data_NCX # _chem_comp.id NCX _chem_comp.name "1-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-5-NITRO-1H-INDOLE-3-CARBOXAMIDE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C14 H16 N3 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-25 _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 401.265 _chem_comp.one_letter_code N _chem_comp.three_letter_code NCX _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 ? _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 NCX P P P 0 1 N N N 6.177 5.790 13.613 1.592 -1.245 -4.964 P NCX 1 NCX OP1 O1P O 0 1 N N N 6.546 7.168 13.222 2.575 -0.951 -6.059 OP1 NCX 2 NCX OP2 O2P O 0 1 N N N 6.971 5.077 14.638 0.886 -2.697 -5.051 OP2 NCX 3 NCX OP3 O3P O 0 1 N Y N 6.129 4.888 12.278 0.339 -0.227 -4.868 OP3 NCX 4 NCX "O5'" O5* O 0 1 N N N 4.638 5.787 14.072 2.211 -1.232 -3.468 "O5'" NCX 5 NCX "C5'" C5* C 0 1 N N N 3.678 6.591 13.407 1.348 -1.500 -2.377 "C5'" NCX 6 NCX "C4'" C4* C 0 1 N N R 2.308 6.532 14.092 2.156 -1.432 -1.088 "C4'" NCX 7 NCX "O4'" O4* O 0 1 N N N 1.613 5.348 13.717 2.678 -0.093 -0.958 "O4'" NCX 8 NCX "C1'" C1* C 0 1 N N R 1.117 4.731 14.892 2.101 0.516 0.211 "C1'" NCX 9 NCX N9 N9 N 0 1 Y N N 0.939 3.280 14.656 1.818 1.923 -0.049 N9 NCX 10 NCX C8 C8 C 0 1 Y N N 1.773 2.217 14.995 1.433 2.429 -1.267 C8 NCX 11 NCX C7 C7 C 0 1 Y N N 1.179 1.020 14.614 1.257 3.787 -1.132 C7 NCX 12 NCX CO7 CO7 C 0 1 N N N 1.840 -0.277 14.865 0.853 4.657 -2.199 CO7 NCX 13 NCX O7 O7 O 0 1 N N N 2.944 -0.419 15.334 0.720 5.893 -2.038 O7 NCX 14 NCX NH7 NH7 N 0 1 N N N 1.175 -1.394 14.589 0.619 4.099 -3.462 NH7 NCX 15 NCX C5 C5 C 0 1 Y N N -0.054 1.388 13.985 1.546 4.129 0.219 C5 NCX 16 NCX C4 C4 C 0 1 Y N N -0.138 2.751 14.044 1.894 2.946 0.876 C4 NCX 17 NCX C3 C3 C 0 1 Y N N -1.205 3.451 13.491 2.242 2.909 2.231 C3 NCX 18 NCX C2 C2 C 0 1 Y N N -2.187 2.728 12.824 2.233 4.117 2.934 C2 NCX 19 NCX C1 C1 C 0 1 Y N N -2.097 1.331 12.709 1.890 5.312 2.305 C1 NCX 20 NCX N1 N1 N 1 1 N N N -3.087 0.599 11.879 1.890 6.523 3.047 N1 NCX 21 NCX O11 O11 O 0 1 N N N -4.164 1.128 11.656 1.579 7.591 2.467 O11 NCX 22 NCX O12 O12 O -1 1 N N N -2.746 -0.490 11.451 2.202 6.491 4.262 O12 NCX 23 NCX C6 C6 C 0 1 Y N N -1.039 0.645 13.335 1.544 5.334 0.949 C6 NCX 24 NCX "C3'" C3* C 0 1 N N S 2.398 6.563 15.624 1.309 -1.697 0.152 "C3'" NCX 25 NCX "C2'" C2* C 0 1 N N N 2.123 5.106 15.976 0.878 -0.312 0.578 "C2'" NCX 26 NCX "O3'" O3* O 0 1 N N N 1.395 7.451 16.087 2.127 -2.250 1.180 "O3'" NCX 27 NCX HOP3 3HOP H 0 0 N N N 6.120 5.453 11.514 -0.163 -0.014 -5.684 HOP3 NCX 28 NCX HOP2 2HOP H 0 0 N N N 7.849 4.924 14.309 0.508 -2.990 -5.907 HOP2 NCX 29 NCX "H5'" 1H5* H 0 1 N N N 4.029 7.634 13.411 0.551 -0.756 -2.359 "H5'" NCX 30 NCX "H5''" 2H5* H 0 0 N N N 3.564 6.209 12.382 0.917 -2.495 -2.497 "H5''" NCX 31 NCX "H4'" H4* H 0 1 N N N 1.769 7.431 13.758 3.008 -2.117 -1.157 "H4'" NCX 32 NCX "H1'" H1* H 0 1 N N N 0.117 5.067 15.205 2.853 0.503 1.007 "H1'" NCX 33 NCX H8 H8 H 0 1 N N N 2.734 2.309 15.480 1.319 1.777 -2.123 H8 NCX 34 NCX HH71 1HH7 H 0 0 N N N 0.274 -1.147 14.232 0.742 3.100 -3.587 