3-(1H-benzimidazol-2-yl)-6-methoxy-1-benzopyran-2-imine



Compound IDCDAMM00108
Common name3-(1H-benzimidazol-2-yl)-6-methoxy-1-benzopyran-2-imine
IUPAC name3-(1H-benzimidazol-2-yl)-6-methoxychromen-2-imine
Molecular formulaC17H13N3O2

Experimental data

Retention time6.91
Adduct[M+H]+
Actual mz292.108
Theoretical mz292.108
Error0.51
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.5225

Identifiers and class information

Inchi keyCGPDLANLOXPJHX-UHFFFAOYSA-N
SmilesCOC1=CC2=C(C=C1)OC(=N)C(=C2)C3=NC4=CC=CC=C4N3
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

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)2
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)291.309
Computed dipole moment(dipole)7.336
Total solvent accessible surface area (SASA)535.602
Hydrophobic component of SASA (FOSA)92.289
Hydrophilic component of SASA (FISA)79.17
Pie component of the SASA (PISA)364.144
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)907.195
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)3.75
Free energy of solvation of dipole (dip^2/V)0.0593299
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0099016
Globularity descriptor (glob)0.846168
Predicted polarizability in cubic angstroms (QPpolrz)32.345
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.16
Predicted octanol/gas partition coefficient (QPlogPoct)16.273
Predicted water/gas partition coefficient (QPlogPw)10.205
Predicted octanol/water partition coefficient (QPlogPo/w)3.105
Predicted aqueous solubility (QPlogS)-4.264
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.693
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.758
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1758.46
Predicted brain/blood partition coefficient (QPlogBB)-0.294
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)910.564
Predicted skin permeability, log Kp (QPlogKp)-1.504
PM3 calculated ionization potential (IP(ev))8.554
PM3 calculated electron affinity (EA(eV))1.312
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)0.223
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)62.137
Number of nitrogen and oxygen atoms (#NandO)5
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
P05067APPBeta amyloid A4 proteinT87024SEA
P27338MAOBMonoamine oxidase BT83011SEA
P00747PLGPlasminogenT89034SEA
P00750PLATTissue-type plasminogen activatorT45299SEA
O96017CHEK2Serine/threonine-protein kinase Chk2T28713SEA
P24385CCND1Cyclin-dependent kinase 4/cyclin D1T12355SEA
Q9Y251HPSEHeparanaseT47623SEA
P11362FGFR1Fibroblast growth factor receptor 1T47101SEA
P00749PLAUUrokinase-type plasminogen activatorT17758SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P08236GUSBBeta-glucuronidaseT96413SEA
P01130LDLRLDL receptorT94692SEA
P42224STAT1Signal transducer and activator of transcription 1-alpha/betaT64205SEA
P20248CCNA2CDK2/Cyclin AT58470SEA
P30281CCND3Cyclin-dependent kinase 4/cyclin DT72507SEA
Q03405PLAURUrokinase plasminogen activator surface receptorT74363SEA
P51684CCR6C-C chemokine receptor type 6T63165SEA
P16885PLCG2Phospholipase C-gamma-2T93922SEA
O15427SLC16A3Monocarboxylate transporter 4T31788SEA
Q7RTX1TAS1R1Taste receptorT41263SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
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
T45299DI0052Bleeding disorder[ICD-11: GA20-GA21]P00750PLAT
T45299DI0345Procedure injury[ICD-11: NE81]P00750PLAT
T28713DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O96017CHEK2
T12355DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P24385CCND1
T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
T47101DI0095Colorectal cancer[ICD-11: 2B91]P11362FGFR1
T47101DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P11362FGFR1
T47101DI0235Liver cancer[ICD-11: 2C12]P11362FGFR1
T47101DI0403Thrombocytopenia[ICD-11: 3B64]P11362FGFR1
T17758DI0211Inherited coagulation factor deficiency[ICD-11: 3B14]P00749PLAU
T17758DI0287Myocardial infarction[ICD-11: BA41-BA43]P00749PLAU
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T96413DI0242Lysosomal disease[ICD-11: 5C56]P08236GUSB
T94692DI0238Lung cancer[ICD-11: 2C25]P01130LDLR
T64205DI0383Skin and skin-structure infection[ICD-11: 1F28-1G0Z]P42224STAT1
T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
T74363DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q03405PLAUR
T74363DI0404Thrombocytosis[ICD-11: 3B63]Q03405PLAUR
T63165DI0207Indeterminate colitis[ICD-11: DD72]P51684CCR6
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1

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