Compound ID	CDAMM01293
Common name	Chaetominedione
IUPAC name	1-hydroxy-4-[5-(hydroxymethyl)furan-2-yl]-2H-benzo[b][1,6]naphthyridin-3-one
Molecular formula	C₁₇H₁₂N₂O₄

Experimental data

Retention time	0.46
Adduct	[M+Na]+
Actual mz	331.066
Theoretical mz	331.069
Error	9.42
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9621

Identifiers and class information

Inchi key	RTOYSWLPQVRZRW-UHFFFAOYSA-N
Smiles	O=C1NC(=O)C(C=2OC(=CC2)CO)=C3NC=4C=CC=CC4C=C13
Superclass	Organoheterocyclic compounds
Class	Diazanaphthalenes

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00048650
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	135875885
PlantCyc ID
UNPD ID
Coconut ID	CNP0353556
LipidMAPS ID
NANPDB ID	NANPDB_1259

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	3
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	308.293
Computed dipole moment(dipole)	6.64
Total solvent accessible surface area (SASA)	542.629
Hydrophobic component of SASA (FOSA)	56.575
Hydrophilic component of SASA (FISA)	180.453
Pie component of the SASA (PISA)	305.602
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	927.285
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	5.7
Free energy of solvation of dipole (dip^2/V)	0.0475412
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0181942
Globularity descriptor (glob)	0.847496
Predicted polarizability in cubic angstroms (QPpolrz)	31.948
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.893
Predicted octanol/gas partition coefficient (QPlogPoct)	18.862
Predicted water/gas partition coefficient (QPlogPw)	13.678
Predicted octanol/water partition coefficient (QPlogPo/w)	1.585
Predicted aqueous solubility (QPlogS)	-3.641
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.283
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.457
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	192.605
Predicted brain/blood partition coefficient (QPlogBB)	-1.292
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	83.399
Predicted skin permeability, log Kp (QPlogKp)	-3.481
PM3 calculated ionization potential (IP(ev))	7.879
PM3 calculated electron affinity (EA(eV))	1.655
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.107
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	77.118
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)	101.441
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
Q15078	CDK5R1	Cyclin-dependent kinase 5/CDK5 activator 1	T09513	SEA
P55786	NPEPPS	Puromycin-sensitive aminopeptidase	T15610	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T15610	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P55786	NPEPPS
T15610	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	P55786	NPEPPS