data_E4F
# 
_chem_comp.id                                    E4F 
_chem_comp.name                                  "5-[[(1R,2S)-2-(5-azanylpentanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-1,3-benzodioxole-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-12-19 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        410.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E4F 
_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        4CJ3 
_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 
E4F C1  C1  C 0 1 Y N N 30.985 -27.627 -1.049 2.144  4.708  -0.036 C1  E4F 1  
E4F C2  C2  C 0 1 Y N N 30.901 -28.503 -0.011 2.963  3.656  -0.399 C2  E4F 2  
E4F C3  C3  C 0 1 Y N N 32.090 -27.680 -1.839 0.792  4.497  0.154  C3  E4F 3  
E4F C4  C4  C 0 1 Y N N 31.886 -29.415 0.256  2.427  2.395  -0.576 C4  E4F 4  
E4F C5  C5  C 0 1 Y N N 33.148 -32.174 1.417  2.778  0.224  1.614  C5  E4F 5  
E4F C6  C6  C 0 1 Y N N 32.447 -32.907 2.336  4.099  -0.188 1.680  C6  E4F 6  
E4F C7  C7  C 0 1 Y N N 32.702 -33.753 -0.291 2.318  -1.499 0.002  C7  E4F 7  
E4F C8  C8  C 0 1 Y N N 33.077 -28.581 -1.580 0.254  3.233  -0.019 C8  E4F 8  
E4F C9  C9  C 0 1 Y N N 32.989 -29.454 -0.552 1.072  2.182  -0.393 C9  E4F 9  
E4F C10 C10 C 0 1 Y N N 33.284 -32.572 0.114  1.888  -0.422 0.784  C10 E4F 10 
E4F C11 C11 C 0 1 Y N N 31.884 -34.057 1.899  4.542  -1.249 0.908  C11 E4F 11 
E4F C12 C12 C 0 1 Y N N 31.991 -34.484 0.627  3.655  -1.908 0.060  C12 E4F 12 
E4F C13 C13 C 0 1 N N N 32.804 -34.255 -1.680 1.369  -2.192 -0.888 C13 E4F 13 
E4F C14 C14 C 0 1 N N N 37.418 -30.308 -1.335 -3.420 0.426  -0.248 C14 E4F 14 
E4F C15 C15 C 0 1 N N N 34.324 -28.759 -2.331 -1.171 2.745  0.125  C15 E4F 15 
E4F C16 C16 C 0 1 N N N 30.610 -35.681 1.623  5.722  -2.589 -0.431 C16 E4F 16 
E4F C17 C17 C 0 1 N N R 34.188 -30.320 -0.438 0.253  0.915  -0.515 C17 E4F 17 
E4F C18 C18 C 0 1 N N S 35.134 -29.489 -1.301 -1.211 1.388  -0.610 C18 E4F 18 
E4F C19 C19 C 0 1 N N N 34.051 -31.761 -0.851 0.453  0.032  0.719  C19 E4F 19 
E4F C20 C20 C 0 1 N N N 38.196 -31.164 -2.281 -4.346 -0.535 0.451  C20 E4F 20 
E4F C21 C21 C 0 1 N N N 37.191 -31.804 -3.241 -5.766 -0.363 -0.092 C21 E4F 21 
E4F C22 C22 C 0 1 N N N 37.717 -32.915 -4.142 -6.705 -1.339 0.618  C22 E4F 22 
E4F C23 C23 C 0 1 N N N 37.324 -32.638 -5.576 -8.125 -1.167 0.075  C23 E4F 23 
E4F N25 N1  N 0 1 N N N 36.203 -30.166 -1.900 -2.111 0.454  0.070  N25 E4F 24 
E4F N24 N2  N 0 1 N N N 36.893 -33.817 -6.359 -9.028 -2.105 0.757  N24 E4F 25 
E4F O30 O1  O 0 1 N N N 31.841 -34.791 -2.197 0.582  -3.172 -0.401 O30 E4F 26 
E4F O26 O2  O 0 1 N N N 33.898 -34.110 -2.234 1.296  -1.881 -2.060 O26 E4F 27 
E4F O27 O3  O 0 1 N N N 37.837 -29.864 -0.274 -3.853 1.176  -1.098 O27 E4F 28 
E4F O28 O4  O 0 1 N N N 31.163 -34.869 2.619  5.770  -1.834 0.794  O28 E4F 29 
E4F O29 O5  O 0 1 N N N 31.327 -35.649 0.430  4.325  -2.905 -0.582 O29 E4F 30 
