data_5CN
# 
_chem_comp.id                                    5CN 
_chem_comp.name                                  "5-CYANO-FURAN-2-CARBOXYLIC ACID [5-HYDROXYMETHYL-2-(4-METHYL-PIPERIDIN-1-YL)-PHENYL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H21 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-14 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        339.388 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5CN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2I0Y 
_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 
5CN C1   C1   C 0 1 Y N N 4.821 29.492 6.694  -1.964 3.653  -1.206 C1   5CN 1  
5CN C2   C2   C 0 1 Y N N 4.066 30.667 7.019  -1.817 4.142  -2.519 C2   5CN 2  
5CN C3   C3   C 0 1 Y N N 4.010 31.171 8.345  -1.511 5.482  -2.757 C3   5CN 3  
5CN C7   C7   C 0 1 N N N 6.308 28.520 3.306  -4.538 1.465  -1.307 C7   5CN 4  
5CN C8   C8   C 0 1 N N N 6.200 29.300 4.626  -3.496 1.929  -0.283 C8   5CN 5  
5CN C9   C9   C 0 1 N N N 3.620 28.770 4.602  -1.662 1.238  -1.778 C9   5CN 6  
5CN C10  C10  C 0 1 N N N 3.857 28.041 3.260  -2.651 0.760  -2.842 C10  5CN 7  
5CN C11  C11  C 0 1 N N N 5.038 28.628 2.468  -3.987 0.341  -2.202 C11  5CN 8  
5CN C12  C12  C 0 1 N N N 5.224 27.874 1.154  -5.003 -0.048 -3.273 C12  5CN 9  
5CN C13  C13  C 0 1 N N N 4.658 31.047 10.801 -1.017 7.793  -1.942 C13  5CN 10 
5CN C14  C14  C 0 1 N N N 7.069 26.794 8.131  -1.796 4.866  2.368  C14  5CN 11 
5CN C15  C15  C 0 1 Y N N 7.448 25.614 7.357  -1.961 4.093  3.611  C15  5CN 12 
5CN C16  C16  C 0 1 Y N N 8.285 24.552 7.649  -1.896 4.495  4.890  C16  5CN 13 
5CN C19  C19  C 0 1 N N N 7.010 23.900 4.300  -2.586 0.932  4.880  C19  5CN 14 
5CN C4   C4   C 0 1 Y N N 4.712 30.516 9.396  -1.345 6.361  -1.687 C4   5CN 15 
5CN C5   C5   C 0 1 Y N N 5.468 29.342 9.098  -1.485 5.900  -0.378 C5   5CN 16 
5CN C6   C6   C 0 1 Y N N 5.530 28.816 7.763  -1.792 4.560  -0.139 C6   5CN 17 
5CN N1   N1   N 0 1 N N N 4.890 29.102 5.331  -2.270 2.313  -0.991 N1   5CN 18 
5CN O1   O1   O 0 1 N N N 3.393 30.696 11.364 0.396  7.954  -1.985 O1   5CN 19 
5CN N2   N2   N 0 1 N N N 6.197 27.613 7.430  -1.928 4.121  1.181  N2   5CN 20 
5CN O2   O2   O 0 1 N N N 7.478 26.985 9.280  -1.529 6.066  2.400  O2   5CN 21 
5CN C17  C17  C 0 1 Y N N 8.266 23.688 6.517  -2.132 3.320  5.644  C17  5CN 22 
5CN C18  C18  C 0 1 Y N N 7.418 24.279 5.603  -2.318 2.310  4.728  C18  5CN 23 
5CN O3   O3   O 0 1 Y N N 6.918 25.440 6.094  -2.211 2.789  3.461  O3   5CN 24 
5CN N3   N3   N 0 1 N N N 6.683 23.601 3.228  -2.810 -0.218 5.007  N3   5CN 25 
5CN H2   H2   H 0 1 N N N 3.527 31.181 6.237  -1.944 3.467  -3.361 H2   5CN 26 
5CN H3   H3   H 0 1 N N N 3.431 32.057 8.558  -1.403 5.832  -3.780 H3   5CN 27 
5CN H71  1H7  H 0 1 N N N 6.485 27.460 3.539  -5.436 1.118  -0.782 H71  5CN 28 
5CN H72  2H7  H 0 1 N N N 7.136 28.951 2.724  -4.839 2.316  -1.931 H72  5CN 29 
5CN H81  1H8  H 0 1 N N N 7.004 28.957 5.294  -3.890 2.765  0.307  H81  5CN 30 
5CN H82  2H8  H 0 1 N N N 6.281 30.369 4.381  -3.272 1.117  0.419  H82  5CN 31 
5CN H91  1H9  H 0 1 N N N 3.088 29.710 4.393  -1.396 0.407  -1.113 H91  5CN 32 
5CN H92  2H9  H 0 1 N N N 3.041 28.091 5.245  -0.734 1.578  -2.252 H92  5CN 33 
5CN H101 1H10 H 0 0 N N N 2.948 28.134 2.648  -2.828 1.565  -3.567 H101 5CN 34 
5CN H102 2H10 H 0 0 N N N 4.095 26.991 3.487  -2.219 -0.082 -3.394 H102 5CN 35 
5CN H11  H11  H 0 1 N N N 4.830 29.684 2.241  -3.808 -0.543 -1.577 H11  5CN 36 
5CN H121 1H12 H 0 0 N N N 5.269 28.592 0.322  -5.321 0.833  -3.839 H121 5CN 37 
5CN H122 2H12 H 0 0 N N N 6.160 27.298 1.192  -4.569 -0.769 -3.972 H122 5CN 38 
5CN H123 3H12 H 0 0 N N N 4.377 27.189 1.002  -5.888 -0.501 -2.816 H123 5CN 39 
