N-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-thiazol-2-yl]-3,4-dimethoxybenzamide



Compound IDCDAMM00173
Common nameN-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-thiazol-2-yl]-3,4-dimethoxybenzamide
IUPAC nameN-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-thiazol-2-yl]-3,4-dimethoxybenzamide
Molecular formulaC20H18N2O5S

Experimental data

Retention time16.9
Adduct[M+H]+
Actual mz399.101
Theoretical mz399.101
Error0.22
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.3415

Identifiers and class information

Inchi keyYFJPUTNKQMTJSS-UHFFFAOYSA-N
SmilesCOC1=C(C=C(C=C1)C(=O)NC2=NC(=CS2)C3=CC4=C(C=C3)OCCO4)OC
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)0
Number of rotatable bonds (#rotor)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)398.433
Computed dipole moment(dipole)3.437
Total solvent accessible surface area (SASA)664.757
Hydrophobic component of SASA (FOSA)306.672
Hydrophilic component of SASA (FISA)50.47
Pie component of the SASA (PISA)256.441
Weakly polar component of the SASA (WPSA)51.174
Total solvent accesible volume (volume)1171
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)7
Free energy of solvation of dipole (dip^2/V)0.0100898
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0105302
Globularity descriptor (glob)0.80824
Predicted polarizability in cubic angstroms (QPpolrz)40.59
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.851
Predicted octanol/gas partition coefficient (QPlogPoct)18.583
Predicted water/gas partition coefficient (QPlogPw)10.902
Predicted octanol/water partition coefficient (QPlogPo/w)3.839
Predicted aqueous solubility (QPlogS)-5.372
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.642
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.858
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3290.76
Predicted brain/blood partition coefficient (QPlogBB)-0.067
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3418.36
Predicted skin permeability, log Kp (QPlogKp)-1.162
PM3 calculated ionization potential (IP(ev))8.634
PM3 calculated electron affinity (EA(eV))0.95
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)0.247
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)78.923
Number of nitrogen and oxygen atoms (#NandO)7
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
Q9GZV3SLC5A7High-affinity choline transporter (by homology)T83143SEA
P29274ADORA2AAdenosine A2a receptorT77365SEA
P30542ADORA1Adenosine A1 receptorT92072SEA
Q07820MCL1Induced myeloid leukemia cell differentiation protein Mcl-1T14912SEA
P0DMS8ADORA3Adenosine A3 receptorT36059SEA
P21397MAOAMonoamine oxidase AT83875SEA
P06239LCKTyrosine-protein kinase LCKT12499SEA
P43405SYKTyrosine-protein kinase SYKT62431SEA
P27338MAOBMonoamine oxidase BT83011SEA
P29275ADORA2BAdenosine A2b receptorT86679SEA
Q9UKV0HDAC9Histone deacetylase 9T03687SEA
Q92769HDAC2Histone deacetylase 2T51191SEA
Q99705MCHR1Melanin-concentrating hormone receptor 1T09572SEA
P35968KDRVascular endothelial growth factor receptor 2T80975SEA
P49137MAPKAPK2MAP kinase-activated protein kinase 2T21307SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P00519ABL1Tyrosine-protein kinase ABLT63505SEA
P55072VCPTransitional endoplasmic reticulum ATPaseT12646SEA
O14965AURKASerine/threonine-protein kinase Aurora-AT87675SEA
P25105PTAFRPlatelet activating factor receptorT87023SEA
P00750PLATTissue-type plasminogen activatorT45299SEA
O00767SCDAcyl-CoA desaturaseT10897SEA
Q08499PDE4DPhosphodiesterase 4DT02001SEA
