N17 N 0 1 N N N 9.184 41.882 23.650 -0.746 0.047 5.682 N17 MDC 23 MDC C18 C18 C 0 1 Y N N 9.311 39.332 24.255 -0.766 -0.111 3.284 C18 MDC 24 MDC C19 C19 C 0 1 N N N 9.834 43.234 23.726 -0.022 0.302 6.929 C19 MDC 25 MDC C20 C20 C 0 1 N N N 9.382 43.958 22.425 0.464 -1.023 7.517 C20 MDC 26 MDC C21 C21 C 0 1 N N N 8.392 41.658 22.432 -2.192 -0.189 5.709 C21 MDC 27 MDC C22 C22 C 0 1 N N N 8.449 40.304 21.815 -2.929 1.133 5.493 C22 MDC 28 MDC H11 1H1 H 0 1 N N N 14.862 33.797 26.066 -2.739 -0.974 -3.508 H11 MDC 29 MDC H12 2H1 H 0 1 N N N 13.628 33.645 24.959 -2.496 -2.167 -4.824 H12 MDC 30 MDC H21 1H2 H 0 1 N N N 13.825 31.181 25.105 -3.225 0.652 -5.074 H21 MDC 31 MDC H22 2H2 H 0 1 N N N 15.025 31.332 26.236 -2.982 -0.540 -6.389 H22 MDC 32 MDC H6 H6 H 0 1 N N N 12.414 32.417 30.043 1.550 0.460 -6.086 H6 MDC 33 MDC H7 H7 H 0 1 N N N 9.898 32.598 30.113 2.881 0.446 -4.077 H7 MDC 34 MDC HN8 HN8 H 0 1 N N N 10.476 33.251 27.147 0.219 0.170 -2.723 HN8 MDC 35 MDC H14 H14 H 0 1 N N N 10.634 37.600 28.546 3.089 0.026 0.809 H14 MDC 36 MDC H15 H15 H 0 1 N N N 10.507 40.090 27.960 3.090 0.229 3.283 H15 MDC 37 MDC H16 H16 H 0 1 N N N 9.959 42.177 26.091 1.867 0.241 5.392 H16 MDC 38 MDC H18 H18 H 0 1 N N N 8.988 38.939 23.276 -1.842 -0.210 3.299 H18 MDC 39 MDC H191 1H19 H 0 0 N N N 9.606 43.796 24.661 -0.685 0.793 7.641 H191 MDC 40 MDC H192 2H19 H 0 0 N N N 10.939 43.199 23.867 0.833 0.946 6.727 H192 MDC 41 MDC H201 1H20 H 0 0 N N N 9.864 44.961 22.481 1.003 -0.833 8.445 H201 MDC 42 MDC H202 2H20 H 0 0 N N N 9.609 43.396 21.489 -0.391 -1.667 7.719 H202 MDC 43 MDC H203 3H20 H 0 0 N N N 8.276 43.992 22.284 1.128 -1.514 6.805 H203 MDC 44 MDC H211 1H21 H 0 0 N N N 7.328 41.929 22.628 -2.460 -0.888 4.917 H211 MDC 45 MDC H212 2H21 H 0 0 N N N 8.665 42.423 21.668 -2.473 -0.608 6.675 H212 MDC 46 MDC H221 1H22 H 0 0 N N N 7.848 40.134 20.891 -4.005 0.957 5.514 H221 MDC 47 MDC H222 2H22 H 0 0 N N N 9.512 40.032 21.618 -2.660 1.833 6.285 H222 MDC 48 MDC H223 3H22 H 0 0 N N N 8.175 39.538 22.578 -2.648 1.552 4.527 H223 MDC 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 MDC C1 C2 SING N N 1 MDC C1 C5 SING N N 2 MDC C1 H11 SING N N 3 MDC C1 H12 SING N N 4 MDC C2 C3 SING N N 5 MDC C2 H21 SING N N 6 MDC C2 H22 SING N N 7 MDC C3 O3 DOUB N N 8 MDC C3 N4 SING N N 9 MDC N4 C5 SING N N 10 MDC N4 C6 SING N N 11 MDC C5 O5 DOUB N N 12 MDC C6 C7 DOUB N Z 13 MDC C6 H6 SING N N 14 MDC C7 N8 SING N N 15 MDC C7 H7 SING N N 16 MDC N8 C9 SING N N 17 MDC N8 HN8 SING N N 18 MDC C9 O9 DOUB N N 19 MDC C9 C13 SING N N 20 MDC O11 C12 SING Y N 21 MDC O11 C28 SING Y N 22 MDC C12 O12 DOUB N N 23 MDC C12 C13 SING Y N 24 MDC C13 C14 DOUB Y N 25 MDC C14 C24 SING Y N 26 MDC C14 H14 SING N N 27 MDC C24 C28 DOUB Y N 28 MDC C24 C15 SING Y N 29 MDC C28 C18 SING Y N 30 MDC C15 C16 DOUB Y N 31 MDC C15 H15 SING N N 32 MDC C16 C17 SING Y N 33 MDC C16 H16 SING N N 34 MDC C17 N17 SING N N 35 MDC C17 C18 DOUB Y N 36 MDC N17 C19 SING N N 37 MDC N17 C21 SING N N 38 MDC C18 H18 SING N N 39 MDC C19 C20 SING N N 40 MDC C19 H191 SING N N 41 MDC C19 H192 SING N N 42 MDC C20 H201 SING N N 43 MDC C20 H202 SING N N 44 MDC C20 H203 SING N N 45 MDC C21 C22 SING N N 46 MDC C21 H211 SING N N 47 MDC C21 H212 SING N N 48 MDC C22 H221 SING N N 49 MDC C22 H222 SING N N 50 MDC C22 H223 SING N N 51 # 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 MDC SMILES ACDLabs 10.04 "O=C1N(C(=O)CC1)\C=C/NC(=O)C2=Cc3c(OC2=O)cc(cc3)N(CC)CC" MDC SMILES_CANONICAL CACTVS 3.341 "CCN(CC)c1ccc2C=C(C(=O)N\C=C/N3C(=O)CCC3=O)C(=O)Oc2c1" MDC SMILES CACTVS 3.341 "CCN(CC)c1ccc2C=C(C(=O)NC=CN3C(=O)CCC3=O)C(=O)Oc2c1" MDC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN(CC)c1ccc2c(c1)OC(=O)C(=C2)C(=O)NC=CN3C(=O)CCC3=O" MDC SMILES "OpenEye OEToolkits" 1.5.0 "CCN(CC)c1ccc2c(c1)OC(=O)C(=C2)C(=O)NC=CN3C(=O)CCC3=O" MDC InChI InChI 1.03 "InChI=1S/C20H21N3O5/c1-3-22(4-2)14-6-5-13-11-15(20(27)28-16(13)12-14)19(26)21-9-10-23-17(24)7-8-18(23)25/h5-6,9-12H,3-4,7-8H2,1-2H3,(H,21,26)/b10-9-" MDC InChIKey InChI 1.03 OJBZDUMTXGGVSP-KTKRTIGZSA-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 MDC "SYSTEMATIC NAME" ACDLabs 10.04 "7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide" MDC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "7-diethylamino-N-[2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-chromene-3-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 MDC "Create component" 1999-07-08 RCSB MDC "Modify descriptor" 2011-06-04 RCSB #