Compound details

[(2R,3S,4R,5R)-5-adenin-9-yl-4-hydroxy-2-[[[[(3R)-3-hydroxy-4-keto-4-[[3-keto-3-[2-[[(E)-undec-4-enoyl]thio]ethylamino]propyl]amino]-2,2-dimethyl-butoxy]-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]tetrahydrofuran-3-yl] phosphate

Compound ID	CDAMM02835
Common name	[(2R,3S,4R,5R)-5-adenin-9-yl-4-hydroxy-2-[[[[(3R)-3-hydroxy-4-keto-4-[[3-keto-3-[2-[[(E)-undec-4-enoyl]thio]ethylamino]propyl]amino]-2,2-dimethyl-butoxy]-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]tetrahydrofuran-3-yl] phosphate
IUPAC name	[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-[2-[(E)-undec-4-enoyl]sulfanylethylamino]propyl]amino]butoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] phosphate
Molecular formula	C₃₂H₅₀N₇O₁₇P₃S

Experimental data

Retention time	3.69
Adduct	[M+2H]2+
Actual mz	465.615
Theoretical mz	465.617
Error	5.1
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.8144

Identifiers and class information

Inchi key	AFMMIIQKXQNEDN-DUPKWVSKSA-J
Smiles	O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OCC1OC(N2C=NC=3C(=NC=NC32)N)C(O)C1OP(=O)([O-])[O-])CCC=CCCCCCC
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	90658640
PlantCyc ID	CPD-15668
UNPD ID
Coconut ID
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	13
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	4
Number of non-conjugated amide groups (#amide)	2
Number of rotatable bonds (#rotor)	34
Number of reactive functional groups (#rtvFG)	5
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	933.797
Computed dipole moment(dipole)	16.232
Total solvent accessible surface area (SASA)	1084.37
Hydrophobic component of SASA (FOSA)	483.886
Hydrophilic component of SASA (FISA)	457.456
Pie component of the SASA (PISA)	107.36
Weakly polar component of the SASA (WPSA)	35.666
Total solvent accesible volume (volume)	2361.41
Number of hydrogen bond donors (donorHB)	7
Number of hydrogen bond acceptors (accptHB)	28.1
Free energy of solvation of dipole (dip^2/V)	0.11158
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0685612
Globularity descriptor (glob)	0.790865
Predicted polarizability in cubic angstroms (QPpolrz)	67.544
Predicted hexadecane/gas partition coefficient (QPlogPC16)	25.234
Predicted octanol/gas partition coefficient (QPlogPoct)	50.708
Predicted water/gas partition coefficient (QPlogPw)	38.967
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.134
Predicted aqueous solubility (QPlogS)	0.337
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.68
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	4.551
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.004
Predicted brain/blood partition coefficient (QPlogBB)	-6.274
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.001
Predicted skin permeability, log Kp (QPlogKp)	-6.308
PM3 calculated ionization potential (IP(ev))	8.586
PM3 calculated electron affinity (EA(eV))	0.799
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-3.094
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	31.805
Van der Waals surface area (PSA)	368.519
Number of nitrogen and oxygen atoms (#NandO)	24
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
P29274	ADORA2A	Adenosine A2a receptor	T77365	SEA
P30542	ADORA1	Adenosine A1 receptor	T92072	SEA
P07327	ADH1A	Alcohol dehydrogenase alpha chain	T65570	SEA
P0DMS8	ADORA3	Adenosine A3 receptor	T36059	SEA
P29275	ADORA2B	Adenosine A2b receptor	T86679	SEA
P26358	DNMT1	DNA (cytosine-5)-methyltransferase 1 (by homology)	T88304	SEA
P00813	ADA	Adenosine deaminase	T03661	SEA
P55263	ADK	Adenosine kinase	T91661	SEA
P04406	GAPDH	Glyceraldehyde-3-phosphate dehydrogenase liver	T39321	SEA
Q99808	SLC29A1	Equilibrative nucleoside transporter 1	T13491	SEA
P23526	AHCY	Adenosylhomocysteinase	T68698	SEA
P20839	IMPDH1	Inosine-5'-monophosphate dehydrogenase 1	T40111	SEA
P12268	IMPDH2	Inosine-5'-monophosphate dehydrogenase 2	T89360	SEA
Q8TEK3	DOT1L	Histone-lysine N-methyltransferase, H3 lysine-79 specific	T87686	SEA
P17612	PRKACA	cAMP-dependent protein kinase alpha-catalytic subunit	T12808	SEA
P47900	P2RY1	Purinergic receptor P2Y1	T67818	SEA
P41231	P2RY2	Purinergic receptor P2Y2	T93515	SEA
P63000	RAC1	Ras-related C3 botulinum toxin substrate 1	T88752	SEA
Q15910	EZH2	EZH2/SUZ12/EED/RBBP7/RBBP4	T25265	SEA
Q99873	PRMT1	Protein-arginine N-methyltransferase 1	T16808	SEA
Q96KQ7	EHMT2	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	T53251	SEA
P16885	PLCG2	Phospholipase C-gamma-2	T93922	SEA