O75116ROCK2Rho-associated protein kinase 2T06093SEA
P49841GSK3BGlycogen synthase kinase-3 betaT70977SEA
P10276RARARetinoic acid receptor alphaT94085SEA
O96017CHEK2Serine/threonine-protein kinase Chk2T28713SEA
P08581METHepatocyte growth factor receptorT40474SEA
P36897TGFBR1TGF-beta receptor type IT53389SEA
Q15078CDK5R1Cyclin-dependent kinase 5/CDK5 activator 1T09513SEA
P49759CLK1Dual specificty protein kinase CLK1T46685SEA
Q9Y251HPSEHeparanaseT47623SEA
P43115PTGER3Prostanoid EP3 receptorT85467SEA
P42892ECE1Endothelin-converting enzyme 1T50970SEA
P62136PPP1CASerine/threonine protein phosphatase PP1-alpha catalytic subunitT59845SEA
Q9HAZ1CLK4Dual specificity protein kinase CLK4T98225SEA
P25101EDNRAEndothelin receptor ET-AT23499SEA
P10619CTSALysosomal protective proteinT37154SEA
P48736PIK3CGPI3-kinase p110-gamma subunitT95913SEA
P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SEA
O14976GAKSerine or threonine-protein kinase GAKT00043SEA
P68400CSNK2A1Casein kinase II alphaT51565SEA
P19784CSNK2A2Casein kinase II alpha (prime)T80526SEA
P00749PLAUUrokinase-type plasminogen activatorT17758SEA
P15056BRAFSerine/threonine-protein kinase B-rafT99089SEA
Q96GD4AURKBSerine/threonine-protein kinase Aurora-BT46781SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P24530EDNRBEndothelin receptor ET-BT92828SEA
Q13507TRPC3Short transient receptor potential channel 3T25861SEA
P35557GCKHexokinase type IVT87166SEA
P16234PDGFRAPlatelet-derived growth factor receptorT53524SEA
Q9Y2T6GPR55G-protein coupled receptor 55T87670SEA
P13569CFTRCystic fibrosis transmembrane conductance regulatorT55654SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
P51451BLKTyrosine-protein kinase BLKT74307SEA
P07948LYNTyrosine-protein kinase LynT68163SEA
Q13464ROCK1Rho-associated protein kinase 1T51282SEA
P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA
P42224STAT1Signal transducer and activator of transcription 1-alpha/betaT64205SEA
P06730EIF4EEukaryotic translation initation factor (by homology)T31186SEA
P09769FGRTyrosine-protein kinase FGRT49925SEA
Q92523CPT1BCarnitine O-palmitoyltransferase 1, muscle isoform (by homology)T75888SEA
Q08493PDE4CPhosphodiesterase 4CT12081SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q9HBA0TRPV4Transient receptor potential cation channel subfamily V member 4T64213SEA
P29322EPHA8Ephrin type-A receptor 8T58266SEA
P22413ENPP1Ectonucleotide pyrophosphatase/phosphodiesterase family member 1T63194SEA
P37173TGFBR2TGF-beta receptor type IIT49989SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P51787KCNQ1Voltage-gated potassium channel subunit Kv7.1T49526SEA
P04792HSPB1Heat shock protein beta-1T39921SEA
P48546GIPRGastric inhibitory polypeptide receptorT41750SEA
Q9H2G2SLKSerine/threonine-protein kinase 2T57307SEA
Q9UEE5STK17ASerine/threonine-protein kinase 17AT91323SEA
P42684ABL2Tyrosine-protein kinase ABL2T83009SEA
P04156PRNPPrion proteinT08722SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA
P51843NR0B1Orphan nuclear receptor DAX-1T23191SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P10809HSPD1Mitochondrial matrix protein P1T11283SEA
P55011SLC12A2Na-K-Cl cotransporterT85581SEA
Q9NXA8SIRT5NAD-dependent deacetylase sirtuin-5T91940SEA
P10323ACRAcrosinT24595SEA
Q15569TESK1Testis-specific kinase 1T49542SEA
P40238MPLThrombopoietin receptorT16156SEA
O15075DCLK1Doublecortin-like kinase 1T42447SEA
Q9NYE9HCCS4MLK-related kinaseT97821SEA
Q9H4A3WNK1Serine/threonine-protein kinase WNK1T52638SEA
Q96LD8SENP8Deneddylase-1T13928SEA
