data_D3C # _chem_comp.id D3C _chem_comp.name "N-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butyl]-6-(trifluoromethyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 F6 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-08 _chem_comp.pdbx_modified_date 2014-01-31 _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 434.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D3C _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 4J3J _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 D3C FBB FBB F 0 1 N N N 8.767 16.112 -29.069 -7.312 -2.129 -0.852 FBB D3C 1 D3C CBA CBA C 0 1 N N N 9.095 17.378 -29.302 -7.525 -0.870 -0.281 CBA D3C 2 D3C FBC FBC F 0 1 N N N 10.384 17.561 -29.027 -7.684 0.080 -1.295 FBC D3C 3 D3C FBD FBD F 0 1 N N N 8.872 17.655 -30.586 -8.679 -0.906 0.509 FBD D3C 4 D3C CAX CAX C 0 1 Y N N 8.246 18.296 -28.409 -6.341 -0.499 0.574 CAX D3C 5 D3C CAY CAY C 0 1 Y N N 7.514 19.319 -28.849 -6.194 -0.781 1.886 CAY D3C 6 D3C CAZ CAZ C 0 1 Y N N 6.909 19.894 -27.807 -4.951 -0.254 2.295 CAZ D3C 7 D3C CAV CAV C 0 1 Y N N 7.253 19.242 -26.699 -4.392 0.328 1.223 CAV D3C 8 D3C CAU CAU C 0 1 N N N 6.821 19.518 -25.269 -3.062 1.041 1.150 CAU D3C 9 D3C NAW NAW N 0 1 Y N N 8.120 18.190 -27.023 -5.235 0.174 0.156 NAW D3C 10 D3C CAT CAT C 0 1 N N N 8.701 17.247 -26.010 -4.960 0.661 -1.201 CAT D3C 11 D3C CAS CAS C 0 1 N N N 8.272 17.553 -24.558 -3.866 1.733 -1.140 CAS D3C 12 D3C NAQ NAQ N 0 1 N N N 6.955 18.240 -24.536 -2.777 1.275 -0.278 NAQ D3C 13 D3C CAP CAP C 0 1 N N N 5.892 17.726 -23.907 -1.546 1.063 -0.784 CAP D3C 14 D3C OAR OAR O 0 1 N N N 4.838 18.364 -23.959 -1.353 1.170 -1.980 OAR D3C 15 D3C NAO NAO N 0 1 N N N 6.006 16.575 -23.240 -0.528 0.731 0.036 NAO D3C 16 D3C CAN CAN C 0 1 N N N 4.877 15.942 -22.532 0.831 0.607 -0.497 CAN D3C 17 D3C CAL CAL C 0 1 N N N 4.358 16.823 -21.385 1.788 0.225 0.633 CAL D3C 18 D3C CAK CAK C 0 1 N N R 3.319 16.082 -20.539 3.208 0.095 0.077 CAK D3C 19 D3C NAM NAM N 0 1 N N N 2.524 17.047 -19.765 3.261 -1.025 -0.873 NAM D3C 20 D3C CAJ CAJ C 0 1 N N N 4.049 15.124 -19.588 4.184 -0.164 1.226 CAJ D3C 21 D3C CAD CAD C 0 1 Y N N 3.090 14.331 -18.701 5.595 -0.170 0.695 CAD D3C 22 D3C CAC CAC C 0 1 Y N N 2.320 13.331 -19.299 6.196 -1.365 0.345 CAC D3C 23 D3C CAB CAB C 0 1 Y N N 1.431 12.576 -18.538 7.491 -1.371 -0.142 CAB D3C 24 D3C FAI FAI F 0 1 N N N 0.688 11.615 -19.120 8.079 -2.539 -0.484 FAI D3C 25 D3C CAA CAA C 0 1 Y N N 1.309 12.814 -17.174 8.186 -0.179 -0.280 CAA D3C 26 D3C FAH FAH F 0 1 N N N 0.452 12.081 -16.447 9.450 -0.184 -0.756 FAH D3C 27 D3C CAF CAF C 0 1 Y N N 2.075 13.806 -16.567 7.583 1.016 0.071 CAF D3C 28 D3C CAE CAE C 0 1 Y N N 2.963 14.559 -17.332 6.285 1.021 0.553 CAE D3C 29 D3C FAG FAG F 0 1 N N N 3.702 15.521 -16.745 5.694 2.189 0.890 FAG D3C 30 D3C H1 H1 H 0 1 N N N 7.425 19.631 -29.879 -6.898 -1.313 2.508 H1 D3C 31 D3C H2 H2 H 0 1 N N N 6.249 20.748 -27.855 -4.528 -0.309 3.288 H2 D3C 32 D3C H3 H3 H 0 1 N N N 7.468 20.285 -24.818 -3.120 1.992 1.678 H3 D3C 33 D3C H4 H4 H 0 1 N N N 5.776 19.861 -25.247 -2.281 0.418 1.588 H4 D3C 34 D3C H5 H5 H 0 1 N N N 8.377 16.226 -26.260 -4.623 -0.168 -1.824 H5 D3C 35 D3C H6 H6 H 0 1 N N N 9.798 17.308 -26.068 -5.867 1.090 -1.624 H6 D3C 36 D3C H7 H7 H 0 1 N N N 8.197 16.610 -23.997 -3.486 1.922 -2.144 H7 D3C 37 D3C H8 H8 H 0 1 N N N 9.026 18.201 -24.087 -4.281 2.652 -0.728 H8 D3C 38 D3C H9 H9 H 0 1 N N N 