data_5Z5 # _chem_comp.id 5Z5 _chem_comp.name "5-[(Z)-(5-CHLORO-2-OXO-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)METHYL]-N-(DIETHYLAMINO)ETHYL]-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Cl N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-25 _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 329.781 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5Z5 _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5Z5 C17 C17 C 0 1 N N N -6.920 14.768 21.691 6.923 -1.599 -0.293 C17 5Z5 1 5Z5 N3 N3 N 0 1 N N N -6.179 13.619 21.078 5.538 -1.232 -0.599 N3 5Z5 2 5Z5 C16 C16 C 0 1 N N N -6.300 12.398 21.534 4.818 -0.517 0.288 C16 5Z5 3 5Z5 O2 O2 O 0 1 N N N -7.008 12.147 22.504 5.319 -0.177 1.343 O2 5Z5 4 5Z5 C12 C12 C 0 1 Y N N -5.483 11.291 20.829 3.425 -0.147 -0.020 C12 5Z5 5 5Z5 C11 C11 C 0 1 Y N N -4.648 11.384 19.715 2.272 -0.903 0.282 C11 5Z5 6 5Z5 C14 C14 C 0 1 N N N -4.345 12.710 18.931 2.230 -2.236 0.985 C14 5Z5 7 5Z5 C13 C13 C 0 1 Y N N -5.488 9.967 21.190 3.004 1.002 -0.664 C13 5Z5 8 5Z5 C15 C15 C 0 1 N N N -6.261 9.346 22.337 3.900 2.100 -1.177 C15 5Z5 9 5Z5 N2 N2 N 0 1 Y N N -4.721 9.277 20.358 1.664 0.977 -0.758 N2 5Z5 10 5Z5 C10 C10 C 0 1 Y N N -4.170 10.089 19.455 1.189 -0.182 -0.180 C10 5Z5 11 5Z5 C9 C9 C 0 1 N N N -3.316 9.790 18.390 -0.166 -0.566 -0.085 C9 5Z5 12 5Z5 C7 C7 C 0 1 N N N -2.784 8.523 18.086 -1.146 0.392 0.081 C7 5Z5 13 5Z5 C5 C5 C 0 1 Y N N -1.894 8.313 17.045 -2.612 0.196 0.045 C5 5Z5 14 5Z5 C4 C4 C 0 1 Y N N -1.325 9.156 16.099 -3.421 -0.921 -0.137 C4 5Z5 15 5Z5 C1 C1 C 0 1 Y N N -0.431 8.641 15.168 -4.795 -0.784 -0.110 C1 5Z5 16 5Z5 CL1 CL1 CL 0 0 N N N 0.250 9.711 14.006 -5.810 -2.172 -0.344 CL1 5Z5 17 5Z5 C2 C2 C 0 1 Y N N -0.097 7.293 15.159 -5.364 0.462 0.104 C2 5Z5 18 5Z5 C3 C3 C 0 1 Y N N -0.667 6.458 16.116 -4.570 1.575 0.292 C3 5Z5 19 5Z5 C6 C6 C 0 1 Y N N -1.556 6.954 17.050 -3.185 1.456 0.268 C6 5Z5 20 5Z5 N1 N1 N 0 1 N N N -2.209 6.363 18.042 -2.172 2.396 0.425 N1 5Z5 21 5Z5 C8 C8 C 0 1 N N N -2.961 7.260 18.672 -0.958 1.829 0.325 C8 5Z5 22 5Z5 O1 O1 O 0 1 N N N -3.672 6.950 19.619 0.111 2.405 0.420 O1 5Z5 23 5Z5 H171 1H17 H 0 0 N N N -6.817 15.808 21.303 7.513 -0.695 -0.142 H171 5Z5 24 5Z5 H172 2H17 H 0 0 N N N -6.682 14.785 22.780 6.946 -2.204 0.613 H172 5Z5 25 5Z5 H173 3H17 H 0 0 N N N -7.102 14.561 22.756 7.339 -2.171 -1.123 H173 5Z5 26 5Z5 H3 H3 H 0 1 N N N -5.563 13.793 20.284 5.139 -1.503 -1.441 H3 5Z5 27 5Z5 H141 1H14 H 0 0 N N N -3.678 12.784 18.041 2.287 -3.037 0.248 H141 5Z5 28 5Z5 H142 2H14 H 0 0 N N N -3.969 13.447 19.678 3.074 -2.312 1.670 H142 5Z5 29 5Z5 H143 3H14 H 0 0 N N N -5.330 13.140 18.633 1.298 -2.322 1.544 H143 5Z5 30 5Z5 H151 1H15 H 0 0 N N N -6.265 8.270 22.630 4.188 1.883 -2.205 