data_08R # _chem_comp.id 08R _chem_comp.name "6-{[(3S,4S)-4-{2-[(2-methoxybenzyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H30 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-18 _chem_comp.pdbx_modified_date 2012-03-09 _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 370.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 08R _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 3TYM _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 08R N02 N02 N 0 1 N N N 15.395 -0.773 23.722 5.993 1.760 0.683 N02 08R 1 08R C02 C02 C 0 1 Y N N 14.524 0.151 23.273 4.664 1.858 0.288 C02 08R 2 08R C03 C03 C 0 1 Y N N 14.857 0.952 22.167 4.173 3.072 -0.182 C03 08R 3 08R C04 C04 C 0 1 Y N N 13.899 1.869 21.718 2.849 3.156 -0.572 C04 08R 4 08R C07 C07 C 0 1 N N N 14.183 2.782 20.548 2.278 4.452 -1.088 C07 08R 5 08R C05 C05 C 0 1 Y N N 12.669 1.956 22.363 2.057 2.019 -0.478 C05 08R 6 08R N01 N01 N 0 1 Y N N 13.299 0.239 23.870 3.879 0.795 0.358 N01 08R 7 08R C06 C06 C 0 1 Y N N 12.373 1.135 23.455 2.610 0.847 -0.002 C06 08R 8 08R C08 C08 C 0 1 N N N 11.007 1.214 24.157 1.756 -0.390 0.103 C08 08R 9 08R "C3'" "C3'" C 0 1 N N S 9.992 0.271 23.490 2.418 -1.534 -0.667 "C3'" 08R 10 08R "C2'" "C2'" C 0 1 N N N 10.348 -1.204 23.600 3.742 -1.944 0.015 "C2'" 08R 11 08R "N1'" "N1'" N 0 1 N N N 9.741 -1.629 24.858 3.797 -3.421 -0.133 "N1'" 08R 12 08R "C5'" "C5'" C 0 1 N N N 8.739 -0.686 25.341 2.397 -3.863 0.092 "C5'" 08R 13 08R "C4'" "C4'" C 0 1 N N S 8.640 0.321 24.186 1.534 -2.797 -0.616 "C4'" 08R 14 08R O09 O09 O 0 1 N N N 8.353 1.636 24.639 0.346 -2.541 0.135 O09 08R 15 08R C10 C10 C 0 1 N N N 7.205 2.170 23.989 -0.784 -3.308 -0.285 C10 08R 16 08R C11 C11 C 0 1 N N N 6.123 2.441 25.009 -1.992 -2.954 0.585 C11 08R 17 08R N12 N12 N 0 1 N N N 6.646 3.087 26.196 -2.367 -1.552 0.355 N12 08R 18 08R C13 C13 C 0 1 N N N 5.946 2.888 27.469 -3.526 -1.176 1.176 C13 08R 19 08R C21 C21 C 0 1 Y N N 4.669 3.707 27.527 -3.880 0.265 0.914 C21 08R 20 08R C22 C22 C 0 1 Y N N 3.323 3.047 27.547 -4.612 0.607 -0.214 C22 08R 21 08R O22 O22 O 0 1 N N N 3.214 1.663 27.520 -5.010 -0.358 -1.085 O22 08R 22 08R C27 C27 C 0 1 N N N 2.000 0.966 27.851 -5.760 0.066 -2.225 C27 08R 23 08R C26 C26 C 0 1 Y N N 4.747 5.101 27.547 -3.482 1.247 1.800 C26 08R 24 08R C25 C25 C 0 1 Y N N 3.580 5.857 27.589 -3.806 2.569 1.561 C25 08R 25 08R C24 C24 C 0 1 Y N N 2.321 5.248 27.607 -4.531 2.913 0.434 C24 08R 26 08R C23 C23 C 0 1 Y N N 2.183 3.860 27.583 -4.936 1.934 -0.452 C23 08R 27 08R H1 H1 H 0 1 N N N 14.980 -1.285 24.474 6.342 0.915 1.008 H1 08R 28 08R H2 H2 H 0 1 N N N 15.627 -1.401 22.979 6.574 2.536 0.630 H2 08R 29 08R H3 H3 H 0 1 N N N 15.817 0.863 21.681 4.817 3.937 -0.242 H3 08R 30 08R H4 H4 H 0 1 N N N 13.867 2.292 19.615 2.405 4.500 -2.169 H4 08R 31 08R H5 H5 H 0 1 N N N 13.628 3.723 20.674 1.216 4.503 -0.844 H5 08R 32 08R H6 H6 H 0 1 N N N 15.261 2.996 20.503 2.799 5.289 -0.623 H6 08R 33 08R H7 H7 H 0 1 N N N 11.934 2.667 22.016 1.019 2.051 -0.774 H7 08R 34 08R H8 H8 H 0 1 N N N 11.128 0.922 25.211 1.650 -0.670 1.151 H8 08R 35 08R H9 H9 H 0 1 N N N 10.632 2.246 24.095 0.772 -0.189 -0.320 H9 08R 36 08R H10 H10 H 0 1 N N N 9.986 0.621 22.447 2.601 -1.239 -1.700 H10 08R 37 08R H11 H11 H 0 1 N N N 9.945 -1.775 22.751 4.589 -1.479 -0.489 H11 08R 38 08R H12 H12 H 0 1 N N N 11.438 -1.351 23.614 3.727 -1.667 1.069 H12 08R 39 08R H13 H13 H 0 1 N N N 9.299 -2.514 24.713 4.115 -3.680 -1.055 H13 08R 40 08R H15 H15 H 0 1 N N N 9.051 -0.203 26.279 2.232 -4.844 -0.354 H15 08R 41 08R H16 H16 H 0 1 N N N 7.775 -1.179 25.537 2.173 -3.889 1.158 H16 08R 42 08R H17 H17 H 0 1 N N N 7.813 0.060 