data_HW4 # _chem_comp.id HW4 _chem_comp.name "6-{[(3S,4S)-4-{[5-(3-fluorophenyl)pentyl]oxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H30 F N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-21 _chem_comp.pdbx_modified_date 2012-07-06 _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 371.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HW4 _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 3UFO _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 HW4 F23 F23 F 0 1 N N N -1.173 4.239 27.357 -8.678 0.151 2.166 F23 HW4 1 HW4 C23 C23 C 0 1 Y N N -0.026 4.702 26.799 -7.981 0.569 1.087 C23 HW4 2 HW4 C24 C24 C 0 1 Y N N -0.085 5.346 25.549 -8.275 1.789 0.502 C24 HW4 3 HW4 C25 C25 C 0 1 Y N N 1.086 5.835 24.955 -7.561 2.215 -0.602 C25 HW4 4 HW4 C26 C26 C 0 1 Y N N 2.307 5.680 25.618 -6.554 1.423 -1.123 C26 HW4 5 HW4 C22 C22 C 0 1 Y N N 1.211 4.549 27.461 -6.968 -0.220 0.568 C22 HW4 6 HW4 C21 C21 C 0 1 Y N N 2.382 5.035 26.864 -6.260 0.205 -0.540 C21 HW4 7 HW4 C14 C14 C 0 1 N N N 3.730 4.887 27.560 -5.163 -0.657 -1.109 C14 HW4 8 HW4 C13 C13 C 0 1 N N N 4.540 3.672 27.090 -3.835 -0.303 -0.436 C13 HW4 9 HW4 C12 C12 C 0 1 N N N 5.639 4.126 26.122 -2.721 -1.178 -1.014 C12 HW4 10 HW4 C11 C11 C 0 1 N N N 6.996 3.414 26.262 -1.394 -0.825 -0.340 C11 HW4 11 HW4 C10 C10 C 0 1 N N N 7.430 2.852 24.910 -0.280 -1.700 -0.918 C10 HW4 12 HW4 O09 O09 O 0 1 N N N 8.710 2.200 25.021 0.960 -1.370 -0.289 O09 HW4 13 HW4 "C3'" "C3'" C 0 1 N N S 8.711 0.919 24.378 2.072 -2.134 -0.759 "C3'" HW4 14 HW4 "C2'" "C2'" C 0 1 N N N 8.326 -0.211 25.345 2.259 -3.398 0.108 "C2'" HW4 15 HW4 "N1'" "N1'" N 0 1 N N N 9.289 -1.269 25.086 3.731 -3.568 0.209 "N1'" HW4 16 HW4 "C5'" "C5'" C 0 1 N N N 10.321 -0.897 24.121 4.249 -2.184 0.364 "C5'" HW4 17 HW4 "C4'" "C4'" C 0 1 N N S 10.122 0.603 23.884 3.381 -1.335 -0.590 "C4'" HW4 18 HW4 C08 C08 C 0 1 N N N 11.168 1.471 24.579 3.092 0.034 0.030 C08 HW4 19 HW4 C06 C06 C 0 1 Y N N 12.482 1.325 23.838 4.375 0.817 0.138 C06 HW4 20 HW4 N01 N01 N 0 1 Y N N 13.405 0.380 24.183 5.405 0.294 0.776 N01 HW4 21 HW4 C02 C02 C 0 1 Y N N 14.563 0.314 23.505 6.551 0.946 0.896 C02 HW4 22 HW4 N02 N02 N 0 1 N N N 15.426 -0.626 23.888 7.611 0.357 1.576 N02 HW4 23 HW4 C03 C03 C 0 1 Y N N 14.847 1.132 22.413 6.705 2.215 0.346 C03 HW4 24 HW4 C04 C04 C 0 1 Y N N 13.895 2.076 22.041 5.642 2.788 -0.329 C04 HW4 25 HW4 C05 C05 C 0 1 Y N N 12.730 2.168 22.762 4.459 2.069 -0.436 C05 HW4 26 HW4 C07 C07 