IMPPAT Phytochemical information: 
Uridine-5'-monophosphate

Uridine-5'-monophosphate
Summary

SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(=O)[nH]c1=O)COP(=O)(O)O
InChI: InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChIKey: DJJCXFVJDGTHFX-XVFCMESISA-N
DeepSMILES: O[C@@H][C@H]O)[C@H]O[C@H]5nccc=O)[nH]c6=O)))))))))COP=O)O)O
Scaffold Graph/Node/Bond level: O=c1ccn(C2CCCO2)c(=O)[nH]1
Scaffold Graph/Node level: OC1CCN(C2CCCO2)C(O)N1
Scaffold Graph level: CC1CCC(C2CCCC2)C(C)C1
Functional groups: CO; COC; COP(=O)(O)O; c=O; c[nH]c; cn(c)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Nucleosides, nucleotides, and analogues
ClassyFire Class: Pyrimidine nucleotides
ClassyFire Subclass: Pyrimidine ribonucleotides
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Nucleosides
NP Classifier Class: Pyrimidine nucleos(t)ides
Synonymous chemical names:
uridine monophosphate
External chemical identifiers:
CID:6030; ChEMBL:CHEMBL214393; ChEBI:16695; ZINC:ZINC000002123545; FDASRS:E2OU15WN0N; SureChEMBL:SCHEMBL157644; MolPort-006-110-136
Chemical structure download


Uridine-5'-monophosphate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.18
Log P RDKit -2.73
Topological polar surface area (Å2) RDKit 171.31
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


Uridine-5'-monophosphate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.3685


Uridine-5'-monophosphate
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.85
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Uridine-5'-monophosphate
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000219240DHODH806
ENSP00000220592AGO2800
ENSP00000221233EXOSC5958
ENSP00000223129RPA3900
ENSP00000232607UMPS994
ENSP00000235628NT5C1A900
ENSP00000237858GLRX900
ENSP00000238994PPP1R3C900
ENSP00000242210NT5C3A981
ENSP00000245552NT5C900
ENSP00000247138SLC35A2900
ENSP00000252622LSM7900
ENSP00000253270SLC35D2900
ENSP00000254351SDC1909
ENSP00000254719RPA1900
ENSP00000256722CMPK2900
ENSP00000257770NT5E908
ENSP00000261195GYS2900
ENSP00000262551OGN900
ENSP00000263063MTPAP713
ENSP00000263579DCPS900
ENSP00000263681POLD3900
ENSP00000264018DDX6900
ENSP00000264039GPC1900
ENSP00000264705CAD730
ENSP00000264951XRN1900
ENSP00000265465POLA2900
ENSP00000265564EXOSC7960
ENSP00000266718LUM900
ENSP00000266719KERA900
ENSP00000270142SOD1800
ENSP00000280665DCP1B900
ENSP00000287590B3GNT7900
ENSP00000292377GPC2900
ENSP00000296581LSM6951
ENSP00000299314GNPTAB800
ENSP00000300146PATL1900
ENSP00000300738RRM1913
ENSP00000301825ENTPD3900
ENSP00000302160LSM3900
ENSP00000305480FEN1900
ENSP00000305595B3GNT2900
ENSP00000306565ISG20800
ENSP00000307046SDC2900
ENSP00000307674CANT1900
ENSP00000309096B3GNT1900
ENSP00000310596LSM1909
ENSP00000310696B4GALT2741
ENSP00000311368POLD4900
ENSP00000315476EXOSC4958
ENSP00000315644TYMS855
ENSP00000317904GYS1900
ENSP00000319636B3GNT4900
ENSP00000320503EDC3900
ENSP00000321874B3GNT3900
ENSP00000323046EXOSC3900
ENSP00000330032UPP1770
ENSP00000335246ENTPD5909
ENSP00000338397800
ENSP00000339479NT5C2979
ENSP00000340736GYG1900
ENSP00000343924PRELP900
ENSP00000344193RNASE1741
ENSP00000344468SDC3900
ENSP00000346142DPAGT1900
ENSP00000346155UCKL1977
ENSP00000347041FMOD900
ENSP00000350265ENPP3800
ENSP00000350491PRIM1900
ENSP00000351520ENTPD4900
ENSP00000351811EDC4900
ENSP00000353770RRM2907
ENSP00000354238ENPP1800
ENSP00000354347GFPT1900
ENSP00000356489EPM2A900
ENSP00000356853UCK2963
ENSP00000359174SLC35A3900
ENSP00000359224ALG14900
ENSP00000359864GPC4900
ENSP00000359939EXOSC1900
ENSP00000360250ENTPD1900
ENSP00000360561ENTPD8900
ENSP00000360829GLT6D1794
ENSP00000360939CMPK1930
ENSP00000361289UCK1963
ENSP00000361433900
ENSP00000361818SDC4900
ENSP00000362208MRPS15703
ENSP00000362481UPRT970
ENSP00000363021RPA2900
ENSP00000363641TXN907
ENSP00000363827HSPG2900
ENSP00000364700OMD900
ENSP00000365130ZCCHC6845
ENSP00000365840ENTPD6908
ENSP00000366135EXOSC10755
ENSP00000366246GPC6900
ENSP00000366267GPC5900
ENSP00000366997DIS3900
ENSP00000367446EXT1900
ENSP00000368119GALT807
ENSP00000368349POLA1900
ENSP00000368438PCNA900
ENSP00000368678AGRN900
ENSP00000368984EXOSC9960
ENSP00000369055B4GALT1741
ENSP00000369456ITPA900
ENSP00000369460ELAVL2737
ENSP00000370555GYG2900
ENSP00000373674NT5M979
ENSP00000373715DCP2910
ENSP00000374354EXOSC8960
ENSP00000376349NUDT14900
ENSP00000377836GPC3900
ENSP00000378260ALG13900
ENSP00000379032EXT2900
ENSP00000382133DNA2900
ENSP00000386105POLD2900
ENSP00000387230UPP2732
ENSP00000387356ACAN900
ENSP00000389948NT5C3B969
ENSP00000398597EXOSC6958
ENSP00000406046POLD1900
ENSP00000410758LSM5951
ENSP00000433415NT5C1B-RDH14900
ENSP00000433821RPS3722
ENSP00000435777RPS13730
ENSP00000451792756
ENSP00000469468LSM4900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.