IMPPAT Phytochemical information: 
Phosphoserine
Phosphoserine
Summary

SMILES: OC(=O)[C@H](COP(=O)(O)O)N
InChI: InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
InChIKey: BZQFBWGGLXLEPQ-REOHCLBHSA-N
DeepSMILES: OC=O)[C@H]COP=O)O)O))))N
Functional groups: CC(=O)O; COP(=O)(O)O; CN
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
dexfosfoserine, phosphoserine
External chemical identifiers:
CID:CID_68841; ChEMBL:CHEMBL284377; ChEBI:CHEBI:15811; ZINC:ZINC000003869280; FDASRS:VI4F0K069V; SureChEMBL:SCHEMBL6846; MolPort-003-939-112
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phosphoserine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 185.07
Log P RDKit -1.49
Topological polar surface area (Å2) RDKit 130.08
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 3
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0
Phosphoserine
Drug-likeness
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 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.392075
Phosphoserine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
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 -10.63
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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
Phosphoserine
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001686ENSG00000167434CA4762NPASS
TAR_EXP_000655ENSG00000196277GRM72917BindingDB, NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557NPASS
TAR_EXP_001690ENSG00000107159CA9768NPASS
TAR_EXP_001687ENSG00000174990CA5A763NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000476ENSG00000086205FOLH12346BindingDB, NPASS
TAR_EXP_000572ENSG00000108773KAT2A2648NPASS
TAR_EXP_000652ENSG00000124493GRM42914ChEMBL, NPASS
TAR_EXP_000654ENSG00000113262GRM62916BindingDB
TAR_EXP_000263ENSG00000140505CYP1A21544NPASS
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001684ENSG00000104267CA2760NPASS
TAR_EXP_001683ENSG00000133742CA1759ChEMBL, NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS