data_2SF # _chem_comp.id 2SF _chem_comp.name "4-(3-{4-[(R)-amino(cyclopentyl)phenylmethyl]piperidin-1-yl}propoxy)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 N3 O" _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 417.586 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SF _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 4OG8 _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 2SF CAK CAK C 0 1 Y N N 10.782 19.174 13.428 -6.347 0.805 -0.389 CAK 2SF 1 2SF CAI CAI C 0 1 Y N N 10.211 20.351 13.910 -7.698 1.055 -0.492 CAI 2SF 2 2SF CAY CAY C 0 1 Y N N 8.839 20.450 13.977 -8.618 0.117 -0.016 CAY 2SF 3 2SF CAC CAC C 0 1 N N N 8.226 21.656 14.522 -10.023 0.372 -0.121 CAC 2SF 4 2SF NAA NAA N 0 1 N N N 7.761 22.589 14.945 -11.138 0.574 -0.205 NAA 2SF 5 2SF CAJ CAJ C 0 1 Y N N 8.059 19.404 13.555 -8.163 -1.071 0.563 CAJ 2SF 6 2SF CAL CAL C 0 1 Y N N 8.608 18.190 13.116 -6.811 -1.312 0.662 CAL 2SF 7 2SF CAZ CAZ C 0 1 Y N N 9.980 18.122 13.012 -5.899 -0.380 0.183 CAZ 2SF 8 2SF OAX OAX O 0 1 N N N 10.634 17.028 12.558 -4.567 -0.622 0.283 OAX 2SF 9 2SF CAP CAP C 0 1 N N N 9.820 15.904 12.151 -3.686 0.380 -0.230 CAP 2SF 10 2SF CAO CAO C 0 1 N N N 10.764 15.053 11.276 -2.236 -0.067 -0.031 CAO 2SF 11 2SF CAU CAU C 0 1 N N N 11.681 14.351 12.270 -1.292 1.005 -0.580 CAU 2SF 12 2SF NBD NBD N 0 1 N N N 12.747 13.562 11.528 0.100 0.577 -0.388 NBD 2SF 13 2SF CAW CAW C 0 1 N N N 13.602 12.852 12.524 1.026 1.459 -1.109 CAW 2SF 14 2SF CAT CAT C 0 1 N N N 14.751 12.084 11.947 2.447 0.902 -1.008 CAT 2SF 15 2SF CAV CAV C 0 1 N N N 12.159 12.502 10.687 0.437 0.505 1.039 CAV 2SF 16 2SF CAS CAS C 0 1 N N N 13.257 11.746 9.915 1.840 -0.081 1.205 CAS 2SF 17 2SF CBC CBC C 0 1 N N N 14.171 11.054 10.975 2.848 0.805 0.467 CBC 2SF 18 2SF CBE CBE C 0 1 N N R 15.261 10.085 10.425 4.246 0.191 0.578 CBE 2SF 19 2SF CBB CBB C 0 1 N N N 14.603 9.095 9.389 5.229 1.007 -0.262 CBB 2SF 20 2SF CAQ CAQ C 0 1 N N N 13.507 8.221 9.838 6.669 0.489 -0.064 CAQ 2SF 21 2SF CAM CAM C 0 1 N N N 13.277 7.229 8.695 7.584 1.726 -0.060 CAM 2SF 22 2SF CAN CAN C 0 1 N N N 14.605 7.252 7.888 6.670 2.952 -0.256 CAN 2SF 23 2SF CAR CAR C 0 1 N N N 15.597 8.145 8.689 5.281 2.473 0.235 CAR 2SF 24 2SF NAB NAB N 0 1 N N N 16.264 10.947 9.718 4.675 0.201 1.982 NAB 2SF 25 2SF CBA CBA C 0 1 Y N N 15.932 9.325 11.522 4.212 -1.229 0.073 CBA 2SF 26 2SF CAG CAG C 0 1 Y N N 15.211 8.741 12.555 4.459 -1.495 -1.261 CAG 2SF 27 2SF CAE CAE C 0 1 Y N N 15.806 8.019 13.572 4.428 -2.797 -1.724 CAE 2SF 28 2SF CAD CAD C 0 1 Y N N 17.157 7.794 13.573 4.150 -3.833 -0.852 CAD 2SF 29 2SF CAF CAF C 0 1 Y N N 17.902 8.310 12.545 3.903 -3.568 0.482 CAF 2SF 30 2SF CAH CAH C 0 1 Y N N 17.304 9.065 11.526 3.939 -2.266 0.945 CAH 2SF 