data_7I1
# 
_chem_comp.id                                    7I1 
_chem_comp.name                                  "3-methyl-N-(naphthalen-1-ylmethyl)-4-piperidin-4-yloxy-1-benzofuran-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-06 
_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                        414.496 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7I1 
_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        4B11 
_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 
7I1 O2   O2   O 0 1 N N N 4.887  -8.528  90.284 1.062  -2.480 0.129  O2   7I1 1  
7I1 C14  C14  C 0 1 N N N 3.659  -8.425  90.118 1.220  -1.307 -0.154 C14  7I1 2  
7I1 N1   N1   N 0 1 N N N 2.754  -8.328  91.120 2.458  -0.834 -0.398 N1   7I1 3  
7I1 C15  C15  C 0 1 N N N 2.906  -8.726  92.534 3.613  -1.732 -0.324 C15  7I1 4  
7I1 C16  C16  C 0 1 Y N N 2.308  -10.127 92.698 4.870  -0.962 -0.638 C16  7I1 5  
7I1 C25  C25  C 0 1 Y N N 3.080  -11.252 92.386 5.474  -0.163 0.349  C25  7I1 6  
7I1 C24  C24  C 0 1 Y N N 4.373  -11.042 91.949 4.929  -0.062 1.640  C24  7I1 7  
7I1 C23  C23  C 0 1 Y N N 5.181  -12.135 91.633 5.542  0.721  2.570  C23  7I1 8  
7I1 C22  C22  C 0 1 Y N N 4.679  -13.429 91.745 6.703  1.426  2.261  C22  7I1 9  
7I1 C21  C21  C 0 1 Y N N 3.338  -13.638 92.139 7.259  1.352  1.021  C21  7I1 10 
7I1 C20  C20  C 0 1 Y N N 2.540  -12.544 92.483 6.655  0.553  0.035  C20  7I1 11 
7I1 C19  C19  C 0 1 Y N N 1.222  -12.767 92.879 7.200  0.452  -1.257 C19  7I1 12 
7I1 C18  C18  C 0 1 Y N N 0.434  -11.640 93.186 6.588  -0.331 -2.186 C18  7I1 13 
7I1 C17  C17  C 0 1 Y N N 1.008  -10.358 93.080 5.429  -1.040 -1.876 C17  7I1 14 
7I1 C2   C2   C 0 1 Y N N 3.184  -8.358  88.685 0.062  -0.408 -0.235 C2   7I1 15 
7I1 O    O    O 0 1 Y N N 2.026  -7.980  88.427 0.115  0.907  -0.539 O    7I1 16 
7I1 C3   C3   C 0 1 Y N N 1.786  -7.958  87.102 -1.128 1.430  -0.525 C3   7I1 17 
7I1 C13  C13  C 0 1 Y N N 2.945  -8.371  86.446 -2.019 0.392  -0.195 C13  7I1 18 
7I1 C1   C1   C 0 1 Y N N 3.886  -8.609  87.505 -1.229 -0.771 -0.021 C1   7I1 19 
7I1 C    C    C 0 1 N N N 5.288  -9.108  87.218 -1.726 -2.148 0.336  C    7I1 20 
7I1 C7   C7   C 0 1 Y N N 2.947  -8.449  85.048 -3.395 0.654  -0.108 C7   7I1 21 
7I1 C6   C6   C 0 1 Y N N 1.769  -8.064  84.349 -3.862 1.932  -0.348 C6   7I1 22 
7I1 C5   C5   C 0 1 Y N N 0.619  -7.647  85.014 -2.978 2.950  -0.673 C5   7I1 23 
7I1 C4   C4   C 0 1 Y N N 0.611  -7.570  86.452 -1.624 2.706  -0.762 C4   7I1 24 
7I1 O1   O1   O 0 1 N N N 4.137  -8.846  84.476 -4.261 -0.342 0.209  O1   7I1 25 
7I1 C8   C8   C 0 1 N N N 4.124  -9.489  83.165 -5.630 0.023  0.395  C8   7I1 26 
7I1 C12  C12  C 0 1 N N N 3.403  -10.812 83.435 -6.314 -1.001 1.305  C12  7I1 27 
7I1 C11  C11  C 0 1 N N N 4.252  -11.738 84.218 -7.793 -0.638 1.451  C11  7I1 28 
7I1 N    N    N 0 1 N N N 5.631  -11.793 83.736 -8.430 -0.630 0.128  N    7I1 29 
7I1 C10  C10  C 0 1 N N N 6.373  -10.698 83.132 -7.820 0.379  -0.748 C10  7I1 30 
