data_055
# 
_chem_comp.id                                    055 
_chem_comp.name                                  "(2S)-{[(3-{[(2-chloro-6-methylphenyl)carbamoyl]amino}naphthalen-2-yl)carbonyl]amino}(phenyl)ethanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H22 Cl N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-10 
_chem_comp.pdbx_modified_date                    2009-01-23 
_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                        487.934 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     055 
_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        3DDW 
_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 
055 CL1  CL1  CL 0 0 N N N 104.422 -90.746 95.532 -3.761 0.276  2.194  CL1  055 1  
055 C30  C30  C  0 1 Y N N 103.079 -91.700 94.822 -4.941 1.019  1.159  C30  055 2  
055 C29  C29  C  0 1 Y N N 102.226 -91.053 93.934 -6.255 1.125  1.572  C29  055 3  
055 C28  C28  C  0 1 Y N N 101.174 -91.747 93.339 -7.195 1.717  0.748  C28  055 4  
055 C27  C27  C  0 1 Y N N 100.990 -93.078 93.654 -6.823 2.205  -0.491 C27  055 5  
055 C26  C26  C  0 1 Y N N 101.858 -93.731 94.541 -5.510 2.102  -0.910 C26  055 6  
055 C31  C31  C  0 1 N N N 101.600 -95.181 94.835 -5.106 2.634  -2.261 C31  055 7  
055 C25  C25  C  0 1 Y N N 102.903 -93.046 95.175 -4.563 1.514  -0.084 C25  055 8  
055 N24  N24  N  0 1 N N N 103.854 -93.743 95.895 -3.231 1.414  -0.503 N24  055 9  
055 C23  C23  C  0 1 N N N 105.068 -94.028 95.385 -2.539 0.278  -0.284 C23  055 10 
055 O33  O33  O  0 1 N N N 105.730 -94.848 96.017 -3.089 -0.681 0.222  O33  055 11 
055 N22  N22  N  0 1 N N N 105.530 -93.528 94.239 -1.237 0.207  -0.624 N22  055 12 
055 C5   C5   C  0 1 Y N N 106.674 -93.906 93.577 -0.549 -1.001 -0.501 C5   055 13 
055 C6   C6   C  0 1 Y N N 107.485 -95.006 93.892 -1.236 -2.179 -0.563 C6   055 14 
055 C1   C1   C  0 1 Y N N 108.678 -95.259 93.199 -0.551 -3.398 -0.440 C1   055 15 
055 C7   C7   C  0 1 Y N N 109.458 -96.366 93.528 -1.237 -4.624 -0.503 C7   055 16 
055 C8   C8   C  0 1 Y N N 110.651 -96.622 92.847 -0.547 -5.791 -0.381 C8   055 17 
055 C9   C9   C  0 1 Y N N 111.045 -95.766 91.819 0.835  -5.792 -0.194 C9   055 18 
055 C2   C2   C  0 1 Y N N 109.075 -94.421 92.177 0.856  -3.400 -0.251 C2   055 19 
055 C10  C10  C  0 1 Y N N 110.271 -94.663 91.486 1.534  -4.627 -0.129 C10  055 20 
055 C3   C3   C  0 1 Y N N 108.288 -93.321 91.861 1.548  -2.182 -0.187 C3   055 21 
055 C4   C4   C  0 1 Y N N 107.097 -93.070 92.552 0.851  -0.992 -0.318 C4   055 22 
055 C11  C11  C  0 1 N N N 106.281 -91.867 92.212 1.574  0.292  -0.252 C11  055 23 
055 O14  O14  O  0 1 N N N 105.060 -91.883 92.248 0.956  1.339  -0.260 O14  055 24 
055 N12  N12  N  0 1 N N N 106.964 -90.773 91.904 2.920  0.305  -0.183 N12  055 25 
055 C13  C13  C  0 1 N N S 106.365 -89.535 91.486 3.638  1.581  -0.118 C13  055 26 
055 C16  C16  C  0 1 N N N 105.539 -89.761 90.251 3.848  2.111  -1.513 C16  055 27 
055 O21  O21  O  0 1 N N N 104.396 -89.279 90.250 4.489  3.275  -1.699 O21  055 28 
055 O20  O20  O  0 1 N N N 106.030 -90.408 89.291 3.441  1.487  -2.464 O20  055 29 
