Compound ID	CDAMM00501
Common name	Alamarine
IUPAC name	2-hydroxy-12-(1-hydroxyethyl)-3-methoxy-5,6-dihydroisoquinolino[2,1-b][2,7]naphthyridin-8-one
Molecular formula	C₁₉H₁₈N₂O₄

Experimental data

Retention time	12.27
Adduct	[M+H]+
Actual mz	339.134
Theoretical mz	339.134
Error	0.66
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	8.5008

Identifiers and class information

Inchi key	HDIPTJUHEOGXQC-UEQNJFAPNA-N
Smiles	O=C1C2=CN=CC(=C2C=C3C=4C=C(O)C(OC)=CC4CCN13)C(O)C
Superclass	Organoheterocyclic compounds
Class	Diazanaphthalenes

Plant source

Piper longum L.

Piper retrofractum Vahl

External sources

HMDB ID
KNApSAcK ID	C00001794
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:2534
Pubchem Compound ID	5089477
PlantCyc ID
UNPD ID	UNPD155933
Coconut ID	CNP0135203
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)	4
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	338.362
Computed dipole moment(dipole)	6.173
Total solvent accessible surface area (SASA)	586.726
Hydrophobic component of SASA (FOSA)	264.99
Hydrophilic component of SASA (FISA)	169.379
Pie component of the SASA (PISA)	152.356
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1035.34
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	7.7
Free energy of solvation of dipole (dip^2/V)	0.0368006
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0185597
Globularity descriptor (glob)	0.843563
Predicted polarizability in cubic angstroms (QPpolrz)	34.167
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.549
Predicted octanol/gas partition coefficient (QPlogPoct)	18.795
Predicted water/gas partition coefficient (QPlogPw)	12.951
Predicted octanol/water partition coefficient (QPlogPo/w)	1.529
Predicted aqueous solubility (QPlogS)	-3.705
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.014
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.79
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	245.288
Predicted brain/blood partition coefficient (QPlogBB)	-1.264
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	108.308
Predicted skin permeability, log Kp (QPlogKp)	-3.72
PM3 calculated ionization potential (IP(ev))	8.781
PM3 calculated electron affinity (EA(eV))	1.068
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-0.171
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	78.671
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)	93.538
Number of nitrogen and oxygen atoms (#NandO)	6
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
P21728	DRD1	Dopamine D1 receptor	T22118	SEA
Q9NQS5	GPR84	G-protein coupled receptor 84	T98091	SEA
Q9NXA8	SIRT5	NAD-dependent deacetylase sirtuin-5	T91940	SEA
O15439	ABCC4	Multidrug resistance protein 4	T39919	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T22118	DI0003	Abortion	[ICD-11: JA00]	P21728	DRD1
T22118	DI0022	Allergic/hypersensitivity disorder	[ICD-11: 4A80-4A8Z]	P21728	DRD1
T22118	DI0190	Hypertension	[ICD-11: BA00-BA04]	P21728	DRD1
T22118	DI0331	Parkinsonism	[ICD-11: 8A00]	P21728	DRD1
T98091	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	Q9NQS5	GPR84
T98091	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q9NQS5	GPR84