Isoagleptin



Compound IDCDAMM02272
Common nameIsoagleptin
IUPAC name3-methylsulfanyl-N-[1-(2-phenylacetyl)pyrrolidin-2-yl]prop-2-enamide
Molecular formulaC16H20N2O2S

Experimental data

Retention time9.57
Adduct[M+K]+
Actual mz343.087
Theoretical mz343.088
Error2.79
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7601

Identifiers and class information

Inchi keyBGSFJYXXOZUXIG-PKNBQFBNNA-N
SmilesO=C(C=CSC)NC1N(C(=O)CC=2C=CC=CC2)CCC1
SuperclassBenzenoids
ClassBenzene and substituted derivatives

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)1
Number of rotatable bonds (#rotor)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)304.406
Computed dipole moment(dipole)8.127
Total solvent accessible surface area (SASA)616.503
Hydrophobic component of SASA (FOSA)281.284
Hydrophilic component of SASA (FISA)70.174
Pie component of the SASA (PISA)214.984
Weakly polar component of the SASA (WPSA)50.062
Total solvent accesible volume (volume)1052.88
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)5
Free energy of solvation of dipole (dip^2/V)0.0627309
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.81186
Predicted polarizability in cubic angstroms (QPpolrz)34.825
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.31
Predicted octanol/gas partition coefficient (QPlogPoct)14.729
Predicted water/gas partition coefficient (QPlogPw)8.812
Predicted octanol/water partition coefficient (QPlogPo/w)3.061
Predicted aqueous solubility (QPlogS)-3.868
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.978
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.227
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1360.08
Predicted brain/blood partition coefficient (QPlogBB)-0.325
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2117.19
Predicted skin permeability, log Kp (QPlogKp)-1.575
PM3 calculated ionization potential (IP(ev))9.062
PM3 calculated electron affinity (EA(eV))0.237
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)-0.197
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)24.734
Van der Waals surface area (PSA)65.36
Number of nitrogen and oxygen atoms (#NandO)4
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
P11229CHRM1Muscarinic acetylcholine receptor M1T28893SEA
Q99720SIGMAR1Sigma opioid receptorT46360SEA
P00734F2ThrombinT94033SEA
P27487DPP4Dipeptidyl peptidase IVT31391SEA
P98170XIAPInhibitor of apoptosis protein 3T16769SEA
P08473MMENeprilysinT05409SEA
P42785PRCPLysosomal Pro-X carboxypeptidaseT20371SEA
P00747PLGPlasminogenT89034SEA
Q9UQL6HDAC5Histone deacetylase 5T07930SEA
P56524HDAC4Histone deacetylase 4T63816SEA
Q9UKV0HDAC9Histone deacetylase 9T03687SEA
P12955PEPDXaa-Pro dipeptidaseT94823SEA
O00519FAAHAnandamide amidohydrolaseT11754SEA
P35372OPRM1Mu opioid receptorT47768SEA
P41145OPRK1Kappa Opioid receptorT60693SEA
P06276BCHEButyrylcholinesteraseT99799SEA
P78536ADAM17ADAM17T82393SEA
P35270SPRSubstance-P receptorT47094SEA
P62942FKBP1AFK506-binding protein 1AT76059SEA
Q13489BIRC3Baculoviral IAP repeat-containing protein 3T35173SEA
Q13490BIRC2Baculoviral IAP repeat-containing protein 2T84780SEA
P48147PREPProlyl endopeptidaseT86161SEA
P20701ITGALIntercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2T35640SEA
Q9UHL4DPP7Dipeptidyl peptidase IIT50773SEA
P49810PSEN2Gamma-secretaseT99204SEA
P41229KDM5CLysine-specific demethylase 5CT85540SEA
P05362ICAM1Intercellular adhesion molecule-1T26203SEA
Q12884FAPFibroblast activation protein alpha (by homology)T53764SEA
