data_X2C # _chem_comp.id X2C _chem_comp.name "4-methyl-6-{[(3R,4R)-4-(2-{[(1R,2S)-2-(3-methylphenyl)cyclopropyl]amino}ethoxy)pyrrolidin-3-yl]methyl}pyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H32 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 380.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X2C _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 3RQK _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 X2C N01 N01 N 0 1 Y N N 17.146 8.574 55.441 -4.432 0.724 -1.043 N01 X2C 1 X2C C02 C02 C 0 1 Y N N 16.875 9.801 54.912 -5.353 1.675 -1.063 C02 X2C 2 X2C N02 N02 N 0 1 N N N 15.630 10.368 54.985 -6.473 1.532 -1.873 N02 X2C 3 X2C C03 C03 C 0 1 Y N N 17.914 10.513 54.317 -5.209 2.816 -0.280 C03 X2C 4 X2C C04 C04 C 0 1 Y N N 19.213 9.977 54.235 -4.089 2.945 0.521 C04 X2C 5 X2C C05 C05 C 0 1 Y N N 19.460 8.709 54.771 -3.147 1.924 0.513 C05 X2C 6 X2C C06 C06 C 0 1 Y N N 18.402 8.021 55.389 -3.354 0.820 -0.288 C06 X2C 7 X2C C07 C07 C 0 1 N N N 20.292 10.781 53.551 -3.895 4.165 1.384 C07 X2C 8 X2C C08 C08 C 0 1 N N N 18.631 6.632 55.964 -2.336 -0.291 -0.301 C08 X2C 9 X2C O09 O09 O 0 1 N N N 18.405 3.743 56.377 -0.712 -2.284 -0.377 O09 X2C 10 X2C "N1'" "N1'" N 0 1 N N N 17.477 3.917 53.690 -3.306 -2.991 1.975 "N1'" X2C 11 X2C C10 C10 C 0 1 N N N 18.631 2.481 57.010 0.093 -3.222 -1.095 C10 X2C 12 X2C C11 C11 C 0 1 N N N 17.509 2.335 58.025 1.450 -2.591 -1.414 C11 X2C 13 X2C N12 N12 N 0 1 N N N 16.229 1.752 57.546 2.176 -2.334 -0.163 N12 X2C 14 X2C C13 C13 C 0 1 N N R 15.205 1.492 58.555 3.487 -1.727 -0.430 C13 X2C 15 X2C C14 C14 C 0 1 N N S 14.120 0.549 58.014 4.111 -0.877 0.678 C14 X2C 16 X2C C15 C15 C 0 1 N N N 15.226 0.034 58.949 4.685 -2.259 0.358 C15 X2C 17 X2C "C2'" "C2'" C 0 1 N N N 17.402 5.307 54.128 -3.534 -1.606 1.487 "C2'" X2C 18 X2C C21 C21 C 0 1 Y N N 12.793 0.265 58.695 4.918 0.325 0.262 C21 X2C 19 X2C C22 C22 C 0 1 Y N N 12.202 1.029 59.702 4.542 1.589 0.679 C22 X2C 20 X2C C23 C23 C 0 1 Y N N 10.990 0.649 60.266 5.282 2.692 0.298 C23 X2C 21 X2C C24 C24 C 0 1 Y N N 10.319 -0.495 59.828 6.398 2.532 -0.501 C24 X2C 22 X2C C25 C25 C 0 1 Y N N 10.864 -1.276 58.804 6.775 1.269 -0.919 C25 X2C 23 X2C C26 C26 C 0 1 Y N N 12.089 -0.869 58.260 6.038 0.165 -0.532 C26 X2C 24 X2C C27 C27 C 0 1 N N N 10.384 1.472 61.363 4.871 4.069 0.752 C27 X2C 25 X2C "C3'" "C3'" C 0 1 N N R 18.743 5.562 54.852 -3.023 -1.617 0.031 "C3'" X2C 26 X2C "C4'" "C4'" C 0 1 N N R 19.193 4.152 55.258 -2.007 -2.777 -0.029 "C4'" X2C 27 X2C "C5'" "C5'" C 0 1 N N N 18.749 3.302 54.074 -1.990 -3.369 1.397 "C5'" X2C 28 X2C HN02 HN02 H 0 0 N N N 15.009 9.749 55.466 -6.578 0.738 -2.420 HN02 X2C 29 X2C HN0A HN0A H 0 0 N N N 15.687 11.235 55.480 -7.151 2.227 -1.891 HN0A X2C 30 X2C H03 H03 H 0 1 N N N 17.719 11.495 53.911 -5.961 3.591 -0.298 H03 X2C 31 X2C H05 H05 H 0 1 N N N 20.444 8.268 54.711 -2.262 1.994 1.128 H05 X2C 32 X2C H07 H07 H 0 1 N N N 20.801 11.416 54.291 -4.346 3.994 2.362 H07 X2C 33 X2C H07A H07A H 0 0 N N N 21.021 10.098 53.090 -2.829 4.359 1.504 H07A X2C 34 X2C H07B H07B H 0 0 N N N 19.840 11.414 52.773 -4.370 5.024 0.910 H07B X2C 35 X2C H08 H08 H 0 1 N N N 19.567 6.639 56.542 -1.881 -0.355 -1.290 H08 X2C 36 X2C H08A H08A H 0 0 N N N 17.783 6.376 56.616 -1.564 -0.086 0.441 H08A X2C 37 X2C "HN1'" "HN1'" H 0 0 N N N 17.392 3.888 52.694 -4.033 -3.612 1.654 "HN1'" X2C 38 X2C H10 H10 H 0 1 N N N 18.604 1.663 56.275 0.241 -4.115 -0.487 H10 X2C 39 X2C H10A H10A H 0 0 N N N 19.613 2.461 57.505 -0.408 -3.494 -2.024 H10A X2C 40 X2C H13 H13 H 0 1 N N N 15.199 2.453 59.091 3.659 -1.416 -1.461 H13 X2C 41 X2C H14 H14 H 0 1 N N N 13.720 0.482 56.992 3.549 -0.768 1.606 H14 X2C 42 X2C H15 H15 H 0 1 N N N 15.993 -0.739 58.793 4.502 -3.059 1.075 H15 X2C 43 X2C H15A H15A H 0 0 N N N 15.163 -0.441 59.939 5.647 -2.298 -0.154 H15A X2C 44 X2C "H2'" "H2'" H 0 1 N N N 17.279 5.986 53.271 -4.597 -1.364 1.515 "H2'" X2C 45 X2C "H2'A" "H2'A" H 0 0 N N N 16.550 5.463 54.806 -2.965 -0.894 2.085 "H2'A" X2C 46 X2C H22 H22 H 0 1 N N N 12.693 1.927 60.047 3.669 1.713 1.303 H22 X2C 47 X2C H24 H24 H 0 1 N N N 9.379 -0.776 60.280 6.977 3.394 -0.800 H24 X2C 48 X2C H25 H25 H 0 1 N N N 10.359 -2.161 58.446 7.647 1.145 -1.543 H25 X2C 49 X2C H26 H26 H 0 1 N N N 12.515 -1.460 57.463 6.334 -0.822 -0.854 H26 X2C 50 X2C H27 H27 H 0 1 N N N 9.729 2.241 60.927 5.357 4.298 1.701 H27 X2C 51 X2C H27A H27A H 0 0 N N N 9.794 0.822 62.026 5.170 4.802 0.004 H27A X2C 52 X2C H27B H27B H 0 0 N N N 11.184 1.957 61.942 3.789 4.101 0.881 H27B X2C 53 X2C "H3'" "H3'" H 0 1 N N N 19.521 6.033 54.233 -3.848 -1.799 -0.659 "H3'" X2C 54 X2C "H4'" "H4'" H 0 1 N N N 20.263 4.082 55.501 -2.332 -3.528 -0.748 "H4'" X2C 55 X2C "H5'" "H5'" H 0 1 N N N 18.622 2.246 54.355 -1.179 -2.932 1.980 "H5'" X2C 56 X2C "H5'A" "H5'A" H 0 0 N N N 19.481 3.333 53.253 -1.890 -4.453 1.357 "H5'A" X2C 57 X2C H30 H30 H 0 1 N N N 15.838 2.399 56.891 1.630 -1.757 0.460 H30 X2C 58 X2C H11 H11 H 0 1 N N N 17.882 1.677 58.823 2.029 -3.272 -2.037 H11 X2C 59 X2C H32 H32 H 0 1 N N N 17.282 3.344 58.399 1.298 -1.652 -1.945 H32 X2C 60 # 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 X2C C02 N01 DOUB Y N 1 X2C C02 N02 SING N N 2 X2C N02 HN02 SING N N 3 X2C N02 HN0A SING N N 4 X2C C03 C02 SING Y N 5 X2C C03 H03 SING N N 6 X2C C04 C03 DOUB Y N 7 X2C C04 C05 SING Y N 8 X2C C05 C06 DOUB Y N 9 X2C C05 H05 SING N