Compound ID	CDAMM02853
Common name	Citbismine A
IUPAC name	5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one
Molecular formula	C₃₅H₃₂N₂O₁₀

Experimental data

Retention time	4.67
Adduct	[M+H]+
Actual mz	641.219
Theoretical mz	641.213
Error	9.24
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.8988

Identifiers and class information

Inchi key	FTTSBKFANOKIKQ-UHFFFAOYNA-N
Smiles	O=C1C2=CC=C(OC)C(OC)=C2NC3=CC(OC)=C(C(O)=C13)C4C=5C(OC4C(O)(C)C)=CC(O)=C6C(=O)C=7C=CC=C(O)C7N(C65)C
Superclass	Organoheterocyclic compounds
Class	Quinolines and derivatives

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0041086
KNApSAcK ID
FooDB ID	FDB020964
DrugBank ID
ChEBI ID
Pubchem Compound ID	131753020
PlantCyc ID
UNPD ID	UNPD127656
Coconut ID	CNP0225038
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
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)	8
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	640.645
Computed dipole moment(dipole)	5.687
Total solvent accessible surface area (SASA)	834.451
Hydrophobic component of SASA (FOSA)	406.706
Hydrophilic component of SASA (FISA)	175.671
Pie component of the SASA (PISA)	252.074
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1698.55
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	9
Free energy of solvation of dipole (dip^2/V)	0.0190431
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0186811
Globularity descriptor (glob)	0.825055
Predicted polarizability in cubic angstroms (QPpolrz)	59.092
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.445
Predicted octanol/gas partition coefficient (QPlogPoct)	29.694
Predicted water/gas partition coefficient (QPlogPw)	16.131
Predicted octanol/water partition coefficient (QPlogPo/w)	5.002
Predicted aqueous solubility (QPlogS)	-6.678
Conformation-independent predicted aqueous solubility (CIQPlogS)	-10.211
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.565
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	213.801
Predicted brain/blood partition coefficient (QPlogBB)	-1.639
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	93.362
Predicted skin permeability, log Kp (QPlogKp)	-3.101
PM3 calculated ionization potential (IP(ev))	8.103
PM3 calculated electron affinity (EA(eV))	0.448
Number of likely metabolic reactions (#metab)	13
Prediction of binding to human serum albumin (QPlogKhsa)	1.058
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	59.06
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)	166.379
Number of nitrogen and oxygen atoms (#NandO)	12
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
O60911	CTSV	Cathepsin (V and K)	T93653	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T93653	DI0055	Bone cancer	[ICD-11: 2B5Z]	O60911	CTSV
T93653	DI0087	Chronic pain	[ICD-11: MG30]	O60911	CTSV