data_3BM
# 
_chem_comp.id                                    3BM 
_chem_comp.name                                  2-[(2-chloro-4-iodophenyl)amino]-N-{[(2R)-2,3-dihydroxypropyl]oxy}-3,4-difluorobenzamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 Cl F2 I N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-09 
_chem_comp.pdbx_modified_date                    2009-02-20 
_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                        498.648 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3BM 
_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        3EQC 
_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 
3BM C01  C01  C  0 1 Y N N 0.225  60.889 33.924 0.907  1.159  0.733  C01  3BM 1  
3BM C02  C02  C  0 1 Y N N 1.112  60.646 32.845 0.930  0.746  -0.593 C02  3BM 2  
3BM C03  C03  C  0 1 Y N N 1.957  61.656 32.345 1.849  -0.200 -1.005 C03  3BM 3  
3BM C04  C04  C  0 1 Y N N 1.933  62.920 32.981 2.747  -0.735 -0.099 C04  3BM 4  
3BM C05  C05  C  0 1 Y N N 1.044  63.189 34.030 2.727  -0.326 1.222  C05  3BM 5  
3BM C06  C06  C  0 1 Y N N 0.223  62.173 34.500 1.814  0.623  1.640  C06  3BM 6  
3BM N07  N07  N  0 1 N N N -0.667 59.914 34.445 -0.021 2.115  1.153  N07  3BM 7  
3BM C08  C08  C  0 1 Y N N -0.918 58.595 34.078 -0.835 2.750  0.221  C08  3BM 8  
3BM C09  C09  C  0 1 Y N N -2.253 58.148 33.858 -2.016 2.132  -0.223 C09  3BM 9  
3BM C10  C10  C  0 1 Y N N -2.505 56.835 33.421 -2.826 2.780  -1.160 C10  3BM 10 
3BM C11  C11  C  0 1 Y N N -1.448 55.947 33.207 -2.465 4.017  -1.643 C11  3BM 11 
3BM C12  C12  C  0 1 Y N N -0.146 56.378 33.424 -1.298 4.629  -1.204 C12  3BM 12 
3BM C13  C13  C  0 1 Y N N 0.122  57.682 33.856 -0.488 4.002  -0.272 C13  3BM 13 
3BM C14  C14  C  0 1 N N N -3.412 59.020 34.213 -2.398 0.807  0.297  C14  3BM 14 
3BM N15  N15  N  0 1 N N N -4.602 58.748 33.582 -3.468 0.166  -0.214 N15  3BM 15 
3BM O16  O16  O  0 1 N N N -3.289 59.872 35.097 -1.748 0.292  1.186  O16  3BM 16 
3BM O17  O17  O  0 1 N N N -5.722 59.571 33.938 -3.835 -1.107 0.285  O17  3BM 17 
3BM C18  C18  C  0 1 N N N -6.032 59.444 35.345 -4.987 -1.669 -0.347 C18  3BM 18 
3BM C19  C19  C  0 1 N N R -7.543 59.622 35.545 -5.290 -3.037 0.268  C19  3BM 19 
3BM C20  C20  C  0 1 N N N -8.206 58.311 35.961 -6.592 -3.583 -0.320 C20  3BM 20 
3BM O21  O21  O  0 1 N N N -7.803 60.591 36.588 -4.220 -3.938 -0.025 O21  3BM 21 
3BM O22  O22  O  0 1 N N N -9.612 58.540 36.061 -6.936 -4.804 0.338  O22  3BM 22 
3BM I23  I23  I  0 1 N N N 3.145  64.424 32.278 4.139  -2.168 -0.730 I23  3BM 23 
3BM CL24 CL24 CL 0 0 N N N -0.873 62.542 35.767 1.796  1.141  3.297  CL24 3BM 24 
3BM F25  F25  F  0 1 N N N 1.413  58.048 34.003 0.646  4.604  0.150  F25  3BM 25 
3BM F26  F26  F  0 1 N N N 0.861  55.545 33.175 -0.953 5.843  -1.685 F26  3BM 26 
3BM H02  H02  H  0 1 N N N 1.140  59.664 32.396 0.229  1.163  -1.301 H02  3BM 27 
3BM H03  H03  H  0 1 N N N 2.605  61.471 31.501 1.866  -0.522 -2.036 H03  3BM 28 
3BM H05  H05  H  0 1 N N N 0.998  64.175 34.468 3.429  -0.747 1.928  H05  3BM 29 
3BM HN07 HN07 H  0 0 N N N -1.215 60.234 35.217 -0.098 2.337  2.094  HN07 3BM 30 
3BM H10  H10  H  0 1 N N N -3.521 56.512 33.250 -3.735 2.309  -1.505 H10  3BM 31 
3BM H11  H11  H  0 1 N N N -1.641 54.937 32.877 -3.093 4.516  -2.367 H11  3BM 32 
3BM HN15 HN15 H  0 0 N N N -4.683 58.013 32.908 -3.986 0.577  -0.924 HN15 3BM 33 
3BM H18  H18  H  0 1 N N N -5.728 58.449 35.701 -5.840 -1.008 -0.200 H18  3BM 34 
