Hapovine



Compound IDCDAMM01306
Common nameHapovine
IUPAC name2-pentadeca-6,9,12-trienyl-1H-quinolin-4-one
Molecular formulaC24H31NO

Experimental data

Retention time12.26
Adduct[M+K]+
Actual mz388.207
Theoretical mz388.204
Error8.61
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.6485

Identifiers and class information

Inchi keyXQRHBYYYWPSSHF-IUQGRGSQSA-N
SmilesO=C1C=C(NC=2C=CC=CC12)CCCCCC=CCC=CCC=CCC
SuperclassOrganoheterocyclic compounds
ClassQuinolines and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
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)11
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)349.515
Computed dipole moment(dipole)7.301
Total solvent accessible surface area (SASA)756.134
Hydrophobic component of SASA (FOSA)485.329
Hydrophilic component of SASA (FISA)61.943
Pie component of the SASA (PISA)208.862
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1350.15
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)2.5
Free energy of solvation of dipole (dip^2/V)0.0394815
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0033063
Globularity descriptor (glob)0.781306
Predicted polarizability in cubic angstroms (QPpolrz)42.811
Predicted hexadecane/gas partition coefficient (QPlogPC16)13.017
Predicted octanol/gas partition coefficient (QPlogPoct)16.759
Predicted water/gas partition coefficient (QPlogPw)4.882
Predicted octanol/water partition coefficient (QPlogPo/w)6.549
Predicted aqueous solubility (QPlogS)-7.375
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.905
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.067
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2561.51
Predicted brain/blood partition coefficient (QPlogBB)-0.776
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1367.37
Predicted skin permeability, log Kp (QPlogKp)-0.869
PM3 calculated ionization potential (IP(ev))8.426
PM3 calculated electron affinity (EA(eV))0.333
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)1.36
Predicted qualitative human oral absorption (HumanOralAbsorption)1
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)39.583
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)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P54289CACNA2D1Voltage-gated calcium channel alpha2/delta subunit 1 (by homology)T84316SwissTargetPrediction
P34913EPHX2Epoxide hydrataseT35734SwissTargetPrediction
P08908HTR1ASerotonin 1a (5-HT1a) receptorT78709SwissTargetPrediction
P50406HTR6Serotonin 6 (5-HT6) receptorT16691SwissTargetPrediction
P15538CYP11B1Cytochrome P450 11B1T84621SwissTargetPrediction
P19099CYP11B2Cytochrome P450 11B2T59056SwissTargetPrediction
P35968KDRVascular endothelial growth factor receptor 2T80975SwissTargetPrediction
O75469NR1I2Pregnane X receptorT82702SwissTargetPrediction
Q07869PPARAPeroxisome proliferator-activated receptor alphaT86591SwissTargetPrediction
Q03181PPARDPeroxisome proliferator-activated receptor deltaT36557SwissTargetPrediction
Q13133NR1H3LXR-alphaT52297SwissTargetPrediction
Q13547HDAC1Histone deacetylase 1T68547SwissTargetPrediction
P21731TBXA2RThromboxane A2 receptorT76198SwissTargetPrediction
P35270SPRSubstance-P receptorT47094SwissTargetPrediction
P07711CTSLCathepsin LT98691SwissTargetPrediction
P41143OPRD1Delta opioid receptorT58992SwissTargetPrediction
P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
P37231PPARGPeroxisome proliferator-activated receptor gammaT58921SwissTargetPrediction
Q9Y5Y4PTGDR2G protein-coupled receptor 44T61722SwissTargetPrediction
P49356FNTBFarnesyl protein transferaseT13127SwissTargetPrediction
P13500CCL2C-C motif chemokine 2T89988SwissTargetPrediction
P31749AKT1Serine/threonine-protein kinase AKTT67619SwissTargetPrediction
Q99685MGLLMonoglyceride lipaseT18664SwissTargetPrediction
P32246CCR1C-C chemokine receptor type 1T16016SwissTargetPrediction
P30556AGTR1Type-1 angiotensin II receptorT74456SwissTargetPrediction
P49810PSEN2Gamma-secretaseT99204SwissTargetPrediction
Q99572P2RX7P2X purinoceptor 7T63414SwissTargetPrediction
P48039MTNR1AMelatonin receptor 1AT97613SwissTargetPrediction
P49286MTNR1BMelatonin receptor 1BT48268SwissTargetPrediction
P34995PTGER1Prostanoid EP1 receptorT15497SwissTargetPrediction
P34998CRHR1Corticotropin releasing factor receptor 1 (by homology)T45262SwissTargetPrediction
O00763ACACBAcetyl-CoA carboxylase 2T08922SwissTargetPrediction
Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
P78527PRKDCDNA-dependent protein kinaseT81735SwissTargetPrediction
P27815PDE4APhosphodiesterase 4AT61744SwissTargetPrediction
P30536TSPOTranslocator protein (by homology)T75440SwissTargetPrediction
O43614HCRTR2Orexin receptor 2T69485SwissTargetPrediction
O43613HCRTR1Orexin receptor 1T73482SwissTargetPrediction
O14649KCNK3Potassium channel subfamily K member 3T15795SwissTargetPrediction
P21452TACR2Neurokinin 2 receptorT52790SwissTargetPrediction
Q02763TEKTyrosine-protein kinase TIE-2T92144SwissTargetPrediction
P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SwissTargetPrediction
P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SwissTargetPrediction
Q07343PDE4BPhosphodiesterase 4B (by homology)T10265SwissTargetPrediction
P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
P49682CXCR3C-X-C chemokine receptor type 3T25315SwissTargetPrediction
O60911CTSVCathepsin (V and K)T93653SwissTargetPrediction and SEA
P55055NR1H2LXR-betaT13714SwissTargetPrediction
Q9H2J7SLC6A15Sodium-dependent neutral amino acid transporter B(0)AT2T01138SwissTargetPrediction
P35575G6PCGlucose-6-phosphataseT85221SwissTargetPrediction
Q9UBY5LPAR3Lysophosphatidic acid receptor Edg-7T95923SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T84316DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P54289CACNA2D1
T84316DI0190Hypertension[ICD-11: BA00-BA04]P54289CACNA2D1
T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
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
T16691DI0025Alzheimer disease[ICD-11: 8A20]P50406HTR6
T16691DI0370Schizophrenia[ICD-11: 6A20]P50406HTR6
T84621DI0062Breast cancer[ICD-11: 2C60-2C6Y]P15538CYP11B1
T84621DI0108Cushing syndrome[ICD-11: 5A70]P15538CYP11B1
T59056DI0190Hypertension[ICD-11: BA00-BA04]P19099CYP11B2
T80975DI0062Breast cancer[ICD-11: 2C60-2C6Y]P35968KDR
T80975DI0095Colorectal cancer[ICD-11: 2B91]P35968KDR
T80975DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P35968KDR
T80975DI0244Malignant digestive organ neoplasm[ICD-11: 2C11]P35968KDR
T80975DI0361Renal cell carcinoma[ICD-11: 2C90]P35968KDR
T80975DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35968KDR
T80975DI0395Stomach cancer[ICD-11: 2B72]P35968KDR
T80975DI0403Thrombocytopenia[ICD-11: 3B64]P35968KDR
T80975DI0407Thyroid cancer[ICD-11: 2D10]P35968KDR
T86591DI0187Hyperlipidemia[ICD-11: 5C80]Q07869PPARA
T86591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q07869PPARA
T86591DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q07869PPARA
T36557DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]Q03181PPARD
T36557DI0308Obesity[ICD-11: 5B80-5B81]Q03181PPARD
T52297DI0117Depression[ICD-11: 6A70-6A7Z]Q13133NR1H3
T68547DI0274Multiple myeloma[ICD-11: 2A83]Q13547HDAC1
T68547DI0283Mycosis fungoides[ICD-11: 2B01]Q13547HDAC1
T76198DI0102Coronary atherosclerosis[ICD-11: BA52]P21731TBXA2R
T76198DI0121Diabetic foot ulcer[ICD-11: BD54]P21731TBXA2R
T76198DI0287Myocardial infarction[ICD-11: BA41-BA43]P21731TBXA2R
