data_HW1 # _chem_comp.id HW1 _chem_comp.name "6-[5-({(3R,4R)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}oxy)pentyl]-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H33 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-09 _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 383.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HW1 _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 4EUX _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 HW1 N02 N02 N 0 1 N N N 5.779 8.436 27.505 -7.116 -1.577 2.333 N02 HW1 1 HW1 C02 C02 C 0 1 Y N N 4.888 7.407 27.454 -6.399 -1.554 1.142 C02 HW1 2 HW1 C03 C03 C 0 1 Y N N 3.569 7.502 27.968 -6.861 -2.276 0.046 C03 HW1 3 HW1 C04 C04 C 0 1 Y N N 2.682 6.402 27.876 -6.138 -2.244 -1.133 C04 HW1 4 HW1 C07 C07 C 0 1 N N N 1.272 6.456 28.434 -6.604 -3.011 -2.343 C07 HW1 5 HW1 C05 C05 C 0 1 Y N N 3.127 5.223 27.272 -4.974 -1.488 -1.176 C05 HW1 6 HW1 N01 N01 N 0 1 Y N N 5.258 6.242 26.860 -5.286 -0.841 1.060 N01 HW1 7 HW1 C06 C06 C 0 1 Y N N 4.435 5.186 26.782 -4.575 -0.796 -0.050 C06 HW1 8 HW1 C08 C08 C 0 1 N N N 4.978 3.968 26.117 -3.315 0.030 -0.093 C08 HW1 9 HW1 "C3'" "C3'" C 0 1 N N R 4.357 2.765 26.770 -3.635 1.469 0.316 "C3'" HW1 10 HW1 "C2'" "C2'" C 0 1 N N N 4.643 2.706 28.270 -4.547 2.136 -0.736 "C2'" HW1 11 HW1 "N1'" "N1'" N 0 1 N N N 4.612 1.279 28.504 -4.070 3.541 -0.808 "N1'" HW1 12 HW1 "C5'" "C5'" C 0 1 N N N 4.613 0.477 27.287 -2.592 3.430 -0.716 "C5'" HW1 13 HW1 "C4'" "C4'" C 0 1 N N R 4.926 1.494 26.184 -2.349 2.321 0.330 "C4'" HW1 14 HW1 O09 O09 O 0 1 N N N 6.334 1.678 25.886 -1.222 1.525 -0.044 O09 HW1 15 HW1 C10 C10 C 0 1 N N N 7.000 0.482 25.436 0.008 1.943 0.550 C10 HW1 16 HW1 C11 C11 C 0 1 N N N 7.973 0.750 24.281 1.139 1.025 0.082 C11 HW1 17 HW1 C12 C12 C 0 1 N N N 8.838 1.982 24.520 2.456 1.473 0.719 C12 HW1 18 HW1 C13 C13 C 0 1 N N N 10.359 1.798 24.510 3.587 0.555 0.251 C13 HW1 19 HW1 C14 C14 C 0 1 N N N 10.867 0.633 23.701 4.904 1.003 0.887 C14 HW1 20 HW1 C26 C26 C 0 1 Y N N 12.318 0.805 23.224 6.018 0.098 0.426 C26 HW1 21 HW1 N21 N21 N 0 1 Y N N 13.314 0.035 23.752 5.910 -1.206 0.597 N21 HW1 22 HW1 C22 C22 C 0 1 Y N N 14.580 0.139 23.330 6.864 -2.038 0.207 C22 HW1 23 HW1 N22 N22 N 0 1 N N N 15.518 -0.673 23.893 6.709 -3.405 0.407 N22 HW1 24 HW1 C23 C23 C 0 1 Y N N 14.894 1.034 22.289 8.019 -1.556 -0.400 C23 HW1 25 HW1 C24 C24 C 0 1 Y N N 13.901 1.816 21.717 8.160 -0.193 -0.592 C24 HW1 26 HW1 C25 C25 C 0 1 Y N N 12.609 1.692 22.186 7.135 0.644 -0.174 C25 HW1 27 HW1 C27 C27 C 0 1 N N N 14.183 2.791 20.586 9.394 0.368 -1.250 C27 HW1 28 HW1 H1 H1 