Cotinine



Compound IDCDAMM00967
Common nameCotinine
IUPAC name1-methyl-5-pyridin-3-ylpyrrolidin-2-one
Molecular formulaC10H12N2O

Experimental data

Retention time0.44
Adduct[M+K]+
Actual mz215.057
Theoretical mz215.058
Error5.85
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9062

Identifiers and class information

Inchi keyUIKROCXWUNQSPJ-UHFFFAOYNA-N
SmilesO=C1N(C)C(C=2C=NC=CC2)CC1
SuperclassOrganoheterocyclic compounds
ClassPyridines and 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)1
Number of rotatable bonds (#rotor)0
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)176.218
Computed dipole moment(dipole)3.173
Total solvent accessible surface area (SASA)402.502
Hydrophobic component of SASA (FOSA)177.358
Hydrophilic component of SASA (FISA)79.757
Pie component of the SASA (PISA)145.387
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)653.418
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)4.5
Free energy of solvation of dipole (dip^2/V)0.0154057
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.904742
Predicted polarizability in cubic angstroms (QPpolrz)21.384
Predicted hexadecane/gas partition coefficient (QPlogPC16)5.962
Predicted octanol/gas partition coefficient (QPlogPoct)9.158
Predicted water/gas partition coefficient (QPlogPw)9.569
Predicted octanol/water partition coefficient (QPlogPo/w)0.359
Predicted aqueous solubility (QPlogS)-0.184
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.552
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.392
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)842.853
Predicted brain/blood partition coefficient (QPlogBB)-0.086
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)898.025
Predicted skin permeability, log Kp (QPlogKp)-2.477
PM3 calculated ionization potential (IP(ev))9.552
PM3 calculated electron affinity (EA(eV))0.421
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-1.011
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)81.414
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)39.423
Van der Waals surface area (PSA)44.889
Number of nitrogen and oxygen atoms (#NandO)3
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
P43681CHRNA4Neuronal acetylcholine receptor; alpha4/beta2T70967SwissTargetPrediction and SEA
P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SEA
P32297CHRNA3Neuronal acetylcholine receptor; alpha3/beta4T74166SwissTargetPrediction and SEA
P11509CYP2A6Cytochrome P450 2A6T06455SEA
P15538CYP11B1Cytochrome P450 11B1T84621SEA
P19099CYP11B2Cytochrome P450 11B2T59056SEA
P18405SRD5A1Steroid 5-alpha-reductase 1T70309SEA
P05093CYP17A1Cytochrome P450 17A1T89041SEA
Q16647PTGISProstaglandin I2 synthaseT83979SEA
P32418SLC8A1Sodium/calcium exchanger 1T07775SEA
P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
O00255MEN1MeninT17485SEA
P30926CHRNB4Neuronal acetylcholine receptor; alpha2/beta4T73724SwissTargetPrediction and SEA
Q15822CHRNA2Neuronal acetylcholine receptor; alpha2/beta2T55815SwissTargetPrediction and SEA
P17787CHRNB2Nicotinic acetylcholine receptor alpha2/beta2T82543SEA
P24557TBXAS1Thromboxane-A synthaseT78356SEA
P02708CHRNA1Neuronal acetylcholine receptor alpha-1T04689SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T70967DI0029Aneurysm/dissection[ICD-11: BD50]P43681CHRNA4
T70967DI0191Hypertensive crisis[ICD-11: BA03]P43681CHRNA4
T70967DI0196Hypotension[ICD-11: BA20-BA21]P43681CHRNA4
T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
T74166DI0105Cough[ICD-11: MD12]P32297CHRNA3
T06455DI0283Mycosis fungoides[ICD-11: 2B01]P11509CYP2A6
T06455DI0351Psoriasis[ICD-11: EA90]P11509CYP2A6
T84621DI0062Breast cancer[ICD-11: 2C60-2C6Y]P15538CYP11B1
T84621DI0108Cushing syndrome[ICD-11: 5A70]P15538CYP11B1
T59056DI0190Hypertension[ICD-11: BA00-BA04]P19099CYP11B2
T70309DI0347Prostate disease[ICD-11: GA91]P18405SRD5A1
T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
T17485DI0012Acute myeloid leukaemia[ICD-11: 2A60]O00255MEN1
T17485DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]O00255MEN1
T73724DI0301Nicotine use disorder[ICD-11: 6C4A]P30926CHRNB4
T55815DI0101Corneal disease[ICD-11: 9A76-9A78]Q15822CHRNA2
T55815DI0117Depression[ICD-11: 6A70-6A7Z]Q15822CHRNA2
T55815DI0166Glaucoma[ICD-11: 9C61]Q15822CHRNA2
T55815DI0301Nicotine use disorder[ICD-11: 6C4A]Q15822CHRNA2
T55815DI0411Tonus and reflex abnormality[ICD-11: MB47]Q15822CHRNA2
T82543DI0301Nicotine use disorder[ICD-11: 6C4A]P17787CHRNB2
T78356DI0030Angina pectoris[ICD-11: BA40]P24557TBXAS1
T04689DI0411Tonus and reflex abnormality[ICD-11: MB47]P02708CHRNA1

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