data_Y2B # _chem_comp.id Y2B _chem_comp.name "6-{[(3R,4R)-4-(2-{[(1S,2R)-2-(3-fluorophenyl)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 F 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 384.490 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Y2B _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 3RQJ _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 Y2B N01 N01 N 0 1 Y N N 17.144 8.521 55.398 -5.281 0.295 -1.010 N01 Y2B 1 Y2B C02 C02 C 0 1 Y N N 16.935 9.766 54.865 -6.448 0.918 -0.971 C02 Y2B 2 Y2B N02 N02 N 0 1 N N N 15.702 10.358 54.927 -7.464 0.535 -1.840 N02 Y2B 3 Y2B C03 C03 C 0 1 Y N N 18.008 10.412 54.237 -6.668 1.954 -0.068 C03 Y2B 4 Y2B C04 C04 C 0 1 Y N N 19.263 9.784 54.158 -5.649 2.324 0.790 C04 Y2B 5 Y2B C05 C05 C 0 1 Y N N 19.442 8.515 54.720 -4.440 1.645 0.717 C05 Y2B 6 Y2B C06 C06 C 0 1 Y N N 18.353 7.893 55.330 -4.291 0.627 -0.203 C06 Y2B 7 Y2B C07 C07 C 0 1 N N N 20.423 10.470 53.483 -5.846 3.441 1.783 C07 Y2B 8 Y2B C08 C08 C 0 1 N N N 18.501 6.511 55.926 -2.982 -0.113 -0.288 C08 Y2B 9 Y2B O09 O09 O 0 1 N N N 18.196 3.709 56.237 -0.825 -1.499 -0.500 O09 Y2B 10 Y2B "N1'" "N1'" N 0 1 N N N 17.624 3.811 53.467 -3.101 -3.218 1.651 "N1'" Y2B 11 Y2B C10 C10 C 0 1 N N N 18.437 2.466 56.910 0.235 -2.061 -1.276 C10 Y2B 12 Y2B C11 C11 C 0 1 N N N 17.326 2.309 57.949 1.337 -1.017 -1.468 C11 Y2B 13 Y2B N12 N12 N 0 1 N N N 16.096 1.666 57.503 1.937 -0.695 -0.166 N12 Y2B 14 Y2B C13 C13 C 0 1 N N S 15.031 1.451 58.483 3.002 0.307 -0.312 C13 Y2B 15 Y2B C14 C14 C 0 1 N N R 13.738 1.013 57.800 4.093 0.338 0.760 C14 Y2B 16 Y2B C15 C15 C 0 1 N N N 13.990 2.491 58.052 3.041 1.449 0.706 C15 Y2B 17 Y2B "C2'" "C2'" C 0 1 N N N 17.373 5.144 54.028 -3.737 -1.922 1.300 "C2'" Y2B 18 Y2B C21 C21 C 0 1 Y N N 12.565 0.555 58.610 5.492 0.684 0.318 C21 Y2B 19 Y2B C22 C22 C 0 1 Y N N 12.064 1.250 59.715 6.520 -0.220 0.511 C22 Y2B 20 Y2B C23 C23 C 0 1 Y N N 10.953 0.771 60.412 7.805 0.098 0.105 C23 Y2B 21 Y2B F23 F23 F 0 1 N N N 10.500 1.455 61.501 8.811 -0.785 0.292 F23 Y2B 22 Y2B C24 C24 C 0 1 Y N N 10.332 -0.419 60.025 8.059 1.320 -0.494 C24 Y2B 23 Y2B C25 C25 C 0 1 Y N N 10.801 -1.112 58.891 7.030 2.222 -0.685 C25 Y2B 24 Y2B C26 C26 C 0 1 Y N N 11.909 -0.613 58.218 5.746 1.902 -0.285 C26 Y2B 25 Y2B "C3'" "C3'" C 0 1 N N R 18.671 5.472 54.804 -3.233 -1.614 -0.126 "C3'" Y2B 26 Y2B "C4'" "C4'" C 0 1 N N R 19.141 4.095 55.241 -1.911 -2.397 -0.261 "C4'" Y2B 27 Y2B "C5'" "C5'" C 0 1 N N