31 2SF H1 H1 H 0 1 N N N 11.857 19.081 13.378 -5.635 1.529 -0.757 H1 2SF 32 2SF H2 H2 H 0 1 N N N 10.836 21.173 14.226 -8.045 1.974 -0.939 H2 2SF 33 2SF H3 H3 H 0 1 N N N 6.985 19.519 13.561 -8.871 -1.798 0.933 H3 2SF 34 2SF H4 H4 H 0 1 N N N 7.982 17.345 12.870 -6.458 -2.230 1.110 H4 2SF 35 2SF H5 H5 H 0 1 N N N 8.949 16.242 11.571 -3.879 0.523 -1.293 H5 2SF 36 2SF H6 H6 H 0 1 N N N 9.478 15.332 13.026 -3.853 1.317 0.299 H6 2SF 37 2SF H7 H7 H 0 1 N N N 10.193 14.319 10.689 -2.043 -0.210 1.032 H7 2SF 38 2SF H8 H8 H 0 1 N N N 11.346 15.693 10.596 -2.068 -1.004 -0.560 H8 2SF 39 2SF H9 H9 H 0 1 N N N 12.165 15.102 12.912 -1.485 1.149 -1.643 H9 2SF 40 2SF H10 H10 H 0 1 N N N 11.087 13.665 12.892 -1.460 1.943 -0.050 H10 2SF 41 2SF H12 H12 H 0 1 N N N 14.009 13.602 13.219 0.732 1.516 -2.157 H12 2SF 42 2SF H13 H13 H 0 1 N N N 12.965 12.146 13.077 0.995 2.456 -0.668 H13 2SF 43 2SF H14 H14 H 0 1 N N N 15.303 11.574 12.750 2.483 -0.089 -1.460 H14 2SF 44 2SF H15 H15 H 0 1 N N N 15.428 12.766 11.412 3.137 1.565 -1.530 H15 2SF 45 2SF H16 H16 H 0 1 N N N 11.461 12.957 9.969 0.408 1.507 1.470 H16 2SF 46 2SF H17 H17 H 0 1 N N N 11.615 11.793 11.328 -0.285 -0.131 1.551 H17 2SF 47 2SF H18 H18 H 0 1 N N N 12.803 10.990 9.257 2.096 -0.119 2.264 H18 2SF 48 2SF H19 H19 H 0 1 N N N 13.847 12.451 9.311 1.866 -1.087 0.787 H19 2SF 49 2SF H20 H20 H 0 1 N N N 13.497 10.425 11.575 2.851 1.801 0.910 H20 2SF 50 2SF H21 H21 H 0 1 N N N 14.190 9.734 8.595 4.953 0.970 -1.316 H21 2SF 51 2SF H22 H22 H 0 1 N N N 12.597 8.811 10.024 6.748 -0.037 0.888 H22 2SF 52 2SF H23 H23 H 0 1 N N N 13.793 7.688 10.757 6.943 -0.176 -0.882 H23 2SF 53 2SF H24 H24 H 0 1 N N N 12.434 7.550 8.066 8.108 1.799 0.894 H24 2SF 54 2SF H25 H25 H 0 1 N N N 13.078 6.221 9.089 8.303 1.661 -0.876 H25 2SF 55 2SF H26 H26 H 0 1 N N N 14.434 7.677 6.888 7.020 3.790 0.347 H26 2SF 56 2SF H27 H27 H 0 1 N N N 15.007 6.233 7.789 6.626 3.231 -1.309 H27 2SF 57 2SF H28 H28 H 0 1 N N N 16.179 7.558 9.414 4.485 3.063 -0.219 H28 2SF 58 2SF H29 H29 H 0 1 N N N 16.283 8.690 8.024 5.221 2.514 1.323 H29 2SF 59 2SF H30 H30 H 0 1 N N N 16.683 11.576 10.372 4.691 1.141 2.349 H30 2SF 60 2SF H31 H31 H 0 1 N N N 16.971 10.369 9.311 4.088 -0.396 2.545 H31 2SF 61 2SF H33 H33 H 0 1 N N N 14.137 8.856 12.564 4.676 -0.685 -1.941 H33 2SF 62 2SF H34 H34 H 0 1 N N N 15.199 7.628 14.375 4.620 -3.004 -2.766 H34 2SF 63 2SF H35 H35 H 0 1 N N N 17.623 7.225 14.364 4.126 -4.851 -1.214 H35 2SF 64 2SF H36 H36 H 0 1 N N N 18.967 8.132 12.519 3.686 -4.378 1.162 H36 2SF 65 2SF H37 H37 H 0 1 N N N 17.918 9.454 10.727 3.750 -2.059 1.988 H37 2SF 66 # 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 2SF CAN CAR SING N N 1 2SF CAN CAM SING N N 2 2SF CAR CBB SING N N 3 