Q9BYF1ACE2Angiotensin-converting enzyme 2T27889SEA
Q9UGL1KDM5BLysine-specific demethylase 5BT56871SEA
P05556ITGB1Integrin alpha2/beta1T01851SEA
Q9Y2K7KDM2ALysine-specific demethylase 2AT71949SEA
Q9Y4D2DAGLASn1-specific diacylglycerol lipase alphaT03150SEA
Q9BV23ABHD6Monoacylglycerol lipase ABHD6T81452SEA
O94925GLSGlutaminase kidney isoform, mitochondrialT86734SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
Q9UKP6UTS2RUrotensin II receptorT49072SEA
P42226STAT6Signal transducer and activator of transcription 6T20585SEA
Q08752PPIDPeptidyl-prolyl cis-trans isomerase DT52447SEA
P40189IL6STInterleukin-6 receptor subunit betaT93440SEA
O75907DGAT1Diacylglycerol O-acyltransferase 1T16688SEA
Q9UNI1CELA1Elastase 1T22839SEA
P28336NMBRNeuromedin B receptorT68887SEA
Q9UPP1PHF8Histone lysine demethylase PHF8T00933SEA
P33032MC5RMelanocortin receptor 5T95302SEA
P49768PSEN1Presenilin 1T93105SEA
P13612ITGA4Integrin alpha-4T97587SEA
Q96BI3APH1AGamma-secretaseT99840SEA
Q13546RIPK1Receptor-interacting serine/threonine-protein kinase 1T99340SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P23284PPIBCyclophilin BT25847SEA
P35499SCN4ASodium channel protein type IV alpha subunitT02546SEA
O43895XPNPEP2Xaa-Pro aminopeptidase 2T68320SEA
O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
Q6V1X1DPP8Dipeptidyl peptidase VIIIT15855SEA
Q86TI2DPP9Dipeptidyl peptidase IXT66252SEA
P32249EBI2EBV-induced G-protein coupled receptor 2T59577SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA
Q96BI3APH1AGamma-secretaseT99840SEA
P05107ITGB2Integrin beta-2T10513SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T28893DI0001Abdominal pelvic pain[ICD-11: MD81]P11229CHRM1
T28893DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P11229CHRM1
T28893DI0101Corneal disease[ICD-11: 9A76-9A78]P11229CHRM1
T28893DI0129Dystonic disorder[ICD-11: 8A02]P11229CHRM1
T28893DI0154Functional bladder disorder[ICD-11: GC50]P11229CHRM1
T28893DI0157Gastric ulcer[ICD-11: DA60]P11229CHRM1
T28893DI0166Glaucoma[ICD-11: 9C61]P11229CHRM1
T28893DI0186Hyperhidrosis[ICD-11: EE00]P11229CHRM1
T28893DI0218Irritable bowel syndrome[ICD-11: DD91]P11229CHRM1
T28893DI0331Parkinsonism[ICD-11: 8A00]P11229CHRM1
T28893DI0333Peptic ulcer[ICD-11: DA61]P11229CHRM1
T28893DI0371Sebaceous gland disorder[ICD-11: ED91]P11229CHRM1
T46360DI0105Cough[ICD-11: MD12]Q99720SIGMAR1
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
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T89034DI0030Angina pectoris[ICD-11: BA40]P00747PLG
T89034DI0052Bleeding disorder[ICD-11: GA20-GA21]P00747PLG
T89034DI0254Menopausal disorder[ICD-11: GA30]P00747PLG
T89034DI0287Myocardial infarction[ICD-11: BA41-BA43]P00747PLG
T89034DI0345Procedure injury[ICD-11: NE81]P00747PLG
T89034DI0357Pulmonary thromboembolism[ICD-11: BB00]P00747PLG
T63816DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P56524HDAC4
T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
T47768DI0013Acute pain[ICD-11: MG31]P35372OPRM1
T47768DI0059Bowel habit change[ICD-11: ME05]P35372OPRM1
T47768DI0087Chronic pain[ICD-11: MG30]P35372OPRM1
T47768DI0101Corneal disease[ICD-11: 9A76-9A78]P35372OPRM1
T47768DI0105Cough[ICD-11: MD12]P35372OPRM1
T47768DI0117Depression[ICD-11: 6A70-6A7Z]P35372OPRM1
T47768DI0124Digestive system disease[ICD-11: DE2Z]P35372OPRM1
T47768DI0218Irritable bowel syndrome[ICD-11: DD91]P35372OPRM1
T47768DI0228Large intestine motility disorder[ICD-11: DB32]P35372OPRM1
T47768DI0317Opioid use disorder[ICD-11: 6C43]P35372OPRM1
