data_4RX # _chem_comp.id 4RX _chem_comp.name "N-[(4S,4aS,6S,8aR)-10-aminohexahydro-3H-4,8a-(epithiomethenoazeno)isochromen-6(1H)-yl]-3-chlorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H20 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-15 _chem_comp.pdbx_modified_date 2015-06-05 _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 365.878 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RX _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 4ZSQ _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 4RX C7 C1 C 0 1 N N S 18.983 -10.793 -9.734 0.261 -1.148 0.234 C7 4RX 1 4RX C6 C2 C 0 1 N N N 19.516 -11.409 -8.453 1.170 -0.092 0.867 C6 4RX 2 4RX C5 C3 C 0 1 N N S 21.034 -11.369 -8.443 2.602 -0.626 0.915 C5 4RX 3 4RX C4 C4 C 0 1 N N R 21.602 -9.969 -8.656 3.082 -0.914 -0.509 C4 4RX 4 4RX C2 C5 C 0 1 N N N 21.001 -9.348 -6.385 3.174 1.500 -0.941 C2 4RX 5 4RX C15 C6 C 0 1 Y N N 12.964 -11.347 -9.970 -5.901 -1.394 0.016 C15 4RX 6 4RX C14 C7 C 0 1 Y N N 14.239 -11.437 -10.492 -4.610 -1.878 0.066 C14 4RX 7 4RX C16 C8 C 0 1 Y N N 12.682 -10.496 -8.920 -6.131 -0.030 -0.005 C16 4RX 8 4RX C18 C9 C 0 1 Y N N 14.973 -9.791 -8.901 -3.773 0.386 0.075 C18 4RX 9 4RX C13 C10 C 0 1 Y N N 15.236 -10.659 -9.950 -3.535 -0.989 0.097 C13 4RX 10 4RX C17 C11 C 0 1 Y N N 13.689 -9.720 -8.393 -5.070 0.858 0.030 C17 4RX 11 4RX C11 C12 C 0 1 N N N 16.596 -10.774 -10.508 -2.149 -1.502 0.151 C11 4RX 12 4RX C8 C13 C 0 1 N N N 19.590 -9.430 -10.038 0.744 -1.462 -1.183 C8 4RX 13 4RX C9 C14 C 0 1 N N N 21.101 -9.422 -9.986 2.183 -1.982 -1.135 C9 4RX 14 4RX C21 C15 C 0 1 N N N 23.136 -11.980 -7.361 4.985 -0.020 1.450 C21 4RX 15 4RX C23 C16 C 0 1 N N N 23.124 -10.050 -8.724 4.525 -1.437 -0.430 C23 4RX 16 4RX C20 C17 C 0 1 N N S 21.615 -11.968 -7.184 3.531 0.412 1.547 C20 4RX 17 4RX N3 N1 N 0 1 N N N 21.212 -8.985 -7.615 3.075 0.286 -1.328 N3 4RX 18 4RX N24 N2 N 0 1 N N N 20.661 -8.428 -5.433 3.212 2.478 -1.907 N24 4RX 19 4RX N10 N3 N 0 1 N N N 17.565 -10.629 -9.543 -1.112 -0.640 0.180 N10 4RX 20 4RX O12 O1 O 0 1 N N N 16.766 -10.997 -11.699 -1.944 -2.700 0.170 O12 4RX 21 4RX O22 O2 O 0 1 N N N 23.652 -10.664 -7.542 5.334 -0.388 0.117 O22 4RX 22 4RX S1 S1 S 0 1 N N N 21.087 -10.992 -5.733 3.264 2.007 0.739 S1 4RX 23 4RX CL1 CL1 CL 0 0 N N N 13.309 -8.652 -7.096 -5.369 2.568 0.003 CL1 4RX 24 4RX H1 H1 H 0 1 N N N 19.181 -11.474 -10.575 0.287 -2.057 0.835 H1 4RX 25 4RX H2 H2 H 0 1 N N N 19.132 -10.844 -7.591 1.140 0.819 0.270 H2 4RX 26 4RX H3 H3 H 0 1 N N N 19.180 -12.454 -8.385 0.828 0.124 1.879 H3 4RX 27 4RX H4 H4 H 0 1 N N N 21.379 -11.987 -9.285 2.629 -1.543 1.502 H4 4RX 28 4RX H5 H5 H 0 1 N N N 12.174 -11.952 -10.390 -6.733 -2.081 -0.012 H5 4RX 29 4RX H6 H6 H 0 1 N N N 14.450 -12.107 -11.312 -4.432 -2.943 0.083 H6 4RX 30 4RX H7 H7 H 0 1 N N N 11.682 -10.440 -8.517 -7.144 0.344 -0.049 H7 4RX 31 4RX H8 H8 H 0 1 N N N 15.760 -9.179 -8.487 -2.945 1.079 0.102 H8 4RX 32 4RX H9 H9 H 0 1 N N N 19.212 -8.707 -9.300 0.099 -2.220 -1.626 H9 4RX 33 4RX H10 H10 H 0 1 N N N 19.274 -9.124 -11.046 