data_C1D # _chem_comp.id C1D _chem_comp.name "1-(2-{[(6-AMINO-2-METHYLPYRIDIN-3-YL)METHYL]AMINO}ETHYL)-6-CHLORO-3-[(2,2-DIFLUORO-2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 Cl F2 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-07-27 _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 457.948 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C1D _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BXU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 C1D C1 C1 C 0 1 Y N N 6.478 -15.324 10.854 7.813 -5.916 -4.455 C1 C1D 1 C1D N2 N2 N 0 1 Y N N 7.668 -16.043 10.597 6.650 -5.227 -4.424 N2 C1D 2 C1D C3 C3 C 0 1 Y N N 8.703 -15.506 9.800 5.572 -5.922 -4.022 C3 C1D 3 C1D C4 C4 C 0 1 Y N N 8.533 -14.216 9.249 5.572 -7.248 -3.651 C4 C1D 4 C1D C5 C5 C 0 1 Y N N 7.344 -13.499 9.506 6.787 -7.923 -3.696 C5 C1D 5 C1D C6 C6 C 0 1 Y N N 6.316 -14.043 10.305 7.934 -7.251 -4.104 C6 C1D 6 C1D C11 C11 C 0 1 N N N 9.986 -16.303 9.544 4.270 -5.158 -3.986 C11 C1D 7 C1D C12 C12 C 0 1 N N N 10.669 -16.746 10.849 4.060 -4.504 -2.621 C12 C1D 8 C1D F13 F13 F 0 1 N N N 9.692 -17.409 8.824 4.224 -4.183 -4.941 F13 C1D 9 C1D F14 F14 F 0 1 N N N 10.878 -15.566 8.843 3.198 -5.963 -4.245 F14 C1D 10 C1D N15 N15 N 0 1 N N N 11.196 -15.577 11.604 2.822 -3.786 -2.605 N15 C1D 11 C1D C18 C18 C 0 1 N N N 10.596 -14.914 12.674 2.412 -3.137 -1.463 C18 C1D 12 C1D C19 C19 C 0 1 N N S 11.216 -13.676 13.256 1.069 -2.406 -1.576 C19 C1D 13 C1D N20 N20 N 0 1 N N N 10.582 -13.014 14.354 0.559 -1.938 -0.277 N20 C1D 14 C1D C21 C21 C 0 1 N N N 9.354 -13.553 14.869 1.446 -1.949 0.800 C21 C1D 15 C1D C22 C22 C 0 1 N N N 8.808 -14.671 14.330 2.661 -2.505 0.728 C22 C1D 16 C1D N23 N23 N 0 1 N N N 9.472 -15.366 13.185 3.144 -3.147 -0.380 N23 C1D 17 C1D C24 C24 C 0 1 N N N 11.206 -11.775 14.937 -0.777 -1.407 -0.258 C24 C1D 18 C1D C25 C25 C 0 1 N N N 12.477 -12.028 15.801 -1.675 -2.148 0.719 C25 C1D 19 C1D N28 N28 N 0 1 N N N 13.589 -12.719 15.093 -3.044 -1.616 0.721 N28 C1D 20 C1D C29 C29 C 0 1 N N N 14.769 -11.843 15.222 -3.883 -2.291 1.650 C29 C1D 21 C1D C30 C30 C 0 1 N N S 15.693 -11.691 14.001 -5.295 -1.701 1.593 C30 C1D 22 C1D C33 C33 C 0 1 N N N 15.826 -10.384 13.500 -5.858 -1.862 0.172 C33 C1D 23 C1D C34 C34 C 0 1 N N N 16.633 -10.088 12.389 -7.292 -1.348 0.093 C34 C1D 24 C1D C2 C2 C 0 1 N N N 16.349 -14.187 13.794 -5.790 -2.113 4.068 C2 C1D 25 C1D C35 C35 C 0 1 N N R 17.330 -11.122 11.754 -8.166 -2.006 1.163 C35 C1D 26 C1D C37 C37 C 0 1 N N R 16.406 -12.742 13.354 -6.251 -2.344 2.627 C37 C1D 27 C1D O42 O42 O 0 1 N N N 12.255 -13.253 12.787 0.160 -3.321 -2.176 O42 C1D 28 C1D N6 N6 N 0 1 N N N 18.142 -10.836 10.633 -9.513 -1.445 1.100 N6 C1D 29 C1D CL43 CL43 CL 0 0 N N N 8.521 -12.813 16.189 0.913 -1.202 2.258 CL43 C1D 30 C1D N29 N29 N 0 1 N N N 17.210 -12.433 12.241 -7.607 -1.786 2.496 N29 C1D 31 C1D H1 H1 H 0 1 N N N 5.701 -15.757 11.467 8.678 -5.347 -4.781 H1 C1D 32 C1D H4 H4 H 0 1 N N N 9.308 -13.781 8.635 4.669 -7.760 -3.334 H4 C1D 33 C1D H5 H5 H 0 1 N N N 7.219 -12.514 9.082 6.840 -8.969 -3.412 H5 C1D 34 C1D H6 H6 H 0 1 N N N 5.414 -13.479 10.492 8.892 -7.756 -4.147 H6 C1D 35 C1D H121 1H12 H 0 0 N N N 11.511 -17.407 10.596 4.873 -3.804 -2.399 H121 C1D 36 C1D H122 2H12 H 0 0 N N N 9.934 -17.272 11.475 4.035 -5.259 -1.828 H122 C1D 37 C1D H15 H15 H 0 1 N N N 12.061 -15.907 11.982 2.220 -3.723 -3.384 H15 C1D 38 C1D H119 19H1 H 0 0 N N N 11.333 -12.650 13.677 1.198 -1.556 -2.256 H119 C1D 39 C1D H22 H22 H 0 1 N N N 7.885 -15.063 14.731 3.331 -2.497 1.581 H22 C1D 40 C1D H241 1H24 H 0 0 N N N 10.455 -11.333 15.608 -0.703 -0.344 -0.005 H241 C1D 41 C1D H242 2H24 H 0 0 N N N 11.494 -11.120 14.101 -1.173 -1.496 -1.274 H242 C1D 42 C1D H251 1H25 H 0 0 N N N 12.169 -12.693 16.621 -1.741 -3.205 0.445 H251 C1D 43 C1D H252 2H25 H 0 0 N N N 12.852 -11.050 16.139 -1.293 -2.078 1.743 H252 C1D 44 C1D H28 H28 H 0 1 N N N 13.768 -13.612 15.507 -2.989 -0.609 0.937 H28 C1D 45 C1D H291 1H29 H 0 0 N N N 15.394 -12.326 15.987 -3.938 -3.339 1.392 H291 C1D 46 C1D H292 2H29 H 0 0 N N N 14.392 -10.838 15.461 -3.493 -2.163 2.649 H292 C1D 47 C1D H330 30H3 H 0 0 N N N 15.759 -12.787 14.197 -5.209 -0.628 1.811 H330 C1D 48 C1D H33 H33 H 0 1 N N N 16.155 -9.730 14.341 -5.834 -2.920 -0.121 H33 C1D 49 C1D H331 1H33 H 0 0 N N N 14.802 -9.996 13.288 -5.232 -1.318 -0.546 H331 C1D 50 C1D H34 H34 H 0 1 N N N 16.014 -9.556 11.630 -7.290 -0.256 0.217 H34 C1D 51 C1D H341 1H34 H 0 0 N N N 17.359 -9.292 12.677 -7.695 -1.553 -0.907 H341 C1D 52 C1D H2C1 1H2C H 0 0 N N N 15.437 -14.354 14.387 -6.562 -1.589 4.639 H2C1 C1D 53 C1D H2C2 2H2C H 0 0 N N N 17.233 -14.419 14.407 -5.583 -3.067 4.563 H2C2 C1D 54 C1D H2C3 3H2C H 0 0 N N N 16.335 -14.840 12.909 -4.878 -1.509 4.088 H2C3 C1D 55 C1D H335 35H3 H 0 0 N N N 18.058 -11.705 11.143 -8.243 -3.083 0.968 H335 C1D 56 C1D H337 37H3 H 0 0 N N N 15.750 -12.761 14.256 -6.291 -3.429 2.464 H337 C1D 57 C1D H42 H42 H 0 1 N N N 12.158 -13.143 11.848 -0.257 -3.815 -1.453 H42 C1D 58 C1D H6N1 1H6N H 0 0 N N N 18.618 -9.969 10.779 -10.114 -1.577 1.884 H6N1 C1D 59 C1D H6N2 2H6N H 0 0 N N N 17.570 -10.768 9.815 -9.850 -1.134 0.214 H6N2 C1D 60 C1D HN1 HN1 H 0 1 N N N 16.835 -12.967 11.483 -8.219 -2.215 3.189 HN1 C1D 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 C1D C1 N2 SING Y N 1 C1D C1 C6 DOUB Y N 2 C1D C1 H1 SING N N 3 C1D N2 C3 DOUB Y N 4 C1D C3 C4 SING Y N 5 C1D C3 C11 SING N N 6 C1D C4 C5 DOUB Y N 7 C1D C4 H4 SING N N 8 C1D C5 C6 SING