3BM H18A H18A H  0 0 N N N -5.490 60.214 35.914 -4.795 -1.785 -1.414 H18A 3BM 35 
3BM H19  H19  H  0 1 N N N -7.956 59.962 34.584 -5.393 -2.934 1.348  H19  3BM 36 
3BM H20  H20  H  0 1 N N N -8.005 57.533 35.210 -7.390 -2.855 -0.174 H20  3BM 37 
3BM H20A H20A H  0 0 N N N -7.805 57.971 36.927 -6.460 -3.769 -1.385 H20A 3BM 38 
3BM HO21 HO21 H  0 0 N N N -7.860 60.147 37.426 -4.070 -4.077 -0.970 HO21 3BM 39 
3BM HO22 HO22 H  0 0 N N N -9.861 58.591 36.976 -7.754 -5.208 0.015  HO22 3BM 40 
# 
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 
3BM C02 C01  DOUB N N 1  
3BM C01 N07  SING Y N 2  
3BM C01 C06  SING Y N 3  
3BM C03 C02  SING N N 4  
3BM C02 H02  SING Y N 5  
3BM C03 C04  DOUB Y N 6  
3BM C03 H03  SING N N 7  
3BM I23 C04  SING Y N 8  
3BM C04 C05  SING Y N 9  
3BM C05 C06  DOUB N N 10 
3BM C05 H05  SING N N 11 
3BM C06 CL24 SING N N 12 
3BM C08 N07  SING N N 13 
3BM N07 HN07 SING Y N 14 
3BM C13 C08  DOUB N N 15 
3BM C09 C08  SING Y N 16 
3BM C10 C09  DOUB N N 17 
3BM C09 C14  SING Y N 18 
3BM C11 C10  SING Y N 19 
3BM C10 H10  SING N N 20 
3BM C11 C12  DOUB Y N 21 
3BM C11 H11  SING Y N 22 
3BM F26 C12  SING N N 23 
3BM C12 C13  SING N N 24 
3BM C13 F25  SING N N 25 
3BM N15 C14  SING N N 26 
3BM C14 O16  DOUB N N 27 
3BM N15 O17  SING N N 28 
3BM N15 HN15 SING N N 29 
3BM O17 C18  SING N N 30 
3BM C18 C19  SING N N 31 
3BM C18 H18  SING N N 32 
3BM C18 H18A SING N N 33 
3BM C19 C20  SING N N 34 
3BM C19 O21  SING N N 35 
3BM C19 H19  SING N N 36 
3BM C20 O22  SING N N 37 
3BM C20 H20  SING N N 38 
3BM C20 H20A SING N N 39 
3BM O21 HO21 SING N N 40 
3BM O22 HO22 SING 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 
3BM SMILES           ACDLabs              10.04 Clc2cc(I)ccc2Nc1c(C(=O)NOCC(O)CO)ccc(F)c1F                                                                                                            
3BM InChI            InChI                1.02b InChI=1/C16H14ClF2IN2O4/c17-11-5-8(20)1-4-13(11)21-15-10(2-3-12(18)14(15)19)16(25)22-26-7-9(24)6-23/h1-5,9,21,23-24H,6-7H2,(H,22,25)/t9-/m1/s1/f/h22H 
3BM InChIKey         InChI                1.02b FCADPEDUULETPK-KCUWNNAWDP                                                                                                                             
3BM SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)CONC(=O)c1ccc(F)c(F)c1Nc2ccc(I)cc2Cl                                                                                                       
3BM SMILES           CACTVS               3.341 OC[CH](O)CONC(=O)c1ccc(F)c(F)c1Nc2ccc(I)cc2Cl                                                                                                         
3BM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1I)Cl)Nc2c(ccc(c2F)F)C(=O)NOC[C@@H](CO)O                                                                                                     
3BM SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1I)Cl)Nc2c(ccc(c2F)F)C(=O)NOCC(CO)O                                                                                                          
# 
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 
3BM "SYSTEMATIC NAME" ACDLabs              10.04 2-[(2-chloro-4-iodophenyl)amino]-N-{[(2R)-2,3-dihydroxypropyl]oxy}-3,4-difluorobenzamide 
3BM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(2-chloro-4-iodo-phenyl)amino]-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-benzamide   
# 