N 18.888 3.249 53.977 -1.727 -3.112 1.094 "C5'" Y2B 28 Y2B HN02 HN02 H 0 0 N N N 15.062 9.748 55.395 -7.315 -0.187 -2.471 HN02 Y2B 29 Y2B HN0A HN0A H 0 0 N N N 15.771 11.219 55.431 -8.320 0.988 -1.815 HN0A Y2B 30 Y2B H03 H03 H 0 1 N N N 17.870 11.395 53.812 -7.621 2.461 -0.038 H03 Y2B 31 Y2B H05 H05 H 0 1 N N N 20.405 8.027 54.682 -3.625 1.910 1.374 H05 Y2B 32 Y2B H07 H07 H 0 1 N N N 20.975 11.070 54.221 -6.233 3.033 2.717 H07 Y2B 33 Y2B H07A H07A H 0 0 N N N 21.095 9.714 53.050 -4.892 3.934 1.969 H07A Y2B 34 Y2B H07B H07B H 0 0 N N N 20.046 11.126 52.685 -6.557 4.163 1.381 H07B Y2B 35 Y2B H08 H08 H 0 1 N N N 19.386 6.489 56.579 -2.519 0.075 -1.257 H08 Y2B 36 Y2B H08A H08A H 0 0 N N N 17.602 6.269 56.513 -2.318 0.231 0.505 H08A Y2B 37 Y2B "HN1'" "HN1'" H 0 0 N N N 17.680 3.884 52.471 -3.600 -3.990 1.235 "HN1'" Y2B 38 Y2B H10 H10 H 0 1 N N N 18.414 1.631 56.194 0.643 -2.930 -0.758 H10 Y2B 39 Y2B H10A H10A H 0 0 N N N 19.422 2.479 57.400 -0.150 -2.366 -2.249 H10A Y2B 40 Y2B H13 H13 H 0 1 N N N 15.548 1.102 59.389 3.295 0.536 -1.336 H13 Y2B 41 Y2B H14 H14 H 0 1 N N N 13.571 0.321 56.962 4.022 -0.384 1.573 H14 Y2B 42 Y2B H15 H15 H 0 1 N N N 14.064 3.338 57.354 3.361 2.429 0.352 H15 Y2B 43 Y2B H15A H15A H 0 0 N N N 13.423 3.229 58.639 2.277 1.457 1.484 H15A Y2B 44 Y2B "H2'" "H2'" H 0 1 N N N 17.182 5.883 53.236 -4.823 -2.018 1.307 "H2'" Y2B 45 Y2B "H2'A" "H2'A" H 0 0 N N N 16.498 5.140 54.694 -3.419 -1.143 1.993 "H2'A" Y2B 46 Y2B H22 H22 H 0 1 N N N 12.541 2.166 60.032 6.321 -1.173 0.978 H22 Y2B 47 Y2B H24 H24 H 0 1 N N N 9.498 -0.806 60.591 9.061 1.569 -0.810 H24 Y2B 48 Y2B H25 H25 H 0 1 N N N 10.309 -2.012 58.552 7.227 3.176 -1.152 H25 Y2B 49 Y2B H26 H26 H 0 1 N N N 12.278 -1.150 57.357 4.941 2.605 -0.438 H26 Y2B 50 Y2B "H3'" "H3'" H 0 1 N N N 19.425 5.994 54.197 -3.956 -1.958 -0.866 "H3'" Y2B 51 Y2B "H4'" "H4'" H 0 1 N N N 20.173 4.016 55.613 -1.983 -3.125 -1.069 "H4'" Y2B 52 Y2B "H5'" "H5'" H 0 1 N N N 18.796 2.178 54.212 -1.094 -2.519 1.755 "H5'" Y2B 53 Y2B "H5'A" "H5'A" H 0 0 N N N 19.705 3.348 53.247 -1.299 -4.103 0.946 "H5'A" Y2B 54 Y2B H27 H27 H 0 1 N N N 15.712 2.248 56.786 1.235 -0.384 0.489 H27 Y2B 55 Y2B H11 H11 H 0 1 N N N 17.733 1.697 58.768 2.103 -1.416 -2.133 H11 Y2B 56 Y2B H29 H29 H 0 1 N N N 17.057 3.319 58.291 0.910 -0.115 -1.905 H29 Y2B 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 Y2B C02 N01 DOUB Y N 1 Y2B C02 N02 SING N N 2 Y2B N02 HN02 SING N N 3 Y2B N02 HN0A SING N N 