H 0 1 N N N 6.634 8.160 27.066 -7.933 -2.095 2.398 H1 HW1 29 HW1 H2 H2 H 0 1 N N N 5.400 9.229 27.027 -6.796 -1.079 3.102 H2 HW1 30 HW1 H3 H3 H 0 1 N N N 3.239 8.419 28.433 -7.771 -2.854 0.115 H3 HW1 31 HW1 H4 H4 H 0 1 N N N 1.279 6.123 29.482 -7.258 -2.379 -2.944 H4 HW1 32 HW1 H5 H5 H 0 1 N N N 0.896 7.488 28.380 -5.741 -3.311 -2.938 H5 HW1 33 HW1 H6 H6 H 0 1 N N N 0.619 5.796 27.844 -7.151 -3.898 -2.023 H6 HW1 34 HW1 H7 H7 H 0 1 N N N 2.478 4.364 27.186 -4.387 -1.443 -2.082 H7 HW1 35 HW1 H8 H8 H 0 1 N N N 6.071 3.934 26.235 -2.582 -0.389 0.596 H8 HW1 36 HW1 H9 H9 H 0 1 N N N 4.725 3.983 25.046 -2.909 0.021 -1.105 H9 HW1 37 HW1 H10 H10 H 0 1 N N N 3.269 2.784 26.612 -4.112 1.486 1.296 H10 HW1 38 HW1 H11 H11 H 0 1 N N N 5.628 3.133 28.510 -4.432 1.646 -1.703 H11 HW1 39 HW1 H12 H12 H 0 1 N N N 3.867 3.227 28.850 -5.587 2.103 -0.413 H12 HW1 40 HW1 H13 H13 H 0 1 N N N 3.784 1.063 29.022 -4.440 4.087 -0.045 H13 HW1 41 HW1 H15 H15 H 0 1 N N N 3.630 0.011 27.123 -2.171 3.143 -1.680 H15 HW1 42 HW1 H16 H16 H 0 1 N N N 5.387 -0.304 27.332 -2.160 4.373 -0.380 H16 HW1 43 HW1 H17 H17 H 0 1 N N N 4.371 1.226 25.273 -2.194 2.757 1.316 H17 HW1 44 HW1 H18 H18 H 0 1 N N N 6.241 -0.238 25.098 0.225 2.968 0.251 H18 HW1 45 HW1 H19 H19 H 0 1 N N N 7.562 0.053 26.279 -0.077 1.891 1.636 H19 HW1 46 HW1 H20 H20 H 0 1 N N N 7.393 0.900 23.359 0.921 -0.001 0.381 H20 HW1 47 HW1 H21 H21 H 0 1 N N N 8.630 -0.125 24.163 1.223 1.077 -1.003 H21 HW1 48 HW1 H22 H22 H 0 1 N N N 8.591 2.714 23.737 2.674 2.498 0.420 H22 HW1 49 HW1 H23 H23 H 0 1 N N N 8.563 2.390 25.504 2.371 1.421 1.804 H23 HW1 50 HW1 H24 H24 H 0 1 N N N 10.690 1.658 25.550 3.369 -0.471 0.550 H24 HW1 51 HW1 H25 H25 H 0 1 N N N 10.808 2.715 24.102 3.671 0.606 -0.835 H25 HW1 52 HW1 H26 H26 H 0 1 N N N 10.222 0.514 22.818 5.122 2.028 0.588 H26 HW1 53 HW1 H27 H27 H 0 1 N N N 10.809 -0.273 24.322 4.819 0.951 1.973 H27 HW1 54 HW1 H28 H28 H 0 1 N N N 15.085 -1.258 24.579 5.905 -3.745 0.829 H28 HW1 55 HW1 H29 H29 H 0 1 N N N 15.935 -1.242 23.184 7.405 -4.018 0.123 H29 HW1 56 HW1 H30 H30 H 0 1 N N N 15.911 1.112 21.935 8.796 -2.237 -0.716 H30 HW1 57 HW1 H31 H31 H 0 1 N N N 11.819 2.284 21.748 7.214 1.713 -0.310 H31 HW1 58 HW1 H32 H32 H 0 1 N N N 14.435 3.776 21.005 10.141 0.595 -0.489 H32 HW1 59 HW1 H33 H33 H 0 1 N N N 15.027 2.421 19.985 9.798 -0.364 -1.949 H33 HW1 60 HW1 H34 H34 H 0 1 N N N 13.291 2.881 19.949 9.136 1.280 -1.788 H34 HW1 61 # 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 HW1 C27 C24 SING N N 1 HW1 C24 C25 DOUB Y N 2 HW1 C24 C23 SING Y N 3 HW1 C25 C26 SING Y N 4 HW1 C23 C22 DOUB