Q5XXA6DOG1Calcium-dependent chloride channel anoctaminT05089SEA
O60755GALR3Galanin receptorT98494SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
T14912DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q07820MCL1
T14912DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q07820MCL1
T14912DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q07820MCL1
T14912DI0252Melanoma[ICD-11: 2C30]Q07820MCL1
T14912DI0274Multiple myeloma[ICD-11: 2A83]Q07820MCL1
T14912DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q07820MCL1
T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T12499DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P06239LCK
T62431DI0403Thrombocytopenia[ICD-11: 3B64]P43405SYK
T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
T86679DI0180Herpes simplex infection[ICD-11: 1F00]P29275ADORA2B
T86679DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P29275ADORA2B
T51191DI0241Lymphoma[ICD-11: 2A80-2A86]Q92769HDAC2
T51191DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92769HDAC2
T09572DI0308Obesity[ICD-11: 5B80-5B81]Q99705MCHR1
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
T21307DI0011Acute laryngitis/tracheitis[ICD-11: CA05]P49137MAPKAPK2
T21307DI0181Hidradenitis suppurativa[ICD-11: ED92]P49137MAPKAPK2
T21307DI0269Monogenic autoinflammatory syndrome[ICD-11: 4A60]P49137MAPKAPK2
T21307DI0334Peritoneal cancer[ICD-11: 2C51]P49137MAPKAPK2
T21307DI0352Psoriatic arthritis[ICD-11: FA21]P49137MAPKAPK2
T21307DI0366Rheumatoid arthritis[ICD-11: FA20]P49137MAPKAPK2
T21307DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P49137MAPKAPK2
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T63505DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00519ABL1
T63505DI0220Ischemia[ICD-11: 8B10-8B11]P00519ABL1
T63505DI0250Mature B-cell lymphoma[ICD-11: 2A85]P00519ABL1
T63505DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00519ABL1
T12646DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55072VCP
T12646DI0274Multiple myeloma[ICD-11: 2A83]P55072VCP
T12646DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55072VCP
T12646DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P55072VCP
T87675DI0009Acute diabete complication[ICD-11: 5A2Y]O14965AURKA
T87675DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14965AURKA
T87023DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P25105PTAFR
T45299DI0052Bleeding disorder[ICD-11: GA20-GA21]P00750PLAT
T45299DI0345Procedure injury[ICD-11: NE81]P00750PLAT
T10897DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O00767SCD
T02001DI0411Tonus and reflex abnormality[ICD-11: MB47]Q08499PDE4D
T06093DI0168Graft-versus-host disease[ICD-11: 4B24]O75116ROCK2
T70977DI0288Myotonic disorder[ICD-11: 8C71]P49841GSK3B
T94085DI0025Alzheimer disease[ICD-11: 8A20]P10276RARA
T94085DI0251Mature T-cell lymphoma[ICD-11: 2A90]P10276RARA
T28713DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O96017CHEK2
T40474DI0238Lung cancer[ICD-11: 2C25]P08581MET
T40474DI0303Non-small-cell lung cancer[ICD-11: 2C25]P08581MET
T40474DI0407Thyroid cancer[ICD-11: 2D10]P08581MET
T53389DI0035Arterial occlusive disease[ICD-11: BD40]P36897TGFBR1
T53389DI0238Lung cancer[ICD-11: 2C25]P36897TGFBR1
T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
T85467DI0166Glaucoma[ICD-11: 9C61]P43115PTGER3
T85467DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P43115PTGER3
T85467DI0414Transplanted organ/tissue[ICD-11: QB63]P43115PTGER3
T59845DI0268Molluscum contagiosum[ICD-11: 1E76]P62136PPP1CA
