1-Methyl-2-[(Z)-6-undecenyl]quinolin-4-one



Compound IDCDAMM00887
Common name1-Methyl-2-[(Z)-6-undecenyl]quinolin-4-one
IUPAC name1-methyl-2-undec-6-enylquinolin-4-one
Molecular formulaC21H29NO

Experimental data

Retention time11.99
Adduct[M+H]+
Actual mz312.234
Theoretical mz312.232
Error4.24
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.3853

Identifiers and class information

Inchi keyILAQTUNYLVMXNW-SREVYHEPSA-N
SmilesO=C1C=C(N(C=2C=CC=CC12)C)CCCCCC=CCCCC
SuperclassOrganoheterocyclic compounds
ClassQuinolines and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)1
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)9
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)311.466
Computed dipole moment(dipole)6.83
Total solvent accessible surface area (SASA)659.255
Hydrophobic component of SASA (FOSA)411.18
Hydrophilic component of SASA (FISA)55.519
Pie component of the SASA (PISA)192.556
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1183.56
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)2.5
Free energy of solvation of dipole (dip^2/V)0.0394142
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.8208
Predicted polarizability in cubic angstroms (QPpolrz)37.272
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.961
Predicted octanol/gas partition coefficient (QPlogPoct)13.495
Predicted water/gas partition coefficient (QPlogPw)3.47
Predicted octanol/water partition coefficient (QPlogPo/w)5.64
Predicted aqueous solubility (QPlogS)-5.936
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.127
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.35
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2947.26
Predicted brain/blood partition coefficient (QPlogBB)-0.528
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1591.24
Predicted skin permeability, log Kp (QPlogKp)-1
PM3 calculated ionization potential (IP(ev))8.387
PM3 calculated electron affinity (EA(eV))0.332
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)1.003
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)0
Van der Waals surface area (PSA)32.411
Number of nitrogen and oxygen atoms (#NandO)2
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
P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction
P41594GRM5Metabotropic glutamate receptor 5T99347SwissTargetPrediction
P21917DRD4Dopamine D4 receptorT24983SwissTargetPrediction
P11712CYP2C9Cytochrome P450 2C9T19244SwissTargetPrediction
P31213SRD5A2Steroid 5-alpha-reductase 2T71390SwissTargetPrediction
P34913EPHX2Epoxide hydrataseT35734SwissTargetPrediction
P41595HTR2BSerotonin 2b (5-HT2b) receptorT31204SwissTargetPrediction
P08908HTR1ASerotonin 1a (5-HT1a) receptorT78709SwissTargetPrediction
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SwissTargetPrediction
O00519FAAHAnandamide amidohydrolaseT11754SEA
Q8NER1TRPV1Vanilloid receptorT83193SwissTargetPrediction
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SwissTargetPrediction
Q16539MAPK14MAP kinase p38 alphaT65864SwissTargetPrediction
Q9Y233PDE10APhosphodiesterase 10A (by homology)T84133SwissTargetPrediction
P35270SPRSubstance-P receptorT47094SwissTargetPrediction
P30559OXTROxytocin receptor (by homology)T84486SwissTargetPrediction
P07711CTSLCathepsin LT98691SwissTargetPrediction
P32245MC4RMelanocortin receptor 4T72458SwissTargetPrediction
P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
P48147PREPProlyl endopeptidaseT86161SwissTargetPrediction
Q08499PDE4DPhosphodiesterase 4DT02001SwissTargetPrediction
P49356FNTBFarnesyl protein transferaseT13127SwissTargetPrediction
Q99685MGLLMonoglyceride lipaseT18664SwissTargetPrediction and SEA
Q15858SCN9ASodium channel protein type IX alpha subunitT12119SwissTargetPrediction
Q99572P2RX7P2X purinoceptor 7T63414SwissTargetPrediction
P25098GRK2G-protein coupled receptor kinase 2T62548SwissTargetPrediction
P40763STAT3Signal transducer and activator of transcription 3T29130SwissTargetPrediction
P48039MTNR1AMelatonin receptor 1AT97613SwissTargetPrediction
P49286MTNR1BMelatonin receptor 1BT48268SwissTargetPrediction
P34972CNR2Cannabinoid receptor 2T37693SEA
P34998CRHR1Corticotropin releasing factor receptor 1 (by homology)T45262SwissTargetPrediction
Q99835SMOSmoothened homologT66505SwissTargetPrediction
O00763ACACBAcetyl-CoA carboxylase 2T08922SwissTargetPrediction
Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
P35398RORANuclear receptor ROR-alphaT43206SEA
P27815PDE4APhosphodiesterase 4AT61744SwissTargetPrediction
P30536TSPOTranslocator protein (by homology)T75440SwissTargetPrediction
O43614HCRTR2Orexin receptor 2T69485SwissTargetPrediction
O43613HCRTR1Orexin receptor 1T73482SwissTargetPrediction
Q07343PDE4BPhosphodiesterase 4B (by homology)T10265SwissTargetPrediction
O00408PDE2APhosphodiesterase 2AT77400SwissTargetPrediction
Q15746MYLKMyosin light chain kinase, smooth muscleT97141SEA
P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
Q15759MAPK11MAP kinase p38 betaT55729SwissTargetPrediction
O95180CACNA1HVoltage-gated T-type calcium channel alpha-1H subunitT54644SwissTargetPrediction
Q9UGI6KCNN3Small conductance calcium-activated potassium channel protein 3T04388SEA
Q08493PDE4CPhosphodiesterase 4CT12081SwissTargetPrediction
P28336NMBRNeuromedin B receptorT68887SwissTargetPrediction
Q99500S1PR3Sphingosine 1-phosphate receptor Edg-3T11241SwissTargetPrediction
O60911CTSVCathepsin (V and K)T93653SwissTargetPrediction
Q9H2J7SLC6A15Sodium-dependent neutral amino acid transporter B(0)AT2T01138SwissTargetPrediction
Q00975CACNA1BVoltage-gated N-type calcium channel alpha-1B subunitT38338SwissTargetPrediction
Q92753RORBNuclear receptor ROR-betaT48812SEA
Q9H2S1KCNN2Small conductance calcium-activated potassium channel protein 2T86271SwissTargetPrediction
P04792HSPB1Heat shock protein beta-1T39921SwissTargetPrediction
Q99884SLC6A7Sodium-dependent proline transporterT54982SwissTargetPrediction
P35414APLNRApelin receptorT65783SwissTargetPrediction
Q92887CMOATMultidrug resistance-associated protein 2T61792SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
T99347DI0152Fragile X chromosome[ICD-11: LD55]P41594GRM5
T99347DI0331Parkinsonism[ICD-11: 8A00]P41594GRM5
T24983DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P21917DRD4
T24983DI0370Schizophrenia[ICD-11: 6A20]P21917DRD4
T19244DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P11712CYP2C9
T71390DI0348Prostate hyperplasia[ICD-11: GA90]P31213SRD5A2
T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
T31204DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P41595HTR2B
T31204DI0117Depression[ICD-11: 6A70-6A7Z]P41595HTR2B
T31204DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P41595HTR2B
T31204DI0354Psychotic disorder[ICD-11: 6A20-6A25]P41595HTR2B
T78709DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P08908HTR1A
T78709DI0117Depression[ICD-11: 6A70-6A7Z]P08908HTR1A
T78709DI0190Hypertension[ICD-11: BA00-BA04]P08908HTR1A
T78709DI0264Migraine[ICD-11: 8A80]P08908HTR1A
T78709DI0270Mood disorder[ICD-11: 6A60-6E23]P08908HTR1A
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
T65864DI0102Coronary atherosclerosis[ICD-11: BA52]Q16539MAPK14
T65864DI0287Myocardial infarction[ICD-11: BA41-BA43]Q16539MAPK14
T65864DI0366Rheumatoid arthritis[ICD-11: FA20]Q16539MAPK14
T65864DI0437Vitamin deficiency[ICD-11: 5B55-5B5F]Q16539MAPK14
T84133DI0079Choreiform disorder[ICD-11: 8A01]Q9Y233PDE10A
T84133DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q9Y233PDE10A
T84133DI0218Irritable bowel syndrome[ICD-11: DD91]Q9Y233PDE10A
T84133DI0370Schizophrenia[ICD-11: 6A20]Q9Y233PDE10A
T84133DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9Y233PDE10A