C 0 1 N N N 14.077 3.023 20.873 5.768 4.161 -0.938 C07 HW4 27 HW4 H1 H1 H 0 1 N N N -1.034 5.463 25.047 -9.062 2.407 0.908 H1 HW4 28 HW4 H2 H2 H 0 1 N N N 1.046 6.327 23.994 -7.791 3.166 -1.059 H2 HW4 29 HW4 H3 H3 H 0 1 N N N 3.209 6.063 25.164 -5.997 1.757 -1.986 H3 HW4 30 HW4 H4 H4 H 0 1 N N N 1.255 4.060 28.423 -6.735 -1.170 1.026 H4 HW4 31 HW4 H5 H5 H 0 1 N N N 4.322 5.794 27.366 -5.394 -1.706 -0.928 H5 HW4 32 HW4 H6 H6 H 0 1 N N N 3.553 4.788 28.641 -5.083 -0.482 -2.182 H6 HW4 33 HW4 H7 H7 H 0 1 N N N 3.872 2.963 26.578 -3.604 0.746 -0.617 H7 HW4 34 HW4 H8 H8 H 0 1 N N N 5.000 3.180 27.960 -3.915 -0.478 0.637 H8 HW4 35 HW4 H9 H9 H 0 1 N N N 5.805 5.202 26.282 -2.953 -2.228 -0.832 H9 HW4 36 HW4 H10 H10 H 0 1 N N N 5.275 3.959 25.097 -2.642 -1.004 -2.087 H10 HW4 37 HW4 H11 H11 H 0 1 N N N 6.903 2.591 26.986 -1.163 0.225 -0.521 H11 HW4 38 HW4 H12 H12 H 0 1 N N N 7.750 4.132 26.617 -1.473 -0.999 0.733 H12 HW4 39 HW4 H13 H13 H 0 1 N N N 7.505 3.674 24.183 -0.511 -2.749 -0.737 H13 HW4 40 HW4 H14 H14 H 0 1 N N N 6.682 2.124 24.564 -0.200 -1.526 -1.991 H14 HW4 41 HW4 H15 H15 H 0 1 N N N 8.018 0.915 23.524 1.927 -2.409 -1.804 H15 HW4 42 HW4 H16 H16 H 0 1 N N N 8.398 0.131 26.388 1.824 -3.249 1.096 H16 HW4 43 HW4 H17 H17 H 0 1 N N N 7.303 -0.561 25.143 1.808 -4.262 -0.379 H17 HW4 44 HW4 H18 H18 H 0 1 N N N 8.797 -2.064 24.732 4.104 -4.002 -0.622 H18 HW4 45 HW4 H20 H20 H 0 1 N N N 10.193 -1.457 23.183 4.125 -1.844 1.393 H20 HW4 46 HW4 H21 H21 H 0 1 N N N 11.322 -1.094 24.531 5.298 -2.135 0.072 H21 HW4 47 HW4 H22 H22 H 0 1 N N N 10.167 0.796 22.802 3.880 -1.218 -1.552 H22 HW4 48 HW4 H23 H23 H 0 1 N N N 11.291 1.141 25.621 2.387 0.576 -0.600 H23 HW4 49 HW4 H24 H24 H 0 1 N N N 10.848 2.523 24.563 2.663 -0.101 1.023 H24 HW4 50 HW4 H25 H25 H 0 1 N N N 15.039 -1.143 24.652 7.509 -0.527 1.961 H25 HW4 51 HW4 H26 H26 H 0 1 N N N 15.605 -1.245 23.123 8.453 0.831 1.666 H26 HW4 52 HW4 H27 H27 H 0 1 N N N 15.777 1.036 21.872 7.641 2.745 0.445 H27 HW4 53 HW4 H28 H28 H 0 1 N N N 11.994 2.909 22.488 3.611 2.489 -0.957 H28 HW4 54 HW4 H29 H29 H 0 1 N N N 13.678 2.559 19.959 6.129 4.071 -1.963 H29 HW4 55 HW4 H30 H30 H 0 1 N N N 13.538 3.961 21.074 4.793 4.649 -0.938 H30 HW4 56 HW4 H31 H31 H 0 1 N N N 15.148 3.237 20.738 6.472 4.754 -0.356 H31 HW4 57 # 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 HW4 C07 C04 SING N N 1 HW4 C04 C03 DOUB Y N 2 HW4 C04 C05 SING Y N 3 HW4 C03 C02 SING Y N 4 HW4 C05 C06 DOUB Y N 5 