data_ME5
# 
_chem_comp.id                                    ME5 
_chem_comp.name                                  "5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-10 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        441.931 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ME5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_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 
ME5 C1   C1   C  0 1 N N N 8.546  44.945 63.380 3.117  -4.340  -1.325 C1   ME5 1  
ME5 C2   C2   C  0 1 N N N 9.296  43.886 65.500 5.410  -5.317  -1.754 C2   ME5 2  
ME5 C3   C3   C  0 1 N N N 9.564  44.538 64.259 4.588  -4.282  -1.519 C3   ME5 3  
ME5 C7   C7   C  0 1 N N N 7.149  42.147 59.358 1.666  -6.228  2.417  C7   ME5 4  
ME5 C8   C8   C  0 1 N N N 5.043  45.616 63.487 0.531  -1.659  -1.307 C8   ME5 5  
ME5 C10  C10  C  0 1 N N N 4.384  44.505 64.269 0.812  -0.722  -0.130 C10  ME5 6  
ME5 C12  C12  C  0 1 N N N 4.938  43.419 63.377 0.978  -1.615  1.102  C12  ME5 7  
ME5 C13  C13  C  0 1 N N N 5.391  43.979 62.047 0.687  -3.037  0.623  C13  ME5 8  
ME5 C14  C14  C  0 1 N N N 8.210  41.169 57.333 3.796  -6.895  3.269  C14  ME5 9  
ME5 C15  C15  C  0 1 N N N 9.856  38.188 57.539 3.574  -10.138 5.006  C15  ME5 10 
ME5 C16  C16  C  0 1 N N N 8.065  39.826 57.909 3.179  -7.924  3.980  C16  ME5 11 
ME5 C19  C19  C  0 1 N N N 6.232  45.116 62.669 1.059  -3.019  -0.862 C19  ME5 12 
ME5 C21  C21  C  0 1 N N N 7.952  38.356 55.976 5.157  -8.338  5.423  C21  ME5 13 
ME5 C22  C22  C  0 1 N N N 6.927  40.807 59.931 1.032  -7.239  3.109  C22  ME5 14 
ME5 C24  C24  C  0 1 N N N 8.561  37.323 55.074 5.942  -9.334  6.216  C24  ME5 15 
ME5 C17  C17  C  0 1 N N N 6.516  43.281 60.036 0.851  -5.313  1.577  C17  ME5 16 
ME5 C44  C44  C  0 1 N N N 7.767  42.334 58.069 3.031  -6.037  2.479  C44  ME5 17 
ME5 N2   N2   N  0 1 N N N 8.644  38.753 57.183 3.975  -8.816  4.802  N2   ME5 18 
ME5 C18  C18  C  0 1 N N N 7.376  39.642 59.194 1.797  -8.096  3.900  C18  ME5 19 
ME5 C23  C23  C  0 1 N N N 10.450 37.196 56.683 4.277  -11.001 5.746  C23  ME5 20 
ME5 C26  C26  C  0 1 N N N 9.823  36.776 55.480 5.500  -10.585 6.363  C26  ME5 21 
ME5 O1   O1   O  0 1 N N N 6.873  38.887 55.713 5.579  -7.181  5.413  O1   ME5 22 
ME5 N4   N4   N  0 1 N N N 6.104  42.990 61.285 1.370  -4.041  1.389  N4   ME5 23 
ME5 O2   O2   O  0 1 N N N 6.344  44.383 59.535 -0.219 -5.710  1.122  O2   ME5 24 
ME5 N1   N1   N  0 1 N N N 7.246  44.547 63.636 2.480  -3.125  -1.094 N1   ME5 25 
ME5 O3   O3   O  0 1 N N N 8.865  45.654 62.418 2.549  -5.429  -1.355 O3   ME5 26 
ME5 C4   C4   C  0 1 N N N 10.537 43.602 66.150 6.752  -4.856  -1.885 C4   ME5 27 
ME5 S1   S1   S  0 1 N N N 11.217 44.782 63.913 5.323  -2.768  -1.443 S1   ME5 28 
ME5 C5   C5   C  0 1 N N N 11.683 44.044 65.368 6.847  -3.490  -1.738 C5   ME5 29 
ME5 CL1  CL1  CL 0 0 N N N 13.413 43.857 65.783 8.258  -2.520  -1.819 CL1  ME5 30 
ME5 H2   H2   H  0 1 N N N 8.316  43.646 65.885 5.110  -6.354  -1.836 H2   ME5 31 
ME5 H81  1H8  H  0 1 N N N 5.400  46.379 64.194 -0.553 -1.718  -1.466 H81  ME5 32 
ME5 H82  2H8  H  0 1 N N N 4.299  46.028 62.789 0.987  -1.297  -2.234 H82  ME5 33 
ME5 H101 1H10 H  0 0 N N N 4.680  44.438 65.326 -0.000 -0.000  0.000  H101 ME5 34 
ME5 H102 2H10 H  0 0 N N N 3.295  44.550 64.419 1.732  -0.152  -0.304 H102 ME5 35 
ME5 H121 1H12 H  0 0 N N N 5.799  42.952 63.878 2.001  -1.524  1.490  H121 ME5 36 
ME5 H122 2H12 H  0 0 N N N 4.144  42.681 63.192 0.301  -1.319  1.911  H122 ME5 37 
ME5 H13  H13  H  0 1 N N N 4.653  44.300 61.298 -0.386 -3.237  0.727  H13  ME5 38 
ME5 H14  H14  H  0 1 N N N 8.650  41.288 56.354 4.872  -6.751  3.323  H14  ME5 39 
ME5 H15  H15  H  0 1 N N N 10.351 38.489 58.450 2.650  -10.437 4.521  H15  ME5 40 
ME5 H19  H19  H  0 1 N N N 6.793  45.791 62.005 0.590  -3.840  -1.412 H19  ME5 41 
ME5 H22  H22  H  0 1 N N N 6.437  40.695 60.887 -0.044 -7.382  3.056  H22  ME5 42 