0.705 -0.556 -1.788 H10 4RX 34 4RX H11 H11 H 0 1 N N N 21.493 -10.046 -10.803 2.525 -2.199 -2.147 H11 4RX 35 4RX H12 H12 H 0 1 N N N 21.460 -8.390 -10.109 2.222 -2.890 -0.534 H12 4RX 36 4RX H13 H13 H 0 1 N N N 23.388 -12.587 -8.243 5.623 0.803 1.771 H13 4RX 37 4RX H14 H14 H 0 1 N N N 23.596 -12.424 -6.466 5.147 -0.873 2.108 H14 4RX 38 4RX H15 H15 H 0 1 N N N 23.415 -10.646 -9.601 4.567 -2.313 0.218 H15 4RX 39 4RX H16 H16 H 0 1 N N N 23.536 -9.034 -8.818 4.880 -1.696 -1.427 H16 4RX 40 4RX H17 H17 H 0 1 N N N 21.240 -12.991 -7.034 3.268 0.521 2.599 H17 4RX 41 4RX H18 H18 H 0 1 N N N 20.572 -7.463 -5.680 3.286 3.411 -1.651 H18 4RX 42 4RX H19 H19 H 0 1 N N N 20.501 -8.720 -4.490 3.165 2.235 -2.845 H19 4RX 43 4RX H20 H20 H 0 1 N N N 17.256 -10.387 -8.623 -1.276 0.316 0.165 H20 4RX 44 # 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 4RX O12 C11 DOUB N N 1 4RX C11 C13 SING N N 2 4RX C11 N10 SING N N 3 4RX C14 C15 DOUB Y N 4 4RX C14 C13 SING Y N 5 4RX C8 C9 SING N N 6 4RX C8 C7 SING N N 7 4RX C9 C4 SING N N 8 4RX C15 C16 SING Y N 9 4RX C13 C18 DOUB Y N 10 4RX C7 N10 SING N N 11 4RX C7 C6 SING N N 12 4RX C16 C17 DOUB Y N 13 4RX C18 C17 SING Y N 14 4RX C23 C4 SING N N 15 4RX C23 O22 SING N N 16 4RX C4 C5 SING N N 17 4RX C4 N3 SING N N 18 4RX C6 C5 SING N N 19 4RX C5 C20 SING N N 20 4RX C17 CL1 SING N N 21 4RX N3 C2 DOUB N N 22 4RX O22 C21 SING N N 23 4RX C21 C20 SING N N 24 4RX C20 S1 SING N N 25 4RX C2 S1 SING N N 26 4RX C2 N24 SING N N 27 4RX C7 H1 SING N N 28 4RX C6 H2 SING N N 29 4RX C6 H3 SING N N 30 4RX C5 H4 SING N N 31 4RX C15 H5 SING N N 32 4RX C14 H6 SING N N 33 4RX C16 H7 SING N N 34 4RX C18 H8 SING N N 35 4RX C8 H9 SING N N 36 4RX C8 H10 SING N N 37 4RX C9 H11 SING N N 38 4RX C9 H12 SING N N 39 4RX C21 H13 SING N N 40 4RX C21 H14 SING N N 41 4RX C23 H15 SING N N 42 4RX C23 H16 SING N N 43 4RX C20 H17 SING N N 44 4RX N24 H18 SING N N 45 4RX N24 H19 SING N N 46 4RX N10 H20 SING N N 47 # 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 4RX SMILES ACDLabs 12.01 "C4(NC(c1cccc(c1)Cl)=O)CC2C3COCC2(N=C(S3)N)CC4" 4RX InChI InChI 1.03 "InChI=1S/C17H20ClN3O2S/c18-11-3-1-2-10(6-11)15(22)20-12-4-5-17-9-23-8-14(13(17)7-12)24-16(19)21-17/h1-3,6,12-14H,4-5,7-9H2,(H2,19,21)(H,20,22)/t12-,13+,14+,17-/m0/s1" 4RX InChIKey InChI 1.03 SLYXQQNGVHPIRQ-CFAJVAMVSA-N 4RX SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]23CC[C@@H](C[C@@H]2[C@@H](COC3)S1)NC(=O)c4cccc(Cl)c4" 4RX SMILES CACTVS 3.385 "NC1=N[C]23CC[CH](C[CH]2[CH](COC3)S1)NC(=O)c4cccc(Cl)c4" 4RX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)C(=O)N[C@H]2CC[C@]34COC[C@H]([C@H]3C2)SC(=N4)N" 4RX SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)C(=O)NC2CCC34COCC(C3C2)SC(=N4)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 4RX "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4S,4aS,6S,8aR)-10-aminohexahydro-3H-4,8a-(epithiomethenoazeno)isochromen-6(1H)-yl]-3-chlorobenzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4RX "Create component" 2015-05-15 RCSB 4RX "Initial release" 2015-06-10 RCSB #