5CN H131 1H13 H 0 0 N N N 5.469 30.606 11.399 -1.439 8.137  -2.897 H131 5CN 40 
5CN H132 2H13 H 0 0 N N N 4.781 32.140 10.798 -1.422 8.440  -1.152 H132 5CN 41 
5CN H16  H16  H 0 1 N N N 8.845 24.406 8.561  -1.706 5.490  5.268  H16  5CN 42 
5CN H5   H5   H 0 1 N N N 6.003 28.840 9.891  -1.356 6.587  0.455  H5   5CN 43 
5CN HO1  HO1  H 0 1 N N N 3.476 30.618 12.307 0.648  8.422  -1.174 HO1  5CN 44 
5CN HN2  HN2  H 0 1 N N N 6.000 27.289 6.505  -2.154 3.128  1.300  HN2  5CN 45 
5CN H17  H17  H 0 1 N N N 8.805 22.760 6.398  -2.161 3.228  6.720  H17  5CN 46 
# 
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 
5CN C1  N1   SING N N 1  
5CN C1  C2   DOUB Y N 2  
5CN C1  C6   SING Y N 3  
5CN C2  C3   SING Y N 4  
5CN C2  H2   SING N N 5  
5CN C3  C4   DOUB Y N 6  
5CN C3  H3   SING N N 7  
5CN C7  C11  SING N N 8  
5CN C7  C8   SING N N 9  
5CN C7  H71  SING N N 10 
5CN C7  H72  SING N N 11 
5CN C8  N1   SING N N 12 
5CN C8  H81  SING N N 13 
5CN C8  H82  SING N N 14 
5CN C9  C10  SING N N 15 
5CN C9  N1   SING N N 16 
5CN C9  H91  SING N N 17 
5CN C9  H92  SING N N 18 
5CN C10 C11  SING N N 19 
5CN C10 H101 SING N N 20 
5CN C10 H102 SING N N 21 
5CN C11 C12  SING N N 22 
5CN C11 H11  SING N N 23 
5CN C12 H121 SING N N 24 
5CN C12 H122 SING N N 25 
5CN C12 H123 SING N N 26 
5CN C13 C4   SING N N 27 
5CN C13 O1   SING N N 28 
5CN C13 H131 SING N N 29 
5CN C13 H132 SING N N 30 
5CN C14 C15  SING N N 31 
5CN C14 N2   SING N N 32 
5CN C14 O2   DOUB N N 33 
5CN C15 O3   SING Y N 34 
5CN C15 C16  DOUB Y N 35 
5CN C16 C17  SING Y N 36 
5CN C16 H16  SING N N 37 
5CN C19 N3   TRIP N N 38 
5CN C19 C18  SING N N 39 
5CN C4  C5   SING Y N 40 
5CN C5  C6   DOUB Y N 41 
5CN C5  H5   SING N N 42 
5CN C6  N2   SING N N 43 
5CN O1  HO1  SING N N 44 
5CN N2  HN2  SING N N 45 
5CN C17 C18  DOUB Y N 46 
5CN C17 H17  SING N N 47 
5CN C18 O3   SING Y N 48 
# 
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 
5CN SMILES           ACDLabs              10.04 "N#Cc3oc(C(=O)Nc2cc(ccc2N1CCC(C)CC1)CO)cc3"                                                                                             
5CN SMILES_CANONICAL CACTVS               3.341 "CC1CCN(CC1)c2ccc(CO)cc2NC(=O)c3oc(cc3)C#N"                                                                                             
5CN SMILES           CACTVS               3.341 "CC1CCN(CC1)c2ccc(CO)cc2NC(=O)c3oc(cc3)C#N"                                                                                             
5CN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1CCN(CC1)c2ccc(cc2NC(=O)c3ccc(o3)C#N)CO"                                                                                             
5CN SMILES           "OpenEye OEToolkits" 1.5.0 "CC1CCN(CC1)c2ccc(cc2NC(=O)c3ccc(o3)C#N)CO"                                                                                             
5CN InChI            InChI                1.03  "InChI=1S/C19H21N3O3/c1-13-6-8-22(9-7-13)17-4-2-14(12-23)10-16(17)21-19(24)18-5-3-15(11-20)25-18/h2-5,10,13,23H,6-9,12H2,1H3,(H,21,24)" 
5CN InChIKey         InChI                1.03  NNPCFFIJVKYGHR-UHFFFAOYSA-N                                                                                                             
# 
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 
5CN "SYSTEMATIC NAME" ACDLabs              10.04 "5-cyano-N-[5-(hydroxymethyl)-2-(4-methylpiperidin-1-yl)phenyl]furan-2-carboxamide" 
5CN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-cyano-N-[5-(hydroxymethyl)-2-(4-methylpiperidin-1-yl)phenyl]furan-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 
5CN "Create component"  2006-08-14 RCSB 
5CN "Modify descriptor" 2011-06-04 RCSB 
# 