ME5 H24  H24  H  0 1 N N N 8.073  37.007 54.164 6.865  -9.002  6.678  H24  ME5 43 
ME5 H44  H44  H  0 1 N N N 7.897  43.325 57.660 3.522  -5.237  1.930  H44  ME5 44 
ME5 H18  H18  H  0 1 N N N 7.206  38.650 59.585 1.306  -8.895  4.449  H18  ME5 45 
ME5 H23  H23  H  0 1 N N N 11.397 36.759 56.963 3.943  -12.022 5.886  H23  ME5 46 
ME5 H26  H26  H  0 1 N N N 10.304 36.033 54.861 6.058  -11.311 6.944  H26  ME5 47 
ME5 HN4  HN4  H  0 1 N N N 6.293  42.091 61.680 2.231  -3.766  1.849  HN4  ME5 48 
ME5 HN1  HN1  H  0 1 N N N 7.000  43.939 64.391 3.034  -2.272  -1.022 HN1  ME5 49 
ME5 H4   H4   H  0 1 N N N 10.616 43.115 67.111 7.601  -5.500  -2.078 H4   ME5 50 
# 
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 
ME5 C1  O3   DOUB N N 1  
ME5 C1  N1   SING N N 2  
ME5 C1  C3   SING N N 3  
ME5 C2  C3   DOUB N N 4  
ME5 C2  C4   SING N N 5  
ME5 C2  H2   SING N N 6  
ME5 C3  S1   SING N N 7  
ME5 C7  C44  DOUB N N 8  
ME5 C7  C22  SING N N 9  
ME5 C7  C17  SING N N 10 
ME5 C8  C19  SING N N 11 
ME5 C8  C10  SING N N 12 
ME5 C8  H81  SING N N 13 
ME5 C8  H82  SING N N 14 
ME5 C10 C12  SING N N 15 
ME5 C10 H101 SING N N 16 
ME5 C10 H102 SING N N 17 
ME5 C12 C13  SING N N 18 
ME5 C12 H121 SING N N 19 
ME5 C12 H122 SING N N 20 
ME5 C13 N4   SING N N 21 
ME5 C13 C19  SING N N 22 
ME5 C13 H13  SING N N 23 
ME5 C14 C16  DOUB N N 24 
ME5 C14 C44  SING N N 25 
ME5 C14 H14  SING N N 26 
ME5 C15 C23  DOUB N N 27 
ME5 C15 N2   SING N N 28 
ME5 C15 H15  SING N N 29 
ME5 C16 N2   SING N N 30 
ME5 C16 C18  SING N N 31 
ME5 C19 N1   SING N N 32 
ME5 C19 H19  SING N N 33 
ME5 C21 C24  SING N N 34 
ME5 C21 O1   DOUB N N 35 
ME5 C21 N2   SING N N 36 
ME5 C22 C18  DOUB N N 37 
ME5 C22 H22  SING N N 38 
ME5 C24 C26  DOUB N N 39 
ME5 C24 H24  SING N N 40 
ME5 C17 O2   DOUB N N 41 
ME5 C17 N4   SING N N 42 
ME5 C44 H44  SING N N 43 
ME5 C18 H18  SING N N 44 
ME5 C23 C26  SING N N 45 
ME5 C23 H23  SING N N 46 
ME5 C26 H26  SING N N 47 
ME5 N4  HN4  SING N N 48 
ME5 N1  HN1  SING N N 49 
ME5 C4  C5   DOUB N N 50 
ME5 C4  H4   SING N N 51 
ME5 S1  C5   SING N N 52 
ME5 C5  CL1  SING N N 53 
# 
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 
ME5 SMILES           ACDLabs              10.04 O=C(NC3CCCC3NC(=O)c2ccc(N1C=CC=CC1=O)cc2)c4sc(Cl)cc4                                                                                                                                   
ME5 InChI            InChI                1.02b InChI=1/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/t16-,17+/m0/s1/f/h24-25H 
ME5 InChIKey         InChI                1.02b QCPYHSAHOYXXQK-YVWSAQLVDU                                                                                                                                                              
ME5 SMILES_CANONICAL CACTVS               3.341 Clc1sc(cc1)C(=O)N[C@@H]2CCC[C@@H]2NC(=O)c3ccc(cc3)N4C=CC=CC4=O                                                                                                                         
ME5 SMILES           CACTVS               3.341 Clc1sc(cc1)C(=O)N[CH]2CCC[CH]2NC(=O)c3ccc(cc3)N4C=CC=CC4=O                                                                                                                             
ME5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@H]2CCC[C@H]2NC(=O)c3ccc(s3)Cl)N4C=CC=CC4=O                                                                                                                           
ME5 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC2CCCC2NC(=O)c3ccc(s3)Cl)N4C=CC=CC4=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 
ME5 "SYSTEMATIC NAME" ACDLabs              10.04 5-chloro-N-[(1R,2S)-2-({[4-(2-oxopyridin-1(2H)-yl)phenyl]carbonyl}amino)cyclopentyl]thiophene-2-carboxamide 
ME5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-chloro-N-[(1R,2S)-2-[[4-(2-oxopyridin-1-yl)phenyl]carbonylamino]cyclopentyl]thiophene-2-carboxamide       
# 
