data_C0M
# 
_chem_comp.id                                    C0M 
_chem_comp.name                                  N-{3-CYANO-6-[3-(1-PIPERIDINYL)PROPANOYL]-4,5,6,7-TETRAHYDROTHIENO[2,3-C]PYRIDIN-2-YL}1-NAPHTHALENECARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H28 N4 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-04 
_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                        472.602 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C0M 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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                  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 
C0M C1   C1   C 0 1 N N N 23.132 5.896  31.013 -3.272 -0.796 6.468  C1   C0M 1  
C0M C2   C2   C 0 1 Y N N 22.729 7.298  31.372 -4.173 0.208  7.109  C2   C0M 2  
C0M O26  O26  O 0 1 N N N 26.917 7.610  28.784 -2.245 -0.221 2.657  O26  C0M 3  
C0M C25  C25  C 0 1 N N N 26.272 6.764  29.418 -3.089 0.549  3.123  C25  C0M 4  
C0M C27  C27  C 0 1 N N N 26.905 5.446  29.901 -3.402 1.832  2.395  C27  C0M 5  
C0M C28  C28  C 0 1 N N N 27.902 4.787  28.926 -2.564 1.940  1.136  C28  C0M 6  
C0M N29  N29  N 0 1 N N N 29.054 5.669  28.664 -2.847 3.187  0.426  N29  C0M 7  
C0M C34  C34  C 0 1 N N N 30.004 5.623  29.779 -4.262 3.246  0.034  C34  C0M 8  
C0M C33  C33  C 0 1 N N N 31.020 6.747  29.555 -4.586 4.566  -0.668 C33  C0M 9  
C0M C32  C32  C 0 1 N N N 31.772 6.545  28.239 -3.678 4.792  -1.871 C32  C0M 10 
C0M C31  C31  C 0 1 N N N 30.806 6.291  27.086 -2.215 4.647  -1.469 C31  C0M 11 
C0M C30  C30  C 0 1 N N N 29.756 5.233  27.447 -1.966 3.324  -0.743 C30  C0M 12 
C0M N5   N5   N 0 1 N N N 24.973 7.011  29.747 -3.794 0.319  4.308  N5   C0M 13 
C0M C6   C6   C 0 1 N N N 23.983 5.931  29.756 -3.647 -0.980 4.992  C6   C0M 14 
C0M C4   C4   C 0 1 N N N 24.508 8.417  29.819 -4.806 1.249  4.859  C4   C0M 15 
C0M C3   C3   C 0 1 Y N N 23.428 8.470  30.853 -4.855 1.139  6.351  C3   C0M 16 
C0M S9   S9   S 0 1 Y N N 22.806 9.957  31.469 -5.813 2.178  7.302  S9   C0M 17 
C0M C8   C8   C 0 1 Y N N 21.601 9.212  32.455 -5.319 1.398  8.744  C8   C0M 18 
C0M C7   C7   C 0 1 Y N N 21.717 7.751  32.321 -4.441 0.363  8.500  C7   C0M 19 
C0M C10  C10  C 0 1 N N N 21.036 6.775  32.921 -3.880 -0.440 9.542  C10  C0M 20 
C0M N11  N11  N 0 1 N N N 20.435 5.953  33.428 -3.424 -1.092 10.387 N11  C0M 21 
C0M N12  N12  N 0 1 N N N 20.765 9.831  33.242 -5.841 1.888  9.911  N12  C0M 22 
C0M C13  C13  C 0 1 N N N 20.762 11.162 33.491 -6.751 2.967  10.110 C13  C0M 23 
C0M O14  O14  O 0 1 N N N 21.359 11.990 32.853 -7.210 3.636  9.187  O14  C0M 24 
C0M C15  C15  C 0 1 Y N N 19.859 11.517 34.621 -7.092 3.273  11.510 C15  C0M 25 
C0M C20  C20  C 0 1 Y N N 19.873 10.756 35.805 -8.190 2.606  12.038 C20  C0M 26 
C0M C19  C19  C 0 1 Y N N 18.985 11.033 36.834 -8.571 2.845  13.355 C19  C0M 27 
C0M C18  C18  C 0 1 Y N N 18.039 12.035 36.723 -7.852 3.749  14.137 C18  C0M 28 
C0M C16  C16  C 0 1 Y N N 18.855 12.592 34.444 -6.354 4.184  12.271 C16  C0M 29 
C0M C21  C21  C 0 1 Y N N 18.772 13.380 33.294 -5.242 4.862  11.744 C21  C0M 30 
