Compound ID	CDAMM00664
Common name	(S)-Isowillardiine
IUPAC name	2-amino-3-(2,4-dioxo-1H-pyrimidin-3-yl)propanoic acid
Molecular formula	C₇H₉N₃O₄

Experimental data

Retention time	9.64
Adduct	[M+H]+
Actual mz	200.066
Theoretical mz	200.066
Error	0.88
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.629

Identifiers and class information

Inchi key	AZSWUZQIIMMKOZ-UHFFFAOYNA-N
Smiles	O=C(O)C(N)CN1C(=O)C=CN=C1O
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Piper retrofractum Vahl

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0030376
KNApSAcK ID	C00001375
FooDB ID	FDB002226
DrugBank ID
ChEBI ID	CHEBI:6072
Pubchem Compound ID	4479246
PlantCyc ID	ISOWILLARDIINE
UNPD ID	UNPD41300
Coconut ID	CNP0340356
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
Number of non-conjugated amine groups (#amine)	1
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	1
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)	199.166
Computed dipole moment(dipole)	8.509
Total solvent accessible surface area (SASA)	375.512
Hydrophobic component of SASA (FOSA)	42.726
Hydrophilic component of SASA (FISA)	244.658
Pie component of the SASA (PISA)	88.128
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	613.31
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	6.5
Free energy of solvation of dipole (dip^2/V)	0.118049
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0346194
Globularity descriptor (glob)	0.929668
Predicted polarizability in cubic angstroms (QPpolrz)	16.664
Predicted hexadecane/gas partition coefficient (QPlogPC16)	7.444
Predicted octanol/gas partition coefficient (QPlogPoct)	16.448
Predicted water/gas partition coefficient (QPlogPw)	14.265
Predicted octanol/water partition coefficient (QPlogPo/w)	-3.008
Predicted aqueous solubility (QPlogS)	-0.578
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.377
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.009
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.994
Predicted brain/blood partition coefficient (QPlogBB)	-1.166
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.303
Predicted skin permeability, log Kp (QPlogKp)	-7.397
PM3 calculated ionization potential (IP(ev))	9.926
PM3 calculated electron affinity (EA(eV))	0.776
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	-0.909
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	17.855
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)	142.075
Number of nitrogen and oxygen atoms (#NandO)	7
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
P43005	SLC1A1	Excitatory amino acid transporter 3	T31721	SEA
P39086	GRIK1	Glutamate receptor ionotropic kainate 1	T73495	SEA
P42261	GRIA1	Glutamate receptor ionotropic, AMPA 1	T33584	SwissTargetPrediction and SEA
P48058	GRIA4	Glutamate receptor ionotropic, AMPA 4	T96235	SwissTargetPrediction
Q16478	GRIK5	Glutamate receptor ionotropic kainate 5	T87930	SwissTargetPrediction and SEA
Q13003	GRIK3	Glutamate receptor ionotropic kainate 3	T68876	SEA
P42262	GRIA2	Glutamate receptor ionotropic, AMPA 2	T42392	SwissTargetPrediction and SEA
P07101	TH	Tyrosine 3-hydroxylase	T62390	SEA
Q16719	KYNU	Kynureninase	T99912	SEA
Q01650	SLC7A5	L-type amino acid transporter 1 (by homology)	T48330	SEA
P43003	SLC1A3	Excitatory amino acid transporter 1	T86582	SEA
P05089	ARG1	Arginase-1 (by homology)	T63224	SEA
P12004	PCNA	Proliferating cell nuclear antigen	T21782	SEA
Q9UBC3	DNMT3B	DNA (cytosine-5)-methyltransferase 3B	T65501	SEA
Q9UPY5	SLC7A11	Cystine/glutamate transporter	T11615	SEA
P42263	GRIA3	Glutamate receptor AMPA 3	T62391	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T70680	DI0167	Gout	[ICD-11: FA25]	Q4U2R8	SLC22A6
T70680	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	Q4U2R8	SLC22A6
T70680	DI0310	Ocular disease	[ICD-11: N.A.]	Q4U2R8	SLC22A6
T73495	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P39086	GRIK1
T73495	DI0396	Substance abuse	[ICD-11: 6C40]	P39086	GRIK1
T33584	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42261	GRIA1
T96235	DI0298	Neuropathy	[ICD-11: 8C0Z]	P48058	GRIA4
T42392	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42262	GRIA2
T62390	DI0019	Adrenomedullary hyperfunction	[ICD-11: 5A75]	P07101	TH
T62390	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P07101	TH
T99912	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q16719	KYNU
T99912	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q16719	KYNU
T63224	DI0258	Metabolism inborn error	[ICD-11: 5C50]	P05089	ARG1
T21782	DI0308	Obesity	[ICD-11: 5B80-5B81]	P12004	PCNA
T65501	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9UBC3	DNMT3B
T11615	DI0054	Body-focused behaviour disorder	[ICD-11: 6B25]	Q9UPY5	SLC7A11
T62391	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42263	GRIA3