055 C46  C46  C  0 1 Y N N 107.512 -88.556 91.193 4.974  1.372  0.547  C46  055 30 
055 C47  C47  C  0 1 Y N N 107.128 -87.368 90.304 5.719  0.243  0.262  C47  055 31 
055 C48  C48  C  0 1 Y N N 107.694 -85.981 90.586 6.944  0.051  0.872  C48  055 32 
055 C49  C49  C  0 1 Y N N 108.537 -85.727 91.827 7.425  0.988  1.766  C49  055 33 
055 C50  C50  C  0 1 Y N N 108.877 -86.880 92.754 6.681  2.118  2.051  C50  055 34 
055 C51  C51  C  0 1 Y N N 108.326 -88.271 92.467 5.457  2.312  1.438  C51  055 35 
055 H29  H29  H  0 1 N N N 102.379 -90.009 93.705 -6.549 0.744  2.539  H29  055 36 
055 H28  H28  H  0 1 N N N 100.514 -91.251 92.643 -8.221 1.799  1.073  H28  055 37 
055 H27  H27  H  0 1 N N N 100.169 -93.623 93.213 -7.559 2.667  -1.132 H27  055 38 
055 H31  H31  H  0 1 N N N 101.537 -95.742 93.891 -4.802 3.677  -2.165 H31  055 39 
055 H31A H31A H  0 0 N N N 102.422 -95.583 95.446 -4.273 2.047  -2.649 H31A 055 40 
055 H31B H31B H  0 0 N N N 100.652 -95.280 95.384 -5.951 2.564  -2.947 H31B 055 41 
055 HN24 HN24 H  0 0 N N N 103.635 -94.045 96.823 -2.806 2.161  -0.952 HN24 055 42 
055 HN22 HN22 H  0 0 N N N 104.988 -92.802 93.817 -0.777 0.994  -0.955 HN22 055 43 
055 H6   H6   H  0 1 N N N 107.184 -95.673 94.686 -2.306 -2.173 -0.707 H6   055 44 
055 H7   H7   H  0 1 N N N 109.138 -97.032 94.316 -2.307 -4.639 -0.646 H7   055 45 
055 H8   H8   H  0 1 N N N 111.261 -97.473 93.114 -1.078 -6.730 -0.429 H8   055 46 
055 H9   H9   H  0 1 N N N 111.959 -95.963 91.278 1.358  -6.732 -0.100 H9   055 47 
055 H10  H10  H  0 1 N N N 110.588 -93.995 90.699 2.604  -4.643 0.016  H10  055 48 
055 H3   H3   H  0 1 N N N 108.599 -92.651 91.073 2.618  -2.172 -0.043 H3   055 49 
055 HN12 HN12 H  0 0 N N N 107.961 -90.812 91.967 3.413  -0.530 -0.176 HN12 055 50 
055 H13  H13  H  0 1 N N N 105.702 -89.131 92.265 3.053  2.298  0.459  H13  055 51 
055 HO21 HO21 H  0 0 N N N 103.969 -89.477 89.425 4.600  3.574  -2.612 HO21 055 52 
055 H47  H47  H  0 1 N N N 106.453 -87.514 89.474 5.343  -0.490 -0.437 H47  055 53 
055 H48  H48  H  0 1 N N N 107.495 -85.172 89.899 7.526  -0.832 0.650  H48  055 54 
055 H49  H49  H  0 1 N N N 108.892 -84.731 92.047 8.383  0.838  2.243  H49  055 55 
055 H50  H50  H  0 1 N N N 109.508 -86.715 93.615 7.057  2.851  2.750  H50  055 56 
055 H51  H51  H  0 1 N N N 108.510 -89.070 93.170 4.878  3.196  1.657  H51  055 57 
# 
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 
055 C30 CL1  SING N N 1  
055 C29 C30  DOUB Y N 2  
055 C30 C25  SING Y N 3  
055 C28 C29  SING N N 4  
055 C29 H29  SING Y N 5  
055 C28 C27  DOUB Y N 6  
055 C28 H28  SING N N 7  
055 C27 C26  SING Y N 8  
055 C27 H27  SING N N 9  
055 C26 C31  SING N N 10 
055 C26 C25  DOUB Y N 11 
055 C31 H31  SING N N 12 
055 C31 H31A SING N N 13 
055 C31 H31B SING N N 14 
055 C25 N24  SING N N 15 
055 C23 N24  SING N N 16 
055 N24 HN24 SING N N 17 
055 N22 C23  SING N N 18 
055 C23 O33  DOUB N N 19 
055 C5  N22  SING N N 20 
055 N22 HN22 SING N N 21 
055 C4  C5   DOUB Y N 22 
055 C5  C6   SING N N 23 
055 C1  C6   DOUB Y N 24 
055 C6  H6   SING Y N 25 