C0M C22  C22  C 0 1 Y N N 17.820 14.374 33.236 -4.524 5.766  12.526 C22  C0M 31 
C0M C23  C23  C 0 1 Y N N 16.919 14.598 34.300 -4.905 6.005  13.843 C23  C0M 32 
C0M C24  C24  C 0 1 Y N N 16.989 13.841 35.461 -6.006 5.340  14.383 C24  C0M 33 
C0M C17  C17  C 0 1 Y N N 17.930 12.817 35.570 -6.741 4.427  13.610 C17  C0M 34 
C0M H11  1H1  H 0 1 N N N 22.233 5.288  30.833 -2.238 -0.436 6.542  H11  C0M 35 
C0M H12  2H1  H 0 1 N N N 23.708 5.453  31.839 -3.330 -1.758 6.988  H12  C0M 36 
C0M H271 1H27 H 0 0 N N N 26.087 4.730  30.071 -3.162 2.646  3.080  H271 C0M 37 
C0M H272 2H27 H 0 0 N N N 27.483 5.699  30.802 -4.470 1.842  2.179  H272 C0M 38 
C0M H281 1H28 H 0 0 N N N 27.388 4.581  27.976 -1.505 1.929  1.413  H281 C0M 39 
C0M H282 2H28 H 0 0 N N N 28.271 3.856  29.381 -2.743 1.096  0.463  H282 C0M 40 
C0M H341 1H34 H 0 0 N N N 29.478 5.771  30.734 -4.894 3.164  0.926  H341 C0M 41 
C0M H342 2H34 H 0 0 N N N 30.507 4.646  29.822 -4.518 2.405  -0.625 H342 C0M 42 
C0M H331 1H33 H 0 0 N N N 31.742 6.748  30.384 -4.469 5.396  0.040  H331 C0M 43 
C0M H332 2H33 H 0 0 N N N 30.482 7.706  29.511 -5.634 4.566  -0.989 H332 C0M 44 
C0M H321 1H32 H 0 0 N N N 32.442 5.678  28.341 -3.918 4.060  -2.653 H321 C0M 45 
C0M H322 2H32 H 0 0 N N N 32.345 7.458  28.020 -3.856 5.786  -2.296 H322 C0M 46 
C0M H311 1H31 H 0 0 N N N 31.379 5.937  26.217 -1.580 4.705  -2.360 H311 C0M 47 
C0M H312 2H31 H 0 0 N N N 30.283 7.232  26.862 -1.930 5.483  -0.818 H312 C0M 48 
C0M H301 1H30 H 0 0 N N N 29.038 5.124  26.621 -2.109 2.487  -1.438 H301 C0M 49 
C0M H302 2H30 H 0 0 N N N 30.244 4.262  27.621 -0.919 3.302  -0.416 H302 C0M 50 
C0M H61  1H6  H 0 1 N N N 23.314 6.073  28.894 -2.895 -1.602 4.496  H61  C0M 51 
C0M H62  2H6  H 0 1 N N N 24.538 4.982  29.713 -4.610 -1.498 4.901  H62  C0M 52 
C0M H41  1H4  H 0 1 N N N 25.339 9.080  30.102 -5.770 0.966  4.422  H41  C0M 53 
C0M H42  2H4  H 0 1 N N N 24.131 8.754  28.842 -4.574 2.274  4.554  H42  C0M 54 
C0M HN12 HN12 H 0 0 N N N 20.069 9.277  33.699 -5.530 1.404  10.775 HN12 C0M 55 
C0M H20  H20  H 0 1 N N N 20.582 9.949  35.913 -8.761 1.899  11.441 H20  C0M 56 
C0M H19  H19  H 0 1 N N N 19.034 10.452 37.743 -9.429 2.328  13.775 H19  C0M 57 
C0M H18  H18  H 0 1 N N N 17.367 12.218 37.548 -8.168 3.920  15.164 H18  C0M 58 
C0M H21  H21  H 0 1 N N N 19.443 13.213 32.464 -4.912 4.703  10.720 H21  C0M 59 
C0M H22  H22  H 0 1 N N N 17.761 14.997 32.356 -3.666 6.284  12.106 H22  C0M 60 
C0M H23  H23  H 0 1 N N N 16.167 15.367 34.209 -4.345 6.709  14.451 H23  C0M 61 
C0M H24  H24  H 0 1 N N N 16.315 14.045 36.280 -6.286 5.543  15.414 H24  C0M 62 
# 
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 
C0M C1  C6   SING N N 1  
C0M C1  C2   SING N N 2  
C0M C1  H11  SING N N 3  
C0M C1  H12  SING N N 4  
C0M C2  C3   DOUB Y N 5  
C0M C2  C7   SING Y N 6  
C0M O26 C25  DOUB N N 7  
C0M C25 N5   SING N N 8  
C0M C25 C27  SING N N 9  
C0M C27 C28  SING N N 10 
C0M C27 H271 SING N N 11 
C0M C27 H272 SING N N 12 
C0M C28 N29  SING N N 13 
C0M C28 H281 SING N N 14 
C0M C28 H282 SING N N 15 
C0M N29 C30  SING N N 16 
C0M N29 C34  SING N N 17 
C0M C34 C33  SING N N 18 
C0M C34 H341 SING N N 19 
