Compound ID	CDAMM00663
Common name	Tamandarin B
IUPAC name	N-[1-[[10-hydroxy-18-[(4-methoxyphenyl)methyl]-15,19-dimethyl-3-(2-methylpropyl)-2,5,8,13,17,20-hexaoxo-6,11-di(propan-2-yl)-7,16-dioxa-1,4,12,19-tetrazabicyclo[19.3.0]tetracosan-14-yl]amino]-4-methyl-1-oxopentan-2-yl]-1-(2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamide
Molecular formula	C₅₃H₈₃N₇O₁₄

Experimental data

Retention time	13.79
Adduct	[M+H]+
Actual mz	1042.6
Theoretical mz	1042.61
Error	2.18
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.7947

Identifiers and class information

Inchi key	VFCVQRSICIMDEG-FXVQNZAXNA-N
Smiles	O=C1OC(C(=O)NC(C(=O)N2CCCC2C(=O)N(C)C(C(=O)OC(C)C(NC(=O)C(N(C(=O)C3N(C(=O)C(O)C)CCC3)C)CC(C)C)C(=O)NC(C(O)C1)C(C)C)CC4=CC=C(OC)C=C4)CC(C)C)C(C)C
Superclass	Organic acids and derivatives
Class	Peptidomimetics

Plant source

Piper longum L.

External sources

HMDB ID
KNApSAcK ID	C00043956
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	23554263
PlantCyc ID
UNPD ID	UNPD27343
Coconut ID	CNP0325269
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)	0
Number of non-conjugated amide groups (#amide)	7
Number of rotatable bonds (#rotor)	30
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	1042.28
Computed dipole moment(dipole)	7.417
Total solvent accessible surface area (SASA)	1301.61
Hydrophobic component of SASA (FOSA)	1009.98
Hydrophilic component of SASA (FISA)	174.708
Pie component of the SASA (PISA)	116.915
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2927.57
Number of hydrogen bond donors (donorHB)	2.5
Number of hydrogen bond acceptors (accptHB)	25.15
Free energy of solvation of dipole (dip^2/V)	0.0187922
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0305512
Globularity descriptor (glob)	0.760367
Predicted polarizability in cubic angstroms (QPpolrz)	92.861
Predicted hexadecane/gas partition coefficient (QPlogPC16)	26.941
Predicted octanol/gas partition coefficient (QPlogPoct)	48.877
Predicted water/gas partition coefficient (QPlogPw)	32.191
Predicted octanol/water partition coefficient (QPlogPo/w)	1.301
Predicted aqueous solubility (QPlogS)	-2.402
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.918
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	3.654
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	55.369
Predicted brain/blood partition coefficient (QPlogBB)	-3.259
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	95.509
Predicted skin permeability, log Kp (QPlogKp)	-1.447
PM3 calculated ionization potential (IP(ev))	9.234
PM3 calculated electron affinity (EA(eV))	0.023
Number of likely metabolic reactions (#metab)	12
Prediction of binding to human serum albumin (QPlogKhsa)	-2.273
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	39.845
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	74.859
Van der Waals surface area (PSA)	263.325
Number of nitrogen and oxygen atoms (#NandO)	21
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
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
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P25106	ACKR3	C-X-C chemokine receptor type 7	T10491	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T10491	DI0037	Asthma	[ICD-11: CA23]	P25106	ACKR3
T10491	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P25106	ACKR3