data_X2D # _chem_comp.id X2D _chem_comp.name "6-{[(3R,4R)-4-(2-{[(1R,2S)-2-(3-chlorophenyl)cyclopropyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-29 _chem_comp.pdbx_modified_date 2012-04-27 _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 400.945 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X2D _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 3RQL _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 X2D N01 N01 N 0 1 Y N N 5.217 5.868 26.618 -4.890 0.897 -1.122 N01 X2D 1 X2D C02 C02 C 0 1 Y N N 4.874 7.079 27.133 -5.802 1.858 -1.129 C02 X2D 2 X2D N02 N02 N 0 1 N N N 5.759 8.137 27.132 -6.865 1.792 -2.023 N02 X2D 3 X2D C03 C03 C 0 1 Y N N 3.585 7.244 27.667 -5.706 2.931 -0.250 C03 X2D 4 X2D C04 C04 C 0 1 Y N N 2.676 6.178 27.671 -4.643 2.984 0.634 C04 X2D 5 X2D C05 C05 C 0 1 Y N N 3.056 4.956 27.113 -3.709 1.957 0.609 C05 X2D 6 X2D C06 C06 C 0 1 Y N N 4.337 4.811 26.591 -3.866 0.922 -0.290 C06 X2D 7 X2D C07 C07 C 0 1 N N N 1.263 6.336 28.236 -4.503 4.130 1.602 C07 X2D 8 X2D C08 C08 C 0 1 N N N 4.732 3.457 26.007 -2.856 -0.196 -0.321 C08 X2D 9 X2D O09 O09 O 0 1 N N N 6.436 1.262 25.704 -1.242 -2.195 -0.443 O09 X2D 10 X2D "N1'" "N1'" N 0 1 N N N 6.849 1.849 28.433 -3.997 -3.055 1.663 "N1'" X2D 11 X2D C10 C10 C 0 1 N N N 6.666 0.084 24.930 -0.396 -3.083 -1.177 C10 X2D 12 X2D C11 C11 C 0 1 N N N 7.721 0.448 23.920 0.984 -2.444 -1.351 C11 X2D 13 X2D N12 N12 N 0 1 N N N 9.047 0.241 24.485 1.623 -2.294 -0.037 N12 X2D 14 X2D C13 C13 C 0 1 N N R 10.168 0.708 23.701 2.953 -1.683 -0.165 C13 X2D 15 X2D C14 C14 C 0 1 N N S 11.313 -0.276 23.820 3.504 -0.930 1.048 C14 X2D 16 X2D C15 C15 C 0 1 N N N 10.337 -0.380 22.636 4.091 -2.289 0.658 C15 X2D 17 X2D "C2'" "C2'" C 0 1 N N N 5.990 2.989 28.143 -4.183 -1.634 1.272 "C2'" X2D 18 X2D C21 C21 C 0 1 Y N N 12.639 0.169 23.309 4.345 0.293 0.784 C21 X2D 19 X2D C22 C22 C 0 1 Y N N 12.734 1.101 22.277 5.509 0.185 0.048 C22 X2D 20 X2D C23 C23 C 0 1 Y N N 14.004 1.469 21.848 6.281 1.308 -0.193 C23 X2D 21 X2D CL23 CL23 CL 0 0 N N N 14.065 2.659 20.504 7.744 1.174 -1.118 CL23 X2D 22 X2D C24 C24 C 0 1 Y N N 15.164 0.895 22.370 5.886 2.538 0.302 C24 X2D 23 X2D C25 C25 C 0 1 Y N N 15.075 -0.052 23.413 4.720 2.644 1.038 C25 X2D 24 X2D C26 C26 C 0 1 Y N N 13.800 -0.409 23.849 3.947 1.523 1.274 C26 X2D 25 X2D "C3'" "C3'" C 0 1 N N R 4.919 2.461 27.159 -3.572 -1.536 -0.143 "C3'" X2D 26 X2D "C4'" "C4'" C 0 1 N N R 5.451 1.087 26.731 -2.562 -2.699 -0.224 "C4'" X2D 27 X2D "C5'" "C5'" C 0 1 N N N 6.231 0.620 27.958 -2.647 -3.401 1.148 "C5'" X2D 28 X2D HN02 HN02 H 0 0 N N N 6.621 7.851 26.713 -6.936 1.045 -2.638 HN02 X2D 29 X2D HN0A HN0A H 0 0 N N N 5.370 8.896 26.610 -7.535 2.493 -2.032 HN0A X2D 30 X2D H03 H03 H 0 1 N N N 3.293 8.199 28.077 -6.451 3.713 -0.258 H03 X2D 31 X2D H05 H05 H 0 1 N N N 2.361 4.130 27.087 -2.868 1.969 1.286 H05 X2D 32 X2D H07 H07 H 0 1 N N N 0.585 6.678 27.440 -5.021 3.888 2.530 H07 X2D 33 X2D H07A H07A H 0 0 N N N 0.913 5.368 28.624 -3.447 4.303 1.810 H07A X2D 34 X2D H07B H07B H 0 0 N N N 1.275 7.075 29.051 -4.939 5.029 1.167 H07B X2D 35 X2D H08 H08 H 0 1 N N N 3.941 3.099 25.331 -2.334 -0.188 -1.278 H08 X2D 36 X2D H08A H08A H 0 0 N N N 5.672 3.555 25.444 -2.137 -0.058 0.486 H08A X2D 37 X2D "HN1'" "HN1'" H 0 0 N N N 6.990 1.786 29.421 -4.704 -3.641 1.245 "HN1'" X2D 38 X2D H10 H10 H 0 1 N N N 7.012 -0.740 25.572 -0.295 -4.022 -0.632 H10 X2D 39 X2D H10A H10A H 0 0 N N N 5.742 -0.235 24.427 -0.833 -3.275 -2.156 H10A X2D 40 X2D H11 H11 H 0 1 N N N 7.604 -0.185 23.028 1.601 -3.080 -1.985 H11 X2D 41 X2D H11A H11A H 0 0 N N N 7.607 1.506 23.641 0.874 -1.464 -1.816 H11A X2D 42 X2D HN12 HN12 H 0 0 N N N 9.075 0.729 25.358 1.039 -1.762 0.591 HN12 X2D 43 X2D H13 H13 H 0 1 N N N 10.109 1.805 23.749 3.198 -1.294 -1.153 H13 X2D 44 X2D H14 H14 H 0 1 N N N 11.665 -0.896 24.658 2.880 -0.889 1.941 H14 X2D 45 X2D H15 H15 H 0 1 N N N 9.669 -1.192 22.313 3.854 -3.141 1.295 H15 X2D 46 X2D H15A H15A H 0 0 N N N 10.501 -0.316 21.550 5.085 -2.298 0.212 H15A X2D 47 X2D "H2'" "H2'" H 0 1 N N N 5.522 3.369 29.063 -5.243 -1.382 1.246 "H2'" X2D 48 X2D "H2'A" "H2'A" H 0 0 N N N 6.567 3.808 27.689 -3.654 -0.977 1.962 "H2'A" X2D 49 X2D H22 H22 H 0 1 N N N 11.849 1.524 21.825 5.818 -0.775 -0.338 H22 X2D 50 X2D H24 H24 H 0 1 N N N 16.130 1.175 21.976 6.488 3.414 0.114 H24 X2D 51 X2D H25 H25 H 0 1 N N N 15.960 -0.483 23.856 4.412 3.604 1.424 H25 X2D 52 X2D H26 H26 H 0 1 N N N 13.702 -1.153 24.626 3.034 1.607 1.845 H26 X2D 53 X2D "H3'" "H3'" H 0 1 N N N 3.913 2.357 27.591 -4.348 -1.654 -0.899 "H3'" X2D 54 X2D "H4'" "H4'" H 0 1 N N N 4.650 0.417 26.386 -2.840 -3.388 -1.021 "H4'" X2D 55 X2D "H5'" "H5'" H 0 1 N N N 6.982 -0.141 27.699 -1.875 -3.021 1.818 "H5'" X2D 56 X2D "H5'A" "H5'A" H 0 0 N N N 5.570 0.176 28.717 -2.550 -4.480 1.030 "H5'A" X2D 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 X2D C06 N01 DOUB Y N 1 X2D N01 C02 SING Y N 2 X2D N02 C02 SING N N 3 X2D C02 C03 DOUB Y N 4 X2D N02 HN02 SING N N 5 X2D N02 HN0A SING N N 6 X2D C03 C04 SING Y N 7 X2D C03 H03 SING N N 8 X2D C05 C04 DOUB Y