7I1 C9   C9   C 0 1 N N N 5.497  -9.642  82.511 -6.342 0.046  -0.960 C9   7I1 31 
7I1 H1   H1   H 0 1 N N N 1.868  -7.936  90.871 2.585  0.101  -0.624 H1   7I1 32 
7I1 H151 H151 H 0 0 N N N 3.972  -8.741  92.805 3.685  -2.150 0.680  H151 7I1 33 
7I1 H152 H152 H 0 0 N N N 2.373  -8.014  93.182 3.493  -2.540 -1.046 H152 7I1 34 
7I1 H17  H17  H 0 1 N N N 0.389  -9.504  93.313 4.965  -1.658 -2.631 H17  7I1 35 
7I1 H24  H24  H 0 1 N N N 4.757  -10.037 91.852 4.029  -0.603 1.894  H24  7I1 36 
7I1 H23  H23  H 0 1 N N N 6.197  -11.977 91.301 5.121  0.797  3.562  H23  7I1 37 
7I1 H22  H22  H 0 1 N N N 5.316  -14.275 91.530 7.170  2.040  3.017  H22  7I1 38 
7I1 H21  H21  H 0 1 N N N 2.932  -14.638 92.174 8.159  1.905  0.796  H21  7I1 39 
7I1 H19  H19  H 0 1 N N N 0.820  -13.767 92.948 8.100  0.993  -1.510 H19  7I1 40 
7I1 H18  H18  H 0 1 N N N -0.593 -11.757 93.498 7.009  -0.407 -3.178 H18  7I1 41 
7I1 H4   H4   H 0 1 N N N -0.256 -7.231  86.999 -0.947 3.509  -1.016 H4   7I1 42 
7I1 HC1  HC1  H 0 1 N N N 5.289  -10.208 87.195 -1.743 -2.259 1.421  HC1  7I1 43 
7I1 HC2  HC2  H 0 1 N N N 5.623  -8.721  86.244 -2.733 -2.285 -0.059 HC2  7I1 44 
7I1 HC3  HC3  H 0 1 N N N 5.970  -8.757  88.006 -1.062 -2.898 -0.094 HC3  7I1 45 
7I1 H6   H6   H 0 1 N N N 1.767  -8.096  83.269 -4.920 2.139  -0.283 H6   7I1 46 
7I1 H5   H5   H 0 1 N N N -0.265 -7.382  84.453 -3.355 3.945  -0.859 H5   7I1 47 
7I1 H8   H8   H 0 1 N N N 3.493  -8.895  82.488 -5.684 1.011  0.853  H8   7I1 48 
7I1 H121 H121 H 0 0 N N N 2.480  -10.609 83.999 -6.224 -1.994 0.866  H121 7I1 49 
7I1 H122 H122 H 0 0 N N N 3.149  -11.284 82.474 -5.838 -0.991 2.286  H122 7I1 50 
7I1 H91C H91C H 0 0 N N N 5.346  -9.900  81.453 -5.886 0.804  -1.598 H91C 7I1 51 
7I1 H92C H92C H 0 0 N N N 6.020  -8.677  82.582 -6.253 -0.931 -1.435 H92C 7I1 52 
7I1 H111 H111 H 0 0 N N N 4.260  -11.405 85.266 -8.286 -1.373 2.087  H111 7I1 53 
7I1 H112 H112 H 0 0 N N N 3.819  -12.747 84.157 -7.882 0.350  1.903  H112 7I1 54 
7I1 H    H    H 0 1 N N N 6.174  -12.071 84.528 -8.395 -1.545 -0.296 H    7I1 55 
7I1 H101 H101 H 0 0 N N N 6.988  -10.224 83.911 -8.333 0.382  -1.710 H101 7I1 56 
7I1 H102 H102 H 0 0 N N N 7.026  -11.111 82.349 -7.909 1.362  -0.287 H102 7I1 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 
7I1 O2  C14  DOUB N N 1  
7I1 C14 N1   SING N N 2  
7I1 C14 C2   SING N N 3  
7I1 N1  C15  SING N N 4  
7I1 C15 C16  SING N N 5  
7I1 C16 C25  SING Y N 6  
7I1 C16 C17  DOUB Y N 7  
7I1 C25 C24  SING Y N 8  
7I1 C25 C20  DOUB Y N 9  
7I1 C24 C23  DOUB Y N 10 
7I1 C23 C22  SING Y N 11 
7I1 C22 C21  DOUB Y N 12 
7I1 C21 C20  SING Y N 13 
7I1 C20 C19  SING Y N 14 
7I1 C19 C18  DOUB Y N 15 
7I1 C18 C17  SING Y N 16 
7I1 C2  O    SING Y N 17 
7I1 C2  C1   DOUB Y N 18 
7I1 O   C3   SING Y N 19 
7I1 C3  C13  SING Y N 20 
7I1 C3  C4   DOUB Y N 21 
7I1 C13 C1   SING Y N 22 
7I1 C13 C7   DOUB Y N 23 
7I1 C1  C    SING N N 24 
7I1 C7  C6   SING Y N 25 
