Leucylproline



Compound IDCDAMM00081
Common nameLeucylproline
IUPAC name(2S)-1-[(2S)-2-amino-4-methylpentanoyl]pyrrolidine-2-carboxylic acid
Molecular formulaC11H20N2O3

Experimental data

Retention time7.33
Adduct[M+H]+
Actual mz229.155
Theoretical mz229.155
Error1.48
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.3154

Identifiers and class information

Inchi keyVTJUNIYRYIAIHF-UHFFFAOYNA-N
SmilesCC(C)CC(C(=O)N1CCCC1C(=O)O)N
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)1
Number of rotatable bonds (#rotor)5
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)228.291
Computed dipole moment(dipole)10.102
Total solvent accessible surface area (SASA)466.433
Hydrophobic component of SASA (FOSA)311.403
Hydrophilic component of SASA (FISA)155.03
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)802.012
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)6
Free energy of solvation of dipole (dip^2/V)0.127255
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0222804
Globularity descriptor (glob)0.895014
Predicted polarizability in cubic angstroms (QPpolrz)22.732
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.578
Predicted octanol/gas partition coefficient (QPlogPoct)16.309
Predicted water/gas partition coefficient (QPlogPw)12.749
Predicted octanol/water partition coefficient (QPlogPo/w)-1.89
Predicted aqueous solubility (QPlogS)-0.829
Conformation-independent predicted aqueous solubility (CIQPlogS)0.011
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-0.775
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)14.079
Predicted brain/blood partition coefficient (QPlogBB)-0.63
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)10.803
Predicted skin permeability, log Kp (QPlogKp)-5.959
PM3 calculated ionization potential (IP(ev))9.603
PM3 calculated electron affinity (EA(eV))-0.653
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-0.942
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)36.438
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)22.32
Van der Waals surface area (PSA)97.942
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
P15144ANPEPAminopeptidase NT67272SEA
P00734F2ThrombinT94033SEA
P27487DPP4Dipeptidyl peptidase IVT31391SEA
P98170XIAPInhibitor of apoptosis protein 3T16769SEA
P42785PRCPLysosomal Pro-X carboxypeptidaseT20371SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
Q9H4A4RNPEPAminopeptidase BT57818SEA
P12955PEPDXaa-Pro dipeptidaseT94823SEA
P34981TRHRThyrotropin-releasing hormone receptorT77796SEA
P62942FKBP1AFK506-binding protein 1AT76059SEA
P48147PREPProlyl endopeptidaseT86161SEA
Q9UHL4DPP7Dipeptidyl peptidase IIT50773SEA
Q12884FAPFibroblast activation protein alpha (by homology)T53764SEA
P04439HLA-AHLA class I histocompatibility antigen A-3T08985SEA
P79483HLA-DRB3HLA class II histocompatibility antigen DRB3-1T49146SEA
Q9ULA0DNPEPAspartyl aminopeptidaseT45287SEA
Q9BYF1ACE2Angiotensin-converting enzyme 2T27889SEA
P30989NTSR1Neurotensin receptor 1T02728SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
Q08752PPIDPeptidyl-prolyl cis-trans isomerase DT52447SEA
P28065PSMB9Proteasome subunit beta type-9T06792SEA
Q9UNI1CELA1Elastase 1T22839SEA
Q13451FKBP5Peptidyl-prolyl cis-trans isomerase FKBP5T98337SEA
P10144GZMBGranzyme BT08298SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P08311CTSGCathepsin GT86385SEA
P15169CPN1Carboxypeptidase N, catalytic subunitT34471SEA
O43895XPNPEP2Xaa-Pro aminopeptidase 2T68320SEA
O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
P22735TGM1Protein-glutamine gamma-glutamyltransferase KT63217SEA
Q6V1X1DPP8Dipeptidyl peptidase VIIIT15855SEA
Q86TI2DPP9Dipeptidyl peptidase IXT66252SEA
Q9GZQ6NPFFR1Neuropeptide FF receptor 1T79780SEA
Q9Y5X5NPFFR2Neuropeptide FF receptor 2T90818SEA
O95665NTSR2Neurotensin receptor type 2T95605SEA
Q9HB89NMUR1Neuromedin-U receptor 1T83382SEA
P53602MVDDiphosphomevalonate decarboxylaseT96862SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T67272DI0351Psoriasis[ICD-11: EA90]P15144ANPEP
T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
T31391DI0009Acute diabete complication[ICD-11: 5A2Y]P27487DPP4
T31391DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P27487DPP4
T16769DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]P98170XIAP
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T77796DI0072Central nervous system disease[ICD-11: 8A04-8D87]P34981TRHR
T76059DI0331Parkinsonism[ICD-11: 8A00]P62942FKBP1A
T76059DI0349Pruritus[ICD-11: EC90]P62942FKBP1A
T76059DI0413Transplant rejection[ICD-11: NE84]P62942FKBP1A
T86161DI0092Coeliac disease[ICD-11: DA95]P48147PREP
T86161DI0210Influenza[ICD-11: 1E30-1E32]P48147PREP
T86161DI0238Lung cancer[ICD-11: 2C25]P48147PREP
T86161DI0265Mild neurocognitive disorder[ICD-11: 6D71]P48147PREP
T53764DI0300Neutropenia[ICD-11: 4B00]Q12884FAP
T49146DI0210Influenza[ICD-11: 1E30-1E32]P79483HLA-DRB3
T49146DI0231Leukaemia[ICD-11: 2A60-2B33]P79483HLA-DRB3
T49146DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P79483HLA-DRB3
T49146DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P79483HLA-DRB3
T45287DI0190Hypertension[ICD-11: BA00-BA04]Q9ULA0DNPEP
T27889DI0009Acute diabete complication[ICD-11: 5A2Y]Q9BYF1ACE2
T27889DI0217Intrathoracic organs injury[ICD-11: NB32]Q9BYF1ACE2
T27889DI0356Pulmonary hypertension[ICD-11: BB01]Q9BYF1ACE2
T02728DI0207Indeterminate colitis[ICD-11: DD72]P30989NTSR1
T22839DI0024Alpha-1-antitrypsin deficiency[ICD-11: 5C5A]Q9UNI1CELA1
T22839DI0065Bronchitis[ICD-11: CA20]Q9UNI1CELA1
T08298DI0029Aneurysm/dissection[ICD-11: BD50]P10144GZMB
T86385DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P08311CTSG
T63217DI0045Autosomal Recessive Ichthyosis[ICD-11: EC20]P22735TGM1
T15855DI0300Neutropenia[ICD-11: 4B00]Q6V1X1DPP8
T66252DI0300Neutropenia[ICD-11: 4B00]Q86TI2DPP9
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1

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