Compound ID	CDAMM00230
Common name	Conodutarine A
IUPAC name	methyl (1S,12R,14S,15Z,18S)-15-ethylidene-12-[(1R,15S,17S,18R)-17-[(1S)-1-hydroxyethyl]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
Molecular formula	C₄₂H₅₂N₄O₅

Experimental data

Retention time	57.8
Adduct	[M+Na]+
Actual mz	715.382
Theoretical mz	715.383
Error	0.95
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.0502

Identifiers and class information

Inchi key	PUWGYOKTBPQPGM-BLYIGKERNA-N
Smiles	CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=C(C=CC5=C4NC6=C5CCN7CC8CC6C7C(C8)C(C)O)OC)NC9=CC=CC=C39)C
Superclass	Alkaloids and derivatives
Class	Ibogan-type alkaloids

Plant source

Tinospora cordifolia (Willd.) Miers ex Hook.f. & Thomson

Tinospora sinensis (Lour.) Merr.

External sources

HMDB ID
KNApSAcK ID	C00044635
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	101226047
PlantCyc ID
UNPD ID	UNPD171659
Coconut ID	CNP0160790
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	6
Number of non-conjugated amine groups (#amine)	2
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)	6
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	692.897
Computed dipole moment(dipole)	2.826
Total solvent accessible surface area (SASA)	996.797
Hydrophobic component of SASA (FOSA)	674.631
Hydrophilic component of SASA (FISA)	117.847
Pie component of the SASA (PISA)	204.318
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2021.81
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	9.15
Free energy of solvation of dipole (dip^2/V)	0.0039488
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0158992
Globularity descriptor (glob)	0.775744
Predicted polarizability in cubic angstroms (QPpolrz)	72.857
Predicted hexadecane/gas partition coefficient (QPlogPC16)	19.835
Predicted octanol/gas partition coefficient (QPlogPoct)	33.982
Predicted water/gas partition coefficient (QPlogPw)	16.393
Predicted octanol/water partition coefficient (QPlogPo/w)	6.205
Predicted aqueous solubility (QPlogS)	-7.284
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.272
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-7.587
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	47.006
Predicted brain/blood partition coefficient (QPlogBB)	-0.307
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	22.226
Predicted skin permeability, log Kp (QPlogKp)	-6.521
PM3 calculated ionization potential (IP(ev))	8.112
PM3 calculated electron affinity (EA(eV))	0.121
Number of likely metabolic reactions (#metab)	12
Prediction of binding to human serum albumin (QPlogKhsa)	1.92
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	67.286
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)	100.734
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™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
O00206	TLR4	Toll-like receptor 4 (by homology)	T81443	SEA
P18825	ADRA2C	Adrenergic receptor alpha-2	T01777	SEA
P51843	NR0B1	Orphan nuclear receptor DAX-1	T23191	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T81443	DI0022	Allergic/hypersensitivity disorder	[ICD-11: 4A80-4A8Z]	O00206	TLR4
T81443	DI0346	Prostate cancer	[ICD-11: 2C82]	O00206	TLR4
T81443	DI0375	Sepsis	[ICD-11: 1G40-1G41]	O00206	TLR4
T01777	DI0166	Glaucoma	[ICD-11: 9C61]	P18825	ADRA2C
T01777	DI0190	Hypertension	[ICD-11: BA00-BA04]	P18825	ADRA2C
T01777	DI0196	Hypotension	[ICD-11: BA20-BA21]	P18825	ADRA2C
T01777	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18825	ADRA2C
T01777	DI0310	Ocular disease	[ICD-11: N.A.]	P18825	ADRA2C
T01777	DI0396	Substance abuse	[ICD-11: 6C40]	P18825	ADRA2C