data_2S9 # _chem_comp.id 2S9 _chem_comp.name "4-(3-{4-[(R)-cyclopentyl(3-fluorophenyl)hydroxymethyl]piperidin-1-yl}propoxy)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 F N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-16 _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 436.562 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2S9 _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 4OG6 _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 2S9 CAL CAL C 0 1 Y N N -17.183 8.929 -11.281 -4.157 1.444 -0.800 CAL 2S9 1 2S9 CAY CAY C 0 1 Y N N -17.840 8.174 -12.263 -4.173 2.814 -0.998 CAY 2S9 2 2S9 FAC FAC F 0 1 N N N -19.202 7.905 -12.215 -4.291 3.316 -2.247 FAC 2S9 3 2S9 CAF CAF C 0 1 Y N N -17.136 7.661 -13.337 -4.070 3.670 0.086 CAF 2S9 4 2S9 CAE CAE C 0 1 Y N N -15.780 7.902 -13.428 -3.950 3.156 1.363 CAE 2S9 5 2S9 CAI CAI C 0 1 Y N N -15.116 8.655 -12.451 -3.934 1.788 1.559 CAI 2S9 6 2S9 CBB CBB C 0 1 Y N N -15.807 9.182 -11.359 -4.043 0.932 0.478 CBB 2S9 7 2S9 CBF CBF C 0 1 N N R -15.152 9.949 -10.355 -4.024 -0.559 0.694 CBF 2S9 8 2S9 CBC CBC C 0 1 N N N -14.451 9.020 -9.296 -5.022 -1.224 -0.257 CBC 2S9 9 2S9 CAQ CAQ C 0 1 N N N -13.400 7.981 -9.761 -6.466 -0.756 0.047 CAQ 2S9 10 2S9 CAM CAM C 0 1 N N N -13.231 6.985 -8.562 -7.355 -1.890 -0.503 CAM 2S9 11 2S9 CAN CAN C 0 1 N N N -14.493 7.138 -7.765 -6.483 -3.158 -0.532 CAN 2S9 12 2S9 CAR CAR C 0 1 N N N -15.415 8.086 -8.566 -5.095 -2.749 0.002 CAR 2S9 13 2S9 OAB OAB O 0 1 N N N -16.130 10.743 -9.685 -4.389 -0.850 2.045 OAB 2S9 14 2S9 CBD CBD C 0 1 N N N -14.080 10.916 -10.953 -2.619 -1.097 0.417 CBD 2S9 15 2S9 CAT CAT C 0 1 N N N -14.717 12.053 -11.751 -2.247 -0.829 -1.044 CAT 2S9 16 2S9 CAW CAW C 0 1 N N N -13.626 12.907 -12.417 -0.818 -1.315 -1.298 CAW 2S9 17 2S9 CAS CAS C 0 1 N N N -13.160 11.565 -9.918 -1.612 -0.392 1.330 CAS 2S9 18 2S9 CAV CAV C 0 1 N N N -12.101 12.434 -10.624 -0.202 -0.890 1.006 CAV 2S9 19 2S9 NBE NBE N 0 1 N N N -12.688 13.511 -11.449 0.107 -0.610 -0.402 NBE 2S9 20 2S9 CAU CAU C 0 1 N N N -11.623 14.216 -12.190 1.502 -0.949 -0.712 CAU 2S9 21 2S9 CAO CAO C 0 1 N N N -10.533 14.773 -11.262 2.437 -0.019 0.063 CAO 2S9 22 2S9 CAP CAP C 0 1 N N N -9.695 15.833 -11.998 3.891 -0.372 -0.260 CAP 2S9 23 2S9 OAX OAX O 0 1 N N N -10.561 16.877 -12.453 4.764 0.497 0.464 OAX 2S9 24 2S9 CBA CBA C 0 1 Y N N -9.940 17.995 -12.914 6.098 0.315 0.288 CBA 2S9 25 2S9 CAJ CAJ C 0 1 Y N N -10.723 19.078 -13.295 7.002 1.126 0.963 CAJ 2S9 26 2S9 CAG CAG C 0 1 Y N N -10.130 20.239 -13.772 8.356 0.946 0.788 CAG 2S9 27 2S9 CAZ CAZ C 0 1 Y N N -8.748 20.319 -13.871 8.821 -0.054 -0.070 CAZ 2S9 28 2S9 CAD CAD C 0 1 N N N -8.149 21.523 -14.365 10.228 -0.246 -0.255 CAD 2S9 29 2S9 NAA NAA N 0 1 N N N -7.684 22.488 -14.761 11.344 -0.398 -0.402 NAA 2S9 30 2S9 CAH CAH C 0 1 Y N N -7.960 19.236 -13.491 7.908 -0.868 -0.747 CAH 2S9 31 2S9 CAK CAK C 0 1 Y N N -8.555 18.071 -13.012 6.555 -0.684 -0.562 CAK 2S9 32 2S9 H1 H1 H 0 1 N N N -17.748 9.323 -10.449 -4.237 0.776 -1.645 H1 2S9 33 2S9 H2 H2 H 0 1 N N N -17.640 7.080 -14.094 -4.082 4.739 -0.067 H2 2S9 34 2S9 H3 H3 H 0 1 N N N -15.223 7.505 -14.264 -3.869 3.823 2.208 H3 2S9 35 2S9 H4 H4 H 0 1 N N N -14.054 8.830 -12.544 -3.840 1.387 2.557 H4 2S9 36 2S9 H5 H5 H 0 1 N N N -13.974 9.671 -8.548 -4.757 -1.021 -1.295 H5 2S9 37 2S9 H6 H6 H 0 1 N N N -13.756 7.448 -10.655 -6.613 -0.643 1.121 H6 2S9 38 2S9 H7 H7 H 0 1 N N N -12.444 8.476 -9.986 -6.681 0.181 -0.468 H7 2S9 39 2S9 H8 H8 H 0 1 N N N -13.124 5.953 -8.926 -8.214 -2.043 0.151 H8 2S9 40 2S9 H9 H9 H 0 1 N N N -12.353 7.252 -7.955 -7.692 -1.646 -1.510 H9 2S9 41 2S9 H10 H10 H 0 1 N N N -14.268 7.572 -6.779 -6.918 -3.925 0.109 H10 2S9 42 2S9 H11 H11 H 0 1 N N N -14.978 6.160 -7.633 -6.397 -3.529 -1.553 H11 2S9 43 2S9 H12 H12 H 0 1 N N N -16.072 8.654 -7.891 -4.308 -3.267 -0.546 H12 2S9 44 2S9 H13 H13 H 0 1 N N N -16.028 7.520 -9.283 -5.019 -2.959 1.069 H13 2S9 45 2S9 H14 H14 H 0 1 N N N -15.709 11.262 -9.010 -3.798 -0.459 2.704 H14 2S9 46 2S9 H15 H15 H 0 1 N N N -13.453 10.330 -11.641 -2.596 -2.170 0.609 H15 2S9 47 2S9 H16 H16 H 0 1 N N N -15.311 12.685 -11.074 -2.935 -1.364 -1.699 H16 2S9 48 2S9 H17 H17 H 0 1 N N N -15.372 11.630 -12.527 -2.310 0.240 -1.245 H17 2S9 49 2S9 H18 H18 H 0 1 N N N -13.054 12.268 -13.106 -0.760 -2.387 -1.111 H18 2S9 50 2S9 H19 H19 H 0 1 N N N -14.112 13.715 -12.984 -0.545 -1.112 -2.334 H19 2S9 51 2S9 H20 H20 H 0 1 N N N -13.758 12.196 -9.244 -1.664 0.684 1.166 H20 2S9 52 2S9 H21 H21 H 0 1 N N N -12.657 10.780 -9.335 -1.847 -0.614 2.371 H21 2S9 53 2S9 H22 H22 H 0 1 N N N -11.494 11.787 -11.274 0.519 -0.380 1.645 H22 2S9 54 2S9 H23 H23 H 0 1 N N N -11.457 12.891 -9.858 -0.147 -1.965 1.183 H23 2S9 55 2S9 H25 H25 H 0 1 N N N -11.159 13.512 -12.897 1.697 -1.982 -0.426 H25 2S9 56 2S9 H26 H26 H 0 1 N N N -12.073 15.051 -12.747 1.675 -0.829 -1.782 H26 2S9 57 2S9 H27 H27 H 0 1 N N N -11.006 15.232 -10.381 2.242 1.014 -0.223 H27 2S9 58 2S9 H28 H28 H 0 1 N N N -9.877 13.951 -10.939 2.264 -0.139 1.133 H28 2S9 59 2S9 H29 H29 H 0 1 N N N -9.190 15.371 -12.859 4.086 -1.405 0.026 H29 2S9 60 2S9 H30 H30 H 0 1 N N N -8.943 16.250 -11.312 4.064 -0.252 -1.330 H30 2S9 61 2S9 H31 H31 H 0 1 N N N -11.799 19.016 -13.220 6.643 1.899 1.626 H31 2S9 62 2S9 H32 H32 H 0 1 N N N -10.743 21.078 -14.065 9.059 1.577 1.313 H32 2S9 63 2S9 H33 H33 H 0 1 N N N -6.885 19.299 -13.568 8.262 -1.642 -1.412 H33 2S9 64 2S9 H34 H34 H 0 1 N N N -7.943 17.231 -12.718 5.849 -1.313 -1.084 H34 2S9 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 2S9 NAA CAD