6.897 16.121 -23.219 -0.696 0.575 0.978 H9 D3C 39 D3C H10 H10 H 0 1 N N N 4.059 15.770 -23.247 0.850 -0.165 -1.266 H10 D3C 40 D3C H11 H11 H 0 1 N N N 5.211 14.979 -22.118 1.140 1.558 -0.929 H11 D3C 41 D3C H12 H12 H 0 1 N N N 5.204 17.110 -20.743 1.769 0.997 1.403 H12 D3C 42 D3C H13 H13 H 0 1 N N N 3.896 17.727 -21.809 1.479 -0.727 1.066 H13 D3C 43 D3C H14 H14 H 0 1 N N N 2.662 15.500 -21.202 3.484 1.018 -0.433 H14 D3C 44 D3C H15 H15 H 0 1 N N N 1.848 16.557 -19.215 4.172 -1.091 -1.303 H15 D3C 45 D3C H16 H16 H 0 1 N N N 3.128 17.569 -19.163 3.009 -1.892 -0.423 H16 D3C 46 D3C H18 H18 H 0 1 N N N 4.641 14.416 -20.187 4.081 0.621 1.975 H18 D3C 47 D3C H19 H19 H 0 1 N N N 4.720 15.711 -18.944 3.963 -1.130 1.680 H19 D3C 48 D3C H20 H20 H 0 1 N N N 2.415 13.142 -20.358 5.655 -2.293 0.452 H20 D3C 49 D3C H21 H21 H 0 1 N N N 1.981 13.991 -15.507 8.123 1.946 -0.036 H21 D3C 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 D3C FBD CBA SING N N 1 D3C CBA FBB SING N N 2 D3C CBA FBC SING N N 3 D3C CBA CAX SING N N 4 D3C CAY CAX DOUB Y N 5 D3C CAY CAZ SING Y N 6 D3C CAX NAW SING Y N 7 D3C CAZ CAV DOUB Y N 8 D3C NAW CAV SING Y N 9 D3C NAW CAT SING N N 10 D3C CAV CAU SING N N 11 D3C CAT CAS SING N N 12 D3C CAU NAQ SING N N 13 D3C CAS NAQ SING N N 14 D3C NAQ CAP SING N N 15 D3C OAR CAP DOUB N N 16 D3C CAP NAO SING N N 17 D3C NAO CAN SING N N 18 D3C CAN CAL SING N N 19 D3C CAL CAK SING N N 20 D3C CAK NAM SING N N 21 D3C CAK CAJ SING N N 22 D3C CAJ CAD SING N N 23 D3C CAC CAD SING Y N 24 D3C CAC CAB DOUB Y N 25 D3C FAI CAB SING N N 26 D3C CAD CAE DOUB Y N 27 D3C CAB CAA SING Y N 28 D3C CAE FAG SING N N 29 D3C CAE CAF SING Y N 30 D3C CAA CAF DOUB Y N 31 D3C CAA FAH SING N N 32 D3C CAY H1 SING N N 33 D3C CAZ H2 SING N N 34 D3C CAU H3 SING N N 35 D3C CAU H4 SING N N 36 D3C CAT H5 SING N N 37 D3C CAT H6 SING N N 38 D3C CAS H7 SING N N 39 D3C CAS H8 SING N N 40 D3C NAO H9 SING N N 41 D3C CAN H10 SING N N 42 D3C CAN H11 SING N N 43 D3C CAL H12 SING N N 44 D3C CAL H13 SING N N 45 D3C CAK H14 SING N N 46 D3C NAM H15 SING N N 47 D3C NAM H16 SING N N 48 D3C CAJ H18 SING N N 49 D3C CAJ H19 SING N N 50 D3C CAC H20 SING N N 51 D3C CAF H21 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 D3C SMILES ACDLabs 12.01 "Fc1cc(c(F)cc1F)CC(N)CCNC(=O)N3Cc2ccc(n2CC3)C(F)(F)F" D3C InChI InChI 1.03 "InChI=1S/C19H20F6N4O/c20-14-9-16(22)15(21)8-11(14)7-12(26)3-4-27-18(30)28-5-6-29-13(10-28)1-2-17(29)19(23,24)25/h1-2,8-9,12H,3-7,10,26H2,(H,27,30)/t12-/m0/s1" D3C InChIKey InChI 1.03 LULDEXNDCODGTE-LBPRGKRZSA-N D3C SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCNC(=O)N1CCn2c(C1)ccc2C(F)(F)F)Cc3cc(F)c(F)cc3F" D3C SMILES CACTVS 3.370 "N[CH](CCNC(=O)N1CCn2c(C1)ccc2C(F)(F)F)Cc3cc(F)c(F)cc3F" D3C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(n2c1CN(CC2)C(=O)NCC[C@@H](Cc3cc(c(cc3F)F)F)N)C(F)(F)F" D3C SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(n2c1CN(CC2)C(=O)NCCC(Cc3cc(c(cc3F)F)F)N)C(F)(F)F" # 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 D3C "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butyl]-6-(trifluoromethyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide" D3C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(3R)-3-azanyl-4-[2,4,5-tris(fluoranyl)phenyl]butyl]-6-(trifluoromethyl)-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D3C "Create component" 2013-02-08 PDBJ D3C "Initial release" 2014-02-05 RCSB #