3\',4\'-dihydro-2\'H-spiro[cyclohexane-1,1\'-isoquinolin]-6\'-ol



Compound IDCDAMM00071
Common name3\',4\'-dihydro-2\'H-spiro[cyclohexane-1,1\'-isoquinolin]-6\'-ol
IUPAC namespiro[3,4-dihydro-2H-isoquinoline-1,1\'-cyclohexane]-6-ol
Molecular formulaC14H19NO

Experimental data

Retention time60.54
Adduct[M+H]+
Actual mz218.153
Theoretical mz218.154
Error3.85
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4803

Identifiers and class information

Inchi keyADGOCRQUBCGROE-UHFFFAOYSA-N
SmilesC1CCC2(CC1)C3=C(CCN2)C=C(C=C3)O
SuperclassOrganoheterocyclic compounds
ClassTetrahydroisoquinolines

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)1
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)1
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)1
Molecular weight (mol_MW)217.31
Computed dipole moment(dipole)1.317
Total solvent accessible surface area (SASA)454.398
Hydrophobic component of SASA (FOSA)288.226
Hydrophilic component of SASA (FISA)62.053
Pie component of the SASA (PISA)104.119
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)775.55
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)1.75
Free energy of solvation of dipole (dip^2/V)0.0022354
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0054465
Globularity descriptor (glob)0.898397
Predicted polarizability in cubic angstroms (QPpolrz)25.236
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.192
Predicted octanol/gas partition coefficient (QPlogPoct)11.568
Predicted water/gas partition coefficient (QPlogPw)6.375
Predicted octanol/water partition coefficient (QPlogPo/w)2.31
Predicted aqueous solubility (QPlogS)-2.271
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.076
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.399
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)637.318
Predicted brain/blood partition coefficient (QPlogBB)0.389
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)336.327
Predicted skin permeability, log Kp (QPlogKp)-4.263
PM3 calculated ionization potential (IP(ev))9.116
PM3 calculated electron affinity (EA(eV))-0.154
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)0.225
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)90.663
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)33.481
Number of nitrogen and oxygen atoms (#NandO)2
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
Q92731ESR2Estrogen receptor betaT80896SEA
P03372ESR1Estrogen receptor alphaT02506SEA
P21918DRD5Dopamine D5 receptorT46828SEA
P41143OPRD1Delta opioid receptorT58992SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
T46828DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P21918DRD5
T58992DI0059Bowel habit change[ICD-11: ME05]P41143OPRD1
T58992DI0218Irritable bowel syndrome[ICD-11: DD91]P41143OPRD1
T58992DI0324Pain[ICD-11: MG30-MG3Z]P41143OPRD1

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