data_446 # _chem_comp.id 446 _chem_comp.name "4-[(4-{[6-bromo-3-(methoxycarbonyl)-1-oxo-4-phenylisoquinolin-2(1H)-yl]methyl}phenyl)amino]-4-oxobutanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H23 Br N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-28 _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 563.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 446 _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 2ZDU _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 446 C4 C4 C 0 1 Y N N 19.392 -8.844 85.781 -2.188 -1.250 -1.318 C4 446 1 446 C5 C5 C 0 1 Y N N 19.799 -7.709 86.606 -2.557 -2.571 -1.566 C5 446 2 446 C6 C6 C 0 1 Y N N 21.182 -7.667 87.095 -3.659 -3.102 -0.930 C6 446 3 446 C10 C10 C 0 1 N N N 19.850 -10.983 84.587 -2.531 0.920 -0.173 C10 446 4 446 N12 N12 N 0 1 N N N 17.553 -9.994 84.579 -0.696 0.638 -1.707 N12 446 5 446 C13 C13 C 0 1 N N N 17.960 -8.937 85.277 -1.021 -0.641 -1.972 C13 446 6 446 C15 C15 C 0 1 Y N N 20.754 -12.012 84.111 -3.291 1.776 0.764 C15 446 7 446 C17 C17 C 0 1 N N N 18.019 -12.085 83.201 -1.011 2.805 -0.594 C17 446 8 446 C28 C28 C 0 1 Y N N 21.371 -11.828 82.803 -2.690 2.239 1.935 C28 446 9 446 C1 C1 C 0 1 Y N N 22.098 -8.759 86.757 -4.406 -2.333 -0.047 C1 446 10 446 C2 C2 C 0 1 Y N N 21.699 -9.903 85.930 -4.059 -1.023 0.212 C2 446 11 446 C3 C3 C 0 1 Y N N 20.316 -9.917 85.453 -2.944 -0.471 -0.415 C3 446 12 446 C11 C11 C 0 1 N N N 18.468 -10.998 84.155 -1.425 1.416 -0.833 C11 446 13 446 BR14 BR14 BR 0 0 N N N 23.912 -8.646 87.408 -5.913 -3.090 0.809 BR14 446 14 446 C16 C16 C 0 1 N N N 16.126 -10.068 84.214 0.472 1.224 -2.371 C16 446 15 446 O18 O18 O 0 1 N N N 17.840 -13.255 83.617 -0.013 3.346 -1.322 O18 446 16 446 C19 C19 C 0 1 N N N 17.377 -14.100 82.688 0.343 4.724 -1.031 C19 446 17 446 O23 O23 O 0 1 N N N 17.822 -11.804 81.991 -1.568 3.467 0.261 O23 446 18 446 O24 O24 O 0 1 N N N 17.151 -8.043 85.541 -0.349 -1.292 -2.750 O24 446 19 446 C25 C25 C 0 1 Y N N 15.275 -10.953 85.118 1.697 0.998 -1.523 C25 446 20 446 C29 C29 C 0 1 Y N N 22.314 -12.851 82.324 -3.404 3.037 2.805 C29 446 21 446 C30 C30 C 0 1 Y N N 22.612 -14.039 83.159 -4.715 3.377 2.519 C30 446 22 446 C31 C31 C 0 1 Y N N 21.964 -14.191 84.480 -5.317 2.920 1.360 C31 446 23 446 C32 C32 C 0 1 Y N N 21.022 -13.172 84.961 -4.612 2.128 0.478 C32 446 24 446 C38 C38 C 0 1 Y N N 14.697 -10.387 86.343 2.528 -0.076 -1.784 C38 446 25 446 C39 C39 C 0 1 Y N N 13.750 -11.203 87.120 3.652 -0.286 -1.009 C39 446 26 446 C40 C40 C 0 1 Y N N 13.427 -12.555 86.643 3.947 0.584 0.034 C40 446 27 446 C41 C41 C 0 1 Y N N 14.026 -13.110 85.435 3.110 1.661 0.293 C41 446 28 446 C42 C42 C 0 1 Y N N 14.965 -12.308 84.660 1.991 