HW4 C02 N02 SING N N 6 HW4 C02 N01 DOUB Y N 7 HW4 C06 N01 SING Y N 8 HW4 C06 C08 SING N N 9 HW4 "C4'" "C5'" SING N N 10 HW4 "C4'" "C3'" SING N N 11 HW4 "C4'" C08 SING N N 12 HW4 "C5'" "N1'" SING N N 13 HW4 "C3'" O09 SING N N 14 HW4 "C3'" "C2'" SING N N 15 HW4 C10 O09 SING N N 16 HW4 C10 C11 SING N N 17 HW4 C25 C24 DOUB Y N 18 HW4 C25 C26 SING Y N 19 HW4 "N1'" "C2'" SING N N 20 HW4 C24 C23 SING Y N 21 HW4 C26 C21 DOUB Y N 22 HW4 C12 C11 SING N N 23 HW4 C12 C13 SING N N 24 HW4 C23 F23 SING N N 25 HW4 C23 C22 DOUB Y N 26 HW4 C21 C22 SING Y N 27 HW4 C21 C14 SING N N 28 HW4 C13 C14 SING N N 29 HW4 C24 H1 SING N N 30 HW4 C25 H2 SING N N 31 HW4 C26 H3 SING N N 32 HW4 C22 H4 SING N N 33 HW4 C14 H5 SING N N 34 HW4 C14 H6 SING N N 35 HW4 C13 H7 SING N N 36 HW4 C13 H8 SING N N 37 HW4 C12 H9 SING N N 38 HW4 C12 H10 SING N N 39 HW4 C11 H11 SING N N 40 HW4 C11 H12 SING N N 41 HW4 C10 H13 SING N N 42 HW4 C10 H14 SING N N 43 HW4 "C3'" H15 SING N N 44 HW4 "C2'" H16 SING N N 45 HW4 "C2'" H17 SING N N 46 HW4 "N1'" H18 SING N N 47 HW4 "C5'" H20 SING N N 48 HW4 "C5'" H21 SING N N 49 HW4 "C4'" H22 SING N N 50 HW4 C08 H23 SING N N 51 HW4 C08 H24 SING N N 52 HW4 N02 H25 SING N N 53 HW4 N02 H26 SING N N 54 HW4 C03 H27 SING N N 55 HW4 C05 H28 SING N N 56 HW4 C07 H29 SING N N 57 HW4 C07 H30 SING N N 58 HW4 C07 H31 SING N N 59 # 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 HW4 SMILES ACDLabs 12.01 "Fc1cccc(c1)CCCCCOC2C(CNC2)Cc3nc(N)cc(c3)C" HW4 InChI InChI 1.03 "InChI=1S/C22H30FN3O/c1-16-10-20(26-22(24)11-16)13-18-14-25-15-21(18)27-9-4-2-3-6-17-7-5-8-19(23)12-17/h5,7-8,10-12,18,21,25H,2-4,6,9,13-15H2,1H3,(H2,24,26)/t18-,21+/m0/s1" HW4 InChIKey InChI 1.03 AQTALODLFZOZJL-GHTZIAJQSA-N HW4 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCCCCc3cccc(F)c3)c1" HW4 SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCCCCc3cccc(F)c3)c1" HW4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCCCCc3cccc(c3)F" HW4 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CC2CNCC2OCCCCCc3cccc(c3)F" # 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 HW4 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3S,4S)-4-{[5-(3-fluorophenyl)pentyl]oxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" HW4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(3S,4S)-4-[5-(3-fluorophenyl)pentoxy]pyrrolidin-3-yl]methyl]-4-methyl-pyridin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HW4 "Create component" 2011-11-21 RCSB #