P23919	DTYMK	Thymidylate kinase	T94400	SEA
Q9H9B1	EHMT1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	T39996	SEA
Q9UBC3	DNMT3B	DNA (cytosine-5)-methyltransferase 3B	T65501	SEA
Q05823	RNASEL	RNase L	T25200	SEA
P51575	P2RX1	P2X purinoceptor 1	T69091	SEA
P17707	AMD1	S-adenosylmethionine decarboxylase 1	T55922	SEA
Q8WTS6	SETD7	Histone-lysine N-methyltransferase SETD7	T73184	SEA
Q9NVM4	PRMT7	Protein arginine N-methyltransferase 7	T79501	SEA
O43463	SUV39H1	Histone-lysine N-methyltransferase SUV39H1	T39519	SEA
Q92800	EZH1	Histone-lysine N-methyltransferase EZH1	T17986	SEA
Q99571	P2RX4	P2X purinoceptor 4	T60330	SEA
Q13304	GPR17	Uracil nucleotide/cysteinyl leukotriene receptor	T33902	SEA
Q86Y97	KMT5C	Histone-lysine N-methyltransferase KMT5C	T68490	SEA
O95622	ADCY5	Adenylate cyclase type 5	T19531	SEA
Q9NZ70	TAK1	TGF-beta-activated kinase 1	T04361	SEA
Q9Y4W7	PARG	Poly(ADP-ribose) glycohydrolase	T66935	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T77365	DI0319	Orthostatic hypotension	[ICD-11: BA21]	P29274	ADORA2A
T77365	DI0331	Parkinsonism	[ICD-11: 8A00]	P29274	ADORA2A
T77365	DI0359	Radionuclide imaging	[ICD-11: N.A.]	P29274	ADORA2A
T92072	DI0319	Orthostatic hypotension	[ICD-11: BA21]	P30542	ADORA1
T65570	DI0139	Exposure to noxious substances harmful effect	[ICD-11: NE61]	P07327	ADH1A
T36059	DI0351	Psoriasis	[ICD-11: EA90]	P0DMS8	ADORA3
T36059	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P0DMS8	ADORA3
T86679	DI0180	Herpes simplex infection	[ICD-11: 1F00]	P29275	ADORA2B
T86679	DI0397	Supraventricular tachyarrhythmia	[ICD-11: BC81]	P29275	ADORA2B
T88304	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P26358	DNMT1
T88304	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	P26358	DNMT1
T88304	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	P26358	DNMT1
T03661	DI0016	Adaptive immunity immunodeficiency	[ICD-11: 4A01]	P00813	ADA
T03661	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P00813	ADA
T03661	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P00813	ADA
T91661	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P55263	ADK
T39321	DI0279	Muscular atrophy	[ICD-11: 8B61]	P04406	GAPDH
T39321	DI0280	Muscular dystrophy	[ICD-11: 8C70]	P04406	GAPDH
T13491	DI0030	Angina pectoris	[ICD-11: BA40]	Q99808	SLC29A1
T40111	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P20839	IMPDH1
T40111	DI0179	Hepatitis virus infection	[ICD-11: 1E50-1E51]	P20839	IMPDH1
T40111	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	P20839	IMPDH1
T40111	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P20839	IMPDH1
T40111	DI0413	Transplant rejection	[ICD-11: NE84]	P20839	IMPDH1
T89360	DI0413	Transplant rejection	[ICD-11: NE84]	P12268	IMPDH2
T87686	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	Q8TEK3	DOT1L
T87686	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	Q8TEK3	DOT1L
T87686	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q8TEK3	DOT1L
T12808	DI0279	Muscular atrophy	[ICD-11: 8B61]	P17612	PRKACA
T93515	DI0436	Visual system disease	[ICD-11: 9E1Z]	P41231	P2RY2
T88752	DI0025	Alzheimer disease	[ICD-11: 8A20]	P63000	RAC1
T25265	DI0151	Follicular lymphoma	[ICD-11: 2A80]	Q15910	EZH2
T16808	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q99873	PRMT1
T53251	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q96KQ7	EHMT2
T53251	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	Q96KQ7	EHMT2
T53251	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q96KQ7	EHMT2
T39996	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q9H9B1	EHMT1
T39996	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9H9B1	EHMT1
T65501	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9UBC3	DNMT3B
T55922	DI0004	Acidosis	[ICD-11: 5C73]	P17707	AMD1
T73184	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q8WTS6	SETD7
T17986	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	Q92800	EZH1
T17986	DI0238	Lung cancer	[ICD-11: 2C25]	Q92800	EZH1
T17986	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	Q92800	EZH1
T17986	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q92800	EZH1
T17986	DI0251	Mature T-cell lymphoma	[ICD-11: 2A90]	Q92800	EZH1
T17986	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	Q92800	EZH1
T17986	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q92800	EZH1
T17986	DI0423	Ureteral cancer	[ICD-11: 2C92]	Q92800	EZH1
T04361	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q9NZ70	TAK1