1.868 -0.489 C42 446 29 446 N47 N47 N 0 1 N N N 12.415 -13.333 87.268 5.084 0.374 0.821 N47 446 30 446 C48 C48 C 0 1 N N N 12.476 -13.580 88.579 6.145 -0.282 0.311 C48 446 31 446 C49 C49 C 0 1 N N N 11.812 -14.861 89.069 7.316 -0.625 1.196 C49 446 32 446 C50 C50 C 0 1 N N N 11.398 -14.815 90.549 8.377 -1.362 0.376 C50 446 33 446 C53 C53 C 0 1 N N N 10.618 -16.050 90.996 9.547 -1.706 1.261 C53 446 34 446 O56 O56 O 0 1 N N N 13.021 -12.783 89.342 6.159 -0.595 -0.861 O56 446 35 446 O57 O57 O 0 1 N N N 10.614 -17.069 90.254 9.534 -1.393 2.428 O57 446 36 446 O58 O58 O 0 1 N N N 10.006 -16.041 92.068 10.604 -2.359 0.753 O58 446 37 446 H5 H5 H 0 1 N N N 19.101 -6.922 86.849 -1.982 -3.176 -2.252 H5 446 38 446 H6 H6 H 0 1 N N N 21.521 -6.838 87.699 -3.945 -4.126 -1.122 H6 446 39 446 H28 H28 H 0 1 N N N 21.141 -10.962 82.200 -1.667 1.974 2.160 H28 446 40 446 H2 H2 H 0 1 N N N 22.391 -10.695 85.686 -4.644 -0.432 0.900 H2 446 41 446 H16 H16 H 0 1 N N N 15.716 -9.049 84.262 0.611 0.753 -3.343 H16 446 42 446 H16A H16A H 0 0 N N N 16.085 -10.518 83.211 0.315 2.294 -2.504 H16A 446 43 446 H19 H19 H 0 1 N N N 17.250 -13.565 81.735 0.661 4.805 0.008 H19 446 44 446 H19A H19A H 0 0 N N N 18.093 -14.924 82.553 1.157 5.035 -1.686 H19A 446 45 446 H19B H19B H 0 0 N N N 16.407 -14.506 83.012 -0.523 5.365 -1.197 H19B 446 46 446 H29 H29 H 0 1 N N N 22.790 -12.736 81.362 -2.940 3.396 3.711 H29 446 47 446 H30 H30 H 0 1 N N N 23.300 -14.792 82.804 -5.270 4.001 3.203 H30 446 48 446 H31 H31 H 0 1 N N N 22.184 -15.053 85.092 -6.340 3.189 1.142 H31 446 49 446 H32 H32 H 0 1 N N N 20.538 -13.277 85.921 -5.081 1.776 -0.429 H32 446 50 446 H38 H38 H 0 1 N N N 14.961 -9.391 86.668 2.298 -0.752 -2.594 H38 446 51 446 H39 H39 H 0 1 N N N 13.301 -10.816 88.023 4.300 -1.125 -1.212 H39 446 52 446 H41 H41 H 0 1 N N N 13.775 -14.111 85.116 3.337 2.339 1.102 H41 446 53 446 H42 H42 H 0 1 N N N 15.422 -12.706 83.766 1.342 2.709 -0.291 H42 446 54 446 HN47 HN47 H 0 0 N N N 11.657 -13.696 86.726 5.109 0.700 1.734 HN47 446 55 446 H49 H49 H 0 1 N N N 10.907 -15.029 88.466 7.743 0.290 1.605 H49 446 56 446 H49A H49A H 0 0 N N N 12.551 -15.669 88.964 6.979 -1.265 2.012 H49A 446 57 446 H50 H50 H 0 1 N N N 12.310 -14.745 91.159 7.949 -2.277 -0.033 H50 446 58 446 H50A H50A H 0 0 N N N 10.737 -13.945 90.678 8.714 -0.723 -0.440 H50A 446 59 446 HO58 HO58 H 0 0 N N N 9.578 -16.880 92.196 11.330 -2.557 1.359 HO58 446 60 # 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 446 C13 C4 SING N N 1 446 C3 C4 DOUB Y N 2 446 C4 C5 SING Y N 3 446 C5 C6 DOUB Y N 4 446 C5 H5 SING N N 5 446 C1 C6 SING Y N 6 446 C6 H6 SING N N 7 446 C15 C10 SING N N 8 446 C11 C10 DOUB N N 9 446 C10 C3 SING N N 