E4F H1  H1  H 0 1 N N N 30.198 -26.912 -1.239 2.562  5.695  0.104  H1  E4F 31 
E4F H2  H2  H 0 1 N N N 30.027 -28.478 0.624  4.021  3.819  -0.543 H2  E4F 32 
E4F H3  H3  H 0 1 N N N 32.185 -27.004 -2.676 0.153  5.319  0.438  H3  E4F 33 
E4F H4  H4  H 0 1 N N N 31.794 -30.093 1.091  3.068  1.573  -0.860 H4  E4F 34 
E4F H5  H5  H 0 1 N N N 33.610 -31.249 1.731  2.443  1.052  2.220  H5  E4F 35 
E4F H6  H6  H 0 1 N N N 32.348 -32.583 3.361  4.788  0.322  2.338  H6  E4F 36 
E4F H7  H7  H 0 1 N N N 34.174 -29.363 -3.238 -1.421 2.613  1.177  H7  E4F 37 
E4F H8  H8  H 0 1 N N N 34.780 -27.796 -2.603 -1.861 3.449  -0.343 H8  E4F 38 
E4F H9  H9  H 0 1 N N N 29.583 -35.340 1.423  6.074  -1.985 -1.268 H9  E4F 39 
E4F H10 H10 H 0 1 N N N 30.587 -36.718 1.990  6.314  -3.500 -0.343 H10 E4F 40 
E4F H11 H11 H 0 1 N N N 34.551 -30.287 0.600  0.530  0.371  -1.418 H11 E4F 41 
E4F H12 H12 H 0 1 N N N 35.557 -28.721 -0.637 -1.503 1.520  -1.652 H12 E4F 42 
E4F H13 H13 H 0 1 N N N 33.539 -31.799 -1.824 -0.201 -0.838 0.653  H13 E4F 43 
E4F H14 H14 H 0 1 N N N 35.058 -32.194 -0.949 0.211  0.601  1.616  H14 E4F 44 
E4F H15 H15 H 0 1 N N N 38.737 -31.945 -1.726 -4.010 -1.557 0.274  H15 E4F 45 
E4F H16 H16 H 0 1 N N N 38.915 -30.549 -2.842 -4.339 -0.332 1.522  H16 E4F 46 
E4F H17 H17 H 0 1 N N N 36.796 -31.008 -3.889 -6.101 0.659  0.086  H17 E4F 47 
E4F H18 H18 H 0 1 N N N 36.374 -32.224 -2.636 -5.772 -0.567 -1.163 H18 E4F 48 
E4F H19 H19 H 0 1 N N N 37.288 -33.877 -3.825 -6.370 -2.361 0.441  H19 E4F 49 
E4F H20 H20 H 0 1 N N N 38.813 -32.959 -4.065 -6.699 -1.136 1.689  H20 E4F 50 
E4F H21 H21 H 0 1 N N N 38.191 -32.192 -6.085 -8.461 -0.145 0.252  H21 E4F 51 
E4F H22 H22 H 0 1 N N N 36.494 -31.916 -5.566 -8.132 -1.371 -0.996 H22 E4F 52 
E4F H23 H23 H 0 1 N N N 36.056 -30.569 -2.803 -1.764 -0.146 0.750  H23 E4F 53 
E4F H24 H24 H 0 1 N N N 36.656 -33.532 -7.288 -8.991 -1.979 1.758  H24 E4F 54 
E4F H25 H25 H 0 1 N N N 37.638 -34.484 -6.395 -9.972 -2.010 0.415  H25 E4F 55 
E4F H27 H27 H 0 1 N N N 32.068 -35.071 -3.076 0.029  -3.648 -1.037 H27 E4F 56 
# 
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 
E4F N24 C23 SING N N 1  
E4F C23 C22 SING N N 2  
E4F C22 C21 SING N N 3  
E4F C21 C20 SING N N 4  
E4F C15 C8  SING N N 5  
E4F C15 C18 SING N N 6  
E4F C20 C14 SING N N 7  
E4F O26 C13 DOUB N N 8  
E4F O30 C13 SING N N 9  
E4F N25 C14 SING N N 10 
E4F N25 C18 SING N N 11 
E4F C3  C8  DOUB Y N 12 
E4F C3  C1  SING Y N 13 
E4F C13 C7  SING N N 14 
E4F C8  C9  SING Y N 15 
E4F C14 O27 DOUB N N 16 
E4F C18 C17 SING N N 17 
E4F C1  C2  DOUB Y N 18 
E4F C19 C17 SING N N 19 
E4F C19 C10 SING N N 20 
E4F C9  C17 SING N N 21 
E4F C9  C4  DOUB Y N 22 
E4F C7  C10 DOUB Y N 23 
E4F C7  C12 SING Y N 24 
E4F C2  C4  SING Y N 25 
E4F C10 C5  SING Y N 26 
E4F O29 C12 SING N N 27 
E4F O29 C16 SING N N 28 
E4F C12 C11 DOUB Y N 29 
E4F C5  C6  DOUB Y N 30 
E4F C16 O28 SING N N 31 
E4F C11 C6  SING Y N 32 
E4F C11 O28 SING N N 33 
