S-butyl-DL-homocysteine (S,R)-sulfoximine



Compound IDCDAMM00076
Common nameS-butyl-DL-homocysteine (S,R)-sulfoximine
IUPAC name2-amino-4-(butylsulfonimidoyl)butanoic acid
Molecular formulaC8H18N2O3S

Experimental data

Retention time23.35
Adduct[M+H]+
Actual mz223.112
Theoretical mz223.111
Error2.77
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.1467

Identifiers and class information

Inchi keyKJQFBVYMGADDTQ-UHFFFAOYNA-N
SmilesCCCCS(=N)(=O)CCC(C(=O)O)N
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)9
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)222.302
Computed dipole moment(dipole)1.038
Total solvent accessible surface area (SASA)479.839
Hydrophobic component of SASA (FOSA)251.701
Hydrophilic component of SASA (FISA)227.977
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0.16
Total solvent accesible volume (volume)785.879
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)8.5
Free energy of solvation of dipole (dip^2/V)0.00137
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0354286
Globularity descriptor (glob)0.858302
Predicted polarizability in cubic angstroms (QPpolrz)19.518
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.924
Predicted octanol/gas partition coefficient (QPlogPoct)16.389
Predicted water/gas partition coefficient (QPlogPw)17.17
Predicted octanol/water partition coefficient (QPlogPo/w)-2.808
Predicted aqueous solubility (QPlogS)0.525
Conformation-independent predicted aqueous solubility (CIQPlogS)0.144
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.743
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.172
Predicted brain/blood partition coefficient (QPlogBB)-1.643
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.935
Predicted skin permeability, log Kp (QPlogKp)-6.92
PM3 calculated ionization potential (IP(ev))9.706
PM3 calculated electron affinity (EA(eV))0.655
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-1.12
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
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)115.71
Number of nitrogen and oxygen atoms (#NandO)5
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
P29475NOS1Nitric-oxide synthase, brainT16117SEA
P35228NOS2Nitric oxide synthase, inducibleT02703SEA
P29474NOS3Nitric-oxide synthase, endothelialT06046SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
Q16719KYNUKynureninaseT99912SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
Q04760GLO1Glyoxalase IT88285SEA
P05089ARG1Arginase-1 (by homology)T63224SEA
O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
Q15109AGERAdvanced glycosylation end product receptorT07400SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
O60603TLR2Toll-like receptor 2T82078SEA
P00480OTCOrnithine transcarbamylaseT52098SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
T06046DI0287Myocardial infarction[ICD-11: BA41-BA43]P29474NOS3
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
T07400DI0025Alzheimer disease[ICD-11: 8A20]Q15109AGER
T07400DI0083Chronic kidney disease[ICD-11: GB61]Q15109AGER
T07400DI0115Dementia[ICD-11: 6D80-6D8Z]Q15109AGER
T07400DI0196Hypotension[ICD-11: BA20-BA21]Q15109AGER
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2
T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC

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