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                    2008-10-14 
_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 Y N 1  
446 C3  C4   DOUB Y N 2  
446 C4  C5   SING N N 3  
446 C5  C6   DOUB N N 4  
446 C5  H5   SING N N 5  
446 C1  C6   SING N 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 Y N 10 
446 C11 N12  SING N N 11 
446 C16 N12  SING N N 12 
446 N12 C13  SING Y N 13 
446 C13 O24  DOUB N N 14 
446 C28 C15  DOUB Y N 15 
446 C15 C32  SING N N 16 
446 O23 C17  DOUB Y N 17 
446 C17 O18  SING N N 18 
446 C17 C11  SING Y N 19 
446 C29 C28  SING Y N 20 
446 C28 H28  SING N N 21 
446 C2  C1   DOUB N N 22 
446 C1  BR14 SING N N 23 
446 C3  C2   SING N 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 Y N 32 
446 C42 C25  DOUB Y N 33 
446 C25 C38  SING Y N 34 
446 C29 C30  DOUB N N 35 
446 C29 H29  SING Y N 36 
446 C30 C31  SING N N 37 
446 C30 H30  SING Y N 38 
446 C31 C32  DOUB N N 39 
446 C31 H31  SING N N 40 
446 C32 H32  SING Y N 41 
446 C38 C39  DOUB N 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 Y 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 InChI            InChI                1.02b InChI=1/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)/f/h30,33H 
446 InChIKey         InChI                1.02b UJOQZQKRUNERFC-UHBIVWOUCE                                                                                                                                                                     
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                                                                                                                             
# 
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"     
# 