N 9 X2D C04 C07 SING N N 10 X2D C06 C05 SING Y N 11 X2D C05 H05 SING N N 12 X2D C08 C06 SING N N 13 X2D C07 H07 SING N N 14 X2D C07 H07A SING N N 15 X2D C07 H07B SING N N 16 X2D C08 "C3'" SING N N 17 X2D C08 H08 SING N N 18 X2D C08 H08A SING N N 19 X2D C10 O09 SING N N 20 X2D O09 "C4'" SING N N 21 X2D "C5'" "N1'" SING N N 22 X2D "C2'" "N1'" SING N N 23 X2D "N1'" "HN1'" SING N N 24 X2D C11 C10 SING N N 25 X2D C10 H10 SING N N 26 X2D C10 H10A SING N N 27 X2D C11 N12 SING N N 28 X2D C11 H11 SING N N 29 X2D C11 H11A SING N N 30 X2D C13 N12 SING N N 31 X2D N12 HN12 SING N N 32 X2D C15 C13 SING N N 33 X2D C13 C14 SING N N 34 X2D C13 H13 SING N N 35 X2D C15 C14 SING N N 36 X2D C21 C14 SING N N 37 X2D C14 H14 SING N N 38 X2D C15 H15 SING N N 39 X2D C15 H15A SING N N 40 X2D "C3'" "C2'" SING N N 41 X2D "C2'" "H2'" SING N N 42 X2D "C2'" "H2'A" SING N N 43 X2D C22 C21 DOUB Y N 44 X2D C21 C26 SING Y N 45 X2D C23 C22 SING Y N 46 X2D C22 H22 SING N N 47 X2D CL23 C23 SING N N 48 X2D C23 C24 DOUB Y N 49 X2D C24 C25 SING Y N 50 X2D C24 H24 SING N N 51 X2D C25 C26 DOUB Y N 52 X2D C25 H25 SING N N 53 X2D C26 H26 SING N N 54 X2D "C4'" "C3'" SING N N 55 X2D "C3'" "H3'" SING N N 56 X2D "C4'" "C5'" SING N N 57 X2D "C4'" "H4'" SING N N 58 X2D "C5'" "H5'" SING N N 59 X2D "C5'" "H5'A" SING N N 60 # 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 X2D SMILES ACDLabs 12.01 "Clc1cccc(c1)C4CC4NCCOC2C(CNC2)Cc3nc(N)cc(c3)C" X2D SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCN[C@@H]3C[C@H]3c4cccc(Cl)c4)c1" X2D SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCN[CH]3C[CH]3c4cccc(Cl)c4)c1" X2D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCN[C@@H]3C[C@H]3c4cccc(c4)Cl" X2D SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNC3CC3c4cccc(c4)Cl" X2D InChI InChI 1.03 "InChI=1S/C22H29ClN4O/c1-14-7-18(27-22(24)8-14)10-16-12-25-13-21(16)28-6-5-26-20-11-19(20)15-3-2-4-17(23)9-15/h2-4,7-9,16,19-21,25-26H,5-6,10-13H2,1H3,(H2,24,27)/t16-,19+,20-,21+/m1/s1" X2D InChIKey InChI 1.03 SLFXGXAWJWFFCO-RCOXNQKVSA-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 X2D "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[(1R,2S)-2-(3-chlorophenyl)cyclopropyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" X2D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[(1R,2S)-2-(3-chlorophenyl)cyclopropyl]amino]ethoxy]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 X2D "Create component" 2011-04-29 RCSB X2D "Modify aromatic_flag" 2011-06-04 RCSB X2D "Modify descriptor" 2011-06-04 RCSB #