HH71 NCX 35 NCX HH72 2HH7 H 0 0 N N N 1.518 -2.325 14.717 0.331 4.661 -4.256 HH72 NCX 36 NCX H3 H3 H 0 1 N N N -1.269 4.526 13.577 2.509 1.981 2.726 H3 NCX 37 NCX H2 H2 H 0 1 N N N -3.029 3.246 12.389 2.499 4.108 3.989 H2 NCX 38 NCX H6 H6 H 0 1 N N N -0.991 -0.434 13.312 1.277 6.268 0.460 H6 NCX 39 NCX "H3'" H3* H 0 1 N N N 3.344 6.912 16.064 0.475 -2.383 -0.018 "H3'" NCX 40 NCX "H2'" 1H2* H 0 1 N N N 1.711 4.990 16.989 0.008 0.008 -0.009 "H2'" NCX 41 NCX "H2''" 2H2* H 0 0 N N N 3.020 4.470 15.997 0.635 -0.225 1.641 "H2''" NCX 42 NCX "HO3'" H3T H 0 0 N Y N 1.546 7.650 17.004 2.928 -1.706 1.218 "HO3'" NCX 43 # 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 NCX P OP3 SING N N 1 NCX P OP1 DOUB N N 2 NCX P "O5'" SING N N 3 NCX P OP2 SING N N 4 NCX OP2 HOP2 SING N N 5 NCX OP3 HOP3 SING N N 6 NCX "O5'" "C5'" SING N N 7 NCX "C5'" "C4'" SING N N 8 NCX "C5'" "H5'" SING N N 9 NCX "C5'" "H5''" SING N N 10 NCX "C4'" "O4'" SING N N 11 NCX "C4'" "C3'" SING N N 12 NCX "C4'" "H4'" SING N N 13 NCX "O4'" "C1'" SING N N 14 NCX "C1'" N9 SING N N 15 NCX "C1'" "C2'" SING N N 16 NCX "C1'" "H1'" SING N N 17 NCX N9 C4 SING Y N 18 NCX N9 C8 SING Y N 19 NCX C8 C7 DOUB Y N 20 NCX C8 H8 SING N N 21 NCX C7 C5 SING Y N 22 NCX C7 CO7 SING N N 23 NCX CO7 NH7 SING N N 24 NCX CO7 O7 DOUB N N 25 NCX NH7 HH71 SING N N 26 NCX NH7 HH72 SING N N 27 NCX C5 C6 DOUB Y N 28 NCX C5 C4 SING Y N 29 NCX C4 C3 DOUB Y N 30 NCX C3 C2 SING Y N 31 NCX C3 H3 SING N N 32 NCX C2 C1 DOUB Y N 33 NCX C2 H2 SING N N 34 NCX C1 N1 SING N N 35 NCX C1 C6 SING Y N 36 NCX N1 O12 SING N N 37 NCX N1 O11 DOUB N N 38 NCX C6 H6 SING N N 39 NCX "C3'" "C2'" SING N N 40 NCX "C3'" "O3'" SING N N 41 NCX "C3'" "H3'" SING N N 42 NCX "C2'" "H2'" SING N N 43 NCX "C2'" "H2''" SING N N 44 NCX "O3'" "HO3'" SING N N 45 # 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 NCX SMILES ACDLabs 10.04 "[O-][N+](=O)c2cc1c(cn(c1cc2)C3OC(C(O)C3)COP(=O)(O)O)C(=O)N" NCX SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1cn([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2)c3ccc(cc13)[N+]([O-])=O" NCX SMILES CACTVS 3.341 "NC(=O)c1cn([CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2)c3ccc(cc13)[N+]([O-])=O" NCX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1[N+](=O)[O-])c(cn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)C(=O)N" NCX SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1[N+](=O)[O-])c(cn2C3CC(C(O3)COP(=O)(O)O)O)C(=O)N" NCX InChI InChI 1.03 "InChI=1S/C14H16N3O9P/c15-14(19)9-5-16(10-2-1-7(17(20)21)3-8(9)10)13-4-11(18)12(26-13)6-25-27(22,23)24/h1-3,5,11-13,18H,4,6H2,(H2,15,19)(H2,22,23,24)/t11-,12+,13+/m0/s1" NCX InChIKey InChI 1.03 AWLFWQPJPLUSDJ-YNEHKIRRSA-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 NCX "SYSTEMATIC NAME" ACDLabs 10.04 "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-5-nitro-1H-indole-3-carboxamide" NCX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(3-aminocarbonyl-5-nitro-indol-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NCX "Create component" 2007-01-25 EBI NCX "Modify descriptor" 2011-06-04 RCSB #