Compound ID	CDAMM01987
Common name	Hordatine A
IUPAC name	N-[4-(diaminomethylideneamino)butyl]-5-[3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxamide
Molecular formula	C₂₈H₃₈N₈O₄

Experimental data

Retention time	19.56
Adduct	[M+H]+
Actual mz	551.31
Theoretical mz	551.309
Error	1.49
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.2578

Identifiers and class information

Inchi key	KVYNYRIOAYQBFK-WSHNJGOUNA-N
Smiles	O=C(C=CC1=CC=C2OC(C3=CC=C(O)C=C3)C(C(=O)NCCCCNC(=N)N)C2=C1)NCCCCNC(=N)N
Superclass	Phenylpropanoids and polyketides
Class	2-arylbenzofuran flavonoids

Plant source

Curcuma oligantha Trimen

Clitoria ternatea L.

External sources

HMDB ID
KNApSAcK ID	C00001415
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:5762
Pubchem Compound ID	4479250
PlantCyc ID	CPD-12232
UNPD ID	UNPD172507
Coconut ID	CNP0116168
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	9
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	2
Number of carboxylic acid groups (#acid)	0
Number of non-conjugated amide groups (#amide)	1
Number of rotatable bonds (#rotor)	17
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	550.659
Computed dipole moment(dipole)	14.92
Total solvent accessible surface area (SASA)	967.605
Hydrophobic component of SASA (FOSA)	350.546
Hydrophilic component of SASA (FISA)	384.664
Pie component of the SASA (PISA)	232.395
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1758.13
Number of hydrogen bond donors (donorHB)	11
Number of hydrogen bond acceptors (accptHB)	10.5
Free energy of solvation of dipole (dip^2/V)	0.126622
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0359905
Globularity descriptor (glob)	0.728061
Predicted polarizability in cubic angstroms (QPpolrz)	55.51
Predicted hexadecane/gas partition coefficient (QPlogPC16)	22.033
Predicted octanol/gas partition coefficient (QPlogPoct)	42.528
Predicted water/gas partition coefficient (QPlogPw)	30.98
Predicted octanol/water partition coefficient (QPlogPo/w)	0.934
Predicted aqueous solubility (QPlogS)	-4.559
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.31
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.666
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1.348
Predicted brain/blood partition coefficient (QPlogBB)	-5.299
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.673
Predicted skin permeability, log Kp (QPlogKp)	-10.283
PM3 calculated ionization potential (IP(ev))	7.91
PM3 calculated electron affinity (EA(eV))	0.273
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-0.603
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)	27.455
Van der Waals surface area (PSA)	243.743
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
Q8WUI4	HDAC7	Histone deacetylase 7	T98698	SEA
Q9UKV0	HDAC9	Histone deacetylase 9	T03687	SEA
P35462	DRD3	Dopamine D3 receptor	T02551	SEA
P43116	PTGER2	Prostanoid EP2 receptor	T38529	SEA
P13500	CCL2	C-C motif chemokine 2	T89988	SEA
P06737	PYGL	Liver glycogen phosphorylase	T19184	SEA
P61073	CXCR4	C-X-C chemokine receptor type 4	T96079	SEA
P33032	MC5R	Melanocortin receptor 5	T95302	SEA
P42263	GRIA3	Glutamate receptor AMPA 3	T62391	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T02551	DI0051	Bipolar disorder	[ICD-11: 6A60]	P35462	DRD3
T02551	DI0331	Parkinsonism	[ICD-11: 8A00]	P35462	DRD3
T38529	DI0003	Abortion	[ICD-11: JA00]	P43116	PTGER2
T38529	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P43116	PTGER2
T38529	DI0121	Diabetic foot ulcer	[ICD-11: BD54]	P43116	PTGER2
T38529	DI0166	Glaucoma	[ICD-11: 9C61]	P43116	PTGER2
T38529	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P43116	PTGER2
T38529	DI0378	Sexual dysfunction	[ICD-11: HA00-HA01]	P43116	PTGER2
T38529	DI0413	Transplant rejection	[ICD-11: NE84]	P43116	PTGER2
T89988	DI0083	Chronic kidney disease	[ICD-11: GB61]	P13500	CCL2
T89988	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P13500	CCL2
T89988	DI0087	Chronic pain	[ICD-11: MG30]	P13500	CCL2
T89988	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	P13500	CCL2
T89988	DI0252	Melanoma	[ICD-11: 2C30]	P13500	CCL2
T89988	DI0262	Metastatic tumour	[ICD-11: 2D50-2E2Z]	P13500	CCL2
T89988	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P13500	CCL2
T89988	DI0326	Pancreatic cancer	[ICD-11: 2C10]	P13500	CCL2
T89988	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P13500	CCL2
T89988	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P13500	CCL2
T96079	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P61073	CXCR4
T96079	DI0274	Multiple myeloma	[ICD-11: 2A83]	P61073	CXCR4
T95302	DI0005	Acne vulgaris	[ICD-11: ED80]	P33032	MC5R
T95302	DI0371	Sebaceous gland disorder	[ICD-11: ED91]	P33032	MC5R
T62391	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42263	GRIA3