N 10 X2C C06 N01 SING Y N 11 X2C C06 C08 SING N N 12 X2C C07 C04 SING N N 13 X2C C07 H07 SING N N 14 X2C C07 H07A SING N N 15 X2C C07 H07B SING N N 16 X2C C08 H08 SING N N 17 X2C C08 H08A SING N N 18 X2C O09 C10 SING N N 19 X2C "N1'" "C5'" SING N N 20 X2C "N1'" "C2'" SING N N 21 X2C "N1'" "HN1'" SING N N 22 X2C C10 C11 SING N N 23 X2C C10 H10 SING N N 24 X2C C10 H10A SING N N 25 X2C N12 C11 SING N N 26 X2C N12 C13 SING N N 27 X2C C13 C15 SING N N 28 X2C C13 H13 SING N N 29 X2C C14 C13 SING N N 30 X2C C14 C21 SING N N 31 X2C C14 C15 SING N N 32 X2C C14 H14 SING N N 33 X2C C15 H15 SING N N 34 X2C C15 H15A SING N N 35 X2C "C2'" "C3'" SING N N 36 X2C "C2'" "H2'" SING N N 37 X2C "C2'" "H2'A" SING N N 38 X2C C21 C22 SING Y N 39 X2C C22 C23 DOUB Y N 40 X2C C22 H22 SING N N 41 X2C C23 C27 SING N N 42 X2C C24 C23 SING Y N 43 X2C C24 H24 SING N N 44 X2C C25 C24 DOUB Y N 45 X2C C25 H25 SING N N 46 X2C C26 C21 DOUB Y N 47 X2C C26 C25 SING Y N 48 X2C C26 H26 SING N N 49 X2C C27 H27 SING N N 50 X2C C27 H27A SING N N 51 X2C C27 H27B SING N N 52 X2C "C3'" C08 SING N N 53 X2C "C3'" "C4'" SING N N 54 X2C "C3'" "H3'" SING N N 55 X2C "C4'" O09 SING N N 56 X2C "C4'" "H4'" SING N N 57 X2C "C5'" "C4'" SING N N 58 X2C "C5'" "H5'" SING N N 59 X2C "C5'" "H5'A" SING N N 60 X2C N12 H30 SING N N 61 X2C C11 H11 SING N N 62 X2C C11 H32 SING N N 63 # 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 X2C SMILES ACDLabs 12.01 "O(CCNC2CC2c1cccc(c1)C)C3C(CNC3)Cc4nc(N)cc(c4)C" X2C SMILES_CANONICAL CACTVS 3.370 "Cc1cccc(c1)[C@@H]2C[C@H]2NCCO[C@H]3CNC[C@H]3Cc4cc(C)cc(N)n4" X2C SMILES CACTVS 3.370 "Cc1cccc(c1)[CH]2C[CH]2NCCO[CH]3CNC[CH]3Cc4cc(C)cc(N)n4" X2C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cccc(c1)[C@@H]2C[C@H]2NCCO[C@H]3CNC[C@H]3Cc4cc(cc(n4)N)C" X2C SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cccc(c1)C2CC2NCCOC3CNCC3Cc4cc(cc(n4)N)C" X2C InChI InChI 1.03 "InChI=1S/C23H32N4O/c1-15-4-3-5-17(8-15)20-12-21(20)26-6-7-28-22-14-25-13-18(22)11-19-9-16(2)10-23(24)27-19/h3-5,8-10,18,20-22,25-26H,6-7,11-14H2,1-2H3,(H2,24,27)/t18-,20+,21-,22+/m1/s1" X2C InChIKey InChI 1.03 AMEMBWOWTMXVHT-ZDFPQIBNSA-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 X2C "SYSTEMATIC NAME" ACDLabs 12.01 "4-methyl-6-{[(3R,4R)-4-(2-{[(1R,2S)-2-(3-methylphenyl)cyclopropyl]amino}ethoxy)pyrrolidin-3-yl]methyl}pyridin-2-amine" X2C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-methyl-6-[[(3R,4R)-4-[2-[[(1R,2S)-2-(3-methylphenyl)cyclopropyl]amino]ethoxy]pyrrolidin-3-yl]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 X2C "Create component" 2011-04-29 RCSB X2C "Modify aromatic_flag" 2011-06-04 RCSB X2C "Modify descriptor" 2011-06-04 RCSB #