T76198DI0378Sexual dysfunction[ICD-11: HA00-HA01]P21731TBXA2R
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
T58992DI0059Bowel habit change[ICD-11: ME05]P41143OPRD1
T58992DI0218Irritable bowel syndrome[ICD-11: DD91]P41143OPRD1
T58992DI0324Pain[ICD-11: MG30-MG3Z]P41143OPRD1
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
T58921DI0009Acute diabete complication[ICD-11: 5A2Y]P37231PPARG
T58921DI0025Alzheimer disease[ICD-11: 8A20]P37231PPARG
T58921DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P37231PPARG
T61722DI0102Coronary atherosclerosis[ICD-11: BA52]Q9Y5Y4PTGDR2
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T89988DI0083Chronic kidney disease[ICD-11: GB61]P13500CCL2
T89988DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P13500CCL2
T89988DI0087Chronic pain[ICD-11: MG30]P13500CCL2
T89988DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P13500CCL2
T89988DI0252Melanoma[ICD-11: 2C30]P13500CCL2
T89988DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]P13500CCL2
T89988DI0275Multiple sclerosis[ICD-11: 8A40]P13500CCL2
T89988DI0326Pancreatic cancer[ICD-11: 2C10]P13500CCL2
T89988DI0366Rheumatoid arthritis[ICD-11: FA20]P13500CCL2
T89988DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P13500CCL2
T67619DI0062Breast cancer[ICD-11: 2C60-2C6Y]P31749AKT1
T18664DI0163General pain disorder[ICD-11: 8E43]Q99685MGLL
T18664DI0409Tic disorder[ICD-11: 8A05]Q99685MGLL
T16016DI0120Diabetes mellitus[ICD-11: 5A10]P32246CCR1
T16016DI0366Rheumatoid arthritis[ICD-11: FA20]P32246CCR1
T74456DI0137Essential hypertension[ICD-11: BA00]P30556AGTR1
T74456DI0190Hypertension[ICD-11: BA00-BA04]P30556AGTR1
T74456DI0373Secondary hypertension[ICD-11: BA04]P30556AGTR1
T74456DI0425Urinary system clinical symptom[ICD-11: MF8Y]P30556AGTR1
T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
T63414DI0224Joint pain[ICD-11: ME82]Q99572P2RX7
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T15497DI0405Thrombosis[ICD-11: DB61-GB90]P34995PTGER1
T45262DI0394Staphylococcal/streptococcal disease[ICD-11: 1B5Y]P34998CRHR1
T08922DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O00763ACACB
T81735DI0360Rectum cancer[ICD-11: 2B92]P78527PRKDC
T81735DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P78527PRKDC
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
T15795DI0309Obstructive sleep apnoea[ICD-11: 7A41]O14649KCNK3
T52790DI0218Irritable bowel syndrome[ICD-11: DD91]P21452TACR2
T92144DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q02763TEK
T92144DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]Q02763TEK
T92144DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q02763TEK
T92144DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q02763TEK
T92144DI0365Retinopathy[ICD-11: 9B71]Q02763TEK
T92144DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q02763TEK
T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
T10265DI0037Asthma[ICD-11: CA23]Q07343PDE4B
T10265DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q07343PDE4B
T10265DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q07343PDE4B
T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
T25315DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P49682CXCR3
T25315DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P49682CXCR3
T25315DI0351Psoriasis[ICD-11: EA90]P49682CXCR3
T25315DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P49682CXCR3
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T13714DI0039Atopic eczema[ICD-11: EA80]P55055NR1H2
T85221DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]P35575G6PC
T95923DI0146Fibrosis[ICD-11: GA14-GC01]Q9UBY5LPAR3
T95923DI0399Systemic sclerosis[ICD-11: 4A42]Q9UBY5LPAR3

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