T47768DI0324Pain[ICD-11: MG30-MG3Z]P35372OPRM1
T47768DI0349Pruritus[ICD-11: EC90]P35372OPRM1
T47768DI0374Sensation disturbance[ICD-11: MB40]P35372OPRM1
T60693DI0304Non-specific cutaneous vascular symptom[ICD-11: ME64]P41145OPRK1
T60693DI0324Pain[ICD-11: MG30-MG3Z]P41145OPRK1
T60693DI0349Pruritus[ICD-11: EC90]P41145OPRK1
T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
T82393DI0062Breast cancer[ICD-11: 2C60-2C6Y]P78536ADAM17
T82393DI0366Rheumatoid arthritis[ICD-11: FA20]P78536ADAM17
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T76059DI0331Parkinsonism[ICD-11: 8A00]P62942FKBP1A
T76059DI0349Pruritus[ICD-11: EC90]P62942FKBP1A
T76059DI0413Transplant rejection[ICD-11: NE84]P62942FKBP1A
T35173DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]Q13489BIRC3
T84780DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]Q13490BIRC2
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
T35640DI0351Psoriasis[ICD-11: EA90]P20701ITGAL
T35640DI0436Visual system disease[ICD-11: 9E1Z]P20701ITGAL
T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
T26203DI0436Visual system disease[ICD-11: 9E1Z]P05362ICAM1
T53764DI0300Neutropenia[ICD-11: 4B00]Q12884FAP
T27889DI0009Acute diabete complication[ICD-11: 5A2Y]Q9BYF1ACE2
T27889DI0217Intrathoracic organs injury[ICD-11: NB32]Q9BYF1ACE2
T27889DI0356Pulmonary hypertension[ICD-11: BB01]Q9BYF1ACE2
T01851DI0060Brain cancer[ICD-11: 2A00]P05556ITGB1
T01851DI0238Lung cancer[ICD-11: 2C25]P05556ITGB1
T01851DI0365Retinopathy[ICD-11: 9B71]P05556ITGB1
T86734DI0062Breast cancer[ICD-11: 2C60-2C6Y]O94925GLS
T86734DI0231Leukaemia[ICD-11: 2A60-2B33]O94925GLS
T86734DI0361Renal cell carcinoma[ICD-11: 2C90]O94925GLS
T86734DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O94925GLS
T49072DI0037Asthma[ICD-11: CA23]Q9UKP6UTS2R
T93440DI0366Rheumatoid arthritis[ICD-11: FA20]P40189IL6ST
T16688DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]O75907DGAT1
T22839DI0024Alpha-1-antitrypsin deficiency[ICD-11: 5C5A]Q9UNI1CELA1
T22839DI0065Bronchitis[ICD-11: CA20]Q9UNI1CELA1
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T95302DI0005Acne vulgaris[ICD-11: ED80]P33032MC5R
T95302DI0371Sebaceous gland disorder[ICD-11: ED91]P33032MC5R
T93105DI0320Osteoarthritis[ICD-11: FA00-FA05]P49768PSEN1
T93105DI0380Shoulder lesion[ICD-11: FB53]P49768PSEN1
T93105DI0390Soft tissue disorder[ICD-11: FB56]P49768PSEN1
T97587DI0107Crohn disease[ICD-11: DD70]P13612ITGA4
T97587DI0275Multiple sclerosis[ICD-11: 8A40]P13612ITGA4
T97587DI0419Ulcerative colitis[ICD-11: DD71]P13612ITGA4
T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A
T99340DI0025Alzheimer disease[ICD-11: 8A20]Q13546RIPK1
T99340DI0109Cutaneous lupus erythematosus[ICD-11: EB50-EB5Z]Q13546RIPK1
T99340DI0273Motor neuron disease[ICD-11: 8B60]Q13546RIPK1
T99340DI0295Nervous system paraneoplastic/autoimmune disorder[ICD-11: 8E4A]Q13546RIPK1
T99340DI0326Pancreatic cancer[ICD-11: 2C10]Q13546RIPK1
T99340DI0351Psoriasis[ICD-11: EA90]Q13546RIPK1
T99340DI0366Rheumatoid arthritis[ICD-11: FA20]Q13546RIPK1
T99340DI0419Ulcerative colitis[ICD-11: DD71]Q13546RIPK1
T25847DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P23284PPIB
T02546DI0281Musculoskeletal disorder[ICD-11: FA00-FC0Z]P35499SCN4A
T15855DI0300Neutropenia[ICD-11: 4B00]Q6V1X1DPP8
T66252DI0300Neutropenia[ICD-11: 4B00]Q86TI2DPP9
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A
T10513DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P05107ITGB2

Copyright © 2025