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T84486DI0009Acute diabete complication[ICD-11: 5A2Y]P30559OXTR
T84486DI0041Autism spectrum disorder[ICD-11: 6A02]P30559OXTR
T84486DI0340Postpartum haemorrhage[ICD-11: JA43]P30559OXTR
T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
T72458DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]P32245MC4R
T72458DI0228Large intestine motility disorder[ICD-11: DB32]P32245MC4R
T72458DI0308Obesity[ICD-11: 5B80-5B81]P32245MC4R
T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
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
T02001DI0411Tonus and reflex abnormality[ICD-11: MB47]Q08499PDE4D
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T18664DI0163General pain disorder[ICD-11: 8E43]Q99685MGLL
T18664DI0409Tic disorder[ICD-11: 8A05]Q99685MGLL
T12119DI0051Bipolar disorder[ICD-11: 6A60]Q15858SCN9A
T12119DI0087Chronic pain[ICD-11: MG30]Q15858SCN9A
T12119DI0140Extremities vasodilatation[ICD-11: EG00]Q15858SCN9A
T12119DI0163General pain disorder[ICD-11: 8E43]Q15858SCN9A
T12119DI0320Osteoarthritis[ICD-11: FA00-FA05]Q15858SCN9A
T12119DI0324Pain[ICD-11: MG30-MG3Z]Q15858SCN9A
T12119DI0358Radiculopathy[ICD-11: 8B93]Q15858SCN9A
T12119DI0415Trigeminal nerve disorder[ICD-11: 8B82]Q15858SCN9A
T63414DI0224Joint pain[ICD-11: ME82]Q99572P2RX7
T29130DI0351Psoriasis[ICD-11: EA90]P40763STAT3
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
T45262DI0394Staphylococcal/streptococcal disease[ICD-11: 1B5Y]P34998CRHR1
T66505DI0047Basal cell carcinoma[ICD-11: 2C32]Q99835SMO
T66505DI0085Chronic myelomonocytic leukaemia[ICD-11: 2A40]Q99835SMO
T66505DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q99835SMO
T08922DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O00763ACACB
T43206DI0235Liver cancer[ICD-11: 2C12]P35398RORA
T43206DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P35398RORA
T61744DI0037Asthma[ICD-11: CA23]P27815PDE4A
T75440DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P30536TSPO
T75440DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P30536TSPO
T75440DI0214Insomnia[ICD-11: 7A00-7A0Z]P30536TSPO
T75440DI0216Intentional self-harm[ICD-11: PC91]P30536TSPO
T75440DI0271Mood/affect symptom[ICD-11: MB24]P30536TSPO
T75440DI0411Tonus and reflex abnormality[ICD-11: MB47]P30536TSPO
T69485DI0214Insomnia[ICD-11: 7A00-7A0Z]O43614HCRTR2
T73482DI0117Depression[ICD-11: 6A70-6A7Z]O43613HCRTR1
T73482DI0214Insomnia[ICD-11: 7A00-7A0Z]O43613HCRTR1
T73482DI0317Opioid use disorder[ICD-11: 6C43]O43613HCRTR1
T10265DI0037Asthma[ICD-11: CA23]Q07343PDE4B
T10265DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q07343PDE4B
T10265DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q07343PDE4B
T77400DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]O00408PDE2A
T77400DI0207Indeterminate colitis[ICD-11: DD72]O00408PDE2A
T77400DI0218Irritable bowel syndrome[ICD-11: DD91]O00408PDE2A
T77400DI0270Mood disorder[ICD-11: 6A60-6E23]O00408PDE2A
T97141DI0127Duodenal ulcer[ICD-11: DA63]Q15746MYLK
T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
T55729DI0025Alzheimer disease[ICD-11: 8A20]Q15759MAPK11
T55729DI0366Rheumatoid arthritis[ICD-11: FA20]Q15759MAPK11
T54644DI0004Acidosis[ICD-11: 5C73]O95180CACNA1H
T54644DI0264Migraine[ICD-11: 8A80]O95180CACNA1H
T04388DI0285Myelopathy[ICD-11: 8B42]Q9UGI6KCNN3
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T11241DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q99500S1PR3
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T38338DI0264Migraine[ICD-11: 8A80]Q00975CACNA1B
T38338DI0305Non-thrombocytopenic purpura[ICD-11: 3B60]Q00975CACNA1B
T38338DI0324Pain[ICD-11: MG30-MG3Z]Q00975CACNA1B
T86271DI0285Myelopathy[ICD-11: 8B42]Q9H2S1KCNN2
T39921DI0037Asthma[ICD-11: CA23]P04792HSPB1
T65783DI0175Heart failure[ICD-11: BD10-BD1Z]P35414APLNR

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