055 C2  C1   SING N N 26 
055 C1  C7   SING Y N 27 
055 C8  C7   DOUB N N 28 
055 C7  H7   SING Y N 29 
055 C9  C8   SING N N 30 
055 C8  H8   SING Y N 31 
055 C10 C9   DOUB Y N 32 
055 C9  H9   SING Y N 33 
055 C10 C2   SING N N 34 
055 C3  C2   DOUB Y N 35 
055 C10 H10  SING Y N 36 
055 C3  C4   SING N N 37 
055 C3  H3   SING Y N 38 
055 C11 C4   SING N N 39 
055 N12 C11  SING N N 40 
055 C11 O14  DOUB N N 41 
055 C13 N12  SING N N 42 
055 N12 HN12 SING N N 43 
055 C16 C13  SING N N 44 
055 C46 C13  SING N N 45 
055 C13 H13  SING N N 46 
055 O20 C16  DOUB N N 47 
055 O21 C16  SING N N 48 
055 O21 HO21 SING N N 49 
055 C47 C46  DOUB Y N 50 
055 C46 C51  SING Y N 51 
055 C47 C48  SING Y N 52 
055 C47 H47  SING N N 53 
055 C48 C49  DOUB Y N 54 
055 C48 H48  SING N N 55 
055 C49 C50  SING Y N 56 
055 C49 H49  SING N N 57 
055 C51 C50  DOUB N N 58 
055 C50 H50  SING Y N 59 
055 C51 H51  SING N N 60 
# 
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 
055 SMILES           ACDLabs              10.04 Clc4cccc(c4NC(=O)Nc3cc1ccccc1cc3C(=O)NC(c2ccccc2)C(=O)O)C                                                                                                                                               
055 InChI            InChI                1.02b InChI=1/C27H22ClN3O4/c1-16-8-7-13-21(28)23(16)31-27(35)29-22-15-19-12-6-5-11-18(19)14-20(22)25(32)30-24(26(33)34)17-9-3-2-4-10-17/h2-15,24H,1H3,(H,30,32)(H,33,34)(H2,29,31,35)/t24-/m0/s1/f/h29-31,33H 
055 InChIKey         InChI                1.02b KRIVDSIBMDCVLL-YGBOSQSEDF                                                                                                                                                                               
055 SMILES_CANONICAL CACTVS               3.341 Cc1cccc(Cl)c1NC(=O)Nc2cc3ccccc3cc2C(=O)N[C@H](C(O)=O)c4ccccc4                                                                                                                                           
055 SMILES           CACTVS               3.341 Cc1cccc(Cl)c1NC(=O)Nc2cc3ccccc3cc2C(=O)N[CH](C(O)=O)c4ccccc4                                                                                                                                            
055 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1NC(=O)Nc2cc3ccccc3cc2C(=O)N[C@@H](c4ccccc4)C(=O)O)Cl                                                                                                                                          
055 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1NC(=O)Nc2cc3ccccc3cc2C(=O)NC(c4ccccc4)C(=O)O)Cl                                                                                                                                               
# 
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 
055 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-{[(3-{[(2-chloro-6-methylphenyl)carbamoyl]amino}naphthalen-2-yl)carbonyl]amino}(phenyl)ethanoic acid"  
055 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-[(2-chloro-6-methyl-phenyl)carbamoylamino]naphthalen-2-yl]carbonylamino]-2-phenyl-ethanoic acid" 
# 