E4F C1  H1  SING N N 34 
E4F C2  H2  SING N N 35 
E4F C3  H3  SING N N 36 
E4F C4  H4  SING N N 37 
E4F C5  H5  SING N N 38 
E4F C6  H6  SING N N 39 
E4F C15 H7  SING N N 40 
E4F C15 H8  SING N N 41 
E4F C16 H9  SING N N 42 
E4F C16 H10 SING N N 43 
E4F C17 H11 SING N N 44 
E4F C18 H12 SING N N 45 
E4F C19 H13 SING N N 46 
E4F C19 H14 SING N N 47 
E4F C20 H15 SING N N 48 
E4F C20 H16 SING N N 49 
E4F C21 H17 SING N N 50 
E4F C21 H18 SING N N 51 
E4F C22 H19 SING N N 52 
E4F C22 H20 SING N N 53 
E4F C23 H21 SING N N 54 
E4F C23 H22 SING N N 55 
E4F N25 H23 SING N N 56 
E4F N24 H24 SING N N 57 
E4F N24 H25 SING N N 58 
E4F O30 H27 SING N N 59 
# 
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 
E4F SMILES           ACDLabs              12.01 "O=C(NC2Cc1ccccc1C2Cc3ccc4OCOc4c3C(=O)O)CCCCN"                                                                                                                                             
E4F InChI            InChI                1.03  "InChI=1S/C23H26N2O5/c24-10-4-3-7-20(26)25-18-12-14-5-1-2-6-16(14)17(18)11-15-8-9-19-22(30-13-29-19)21(15)23(27)28/h1-2,5-6,8-9,17-18H,3-4,7,10-13,24H2,(H,25,26)(H,27,28)/t17-,18+/m1/s1" 
E4F InChIKey         InChI                1.03  OWTQVNFBKGWMJL-MSOLQXFVSA-N                                                                                                                                                                
E4F SMILES_CANONICAL CACTVS               3.385 "NCCCCC(=O)N[C@H]1Cc2ccccc2[C@H]1Cc3ccc4OCOc4c3C(O)=O"                                                                                                                                     
E4F SMILES           CACTVS               3.385 "NCCCCC(=O)N[CH]1Cc2ccccc2[CH]1Cc3ccc4OCOc4c3C(O)=O"                                                                                                                                       
E4F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C[C@@H]([C@@H]2Cc3ccc4c(c3C(=O)O)OCO4)NC(=O)CCCCN"                                                                                                                             
E4F SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)CC(C2Cc3ccc4c(c3C(=O)O)OCO4)NC(=O)CCCCN"                                                                                                                                       
# 
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 
E4F "SYSTEMATIC NAME" ACDLabs              12.01 "5-({(1R,2S)-2-[(5-aminopentanoyl)amino]-2,3-dihydro-1H-inden-1-yl}methyl)-1,3-benzodioxole-4-carboxylic acid" 
E4F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[(1R,2S)-2-(5-azanylpentanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-1,3-benzodioxole-4-carboxylic 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 
E4F "Create component"  2013-12-19 EBI  
E4F "Initial release"   2014-01-08 RCSB 
E4F "Modify descriptor" 2014-09-05 RCSB 
# 
