Compound ID	CDAMM00360
Common name	Pipernonaline
IUPAC name	(2E,8E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnona-2,8-dien-1-one
Molecular formula	C₂₁H₂₇NO₃

Experimental data

Retention time	44.349
Adduct	[M+H]+
Actual mz	342.206
Theoretical mz	342.206
Error	0.29
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.7

Identifiers and class information

Inchi key	PKLGRWSJBLGIBF-JMQWPVDRSA-N
Smiles	O=C(C=CCCCCC=CC1=CC=C2OCOC2=C1)N3CCCCC3
Superclass	Organoheterocyclic compounds
Class	Benzodioxoles

Plant source

Plumbago zeylanica Linn.

External sources

HMDB ID	HMDB0030339
KNApSAcK ID
FooDB ID	FDB002182
DrugBank ID
ChEBI ID
Pubchem Compound ID	9974595
PlantCyc ID
UNPD ID	UNPD140346
Coconut ID
LipidMAPS ID
NANPDB ID

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)	7
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	341.449
Computed dipole moment(dipole)	3.584
Total solvent accessible surface area (SASA)	687.489
Hydrophobic component of SASA (FOSA)	482.932
Hydrophilic component of SASA (FISA)	38.873
Pie component of the SASA (PISA)	165.684
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1200.57
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	4.5
Free energy of solvation of dipole (dip^2/V)	0.0106984
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.794616
Predicted polarizability in cubic angstroms (QPpolrz)	38.98
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.846
Predicted octanol/gas partition coefficient (QPlogPoct)	14.616
Predicted water/gas partition coefficient (QPlogPw)	5.653
Predicted octanol/water partition coefficient (QPlogPo/w)	4.861
Predicted aqueous solubility (QPlogS)	-5.749
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.747
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.645
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	4239.07
Predicted brain/blood partition coefficient (QPlogBB)	-0.269
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2356.98
Predicted skin permeability, log Kp (QPlogKp)	-0.98
PM3 calculated ionization potential (IP(ev))	8.754
PM3 calculated electron affinity (EA(eV))	0.317
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	0.602
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)	47.108
Number of nitrogen and oxygen atoms (#NandO)	4
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
Q8NER1	TRPV1	Vanilloid receptor	T83193	SEA
P20701	ITGAL	Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2	T35640	SEA
P05362	ICAM1	Intercellular adhesion molecule-1	T26203	SEA
Q15078	CDK5R1	Cyclin-dependent kinase 5/CDK5 activator 1	T09513	SEA
Q00535	CDK5	Cyclin-dependent kinase 5/CDK5 activator 1	T20973	SEA
O75908	SOAT2	Acyl coenzyme A:cholesterol acyltransferase 2	T14463	SwissTargetPrediction
O60344	ECE2	Endothelin-converting enzyme 2	T16799	SEA
Q92630	DYRK2	Dual-specificity tyrosine-phosphorylation regulated kinase 2	T39486	SEA
P32249	EBI2	EBV-induced G-protein coupled receptor 2	T59577	SEA
Q7RTX1	TAS1R1	Taste receptor	T41263	SEA
Q15717	ELAVL1	ELAV-like protein 1	T78349	SEA
P05107	ITGB2	Integrin beta-2	T10513	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83193	DI0163	General pain disorder	[ICD-11: 8E43]	Q8NER1	TRPV1
T35640	DI0351	Psoriasis	[ICD-11: EA90]	P20701	ITGAL
T35640	DI0436	Visual system disease	[ICD-11: 9E1Z]	P20701	ITGAL
T26203	DI0436	Visual system disease	[ICD-11: 9E1Z]	P05362	ICAM1
T20973	DI0308	Obesity	[ICD-11: 5B80-5B81]	Q00535	CDK5
T14463	DI0017	Adrenal cancer	[ICD-11: 2D11]	O75908	SOAT2
T41263	DI0078	Cholera	[ICD-11: 1A00]	Q7RTX1	TAS1R1
T10513	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P05107	ITGB2