data_NCN # _chem_comp.id NCN _chem_comp.name "NICOTINATE MONONUCLEOTIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H14 N O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms NAMN _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 335.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 1QPN _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 NCN P P P 0 1 N N N 17.605 80.675 18.332 -4.622 -0.997 0.193 P NCN 1 NCN O1P O1P O 0 1 N N N 16.847 81.811 17.606 -4.390 -1.552 -1.230 O1P NCN 2 NCN O2P O2P O 0 1 N N N 16.705 79.429 18.759 -5.656 0.149 0.136 O2P NCN 3 NCN O3P O3P O -1 1 N N N 18.855 80.251 17.519 -5.175 -2.173 1.144 O3P NCN 4 NCN "O5'" O5* O 0 1 N N N 18.124 81.355 19.797 -3.233 -0.438 0.784 "O5'" NCN 5 NCN "C5'" C5* C 0 1 N N N 19.397 82.050 19.913 -2.736 0.513 -0.160 "C5'" NCN 6 NCN "C4'" C4* C 0 1 N N R 19.443 83.573 19.524 -1.410 1.086 0.344 "C4'" NCN 7 NCN "O4'" O4* O 0 1 N N N 18.516 84.383 20.273 -0.392 0.058 0.363 "O4'" NCN 8 NCN "C3'" C3* C 0 1 N N S 20.831 84.302 19.819 -0.870 2.153 -0.634 "C3'" NCN 9 NCN "O3'" O3* O 0 1 N N N 22.079 83.860 19.094 -1.194 3.466 -0.172 "O3'" NCN 10 NCN "C2'" C2* C 0 1 N N R 20.464 85.725 19.411 0.660 1.938 -0.624 "C2'" NCN 11 NCN "O2'" O2* O 0 1 N N N 20.712 86.022 17.967 1.328 3.112 -0.157 "O2'" NCN 12 NCN "C1'" C1* C 0 1 N N R 19.006 85.820 20.117 0.867 0.766 0.362 "C1'" NCN 13 NCN N1 N1 N 1 1 Y N N 18.901 86.363 21.572 1.946 -0.108 -0.105 N1 NCN 14 NCN C6 C6 C 0 1 Y N N 19.465 85.562 22.620 1.689 -0.994 -1.049 C6 NCN 15 NCN C5 C5 C 0 1 Y N N 19.375 85.996 23.971 2.676 -1.841 -1.521 C5 NCN 16 NCN C4 C4 C 0 1 Y N N 18.735 87.186 24.266 3.952 -1.755 -0.993 C4 NCN 17 NCN C3 C3 C 0 1 Y N N 18.166 88.004 23.283 4.194 -0.805 0.008 C3 NCN 18 NCN C2 C2 C 0 1 Y N N 18.249 87.589 21.938 3.144 0.016 0.425 C2 NCN 19 NCN C7 C7 C 0 1 N N N 17.498 89.275 23.820 5.537 -0.670 0.607 C7 NCN 20 NCN O7 O7 O 0 1 N N N 16.820 89.203 24.947 6.543 -1.465 0.192 O7 NCN 21 NCN O8 O8 O 0 1 N N N 17.629 90.351 23.078 5.735 0.157 1.474 O8 NCN 22 NCN HOP1 1HOP H 0 0 N N N 17.383 82.553 17.351 ? ? ? HOP1 NCN 23 NCN "H5'1" 1H5* H 0 0 N N N 19.788 81.925 20.949 -3.459 1.320 -0.278 "H5'1" NCN 24 NCN "H5'2" 2H5* H 0 0 N N N 20.169 81.499 19.326 -2.578 0.023 -1.121 "H5'2" NCN 25 NCN "H4'" H4* H 0 1 N N N 19.216 83.515 18.433 -1.536 1.514 1.338 "H4'" NCN 26 NCN "H3'" H3* H 0 1 N N N 21.150 84.096 20.867 -1.272 1.992 -1.635 "H3'" NCN 27 NCN "HO'3" 3HO* H 0 0 N N N 22.905 84.294 19.269 -0.808 4.088 -0.803 "HO'3" NCN 28 NCN "H2'" H2* H 0 1 N N N 21.089 86.584 19.746 1.014 1.667 -1.618 "H2'" NCN 29 NCN "HO'2" 2HO* H 0 0 N N N 20.483 86.908 17.712 1.112 