L-N-Carboxymethylserine



Compound IDCDAMM01417
Common nameL-N-Carboxymethylserine
IUPAC name2-(carboxymethylamino)-3-hydroxypropanoic acid
Molecular formulaC5H9NO5

Experimental data

Retention time7.77
Adduct[M+Na]+
Actual mz186.038
Theoretical mz186.037
Error4.2
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8717

Identifiers and class information

Inchi keyNAALTSITEQTADZ-UHFFFAOYNA-N
SmilesO=C(O)CNC(C(=O)O)CO
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)4
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)2
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)6
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)163.13
Computed dipole moment(dipole)7.752
Total solvent accessible surface area (SASA)331.906
Hydrophobic component of SASA (FOSA)98.042
Hydrophilic component of SASA (FISA)233.864
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)531.425
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)6.2
Free energy of solvation of dipole (dip^2/V)0.113066
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0323547
Globularity descriptor (glob)0.955971
Predicted polarizability in cubic angstroms (QPpolrz)11.261
Predicted hexadecane/gas partition coefficient (QPlogPC16)5.94
Predicted octanol/gas partition coefficient (QPlogPoct)12.648
Predicted water/gas partition coefficient (QPlogPw)11.286
Predicted octanol/water partition coefficient (QPlogPo/w)-2.71
Predicted aqueous solubility (QPlogS)0.242
Conformation-independent predicted aqueous solubility (CIQPlogS)0.389
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)0.644
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.96
Predicted brain/blood partition coefficient (QPlogBB)-1.106
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.485
Predicted skin permeability, log Kp (QPlogKp)-7.316
PM3 calculated ionization potential (IP(ev))10.656
PM3 calculated electron affinity (EA(eV))-0.373
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-1.226
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)10.76
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)133.083
Number of nitrogen and oxygen atoms (#NandO)6
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P08473MMENeprilysinT05409SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
Q92820GGHGamma-glutamyl hydrolaseT71646SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1

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