data_ISH # _chem_comp.id ISH _chem_comp.name "(7R)-7-[(dimethylamino)methyl]-1-[3-(dimethylamino)propyl]-7,8-dihydro-1H-furo[3,2-e]benzimidazol-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-25 _chem_comp.pdbx_modified_date 2011-06-04 _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 317.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ISH _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 2KTZ _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 ISH C1 C1 C 0 1 Y N N 9.162 -5.929 3.334 -1.614 2.984 -0.907 C1 ISH 1 ISH C2 C2 C 0 1 Y N N 8.139 -6.548 2.612 -0.399 3.625 -0.866 C2 ISH 2 ISH C3 C3 C 0 1 Y N N 6.819 -6.166 2.856 0.726 2.964 -0.369 C3 ISH 3 ISH C4 C4 C 0 1 Y N N 6.495 -5.208 3.788 0.600 1.642 0.090 C4 ISH 4 ISH C5 C5 C 0 1 Y N N 7.510 -4.610 4.541 -0.631 1.011 0.044 C5 ISH 5 ISH C6 C6 C 0 1 Y N N 8.819 -4.969 4.278 -1.743 1.667 -0.457 C6 ISH 6 ISH N7 N7 N 0 1 Y N N 5.732 -6.689 2.293 2.028 3.322 -0.207 N7 ISH 7 ISH C8 C8 C 0 1 Y N N 4.723 -6.035 2.895 2.697 2.323 0.312 C8 ISH 8 ISH N9 N9 N 0 1 Y N N 5.151 -5.089 3.822 1.862 1.261 0.515 N9 ISH 9 ISH C10 C10 C 0 1 N N N 7.486 -3.709 5.752 -1.082 -0.375 0.465 C10 ISH 10 ISH C11 C11 C 0 1 N N R 8.980 -3.702 6.185 -2.620 -0.216 0.492 C11 ISH 11 ISH O12 O12 O 0 1 N N N 9.703 -4.350 5.106 -2.843 0.862 -0.433 O12 ISH 12 ISH CA1 CA1 C 0 1 N N N 4.304 -4.176 4.610 2.233 -0.039 1.079 CA1 ISH 13 ISH CA2 CA2 C 0 1 N N N 9.660 -2.361 6.498 -3.306 -1.495 0.009 CA2 ISH 14 ISH CB1 CB1 C 0 1 N N N 3.780 -2.955 3.812 2.661 -0.981 -0.049 CB1 ISH 15 ISH CD1 CD1 C 0 1 N N N 0.674 -0.787 4.466 4.060 -4.470 -0.004 CD1 ISH 16 ISH CE1 CE1 C 0 1 N N N 2.814 -0.003 3.561 2.326 -3.555 -1.426 CE1 ISH 17 ISH CG1 CG1 C 0 1 N N N 2.633 -2.266 4.590 3.048 -2.339 0.540 CG1 ISH 18 ISH CG2 CG2 C 0 1 N N N 12.080 -2.772 6.080 -5.450 -2.423 -0.628 CG2 ISH 19 ISH CG3 CG3 C 0 1 N N N 11.355 -1.419 7.974 -5.240 -1.162 1.428 CG3 ISH 20 ISH NP1 NP1 N 0 1 N N N 3.381 -6.402 2.491 4.044 2.341 0.608 NP1 ISH 21 ISH NP2 NP2 N 0 1 N N N 1.932 -1.215 3.752 3.458 -3.243 -0.543 NP2 ISH 22 ISH NP3 NP3 N 0 1 N N N 11.023 -2.626 7.135 -4.763 -1.314 0.046 NP3 ISH 23 ISH H1 H1 H 0 1 N N N 10.196 -6.191 3.162 -2.480 3.505 -1.289 H1 ISH 24 ISH H2 H2 H 0 1 N N N 8.365 -7.308 1.879 -0.314 4.642 -1.219 H2 ISH 25 ISH H10 H10 H 0 1 N N N 6.830 -4.100 6.543 -0.780 -1.122 -0.269 H10 ISH 26 ISH H11 H11 H 0 1 N N N 9.003 -4.206 7.162 -2.963 0.051 1.492 H11 ISH 27 ISH HA1 HA1 H 0 1 N N N 3.434 -4.745 4.970 3.060 0.090 1.777 HA1 ISH 28 ISH HA2 HA2 H 0 1 N N N 9.793 -1.789 5.568 -2.993 -1.712 -1.012 HA2 ISH 29 ISH HB1 HB1 H 0 1 N N N 3.404 -3.293 2.835 1.834 -1.110 -0.747 HB1 ISH 30 ISH HD1 HD1 H 0 1 N N N 0.148 -0.033 3.862 3.333 -4.985 0.624 HD1 ISH 31 ISH HE1 HE1 H 0 1 N N N 3.067 0.424 4.542 2.673 -4.168 -2.257 HE1 ISH 32 ISH HG1 HG1 H 0 1 N N N 1.898 -3.030 4.883 3.875 -2.210 1.238 HG1 ISH 33 ISH HG2 HG2 H 0 1 N N N 12.137 -1.847 5.488 -5.130 -2.469 -1.669 HG2 ISH 34 ISH HG3 HG3 H 0 1 N N N 12.333 -1.564 8.455 -4.767 -0.291 1.881 HG3 ISH 35 ISH HNP1 HNP1 H 0 0 N N N 2.875 -6.740 3.284 4.467 1.556 0.992 HNP1 ISH 36 ISH H10A H10A H 0 0 N N N 7.123 -2.700 5.507 -0.698 -0.625 1.454 H10A ISH 37 ISH HA1A HA1A H 0 0 N N N 4.903 -3.800 5.452 1.378 -0.465 1.603 HA1A ISH 38 ISH HA2A HA2A H 0 0 N N N 9.034 -1.784 7.194 -3.027 -2.325 0.659 HA2A ISH 39 ISH HB1A HB1A H 0 0 N N N 4.601 -2.238 3.664 3.516 -0.555 -0.573 HB1A ISH 40 ISH HD1A HD1A H 0 0 N N N 0.020 -1.659 4.613 4.354 -5.122 -0.827 HD1A ISH 41 ISH HD1B HD1B H 0 0 N N N 0.936 -0.357 5.444 4.937 -4.215 0.589 HD1B ISH 42 ISH HE1A HE1A H 0 0 N N N 3.737 -0.299 3.041 1.567 -4.099 -0.864 HE1A ISH 43 ISH HE1B HE1B H 0 0 N N N 2.280 0.748 2.961 1.900 -2.628 -1.811 HE1B ISH 44 ISH HG1A HG1A H 0 0 N N N 3.055 -1.781 5.482 2.192 -2.765 1.064 HG1A ISH 45 ISH HG2A HG2A H 0 0 N N N 13.052 -2.962 6.558 -5.201 -3.361 -0.130 HG2A ISH 46 ISH HG2B HG2B H 0 0 N N N 11.825 -3.614 5.420 -6.527 -2.264 -0.586 HG2B ISH 47 ISH HG3A HG3A H 0 0 N N N 11.391 -0.526 7.333 -6.322 -1.029 1.426 HG3A ISH 48 ISH HG3B HG3B H 0 0 N N N 10.583 -1.286 8.746 -4.984 -2.053 2.000 HG3B ISH 49 ISH HNPA HNPA H 0 0 N N N 3.426 -7.118 1.795 4.569 3.137 0.433 HNPA ISH 50 # 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 ISH C1 C6 SING Y N 1 ISH C2 C1 DOUB Y N 2 ISH C2 C3 SING Y N 3 ISH C3 C4 DOUB Y N 4 ISH C4 N9 SING Y N 5 ISH C4 C5 SING Y N 6 ISH C5 C10 SING N N 7 ISH C6 C5 DOUB Y N 8 ISH C6 O12 SING N N 9 ISH N7 C3 SING Y N 10 ISH N7 C8 DOUB Y N 11 ISH C8 N9 SING Y N 12 ISH N9 CA1 SING N N 13 ISH C10 C11 SING N N 14 ISH C10 H10A SING N N 15 ISH C11 CA2 SING N N 16 ISH C11 H11 SING N N 17 ISH O12 C11 SING N N 18 ISH CA1 HA1 SING N N 19 ISH CA1 HA1A SING N N 20 ISH CA2 NP3 SING N N 21 ISH CA2 HA2 SING N N 22 ISH CA2 HA2A SING N N 23 ISH CB1 CA1 SING N N 24 ISH CB1 CG1 SING N N 25 ISH CB1 HB1A SING N N 26 ISH CD1 HD1A SING N N 27 ISH CD1 HD1B SING N N 28 ISH CE1 NP2 SING N N 29 ISH CE1 HE1A SING N N 30 ISH CE1 HE1B SING N N 31 ISH CG1 HG1 SING N N 32 ISH CG1 HG1A SING N N 33 ISH CG2 NP3 SING N N 34 ISH CG2 HG2A SING N N 35 ISH CG2 HG2B SING N N 36 ISH CG3 HG3 SING N N 37 ISH CG3 HG3A SING N N 38 ISH CG3 HG3B SING N N 39 ISH NP1 C8 SING N N 40 ISH NP1 HNPA SING N N 41 ISH NP2 CD1 SING N N 42 ISH NP2 CG1 SING N N 43 ISH NP3 CG3 SING N N 44 ISH H1 C1 SING N N 45 ISH H2 C2 SING N N 46 ISH H10 C10 SING N N 47 ISH HB1 CB1 SING N N 48 ISH HD1 CD1 SING N N 49 ISH HE1 CE1 SING N N 50 ISH HG2 CG2 SING N N 51 ISH HNP1 NP1 SING N N 52 # 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 ISH SMILES_CANONICAL CACTVS 3.352 "CN(C)CCCn1c(N)nc2ccc3O[C@@H](CN(C)C)Cc3c12" ISH SMILES CACTVS 3.352 "CN(C)CCCn1c(N)nc2ccc3O[CH](CN(C)C)Cc3c12" ISH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN(C)CCCn1c2c(ccc3c2C[C@@H](O3)CN(C)C)nc1N" ISH SMILES "OpenEye OEToolkits" 1.7.0 "CN(C)CCCn1c2c(ccc3c2CC(O3)CN(C)C)nc1N" ISH InChI InChI 1.03 "InChI=1S/C17H27N5O/c1-20(2)8-5-9-22-16-13-10-12(11-21(3)4)23-15(13)7-6-14(16)19-17(22)18/h6-7,12H,5,8-11H2,1-4H3,(H2,18,19)/t12-/m1/s1" ISH InChIKey InChI 1.03 PFHMRNGLRJXGSW-GFCCVEGCSA-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 ISH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(7R)-7-(dimethylaminomethyl)-1-[3-(dimethylamino)propyl]-7,8-dihydrofuro[3,2-e]benzimidazol-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 ISH "Create component" 2010-02-25 RCSB ISH "Modify descriptor" 2011-06-04 RCSB #