4 Y2B C03 C02 SING Y N 5 Y2B C03 H03 SING N N 6 Y2B C04 C03 DOUB Y N 7 Y2B C04 C05 SING Y N 8 Y2B C05 C06 DOUB Y N 9 Y2B C05 H05 SING N N 10 Y2B C06 N01 SING Y N 11 Y2B C06 C08 SING N N 12 Y2B C07 C04 SING N N 13 Y2B C07 H07 SING N N 14 Y2B C07 H07A SING N N 15 Y2B C07 H07B SING N N 16 Y2B C08 H08 SING N N 17 Y2B C08 H08A SING N N 18 Y2B O09 C10 SING N N 19 Y2B "N1'" "C5'" SING N N 20 Y2B "N1'" "C2'" SING N N 21 Y2B "N1'" "HN1'" SING N N 22 Y2B C10 C11 SING N N 23 Y2B C10 H10 SING N N 24 Y2B C10 H10A SING N N 25 Y2B N12 C11 SING N N 26 Y2B N12 C13 SING N N 27 Y2B C13 H13 SING N N 28 Y2B C14 C13 SING N N 29 Y2B C14 C15 SING N N 30 Y2B C14 C21 SING N N 31 Y2B C14 H14 SING N N 32 Y2B C15 C13 SING N N 33 Y2B C15 H15 SING N N 34 Y2B C15 H15A SING N N 35 Y2B "C2'" "C3'" SING N N 36 Y2B "C2'" "H2'" SING N N 37 Y2B "C2'" "H2'A" SING N N 38 Y2B C21 C22 SING Y N 39 Y2B C22 C23 DOUB Y N 40 Y2B C22 H22 SING N N 41 Y2B C23 F23 SING N N 42 Y2B C24 C23 SING Y N 43 Y2B C24 H24 SING N N 44 Y2B C25 C24 DOUB Y N 45 Y2B C25 H25 SING N N 46 Y2B C26 C21 DOUB Y N 47 Y2B C26 C25 SING Y N 48 Y2B C26 H26 SING N N 49 Y2B "C3'" C08 SING N N 50 Y2B "C3'" "C4'" SING N N 51 Y2B "C3'" "H3'" SING N N 52 Y2B "C4'" O09 SING N N 53 Y2B "C4'" "H4'" SING N N 54 Y2B "C5'" "C4'" SING N N 55 Y2B "C5'" "H5'" SING N N 56 Y2B "C5'" "H5'A" SING N N 57 Y2B N12 H27 SING N N 58 Y2B C11 H11 SING N N 59 Y2B C11 H29 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 Y2B SMILES ACDLabs 12.01 "Fc1cccc(c1)C4CC4NCCOC2C(CNC2)Cc3nc(N)cc(c3)C" Y2B SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCN[C@H]3C[C@@H]3c4cccc(F)c4)c1" Y2B SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCN[CH]3C[CH]3c4cccc(F)c4)c1" Y2B 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)F" Y2B SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNC3CC3c4cccc(c4)F" Y2B InChI InChI 1.03 "InChI=1S/C22H29FN4O/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" Y2B InChIKey InChI 1.03 OPKCBCPSRYBLIJ-DBOLQNLKSA-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 Y2B "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[(1S,2R)-2-(3-fluorophenyl)cyclopropyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" Y2B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[(1S,2R)-2-(3-fluorophenyl)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 Y2B "Create component" 2011-04-29 RCSB Y2B "Modify aromatic_flag" 2011-06-04 RCSB Y2B "Modify descriptor" 2011-06-04 RCSB #