N-diazoacetylnorleucine methyl ester



Compound IDCDAMM00318
Common nameN-diazoacetylnorleucine methyl ester
IUPAC namemethyl (2S)-2-[(2-diazoacetyl)amino]hexanoate
Molecular formulaC9H15N3O3

Experimental data

Retention time14.087
Adduct[M+H]+
Actual mz214.118
Theoretical mz214.119
Error3.81
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.34

Identifiers and class information

Inchi keyMKAAKOISGFVECA-CJRPRFRJNA-N
SmilesN#[N+]C=C([O-])NC(C(=O)OC)CCCC
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Pedalium murex L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)0
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)7
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)213.236
    Computed dipole moment(dipole)4.554
    Total solvent accessible surface area (SASA)506.834
    Hydrophobic component of SASA (FOSA)322.264
    Hydrophilic component of SASA (FISA)167.893
    Pie component of the SASA (PISA)16.677
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)817.27
    Number of hydrogen bond donors (donorHB)0.25
    Number of hydrogen bond acceptors (accptHB)6.75
    Free energy of solvation of dipole (dip^2/V)0.0253781
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.006659
    Globularity descriptor (glob)0.834084
    Predicted polarizability in cubic angstroms (QPpolrz)22.218
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.965
    Predicted octanol/gas partition coefficient (QPlogPoct)10.995
    Predicted water/gas partition coefficient (QPlogPw)7.665
    Predicted octanol/water partition coefficient (QPlogPo/w)0.418
    Predicted aqueous solubility (QPlogS)-1.713
    Conformation-independent predicted aqueous solubility (CIQPlogS)-0.807
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.296
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)253.381
    Predicted brain/blood partition coefficient (QPlogBB)-1.467
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)112.176
    Predicted skin permeability, log Kp (QPlogKp)-3.883
    PM3 calculated ionization potential (IP(ev))9.587
    PM3 calculated electron affinity (EA(eV))0.23
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)-0.87
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)72.414
    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)108.121
    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)0

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P43235CTSKCathepsin KT11388SEA
    P07858CTSBCathepsin (B and K)T61746SEA
    Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SEA
    Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SEA
    P09668CTSHCathepsin (H and K)T40103SEA
    Q7RTX1TAS1R1Taste receptorT41263SEA
    O60603TLR2Toll-like receptor 2T82078SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T11388DI0237Low bone mass disorder[ICD-11: FB83]P43235CTSK
    T61746DI0023Alopecia[ICD-11: ED70]P07858CTSB
    T61746DI0025Alzheimer disease[ICD-11: 8A20]P07858CTSB
    T61746DI0037Asthma[ICD-11: CA23]P07858CTSB
    T61746DI0055Bone cancer[ICD-11: 2B5Z]P07858CTSB
    T61746DI0060Brain cancer[ICD-11: 2A00]P07858CTSB
    T61746DI0067Cardiac arrest[ICD-11: MC82]P07858CTSB
    T61746DI0074Cerebral ischaemic stroke[ICD-11: 8B11]P07858CTSB
    T61746DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P07858CTSB
    T61746DI0087Chronic pain[ICD-11: MG30]P07858CTSB
    T61746DI0110Cystic fibrosis[ICD-11: CA25]P07858CTSB
    T61746DI0124Digestive system disease[ICD-11: DE2Z]P07858CTSB
    T61746DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P07858CTSB
    T61746DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P07858CTSB
    T61746DI0253Meningioma[ICD-11: 2A01]P07858CTSB
    T61746DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]P07858CTSB
    T61746DI0275Multiple sclerosis[ICD-11: 8A40]P07858CTSB
    T61746DI0296Neurodegenerative disorder[ICD-11: 8A20-8A23]P07858CTSB
    T61746DI0320Osteoarthritis[ICD-11: FA00-FA05]P07858CTSB
    T61746DI0351Psoriasis[ICD-11: EA90]P07858CTSB
    T61746DI0366Rheumatoid arthritis[ICD-11: FA20]P07858CTSB
    T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
    T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2

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