data_2VK # _chem_comp.id 2VK _chem_comp.name "4-(3-{4-[(S)-cyclopentyl(hydroxy)phenylmethyl]piperidin-1-yl}propoxy)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H34 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-25 _chem_comp.pdbx_modified_date 2014-02-28 _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 418.571 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2VK _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 4OG4 _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 2VK CAK CAK C 0 1 Y N N 10.780 19.297 13.269 -6.339 -0.343 0.649 CAK 2VK 1 2VK CAI CAI C 0 1 Y N N 10.191 20.434 13.790 -7.703 -0.489 0.774 CAI 2VK 2 2VK CAY CAY C 0 1 Y N N 8.825 20.446 14.014 -8.541 -0.144 -0.290 CAY 2VK 3 2VK CAC CAC C 0 1 N N N 8.263 21.582 14.530 -9.960 -0.293 -0.165 CAC 2VK 4 2VK NAA NAA N 0 1 N N N 7.858 22.449 14.920 -11.085 -0.411 -0.065 NAA 2VK 5 2VK CAJ CAJ C 0 1 Y N N 8.041 19.334 13.723 -7.990 0.348 -1.477 CAJ 2VK 6 2VK CAL CAL C 0 1 Y N N 8.632 18.190 13.200 -6.625 0.490 -1.594 CAL 2VK 7 2VK CAZ CAZ C 0 1 Y N N 10.003 18.185 12.978 -5.796 0.151 -0.531 CAZ 2VK 8 2VK OAX OAX O 0 1 N N N 10.643 17.109 12.471 -4.451 0.293 -0.650 OAX 2VK 9 2VK CAP CAP C 0 1 N N N 9.907 15.921 12.225 -3.658 -0.075 0.480 CAP 2VK 10 2VK CAO CAO C 0 1 N N N 10.833 15.013 11.409 -2.179 0.152 0.161 CAO 2VK 11 2VK CAU CAU C 0 1 N N N 11.799 14.257 12.334 -1.329 -0.241 1.371 CAU 2VK 12 2VK NBD NBD N 0 1 N N N 12.827 13.511 11.581 0.090 -0.023 1.064 NBD 2VK 13 2VK CAW CAW C 0 1 N N N 13.855 13.041 12.528 0.917 -0.162 2.270 CAW 2VK 14 2VK CAT CAT C 0 1 N N N 14.916 12.163 11.859 2.364 0.213 1.944 CAT 2VK 15 2VK CAV CAV C 0 1 N N N 12.207 12.348 10.918 0.545 -0.930 0.002 CAV 2VK 16 2VK CAS CAS C 0 1 N N N 13.234 11.450 10.215 1.981 -0.578 -0.392 CAS 2VK 17 2VK CBC CBC C 0 1 N N N 14.252 10.944 11.232 2.887 -0.705 0.836 CBC 2VK 18 2VK CBE CBE C 0 1 N N S 15.308 9.987 10.623 4.313 -0.296 0.463 CBE 2VK 19 2VK CBB CBB C 0 1 N N N 16.259 9.481 11.721 4.824 -1.195 -0.665 CBB 2VK 20 2VK CAQ CAQ C 0 1 N N N 17.393 8.610 11.158 4.882 -2.673 -0.206 CAQ 2VK 21 2VK CAM CAM C 0 1 N N N 17.854 7.745 12.347 5.930 -3.317 -1.137 CAM 2VK 22 2VK CAN CAN C 0 1 N N N 16.877 8.059 13.432 6.834 -2.177 -1.636 CAN 2VK 23 2VK CAR CAR C 0 1 N N N 15.631 8.537 12.711 6.305 -0.879 -0.991 CAR 2VK 24 2VK OAB OAB O 0 1 N N N 16.083 10.715 9.744 5.163 -0.435 1.604 OAB 2VK 25 2VK CBA CBA C 0 1 Y N N 14.687 8.882 9.928 4.320 1.140 0.004 CBA 2VK 26 2VK CAG CAG C 0 1 Y N N 13.554 8.285 10.462 4.515 2.157 0.919 CAG 2VK 27 2VK CAE CAE C 0 1 Y N N 12.967 7.211 9.805 4.521 3.474 0.498 CAE 2VK 28 2VK CAD CAD C 0 1 Y N N 13.491 6.712 8.622 4.332 3.773 -0.838 CAD 2VK 29 2VK CAF CAF C 0 1 Y N N 14.630 7.295 8.089 4.138 2.755 -1.753 