H151 5Z5 31 5Z5 H152 2H15 H 0 0 N N N -7.328 9.630 22.183 3.368 3.050 -1.141 H152 5Z5 32 5Z5 H153 3H15 H 0 0 N N N -5.973 9.917 23.251 4.793 2.160 -0.554 H153 5Z5 33 5Z5 H2 H2 H 0 1 N N N -4.573 8.269 20.402 1.117 1.666 -1.168 H2 5Z5 34 5Z5 H9 H9 H 0 1 N N N -3.033 10.624 17.726 -0.437 -1.610 -0.142 H9 5Z5 35 5Z5 H4 H4 H 0 1 N N N -1.581 10.229 16.087 -2.976 -1.891 -0.303 H4 5Z5 36 5Z5 HA HA H 0 1 N N N 0.605 6.892 14.409 -6.439 0.563 0.123 HA 5Z5 37 5Z5 HB HB H 0 1 N N N -0.405 5.386 16.129 -5.025 2.540 0.458 HB 5Z5 38 5Z5 H1 H1 H 0 1 N N N -2.144 5.374 18.284 -2.323 3.340 0.587 H1 5Z5 39 # 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 5Z5 C17 N3 SING N N 1 5Z5 C17 H171 SING N N 2 5Z5 C17 H172 SING N N 3 5Z5 C17 H173 SING N N 4 5Z5 N3 C16 SING N N 5 5Z5 N3 H3 SING N N 6 5Z5 C16 O2 DOUB N N 7 5Z5 C16 C12 SING N N 8 5Z5 C12 C11 SING Y N 9 5Z5 C12 C13 DOUB Y N 10 5Z5 C11 C14 SING N N 11 5Z5 C11 C10 DOUB Y N 12 5Z5 C14 H141 SING N N 13 5Z5 C14 H142 SING N N 14 5Z5 C14 H143 SING N N 15 5Z5 C13 C15 SING N N 16 5Z5 C13 N2 SING Y N 17 5Z5 C15 H151 SING N N 18 5Z5 C15 H152 SING N N 19 5Z5 C15 H153 SING N N 20 5Z5 N2 C10 SING Y N 21 5Z5 N2 H2 SING N N 22 5Z5 C10 C9 SING N N 23 5Z5 C9 C7 DOUB N Z 24 5Z5 C9 H9 SING N N 25 5Z5 C7 C5 SING N N 26 5Z5 C7 C8 SING N N 27 5Z5 C5 C4 DOUB Y N 28 5Z5 C5 C6 SING Y N 29 5Z5 C4 C1 SING Y N 30 5Z5 C4 H4 SING N N 31 5Z5 C1 CL1 SING N N 32 5Z5 C1 C2 DOUB Y N 33 5Z5 C2 C3 SING Y N 34 5Z5 C2 HA SING N N 35 5Z5 C3 C6 DOUB Y N 36 5Z5 C3 HB SING N N 37 5Z5 C6 N1 SING N N 38 5Z5 N1 C8 SING N N 39 5Z5 N1 H1 SING N N 40 5Z5 C8 O1 DOUB N N 41 # 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 5Z5 SMILES ACDLabs 10.04 "O=C(NC)c1c(c(nc1C)/C=C3/c2cc(Cl)ccc2NC3=O)C" 5Z5 SMILES_CANONICAL CACTVS 3.341 "CNC(=O)c1c(C)[nH]c(\C=C\2C(=O)Nc3ccc(Cl)cc\23)c1C" 5Z5 SMILES CACTVS 3.341 "CNC(=O)c1c(C)[nH]c(C=C2C(=O)Nc3ccc(Cl)cc23)c1C" 5Z5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c([nH]c(c1C(=O)NC)C)\C=C/2\c3cc(ccc3NC2=O)Cl" 5Z5 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c([nH]c(c1C(=O)NC)C)C=C2c3cc(ccc3NC2=O)Cl" 5Z5 InChI InChI 1.03 "InChI=1S/C17H16ClN3O2/c1-8-14(20-9(2)15(8)17(23)19-3)7-12-11-6-10(18)4-5-13(11)21-16(12)22/h4-7,20H,1-3H3,(H,19,23)(H,21,22)/b12-7-" 5Z5 InChIKey InChI 1.03 FIRPCWHHIWFKCD-GHXNOFRVSA-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 5Z5 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(Z)-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-N,2,4-trimethyl-1H-pyrrole-3-carboxamide" 5Z5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]-N,2,4-trimethyl-1H-pyrrole-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 5Z5 "Create component" 2006-04-25 EBI 5Z5 "Modify descriptor" 2011-06-04 RCSB #