5-Hydroxylysine



Compound IDCDAMM01957
Common name5-Hydroxylysine
IUPAC name2,6-diamino-5-hydroxyhexanoic acid
Molecular formulaC6H14N2O3

Experimental data

Retention time0.58
Adduct[M+Na]+
Actual mz185.088
Theoretical mz185.089
Error6.58
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.3864

Identifiers and class information

Inchi keyYSMODUONRAFBET-UHNVWZDZSA-N
SmilesO=C(O)C(N)CCC(O)CN
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)3
Number of non-conjugated amine groups (#amine)2
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)8
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)162.188
Computed dipole moment(dipole)7.742
Total solvent accessible surface area (SASA)381.209
Hydrophobic component of SASA (FOSA)133.634
Hydrophilic component of SASA (FISA)247.575
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)598.484
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)5.7
Free energy of solvation of dipole (dip^2/V)0.100163
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0366258
Globularity descriptor (glob)0.900956
Predicted polarizability in cubic angstroms (QPpolrz)12.661
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.866
Predicted octanol/gas partition coefficient (QPlogPoct)16.955
Predicted water/gas partition coefficient (QPlogPw)14.958
Predicted octanol/water partition coefficient (QPlogPo/w)-3.877
Predicted aqueous solubility (QPlogS)1.369
Conformation-independent predicted aqueous solubility (CIQPlogS)1.347
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.779
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.701
Predicted brain/blood partition coefficient (QPlogBB)-1.155
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.3
Predicted skin permeability, log Kp (QPlogKp)-9.439
PM3 calculated ionization potential (IP(ev))9.625
PM3 calculated electron affinity (EA(eV))-0.825
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-1.19
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)121.015
Number of nitrogen and oxygen atoms (#NandO)5
Number of violations of Lipinski’s rule of five (RuleOfFive)1
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
Q14833GRM4Metabotropic glutamate receptor 4T99402SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SwissTargetPrediction and SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SwissTargetPrediction and SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
P42261GRIA1Glutamate receptor ionotropic, AMPA 1T33584SEA
Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
P42262GRIA2Glutamate receptor ionotropic, AMPA 2T42392SEA
Q9H4A4RNPEPAminopeptidase BT57818SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q16719KYNUKynureninaseT99912SEA
Q07075ENPEPAminopeptidase AT31956SEA
Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
P52732KIF11Kinesin-like protein 1T28484SEA
P05089ARG1Arginase-1 (by homology)T63224SEA
Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
P00480OTCOrnithine transcarbamylaseT52098SEA
P42263GRIA3Glutamate receptor AMPA 3T62391SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA

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
T99402DI0331Parkinsonism[ICD-11: 8A00]Q14833GRM4
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
T42392DI0298Neuropathy[ICD-11: 8C0Z]P42262GRIA2
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC
T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3

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