C0M C34 H342 SING N N 20 
C0M C33 C32  SING N N 21 
C0M C33 H331 SING N N 22 
C0M C33 H332 SING N N 23 
C0M C32 C31  SING N N 24 
C0M C32 H321 SING N N 25 
C0M C32 H322 SING N N 26 
C0M C31 C30  SING N N 27 
C0M C31 H311 SING N N 28 
C0M C31 H312 SING N N 29 
C0M C30 H301 SING N N 30 
C0M C30 H302 SING N N 31 
C0M N5  C6   SING N N 32 
C0M N5  C4   SING N N 33 
C0M C6  H61  SING N N 34 
C0M C6  H62  SING N N 35 
C0M C4  C3   SING N N 36 
C0M C4  H41  SING N N 37 
C0M C4  H42  SING N N 38 
C0M C3  S9   SING Y N 39 
C0M S9  C8   SING Y N 40 
C0M C8  C7   DOUB Y N 41 
C0M C8  N12  SING N N 42 
C0M C7  C10  SING N N 43 
C0M C10 N11  TRIP N N 44 
C0M N12 C13  SING N N 45 
C0M N12 HN12 SING N N 46 
C0M C13 O14  DOUB N N 47 
C0M C13 C15  SING N N 48 
C0M C15 C16  DOUB Y N 49 
C0M C15 C20  SING Y N 50 
C0M C20 C19  DOUB Y N 51 
C0M C20 H20  SING N N 52 
C0M C19 C18  SING Y N 53 
C0M C19 H19  SING N N 54 
C0M C18 C17  DOUB Y N 55 
C0M C18 H18  SING N N 56 
C0M C16 C21  SING Y N 57 
C0M C16 C17  SING Y N 58 
C0M C21 C22  DOUB Y N 59 
C0M C21 H21  SING N N 60 
C0M C22 C23  SING Y N 61 
C0M C22 H22  SING N N 62 
C0M C23 C24  DOUB Y N 63 
C0M C23 H23  SING N N 64 
C0M C24 C17  SING Y N 65 
C0M C24 H24  SING N N 66 
# 
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 
C0M SMILES           ACDLabs              10.04 O=C(N4CCc1c(sc(c1C#N)NC(=O)c3c2ccccc2ccc3)C4)CCN5CCCCC5                                                                                                                       
C0M InChI            InChI                1.02b InChI=1/C27H28N4O2S/c28-17-23-21-11-16-31(25(32)12-15-30-13-4-1-5-14-30)18-24(21)34-27(23)29-26(33)22-10-6-8-19-7-2-3-9-20(19)22/h2-3,6-10H,1,4-5,11-16,18H2,(H,29,33)/f/h29H 
C0M InChIKey         InChI                1.02b PRZGSWGFNRYBIP-PKRZOPRNCV                                                                                                                                                     
C0M SMILES_CANONICAL CACTVS               3.341 O=C(CCN1CCCCC1)N2CCc3c(C2)sc(NC(=O)c4cccc5ccccc45)c3C#N                                                                                                                       
C0M SMILES           CACTVS               3.341 O=C(CCN1CCCCC1)N2CCc3c(C2)sc(NC(=O)c4cccc5ccccc45)c3C#N                                                                                                                       
C0M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)cccc2C(=O)Nc3c(c4c(s3)CN(CC4)C(=O)CCN5CCCCC5)C#N                                                                                                                   
C0M SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)cccc2C(=O)Nc3c(c4c(s3)CN(CC4)C(=O)CCN5CCCCC5)C#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 
C0M "SYSTEMATIC NAME" ACDLabs              10.04 N-[3-cyano-6-(3-piperidin-1-ylpropanoyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl]naphthalene-1-carboxamide 
C0M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-cyano-6-(3-piperidin-1-ylpropanoyl)-5,7-dihydro-4H-thieno[5,4-c]pyridin-2-yl]naphthalene-1-carboxamide    
# 