Y N 5 HW1 C26 C14 SING N N 6 HW1 C26 N21 DOUB Y N 7 HW1 C22 N21 SING Y N 8 HW1 C22 N22 SING N N 9 HW1 C14 C13 SING N N 10 HW1 C11 C12 SING N N 11 HW1 C11 C10 SING N N 12 HW1 C13 C12 SING N N 13 HW1 C10 O09 SING N N 14 HW1 O09 "C4'" SING N N 15 HW1 C08 "C3'" SING N N 16 HW1 C08 C06 SING N N 17 HW1 "C4'" "C3'" SING N N 18 HW1 "C4'" "C5'" SING N N 19 HW1 "C3'" "C2'" SING N N 20 HW1 C06 N01 DOUB Y N 21 HW1 C06 C05 SING Y N 22 HW1 N01 C02 SING Y N 23 HW1 C05 C04 DOUB Y N 24 HW1 "C5'" "N1'" SING N N 25 HW1 C02 N02 SING N N 26 HW1 C02 C03 DOUB Y N 27 HW1 C04 C03 SING Y N 28 HW1 C04 C07 SING N N 29 HW1 "C2'" "N1'" SING N N 30 HW1 N02 H1 SING N N 31 HW1 N02 H2 SING N N 32 HW1 C03 H3 SING N N 33 HW1 C07 H4 SING N N 34 HW1 C07 H5 SING N N 35 HW1 C07 H6 SING N N 36 HW1 C05 H7 SING N N 37 HW1 C08 H8 SING N N 38 HW1 C08 H9 SING N N 39 HW1 "C3'" H10 SING N N 40 HW1 "C2'" H11 SING N N 41 HW1 "C2'" H12 SING N N 42 HW1 "N1'" H13 SING N N 43 HW1 "C5'" H15 SING N N 44 HW1 "C5'" H16 SING N N 45 HW1 "C4'" H17 SING N N 46 HW1 C10 H18 SING N N 47 HW1 C10 H19 SING N N 48 HW1 C11 H20 SING N N 49 HW1 C11 H21 SING N N 50 HW1 C12 H22 SING N N 51 HW1 C12 H23 SING N N 52 HW1 C13 H24 SING N N 53 HW1 C13 H25 SING N N 54 HW1 C14 H26 SING N N 55 HW1 C14 H27 SING N N 56 HW1 N22 H28 SING N N 57 HW1 N22 H29 SING N N 58 HW1 C23 H30 SING N N 59 HW1 C25 H31 SING N N 60 HW1 C27 H32 SING N N 61 HW1 C27 H33 SING N N 62 HW1 C27 H34 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 HW1 SMILES ACDLabs 12.01 "O(CCCCCc1nc(N)cc(c1)C)C2C(CNC2)Cc3nc(N)cc(c3)C" HW1 InChI InChI 1.03 "InChI=1S/C22H33N5O/c1-15-8-18(26-21(23)10-15)6-4-3-5-7-28-20-14-25-13-17(20)12-19-9-16(2)11-22(24)27-19/h8-11,17,20,25H,3-7,12-14H2,1-2H3,(H2,23,26)(H2,24,27)/t17-,20+/m1/s1" HW1 InChIKey InChI 1.03 WKAYHKZPKWNKSL-XLIONFOSSA-N HW1 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(CCCCCO[C@H]2CNC[C@H]2Cc3cc(C)cc(N)n3)c1" HW1 SMILES CACTVS 3.370 "Cc1cc(N)nc(CCCCCO[CH]2CNC[CH]2Cc3cc(C)cc(N)n3)c1" HW1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCCCCO[C@H]2CNC[C@H]2Cc3cc(cc(n3)N)C" HW1 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCCCCOC2CNCC2Cc3cc(cc(n3)N)C" # 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 HW1 "SYSTEMATIC NAME" ACDLabs 12.01 "6-[5-({(3R,4R)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}oxy)pentyl]-4-methylpyridin-2-amine" HW1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[5-[(3R,4R)-4-[(6-azanyl-4-methyl-pyridin-2-yl)methyl]pyrrolidin-3-yl]oxypentyl]-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 HW1 "Create component" 2012-05-09 RCSB #