23.510 1.280 -3.122 -1.625 H17 08R 43 08R H18 H18 H 0 1 N N N 7.475 3.109 23.484 -1.009 -3.083 -1.327 H18 08R 44 08R H19 H19 H 0 1 N N N 6.835 1.447 23.247 -0.561 -4.370 -0.182 H19 08R 45 08R H20 H20 H 0 1 N N N 5.368 3.099 24.554 -2.830 -3.601 0.324 H20 08R 46 08R H21 H21 H 0 1 N N N 5.668 1.483 25.302 -1.738 -3.095 1.635 H21 08R 47 08R H22 H22 H 0 1 N N N 7.575 2.739 26.324 -1.587 -0.936 0.528 H22 08R 48 08R H24 H24 H 0 1 N N N 5.691 1.823 27.573 -4.374 -1.811 0.919 H24 08R 49 08R H25 H25 H 0 1 N N N 6.607 3.199 28.291 -3.282 -1.304 2.230 H25 08R 50 08R H26 H26 H 0 1 N N N 2.161 -0.118 27.756 -5.164 0.763 -2.813 H26 08R 51 08R H27 H27 H 0 1 N N N 1.711 1.205 28.885 -6.015 -0.800 -2.835 H27 08R 52 08R H28 H28 H 0 1 N N N 1.199 1.278 27.165 -6.675 0.559 -1.895 H28 08R 53 08R H29 H29 H 0 1 N N N 5.710 5.590 27.530 -2.916 0.981 2.681 H29 08R 54 08R H30 H30 H 0 1 N N N 3.647 6.935 27.608 -3.494 3.335 2.255 H30 08R 55 08R H31 H31 H 0 1 N N N 1.436 5.866 27.640 -4.784 3.947 0.250 H31 08R 56 08R H32 H32 H 0 1 N N N 1.200 3.413 27.592 -5.505 2.203 -1.330 H32 08R 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 08R C07 C04 SING N N 1 08R C04 C03 DOUB Y N 2 08R C04 C05 SING Y N 3 08R C03 C02 SING Y N 4 08R C05 C06 DOUB Y N 5 08R C02 N02 SING N N 6 08R C02 N01 DOUB Y N 7 08R C06 N01 SING Y N 8 08R C06 C08 SING N N 9 08R "C3'" "C2'" SING N N 10 08R "C3'" C08 SING N N 11 08R "C3'" "C4'" SING N N 12 08R "C2'" "N1'" SING N N 13 08R C10 O09 SING N N 14 08R C10 C11 SING N N 15 08R "C4'" O09 SING N N 16 08R "C4'" "C5'" SING N N 17 08R "N1'" "C5'" SING N N 18 08R C11 N12 SING N N 19 08R N12 C13 SING N N 20 08R C13 C21 SING N N 21 08R O22 C22 SING N N 22 08R O22 C27 SING N N 23 08R C21 C22 DOUB Y N 24 08R C21 C26 SING Y N 25 08R C22 C23 SING Y N 26 08R C26 C25 DOUB Y N 27 08R C23 C24 DOUB Y N 28 08R C25 C24 SING Y N 29 08R N02 H1 SING N N 30 08R N02 H2 SING N N 31 08R C03 H3 SING N N 32 08R C07 H4 SING N N 33 08R C07 H5 SING N N 34 08R C07 H6 SING N N 35 08R C05 H7 SING N N 36 08R C08 H8 SING N N 37 08R C08 H9 SING N N 38 08R "C3'" H10 SING N N 39 08R "C2'" H11 SING N N 40 08R "C2'" H12 SING N N 41 08R "N1'" H13 SING N N 42 08R "C5'" H15 SING N N 43 08R "C5'" H16 SING N N 44 08R "C4'" H17 SING N N 45 08R C10 H18 SING N N 46 08R C10 H19 SING N N 47 08R C11 H20 SING N N 48 08R C11 H21 SING N N 49 08R N12 H22 SING N N 50 08R C13 H24 SING N N 51 08R C13 H25 SING N N 52 08R C27 H26 SING N N 53 08R C27 H27 SING N N 54 08R C27 H28 SING N N 55 08R C26 H29 SING N N 56 08R C25 H30 SING N N 57 08R C24 H31 SING N N 58 08R C23 H32 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 08R SMILES ACDLabs 12.01 "O(CCNCc1ccccc1OC)C2C(CNC2)Cc3nc(N)cc(c3)C" 08R InChI InChI 1.03 "InChI=1S/C21H30N4O2/c1-15-9-18(25-21(22)10-15)11-17-13-24-14-20(17)27-8-7-23-12-16-5-3-4-6-19(16)26-2/h3-6,9-10,17,20,23-24H,7-8,11-14H2,1-2H3,(H2,22,25)/t17-,20+/m0/s1" 08R InChIKey InChI 1.03 CNZPKQOAIMARQF-FXAWDEMLSA-N 08R SMILES_CANONICAL CACTVS 3.370 "COc1ccccc1CNCCO[C@@H]2CNC[C@@H]2Cc3cc(C)cc(N)n3" 08R SMILES CACTVS 3.370 "COc1ccccc1CNCCO[CH]2CNC[CH]2Cc3cc(C)cc(N)n3" 08R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCNCc3ccccc3OC" 08R SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCc3ccccc3OC" # 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 08R "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3S,4S)-4-{2-[(2-methoxybenzyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 08R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3S,4S)-4-[2-[(2-methoxyphenyl)methylamino]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 08R "Create component" 2011-10-18 RCSB #