2SF CAM CAQ SING N N 4 2SF CBB CAQ SING N N 5 2SF CBB CBE SING N N 6 2SF NAB CBE SING N N 7 2SF CAS CAV SING N N 8 2SF CAS CBC SING N N 9 2SF CBE CBC SING N N 10 2SF CBE CBA SING N N 11 2SF CAV NBD SING N N 12 2SF CBC CAT SING N N 13 2SF CAO CAP SING N N 14 2SF CAO CAU SING N N 15 2SF CBA CAH DOUB Y N 16 2SF CBA CAG SING Y N 17 2SF CAH CAF SING Y N 18 2SF NBD CAU SING N N 19 2SF NBD CAW SING N N 20 2SF CAT CAW SING N N 21 2SF CAP OAX SING N N 22 2SF CAF CAD DOUB Y N 23 2SF CAG CAE DOUB Y N 24 2SF OAX CAZ SING N N 25 2SF CAZ CAL DOUB Y N 26 2SF CAZ CAK SING Y N 27 2SF CAL CAJ SING Y N 28 2SF CAK CAI DOUB Y N 29 2SF CAJ CAY DOUB Y N 30 2SF CAE CAD SING Y N 31 2SF CAI CAY SING Y N 32 2SF CAY CAC SING N N 33 2SF CAC NAA TRIP N N 34 2SF CAK H1 SING N N 35 2SF CAI H2 SING N N 36 2SF CAJ H3 SING N N 37 2SF CAL H4 SING N N 38 2SF CAP H5 SING N N 39 2SF CAP H6 SING N N 40 2SF CAO H7 SING N N 41 2SF CAO H8 SING N N 42 2SF CAU H9 SING N N 43 2SF CAU H10 SING N N 44 2SF CAW H12 SING N N 45 2SF CAW H13 SING N N 46 2SF CAT H14 SING N N 47 2SF CAT H15 SING N N 48 2SF CAV H16 SING N N 49 2SF CAV H17 SING N N 50 2SF CAS H18 SING N N 51 2SF CAS H19 SING N N 52 2SF CBC H20 SING N N 53 2SF CBB H21 SING N N 54 2SF CAQ H22 SING N N 55 2SF CAQ H23 SING N N 56 2SF CAM H24 SING N N 57 2SF CAM H25 SING N N 58 2SF CAN H26 SING N N 59 2SF CAN H27 SING N N 60 2SF CAR H28 SING N N 61 2SF CAR H29 SING N N 62 2SF NAB H30 SING N N 63 2SF NAB H31 SING N N 64 2SF CAG H33 SING N N 65 2SF CAE H34 SING N N 66 2SF CAD H35 SING N N 67 2SF CAF H36 SING N N 68 2SF CAH H37 SING N N 69 # 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 2SF SMILES ACDLabs 12.01 "N#Cc4ccc(OCCCN1CCC(CC1)C(c2ccccc2)(N)C3CCCC3)cc4" 2SF InChI InChI 1.03 "InChI=1S/C27H35N3O/c28-21-22-11-13-26(14-12-22)31-20-6-17-30-18-15-25(16-19-30)27(29,24-9-4-5-10-24)23-7-2-1-3-8-23/h1-3,7-8,11-14,24-25H,4-6,9-10,15-20,29H2/t27-/m1/s1" 2SF InChIKey InChI 1.03 AUWUGRCKTQSGJY-HHHXNRCGSA-N 2SF SMILES_CANONICAL CACTVS 3.385 "N[C@](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4ccccc4" 2SF SMILES CACTVS 3.385 "N[C](C1CCCC1)(C2CCN(CCCOc3ccc(cc3)C#N)CC2)c4ccccc4" 2SF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@@](C2CCCC2)(C3CCN(CC3)CCCOc4ccc(cc4)C#N)N" 2SF SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(C2CCCC2)(C3CCN(CC3)CCCOc4ccc(cc4)C#N)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 2SF "SYSTEMATIC NAME" ACDLabs 12.01 "4-(3-{4-[(R)-amino(cyclopentyl)phenylmethyl]piperidin-1-yl}propoxy)benzonitrile" 2SF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-[4-[(R)-azanyl-cyclopentyl-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 2SF "Create component" 2014-01-16 RCSB 2SF "Initial release" 2014-03-05 RCSB #