3.821 -0.778 "HO'2" NCN 30 NCN "H1'" H1* H 0 1 N N N 18.450 86.529 19.461 1.091 1.144 1.359 "H1'" NCN 31 NCN H6 H6 H 0 1 N N N 19.969 84.609 22.386 0.692 -1.060 -1.460 H6 NCN 32 NCN H5 H5 H 0 1 N N N 19.805 85.404 24.796 2.453 -2.562 -2.294 H5 NCN 33 NCN H4 H4 H 0 1 N N N 18.676 87.493 25.323 4.741 -2.404 -1.343 H4 NCN 34 NCN H2 H2 H 0 1 N N N 17.798 88.231 21.162 3.315 0.753 1.196 H2 NCN 35 NCN HO7 HO7 H 0 1 N N N 16.406 89.990 25.279 7.422 -1.376 0.584 HO7 NCN 36 # # 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 NCN P O1P SING N N 1 NCN P O2P DOUB N N 2 NCN P O3P SING N N 3 NCN P "O5'" SING N N 4 NCN O1P HOP1 SING N N 5 NCN "O5'" "C5'" SING N N 6 NCN "C5'" "C4'" SING N N 7 NCN "C5'" "H5'1" SING N N 8 NCN "C5'" "H5'2" SING N N 9 NCN "C4'" "O4'" SING N N 10 NCN "C4'" "C3'" SING N N 11 NCN "C4'" "H4'" SING N N 12 NCN "O4'" "C1'" SING N N 13 NCN "C3'" "O3'" SING N N 14 NCN "C3'" "C2'" SING N N 15 NCN "C3'" "H3'" SING N N 16 NCN "O3'" "HO'3" SING N N 17 NCN "C2'" "O2'" SING N N 18 NCN "C2'" "C1'" SING N N 19 NCN "C2'" "H2'" SING N N 20 NCN "O2'" "HO'2" SING N N 21 NCN "C1'" N1 SING N N 22 NCN "C1'" "H1'" SING N N 23 NCN N1 C6 SING Y N 24 NCN N1 C2 DOUB Y N 25 NCN C6 C5 DOUB Y N 26 NCN C6 H6 SING N N 27 NCN C5 C4 SING Y N 28 NCN C5 H5 SING N N 29 NCN C4 C3 DOUB Y N 30 NCN C4 H4 SING N N 31 NCN C3 C2 SING Y N 32 NCN C3 C7 SING N N 33 NCN C2 H2 SING N N 34 NCN C7 O7 SING N N 35 NCN C7 O8 DOUB N N 36 NCN O7 HO7 SING N N 37 # # 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 NCN SMILES ACDLabs 10.04 "[O-]P(=O)(O)OCC2OC([n+]1cc(ccc1)C(=O)O)C(O)C2O" NCN SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)([O-])=O)[n+]2cccc(c2)C(O)=O" NCN SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)([O-])=O)[n+]2cccc(c2)C(O)=O" NCN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)[O-])O)O)C(=O)O" NCN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)[O-])O)O)C(=O)O" NCN InChI InChI 1.03 "InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/t7-,8-,9-,10-/m1/s1" NCN InChIKey InChI 1.03 JOUIQRNQJGXQDC-ZYUZMQFOSA-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 NCN "SYSTEMATIC NAME" ACDLabs 10.04 "3-carboxy-1-[5-O-(hydroxyphosphinato)-beta-D-ribofuranosyl]pyridinium" NCN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(3-carboxypyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen 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 NCN "Create component" 1999-07-08 RCSB NCN "Modify descriptor" 2011-06-04 RCSB NCN "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NCN _pdbx_chem_comp_synonyms.name NAMN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##