7I1 C7  O1   SING N N 26 
7I1 C6  C5   DOUB Y N 27 
7I1 C5  C4   SING Y N 28 
7I1 O1  C8   SING N N 29 
7I1 C8  C12  SING N N 30 
7I1 C8  C9   SING N N 31 
7I1 C12 C11  SING N N 32 
7I1 C11 N    SING N N 33 
7I1 N   C10  SING N N 34 
7I1 C10 C9   SING N N 35 
7I1 N1  H1   SING N N 36 
7I1 C15 H151 SING N N 37 
7I1 C15 H152 SING N N 38 
7I1 C17 H17  SING N N 39 
7I1 C24 H24  SING N N 40 
7I1 C23 H23  SING N N 41 
7I1 C22 H22  SING N N 42 
7I1 C21 H21  SING N N 43 
7I1 C19 H19  SING N N 44 
7I1 C18 H18  SING N N 45 
7I1 C4  H4   SING N N 46 
7I1 C   HC1  SING N N 47 
7I1 C   HC2  SING N N 48 
7I1 C   HC3  SING N N 49 
7I1 C6  H6   SING N N 50 
7I1 C5  H5   SING N N 51 
7I1 C8  H8   SING N N 52 
7I1 C12 H121 SING N N 53 
7I1 C12 H122 SING N N 54 
7I1 C9  H91C SING N N 55 
7I1 C9  H92C SING N N 56 
7I1 C11 H111 SING N N 57 
7I1 C11 H112 SING N N 58 
7I1 N   H    SING N N 59 
7I1 C10 H101 SING N N 60 
7I1 C10 H102 SING N N 61 
# 
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 
7I1 SMILES           ACDLabs              12.01 "O=C(NCc2c1ccccc1ccc2)c5oc4cccc(OC3CCNCC3)c4c5C"                                                                                                             
7I1 InChI            InChI                1.03  "InChI=1S/C26H26N2O3/c1-17-24-22(30-20-12-14-27-15-13-20)10-5-11-23(24)31-25(17)26(29)28-16-19-8-4-7-18-6-2-3-9-21(18)19/h2-11,20,27H,12-16H2,1H3,(H,28,29)" 
7I1 InChIKey         InChI                1.03  JDZKIYVLMLQBQF-UHFFFAOYSA-N                                                                                                                                  
7I1 SMILES_CANONICAL CACTVS               3.385 "Cc1c(oc2cccc(OC3CCNCC3)c12)C(=O)NCc4cccc5ccccc45"                                                                                                           
7I1 SMILES           CACTVS               3.385 "Cc1c(oc2cccc(OC3CCNCC3)c12)C(=O)NCc4cccc5ccccc45"                                                                                                           
7I1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c2c(cccc2OC3CCNCC3)oc1C(=O)NCc4cccc5c4cccc5"                                                                                                             
7I1 SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1c2c(cccc2OC3CCNCC3)oc1C(=O)NCc4cccc5c4cccc5"                                                                                                             
# 
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 
7I1 "SYSTEMATIC NAME" ACDLabs              12.01 "3-methyl-N-(naphthalen-1-ylmethyl)-4-(piperidin-4-yloxy)-1-benzofuran-2-carboxamide" 
7I1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-methyl-N-(naphthalen-1-ylmethyl)-4-piperidin-4-yloxy-1-benzofuran-2-carboxamide"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
7I1 "Create component"  2012-07-06 EBI  
7I1 "Initial release"   2012-10-12 RCSB 
7I1 "Modify descriptor" 2014-09-05 RCSB 
# 
