data_C5P # _chem_comp.id C5P _chem_comp.name "CYTIDINE-5'-MONOPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H14 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 C25 _chem_comp.formula_weight 323.197 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C5P _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 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 C5P O3P O3P O 0 1 N N N -1.659 19.319 41.272 -4.698 2.129 -1.038 O3P C5P 1 C5P P P P 0 1 N N N -0.970 17.977 40.788 -4.058 1.026 -0.055 P C5P 2 C5P O1P O1P O 0 1 N N N -1.576 17.439 39.592 -3.660 1.669 1.217 O1P C5P 3 C5P O2P O2P O 0 1 N N N -0.613 16.964 41.923 -5.145 -0.124 0.242 O2P C5P 4 C5P "O5'" O5* O 0 1 N N N 0.524 18.418 40.366 -2.763 0.372 -0.753 "O5'" C5P 5 C5P "C5'" C5* C 0 1 N N N 1.437 17.513 39.833 -2.175 -0.507 0.208 "C5'" C5P 6 C5P "C4'" C4* C 0 1 N N R 2.631 18.280 39.552 -0.932 -1.165 -0.395 "C4'" C5P 7 C5P "O4'" O4* O 0 1 N N N 2.772 19.241 38.505 0.096 -0.177 -0.630 "O4'" C5P 8 C5P "C3'" C3* C 0 1 N N S 3.430 18.828 40.769 -0.304 -2.156 0.609 "C3'" C5P 9 C5P "O3'" O3* O 0 1 N N N 3.899 17.935 41.810 -0.714 -3.493 0.316 "O3'" C5P 10 C5P "C2'" C2* C 0 1 N Y R 4.290 19.916 40.172 1.219 -1.996 0.394 "C2'" C5P 11 C5P "O2'" O2* O 0 1 N N N 5.377 19.098 39.795 1.797 -3.230 -0.037 "O2'" C5P 12 C5P "C1'" C1* C 0 1 N N R 3.913 20.029 38.749 1.329 -0.924 -0.713 "C1'" C5P 13 C5P N1 N1 N 0 1 N N N 3.081 21.332 38.493 2.475 -0.046 -0.461 N1 C5P 14 C5P C2 C2 C 0 1 N N N 3.609 22.330 37.604 2.499 0.722 0.643 C2 C5P 15 C5P N3 N3 N 0 1 N N N 2.974 23.496 37.314 3.527 1.529 0.897 N3 C5P 16 C5P C4 C4 C 0 1 N N N 1.711 23.759 37.912 4.558 1.596 0.064 C4 C5P 17 C5P C5 C5 C 0 1 N N N 1.106 22.835 38.819 4.561 0.807 -1.105 C5 C5P 18 C5P C6 C6 C 0 1 N N N 1.815 21.662 39.074 3.510 -0.013 -1.346 C6 C5P 19 C5P O2 O2 O 0 1 N N N 4.719 22.158 37.054 1.563 0.680 1.424 O2 C5P 20 C5P N4 N4 N 0 1 N N N 1.061 24.916 37.621 5.614 2.433 0.336 N4 C5P 21 C5P HOP3 3HOP H 0 0 N N N -1.797 19.284 42.211 -5.468 2.495 -0.583 HOP3 C5P 22 C5P HOP2 2HOP H 0 0 N N N -0.541 16.090 41.557 -5.377 -0.517 -0.611 HOP2 C5P 23 C5P "H5'1" 1H5* H 0 0 N N N 1.651 16.708 40.551 -2.895 -1.277 0.485 "H5'1" C5P 24 C5P "H5'2" 2H5* H 0 0 N N N 1.044 17.030 38.926 -1.891 0.061 1.094 "H5'2" C5P 25 C5P "H4'" H4* H 0 1 N N N 3.027 17.359 39.099 -1.187 -1.676 -1.324 "H4'" C5P 26 C5P "H3'" H3* H 0 1 N N N 2.783 19.250 41.552 -0.577 -1.889 1.630 "H3'" C5P 27 C5P "HO3'" *HO3 H 0 0 N N N 4.002 17.060 41.455 -0.293 -4.065 0.972 "HO3'" C5P 28 C5P "H2'1" 1H2* H 0 0 N N N 4.331 20.824 40.792 1.700 -1.649 1.309 "H2'1" C5P 29 C5P "HO2'" *HO2 H 0 0 N N N 5.328 18.914 38.864 1.643 -3.872 0.670 "HO2'" C5P 30 C5P "H1'" H1* H 0 1 N N N 4.854 19.860 38.205 1.422 -1.397 -1.691 "H1'" C5P 31 C5P H5 H5 H 0 1 N N N 0.151 23.035 39.282 5.392 0.850 -1.793 H5 C5P 32 C5P H6 H6 H 0 1 N N N 1.378 20.951 39.759 3.491 -0.630 -2.232 H6 C5P 33 C5P HN41 1HN4 H 0 0 N N N 1.620 25.440 36.979 5.608 2.978 1.139 HN41 C5P 34 C5P HN42 2HN4 H 0 0 N N N 0.174 25.196 37.987 6.368 2.477 -0.273 HN42 C5P 35 # 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 C5P O3P P SING N N 1 C5P O3P HOP3 SING N N 2 C5P P O1P DOUB N N 3 C5P P O2P SING N N 4 C5P P "O5'" SING N N 5 C5P O2P HOP2 SING N N 6 C5P "O5'" "C5'" SING N N 7 C5P "C5'" "C4'" SING N N 8 C5P "C5'" "H5'1" SING N N 9 C5P "C5'" "H5'2" SING N N 10 C5P "C4'" "O4'" SING N N 11 C5P "C4'" "C3'" SING N N 12 C5P "C4'" "H4'" SING N N 13 C5P "O4'" "C1'" SING N N 14 C5P "C3'" "O3'" SING N N 15 C5P "C3'" "C2'" SING N N 16 C5P "C3'" "H3'" SING N N 17 C5P "O3'" "HO3'" SING N N 18 C5P "C2'" "O2'" SING N N 19 C5P "C2'" "C1'" SING N N 20 C5P "C2'" "H2'1" SING N N 21 C5P "O2'" "HO2'" SING N N 22 C5P "C1'" N1 SING N N 23 C5P "C1'" "H1'" SING N N 24 C5P N1 C2 SING N N 25 C5P N1 C6 SING N N 26 C5P C2 N3 SING N N 27 C5P C2 O2 DOUB N N 28 C5P N3 C4 DOUB N N 29 C5P C4 C5 SING N N 30 C5P C4 N4 SING N N 31 C5P C5 C6 DOUB N N 32 C5P C5 H5 SING N N 33 C5P C6 H6 SING N N 34 C5P N4 HN41 SING N N 35 C5P N4 HN42 SING N N 36 # 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 C5P SMILES ACDLabs 10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2O)COP(=O)(O)O" C5P SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O" C5P SMILES CACTVS 3.341 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O" C5P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O" C5P SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O" C5P InChI InChI 1.03 "InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1" C5P InChIKey InChI 1.03 IERHLVCPSMICTF-XVFCMESISA-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 C5P "SYSTEMATIC NAME" ACDLabs 10.04 ;5'-cytidylic acid ; C5P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-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 C5P "Create component" 1999-07-08 EBI C5P "Modify descriptor" 2011-06-04 RCSB #