N-(4-carbamoylphenyl)-7,8-dimethoxy-1-oxo-1H-isothiochromene-3-carboxamide



Compound IDCDAMM00164
Common nameN-(4-carbamoylphenyl)-7,8-dimethoxy-1-oxo-1H-isothiochromene-3-carboxamide
IUPAC nameN-(4-carbamoylphenyl)-7,8-dimethoxy-1-oxoisothiochromene-3-carboxamide
Molecular formulaC19H16N2O5S

Experimental data

Retention time21.75
Adduct[M+H]+
Actual mz385.086
Theoretical mz385.085
Error1.14
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.4406

Identifiers and class information

Inchi keyBASPJLZESUZOIQ-UHFFFAOYSA-N
SmilesCOC1=C(C2=C(C=C1)C=C(SC2=O)C(=O)NC3=CC=C(C=C3)C(=O)N)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)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)384.406
Computed dipole moment(dipole)9.851
Total solvent accessible surface area (SASA)644.885
Hydrophobic component of SASA (FOSA)168.752
Hydrophilic component of SASA (FISA)198.419
Pie component of the SASA (PISA)243.578
Weakly polar component of the SASA (WPSA)34.136
Total solvent accesible volume (volume)1128.33
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)8.5
Free energy of solvation of dipole (dip^2/V)0.0860123
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0228295
Globularity descriptor (glob)0.812779
Predicted polarizability in cubic angstroms (QPpolrz)38.117
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.724
Predicted octanol/gas partition coefficient (QPlogPoct)23.078
Predicted water/gas partition coefficient (QPlogPw)15.953
Predicted octanol/water partition coefficient (QPlogPo/w)1.672
Predicted aqueous solubility (QPlogS)-4.399
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.574
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.723
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)130.104
Predicted brain/blood partition coefficient (QPlogBB)-1.657
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)83.946
Predicted skin permeability, log Kp (QPlogKp)-3.838
PM3 calculated ionization potential (IP(ev))9.029
PM3 calculated electron affinity (EA(eV))1.461
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.157
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)74.577
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)129.59
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
Q14833GRM4Metabotropic glutamate receptor 4T99402SEA
Q9NTG7SIRT3NAD-dependent deacetylase sirtuin 3T91959SEA
P27338MAOBMonoamine oxidase BT83011SEA
P00747PLGPlasminogenT89034SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P35968KDRVascular endothelial growth factor receptor 2T80975SEA
P36888FLT3Tyrosine-protein kinase receptor FLT3T74312SEA
O14965AURKASerine/threonine-protein kinase Aurora-AT87675SEA
P00750PLATTissue-type plasminogen activatorT45299SEA
P10721KITStem cell growth factor receptorT57700SEA
P06870KLK1Kallikrein 1T40000SEA
Q9Y251HPSEHeparanaseT47623SEA
P23443RPS6KB1Ribosomal protein S6 kinase 1T94479SEA
P07333CSF1RMacrophage colony stimulating factor receptorT20333SEA
P06737PYGLLiver glycogen phosphorylaseT19184SEA
P16591FERTyrosine-protein kinase FERT16993SEA
P00749PLAUUrokinase-type plasminogen activatorT17758SEA
Q96GD4AURKBSerine/threonine-protein kinase Aurora-BT46781SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
O14649KCNK3Potassium channel subfamily K member 3T15795SEA
Q9NPC2KCNK9Potassium channel subfamily K member 9T57613SEA
P43490NAMPTNicotinamide phosphoribosyltransferaseT54582SEA
P16234PDGFRAPlatelet-derived growth factor receptorT53524SEA
O75582RPS6KA5Ribosomal protein S6 kinase alpha 5T50224SEA
P42224STAT1Signal transducer and activator of transcription 1-alpha/betaT64205SEA
Q92523CPT1BCarnitine O-palmitoyltransferase 1, muscle isoform (by homology)T75888SEA
P06858LPLLipoprotein lipase (by homology)T28692SEA
P22413ENPP1Ectonucleotide pyrophosphatase/phosphodiesterase family member 1T63194SEA
Q9Y337KLK5Kallikrein 5T11808SEA
Q04756HGFACHepatocyte growth factor activatorT38584SEA
Q9P0U3SENP1Sentrin-specific protease 1T96435SEA
Q9UKE5TNIKTRAF2- and NCK-interacting kinaseT72534SEA
Q9H8M2BRD9Bromodomain-containing protein 9T46216SEA
P49862KLK7Kallikrein-7T79155SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA
P10323ACRAcrosinT24595SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T99402DI0331Parkinsonism[ICD-11: 8A00]Q14833GRM4
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
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
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
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
T74312DI0012Acute myeloid leukaemia[ICD-11: 2A60]P36888FLT3
T74312DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P36888FLT3
T74312DI0095Colorectal cancer[ICD-11: 2B91]P36888FLT3
T74312DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P36888FLT3
T74312DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P36888FLT3
T74312DI0248Mastocytosis[ICD-11: 2A21]P36888FLT3
T74312DI0250Mature B-cell lymphoma[ICD-11: 2A85]P36888FLT3
T74312DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P36888FLT3
T87675DI0009Acute diabete complication[ICD-11: 5A2Y]O14965AURKA
T87675DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14965AURKA
T45299DI0052Bleeding disorder[ICD-11: GA20-GA21]P00750PLAT
T45299DI0345Procedure injury[ICD-11: NE81]P00750PLAT
T57700DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P10721KIT
T57700DI0095Colorectal cancer[ICD-11: 2B91]P10721KIT
T57700DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P10721KIT
T57700DI0250Mature B-cell lymphoma[ICD-11: 2A85]P10721KIT
T57700DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P10721KIT
T57700DI0361Renal cell carcinoma[ICD-11: 2C90]P10721KIT
T57700DI0403Thrombocytopenia[ICD-11: 3B64]P10721KIT
T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
T94479DI0025Alzheimer disease[ICD-11: 8A20]P23443RPS6KB1
T94479DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P23443RPS6KB1
T94479DI0419Ulcerative colitis[ICD-11: DD71]P23443RPS6KB1
T20333DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P07333CSF1R
T17758DI0211Inherited coagulation factor deficiency[ICD-11: 3B14]P00749PLAU
T17758DI0287Myocardial infarction[ICD-11: BA41-BA43]P00749PLAU
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
T15795DI0309Obstructive sleep apnoea[ICD-11: 7A41]O14649KCNK3
T54582DI0231Leukaemia[ICD-11: 2A60-2B33]P43490NAMPT
T54582DI0241Lymphoma[ICD-11: 2A80-2A86]P43490NAMPT
T54582DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P43490NAMPT
T53524DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P16234PDGFRA
T53524DI0225Kaposi sarcoma[ICD-11: 2B57]P16234PDGFRA
T53524DI0403Thrombocytopenia[ICD-11: 3B64]P16234PDGFRA
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
T28692DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P06858LPL
T63194DI0350Pseudoxanthoma elasticumICD-11: EC40P22413ENPP1
T63194DI0438Vitamin/non-protein cofactor absorption/transport disorderICD-11: 5C63P22413ENPP1
T46216DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q9H8M2BRD9
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1

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