Y N 9 C1D C5 H5 SING N N 10 C1D C6 H6 SING N N 11 C1D C11 C12 SING N N 12 C1D C11 F13 SING N N 13 C1D C11 F14 SING N N 14 C1D C12 N15 SING N N 15 C1D C12 H121 SING N N 16 C1D C12 H122 SING N N 17 C1D N15 C18 SING N N 18 C1D N15 H15 SING N N 19 C1D C18 C19 SING N N 20 C1D C18 N23 DOUB N N 21 C1D C19 N20 SING N N 22 C1D C19 O42 SING N N 23 C1D C19 H119 SING N N 24 C1D N20 C21 SING N N 25 C1D N20 C24 SING N N 26 C1D C21 C22 DOUB N N 27 C1D C21 CL43 SING N N 28 C1D C22 N23 SING N N 29 C1D C22 H22 SING N N 30 C1D C24 C25 SING N N 31 C1D C24 H241 SING N N 32 C1D C24 H242 SING N N 33 C1D C25 N28 SING N N 34 C1D C25 H251 SING N N 35 C1D C25 H252 SING N N 36 C1D N28 C29 SING N N 37 C1D N28 H28 SING N N 38 C1D C29 C30 SING N N 39 C1D C29 H291 SING N N 40 C1D C29 H292 SING N N 41 C1D C30 C33 SING N N 42 C1D C30 C37 SING N N 43 C1D C30 H330 SING N N 44 C1D C33 C34 SING N N 45 C1D C33 H33 SING N N 46 C1D C33 H331 SING N N 47 C1D C34 C35 SING N N 48 C1D C34 H34 SING N N 49 C1D C34 H341 SING N N 50 C1D C2 C37 SING N N 51 C1D C2 H2C1 SING N N 52 C1D C2 H2C2 SING N N 53 C1D C2 H2C3 SING N N 54 C1D C35 N6 SING N N 55 C1D C35 N29 SING N N 56 C1D C35 H335 SING N N 57 C1D C37 N29 SING N N 58 C1D C37 H337 SING N N 59 C1D O42 H42 SING N N 60 C1D N6 H6N1 SING N N 61 C1D N6 H6N2 SING N N 62 C1D HN1 N29 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 C1D SMILES ACDLabs 10.04 "FC(F)(c1ncccc1)CNC2=NC=C(Cl)N(C2O)CCNCC3C(NC(N)CC3)C" C1D SMILES_CANONICAL CACTVS 3.341 "C[C@H]1N[C@@H](N)CC[C@H]1CNCCN2[C@@H](O)C(=NC=C2Cl)NCC(F)(F)c3ccccn3" C1D SMILES CACTVS 3.341 "C[CH]1N[CH](N)CC[CH]1CNCCN2[CH](O)C(=NC=C2Cl)NCC(F)(F)c3ccccn3" C1D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1C(CCC(N1)N)CNCCN2C(C(=NC=C2Cl)NCC(c3ccccn3)(F)F)O" C1D SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(CCC(N1)N)CNCCN2C(C(=NC=C2Cl)NCC(c3ccccn3)(F)F)O" C1D InChI InChI 1.03 "InChI=1S/C20H30ClF2N7O/c1-13-14(5-6-17(24)29-13)10-25-8-9-30-16(21)11-27-18(19(30)31)28-12-20(22,23)15-4-2-3-7-26-15/h2-4,7,11,13-14,17,19,25,29,31H,5-6,8-10,12,24H2,1H3,(H,27,28)/t13?,14?,17-,19?/m1/s1" C1D InChIKey InChI 1.03 MQHPMJMCBRFLML-GGZDVPIDSA-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 C1D "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-[2-({[(2R,3S,6R)-6-amino-2-methylpiperidin-3-yl]methyl}amino)ethyl]-6-chloro-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-1,2-dihydropyrazin-2-ol" C1D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[2-[(6-amino-2-methyl-piperidin-3-yl)methylamino]ethyl]-6-chloro-3-[(2,2-difluoro-2-pyridin-2-yl-ethyl)amino]-2H-pyrazin-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C1D "Create component" 2005-07-27 EBI C1D "Modify descriptor" 2011-06-04 RCSB #