CAF 2VK 30 2VK CAH CAH C 0 1 Y N N 15.225 8.375 8.745 4.138 1.438 -1.333 CAH 2VK 31 2VK H1 H1 H 0 1 N N N 11.845 19.274 13.089 -5.691 -0.609 1.471 H1 2VK 32 2VK H2 H2 H 0 1 N N N 10.790 21.303 14.020 -8.125 -0.869 1.692 H2 2VK 33 2VK H3 H3 H 0 1 N N N 6.976 19.360 13.903 -8.634 0.615 -2.302 H3 2VK 34 2VK H4 H4 H 0 1 N N N 8.035 17.320 12.970 -6.199 0.870 -2.510 H4 2VK 35 2VK H5 H5 H 0 1 N N N 8.994 16.148 11.655 -3.942 0.536 1.338 H5 2VK 36 2VK H6 H6 H 0 1 N N N 9.635 15.436 13.174 -3.822 -1.127 0.713 H6 2VK 37 2VK H7 H7 H 0 1 N N N 10.226 14.287 10.849 -1.895 -0.458 -0.697 H7 2VK 38 2VK H8 H8 H 0 1 N N N 11.413 15.627 10.704 -2.015 1.204 -0.072 H8 2VK 39 2VK H9 H9 H 0 1 N N N 12.299 14.983 12.992 -1.614 0.369 2.228 H9 2VK 40 2VK H10 H10 H 0 1 N N N 11.222 13.546 12.944 -1.494 -1.293 1.604 H10 2VK 41 2VK H12 H12 H 0 1 N N N 14.351 13.917 12.972 0.537 0.500 3.048 H12 2VK 42 2VK H13 H13 H 0 1 N N N 13.363 12.457 13.320 0.879 -1.193 2.619 H13 2VK 43 2VK H14 H14 H 0 1 N N N 15.647 11.834 12.613 2.405 1.249 1.607 H14 2VK 44 2VK H15 H15 H 0 1 N N N 15.430 12.742 11.078 2.980 0.096 2.835 H15 2VK 45 2VK H16 H16 H 0 1 N N N 11.487 12.712 10.170 0.508 -1.958 0.362 H16 2VK 46 2VK H17 H17 H 0 1 N N N 11.678 11.751 11.676 -0.106 -0.827 -0.867 H17 2VK 47 2VK H18 H18 H 0 1 N N N 12.718 10.594 9.756 2.323 -1.262 -1.169 H18 2VK 48 2VK H19 H19 H 0 1 N N N 13.752 12.027 9.435 2.015 0.445 -0.765 H19 2VK 49 2VK H20 H20 H 0 1 N N N 13.712 10.399 12.020 2.883 -1.737 1.186 H20 2VK 50 2VK H21 H21 H 0 1 N N N 16.691 10.342 12.252 4.201 -1.088 -1.554 H21 2VK 51 2VK H22 H22 H 0 1 N N N 17.024 7.976 10.338 5.204 -2.737 0.834 H22 2VK 52 2VK H23 H23 H 0 1 N N N 18.219 9.238 10.793 3.911 -3.151 -0.336 H23 2VK 53 2VK H24 H24 H 0 1 N N N 17.819 6.676 12.088 6.521 -4.048 -0.584 H24 2VK 54 2VK H25 H25 H 0 1 N N N 18.876 8.015 12.652 5.435 -3.798 -1.980 H25 2VK 55 2VK H26 H26 H 0 1 N N N 16.658 7.160 14.028 7.864 -2.354 -1.326 H26 2VK 56 2VK H27 H27 H 0 1 N N N 17.270 8.848 14.090 6.779 -2.105 -2.722 H27 2VK 57 2VK H28 H28 H 0 1 N N N 14.939 9.056 13.390 6.372 -0.049 -1.694 H28 2VK 58 2VK H29 H29 H 0 1 N N N 15.104 7.711 12.212 6.856 -0.654 -0.079 H29 2VK 59 2VK H30 H30 H 0 1 N N N 16.489 11.440 10.205 4.898 0.107 2.359 H30 2VK 60 2VK H31 H31 H 0 1 N N N 13.130 8.654 11.384 4.662 1.923 1.963 H31 2VK 61 2VK H32 H32 H 0 1 N N N 12.083 6.754 10.225 4.672 4.268 1.214 H32 2VK 62 2VK H33 H33 H 0 1 N N N 13.018 5.880 8.122 4.336 4.801 -1.167 H33 2VK 63 2VK H34 H34 H 0 1 N N N 15.055 6.916 7.171 3.990 2.989 -2.797 H34 2VK 64 2VK H35 H35 H 0 1 N N N 16.115 8.824 8.330 3.986 0.643 -2.048 H35 2VK 65 # 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 2VK CAF CAD DOUB Y N 1 2VK CAF CAH SING Y N 2 2VK CAD CAE SING Y N 3 2VK CAH