10 446 C11 N12 SING N N 11 446 C16 N12 SING N N 12 446 N12 C13 SING N N 13 446 C13 O24 DOUB N N 14 446 C28 C15 DOUB Y N 15 446 C15 C32 SING Y N 16 446 O23 C17 DOUB N N 17 446 C17 O18 SING N N 18 446 C17 C11 SING N N 19 446 C29 C28 SING Y N 20 446 C28 H28 SING N N 21 446 C2 C1 DOUB Y N 22 446 C1 BR14 SING N N 23 446 C3 C2 SING Y N 24 446 C2 H2 SING N N 25 446 C16 C25 SING N N 26 446 C16 H16 SING N N 27 446 C16 H16A SING N N 28 446 C19 O18 SING N N 29 446 C19 H19 SING N N 30 446 C19 H19A SING N N 31 446 C19 H19B SING N N 32 446 C42 C25 DOUB Y N 33 446 C25 C38 SING Y N 34 446 C29 C30 DOUB Y N 35 446 C29 H29 SING N N 36 446 C30 C31 SING Y N 37 446 C30 H30 SING N N 38 446 C31 C32 DOUB Y N 39 446 C31 H31 SING N N 40 446 C32 H32 SING N N 41 446 C38 C39 DOUB Y N 42 446 C38 H38 SING N N 43 446 C40 C39 SING Y N 44 446 C39 H39 SING N N 45 446 C41 C40 DOUB Y N 46 446 C40 N47 SING N N 47 446 C42 C41 SING Y N 48 446 C41 H41 SING N N 49 446 C42 H42 SING N N 50 446 N47 C48 SING N N 51 446 N47 HN47 SING N N 52 446 C48 C49 SING N N 53 446 C48 O56 DOUB N N 54 446 C49 C50 SING N N 55 446 C49 H49 SING N N 56 446 C49 H49A SING N N 57 446 C50 C53 SING N N 58 446 C50 H50 SING N N 59 446 C50 H50A SING N N 60 446 O57 C53 DOUB N N 61 446 C53 O58 SING N N 62 446 O58 HO58 SING N N 63 # 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 446 SMILES ACDLabs 10.04 "O=C(O)CCC(=O)Nc1ccc(cc1)CN3C(=C(c2c(ccc(Br)c2)C3=O)c4ccccc4)C(=O)OC" 446 SMILES_CANONICAL CACTVS 3.341 "COC(=O)C1=C(c2ccccc2)c3cc(Br)ccc3C(=O)N1Cc4ccc(NC(=O)CCC(O)=O)cc4" 446 SMILES CACTVS 3.341 "COC(=O)C1=C(c2ccccc2)c3cc(Br)ccc3C(=O)N1Cc4ccc(NC(=O)CCC(O)=O)cc4" 446 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)C1=C(c2cc(ccc2C(=O)N1Cc3ccc(cc3)NC(=O)CCC(=O)O)Br)c4ccccc4" 446 SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)C1=C(c2cc(ccc2C(=O)N1Cc3ccc(cc3)NC(=O)CCC(=O)O)Br)c4ccccc4" 446 InChI InChI 1.03 "InChI=1S/C28H23BrN2O6/c1-37-28(36)26-25(18-5-3-2-4-6-18)22-15-19(29)9-12-21(22)27(35)31(26)16-17-7-10-20(11-8-17)30-23(32)13-14-24(33)34/h2-12,15H,13-14,16H2,1H3,(H,30,32)(H,33,34)" 446 InChIKey InChI 1.03 UJOQZQKRUNERFC-UHFFFAOYSA-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 446 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(4-{[6-bromo-3-(methoxycarbonyl)-1-oxo-4-phenylisoquinolin-2(1H)-yl]methyl}phenyl)amino]-4-oxobutanoic acid" 446 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[4-[(6-bromo-3-methoxycarbonyl-1-oxo-4-phenyl-isoquinolin-2-yl)methyl]phenyl]amino]-4-oxo-butanoic 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 446 "Create component" 2007-11-28 PDBJ 446 "Modify aromatic_flag" 2011-06-04 RCSB 446 "Modify descriptor" 2011-06-04 RCSB #