TRIP N N 1 2S9 CAD CAZ SING N N 2 2S9 CAZ CAG DOUB Y N 3 2S9 CAZ CAH SING Y N 4 2S9 CAG CAJ SING Y N 5 2S9 CAH CAK DOUB Y N 6 2S9 CAE CAF DOUB Y N 7 2S9 CAE CAI SING Y N 8 2S9 CAF CAY SING Y N 9 2S9 CAJ CBA DOUB Y N 10 2S9 CAK CBA SING Y N 11 2S9 CBA OAX SING N N 12 2S9 OAX CAP SING N N 13 2S9 CAI CBB DOUB Y N 14 2S9 CAW CAT SING N N 15 2S9 CAW NBE SING N N 16 2S9 CAY FAC SING N N 17 2S9 CAY CAL DOUB Y N 18 2S9 CAU NBE SING N N 19 2S9 CAU CAO SING N N 20 2S9 CAP CAO SING N N 21 2S9 CAT CBD SING N N 22 2S9 NBE CAV SING N N 23 2S9 CBB CAL SING Y N 24 2S9 CBB CBF SING N N 25 2S9 CBD CBF SING N N 26 2S9 CBD CAS SING N N 27 2S9 CAV CAS SING N N 28 2S9 CBF OAB SING N N 29 2S9 CBF CBC SING N N 30 2S9 CAQ CBC SING N N 31 2S9 CAQ CAM SING N N 32 2S9 CBC CAR SING N N 33 2S9 CAR CAN SING N N 34 2S9 CAM CAN SING N N 35 2S9 CAL H1 SING N N 36 2S9 CAF H2 SING N N 37 2S9 CAE H3 SING N N 38 2S9 CAI H4 SING N N 39 2S9 CBC H5 SING N N 40 2S9 CAQ H6 SING N N 41 2S9 CAQ H7 SING N N 42 2S9 CAM H8 SING N N 43 2S9 CAM H9 SING N N 44 2S9 CAN H10 SING N N 45 2S9 CAN H11 SING N N 46 2S9 CAR H12 SING N N 47 2S9 CAR H13 SING N N 48 2S9 OAB H14 SING N N 49 2S9 CBD H15 SING N N 50 2S9 CAT H16 SING N N 51 2S9 CAT H17 SING N N 52 2S9 CAW H18 SING N N 53 2S9 CAW H19 SING N N 54 2S9 CAS H20 SING N N 55 2S9 CAS H21 SING N N 56 2S9 CAV H22 SING N N 57 2S9 CAV H23 SING N N 58 2S9 CAU H25 SING N N 59 2S9 CAU H26 SING N N 60 2S9 CAO H27 SING N N 61 2S9 CAO H28 SING N N 62 2S9 CAP H29 SING N N 63 2S9 CAP H30 SING N N 64 2S9 CAJ H31 SING N N 65 2S9 CAG H32 SING N N 66 2S9 CAH H33 SING N N 67 2S9 CAK H34 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 2S9 SMILES ACDLabs 12.01 "Fc1cccc(c1)C(O)(C3CCN(CCCOc2ccc(C#N)cc2)CC3)C4CCCC4" 2S9 InChI InChI 1.03 "InChI=1S/C27H33FN2O2/c28-25-8-3-7-24(19-25)27(31,22-5-1-2-6-22)23-13-16-30(17-14-23)15-4-18-32-26-11-9-21(20-29)10-12-26/h3,7-12,19,22-23,31H,1-2,4-6,13-18H2/t27-/m1/s1" 2S9 InChIKey InChI 1.03 FTSMDZBUBLYVKI-HHHXNRCGSA-N 2S9 SMILES_CANONICAL CACTVS 3.385 "O[C@](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4cccc(F)c4" 2S9 SMILES CACTVS 3.385 "O[C](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4cccc(F)c4" 2S9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)F)[C@@](C2CCCC2)(C3CCN(CC3)CCCOc4ccc(cc4)C#N)O" 2S9 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)F)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 2S9 "SYSTEMATIC NAME" ACDLabs 12.01 "4-(3-{4-[(R)-cyclopentyl(3-fluorophenyl)hydroxymethyl]piperidin-1-yl}propoxy)benzonitrile" 2S9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-[4-[(R)-cyclopentyl-(3-fluorophenyl)-oxidanyl-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 2S9 "Create component" 2014-01-16 RCSB 2S9 "Initial release" 2014-03-05 RCSB #