T23499DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25101EDNRA
T23499DI0356Pulmonary hypertension[ICD-11: BB01]P25101EDNRA
T23499DI0425Urinary system clinical symptom[ICD-11: MF8Y]P25101EDNRA
T37154DI0009Acute diabete complication[ICD-11: 5A2Y]P10619CTSA
T95913DI0151Follicular lymphoma[ICD-11: 2A80]P48736PIK3CG
T95913DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P48736PIK3CG
T95913DI0249Mature B-cell leukaemia[ICD-11: 2A82]P48736PIK3CG
T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
T00043DI0366Rheumatoid arthritis[ICD-11: FA20]O14976GAK
T51565DI0104Coronavirus infection[ICD-11: 1D92]P68400CSNK2A1
T51565DI0235Liver cancer[ICD-11: 2C12]P68400CSNK2A1
T51565DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P68400CSNK2A1
T17758DI0211Inherited coagulation factor deficiency[ICD-11: 3B14]P00749PLAU
T17758DI0287Myocardial infarction[ICD-11: BA41-BA43]P00749PLAU
T99089DI0252Melanoma[ICD-11: 2C30]P15056BRAF
T46781DI0009Acute diabete complication[ICD-11: 5A2Y]Q96GD4AURKB
T46781DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q96GD4AURKB
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T92828DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P24530EDNRB
T92828DI0356Pulmonary hypertension[ICD-11: BB01]P24530EDNRB
T87166DI0009Acute diabete complication[ICD-11: 5A2Y]P35557GCK
T87166DI0120Diabetes mellitus[ICD-11: 5A10]P35557GCK
T87166DI0308Obesity[ICD-11: 5B80-5B81]P35557GCK
T87166DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P35557GCK
T53524DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P16234PDGFRA
T53524DI0225Kaposi sarcoma[ICD-11: 2B57]P16234PDGFRA
T53524DI0403Thrombocytopenia[ICD-11: 3B64]P16234PDGFRA
T87670DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q9Y2T6GPR55
T55654DI0110Cystic fibrosis[ICD-11: CA25]P13569CFTR
T55654DI0217Intrathoracic organs injury[ICD-11: NB32]P13569CFTR
T55654DI0435Viral intestinal infection[ICD-11: 1A2Z]P13569CFTR
T68163DI0281Musculoskeletal disorder[ICD-11: FA00-FC0Z]P07948LYN
T68163DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P07948LYN
T51282DI0166Glaucoma[ICD-11: 9C61]Q13464ROCK1
T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
T64205DI0383Skin and skin-structure infection[ICD-11: 1F28-1G0Z]P42224STAT1
T75888DI0030Angina pectoris[ICD-11: BA40]Q92523CPT1B
T75888DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q92523CPT1B
T75888DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q92523CPT1B
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T64213DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q9HBA0TRPV4
T64213DI0175Heart failure[ICD-11: BD10-BD1Z]Q9HBA0TRPV4
T64213DI0183Hodgkin lymphoma[ICD-11: 2B30]Q9HBA0TRPV4
T63194DI0350Pseudoxanthoma elasticumICD-11: EC40P22413ENPP1
T63194DI0438Vitamin/non-protein cofactor absorption/transport disorderICD-11: 5C63P22413ENPP1
T49989DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P37173TGFBR2
T49526DI0190Hypertension[ICD-11: BA00-BA04]P51787KCNQ1
T39921DI0037Asthma[ICD-11: CA23]P04792HSPB1
T41750DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P48546GIPR
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T11283DI0120Diabetes mellitus[ICD-11: 5A10]P10809HSPD1
T85581DI0175Heart failure[ICD-11: BD10-BD1Z]P55011SLC12A2
T16156DI0403Thrombocytopenia[ICD-11: 3B64]P40238MPL
T05089DI0167Gout[ICD-11: FA25]Q5XXA6DOG1
T05089DI0435Viral intestinal infection[ICD-11: 1A2Z]Q5XXA6DOG1
T98494DI0265Mild neurocognitive disorder[ICD-11: 6D71]O60755GALR3

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