CBA DOUB Y N 4 2VK OAB CBE SING N N 5 2VK CAE CAG DOUB Y N 6 2VK CBA CAG SING Y N 7 2VK CBA CBE SING N N 8 2VK CAS CAV SING N N 9 2VK CAS CBC SING N N 10 2VK CBE CBC SING N N 11 2VK CBE CBB SING N N 12 2VK CAV NBD SING N N 13 2VK CAQ CBB SING N N 14 2VK CAQ CAM SING N N 15 2VK CBC CAT SING N N 16 2VK CAO CAP SING N N 17 2VK CAO CAU SING N N 18 2VK NBD CAU SING N N 19 2VK NBD CAW SING N N 20 2VK CBB CAR SING N N 21 2VK CAT CAW SING N N 22 2VK CAP OAX SING N N 23 2VK CAM CAN SING N N 24 2VK OAX CAZ SING N N 25 2VK CAR CAN SING N N 26 2VK CAZ CAL DOUB Y N 27 2VK CAZ CAK SING Y N 28 2VK CAL CAJ SING Y N 29 2VK CAK CAI DOUB Y N 30 2VK CAJ CAY DOUB Y N 31 2VK CAI CAY SING Y N 32 2VK CAY CAC SING N N 33 2VK CAC NAA TRIP N N 34 2VK CAK H1 SING N N 35 2VK CAI H2 SING N N 36 2VK CAJ H3 SING N N 37 2VK CAL H4 SING N N 38 2VK CAP H5 SING N N 39 2VK CAP H6 SING N N 40 2VK CAO H7 SING N N 41 2VK CAO H8 SING N N 42 2VK CAU H9 SING N N 43 2VK CAU H10 SING N N 44 2VK CAW H12 SING N N 45 2VK CAW H13 SING N N 46 2VK CAT H14 SING N N 47 2VK CAT H15 SING N N 48 2VK CAV H16 SING N N 49 2VK CAV H17 SING N N 50 2VK CAS H18 SING N N 51 2VK CAS H19 SING N N 52 2VK CBC H20 SING N N 53 2VK CBB H21 SING N N 54 2VK CAQ H22 SING N N 55 2VK CAQ H23 SING N N 56 2VK CAM H24 SING N N 57 2VK CAM H25 SING N N 58 2VK CAN H26 SING N N 59 2VK CAN H27 SING N N 60 2VK CAR H28 SING N N 61 2VK CAR H29 SING N N 62 2VK OAB H30 SING N N 63 2VK CAG H31 SING N N 64 2VK CAE H32 SING N N 65 2VK CAD H33 SING N N 66 2VK CAF H34 SING N N 67 2VK CAH H35 SING N N 68 # 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 2VK SMILES ACDLabs 12.01 "N#Cc4ccc(OCCCN1CCC(CC1)C(O)(c2ccccc2)C3CCCC3)cc4" 2VK InChI InChI 1.03 "InChI=1S/C27H34N2O2/c28-21-22-11-13-26(14-12-22)31-20-6-17-29-18-15-25(16-19-29)27(30,24-9-4-5-10-24)23-7-2-1-3-8-23/h1-3,7-8,11-14,24-25,30H,4-6,9-10,15-20H2/t27-/m0/s1" 2VK InChIKey InChI 1.03 QBITUTDDFZQXDO-MHZLTWQESA-N 2VK SMILES_CANONICAL CACTVS 3.385 "O[C@@](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4ccccc4" 2VK SMILES CACTVS 3.385 "O[C](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4ccccc4" 2VK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@](C2CCCC2)(C3CCN(CC3)CCCOc4ccc(cc4)C#N)O" 2VK SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(C2CCCC2)(C3CCN(CC3)CCCOc4ccc(cc4)C#N)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 2VK "SYSTEMATIC NAME" ACDLabs 12.01 "4-(3-{4-[(S)-cyclopentyl(hydroxy)phenylmethyl]piperidin-1-yl}propoxy)benzonitrile" 2VK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-[4-[(S)-cyclopentyl-oxidanyl-phenyl-methyl]piperidin-1-yl]propoxy]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2VK "Create component" 2014-02-25 RCSB 2VK "Initial release" 2014-03-05 RCSB #