Compound ID	CDAMM00459
Common name	D-Dopachrome
IUPAC name	5,6-dioxo-2,3-dihydro-1H-indole-2-carboxylic acid
Molecular formula	C₉H₇NO₄

Experimental data

Retention time	7.58
Adduct	[M+H]+
Actual mz	194.046
Theoretical mz	194.045
Error	2.7
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.7795

Identifiers and class information

Inchi key	VJNCICVKUHKIIV-UHFFFAOYNA-N
Smiles	O=C1C=C2NC(C(=O)O)CC2=CC1=O
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Piper longum L.

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0011622
KNApSAcK ID
FooDB ID	FDB028326
DrugBank ID
ChEBI ID	CHEBI:15772
Pubchem Compound ID	119399
PlantCyc ID	L-DOPACHROME
UNPD ID
Coconut ID	CNP0083632
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
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)	1
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	193.159
Computed dipole moment(dipole)	6.401
Total solvent accessible surface area (SASA)	385.922
Hydrophobic component of SASA (FOSA)	62.846
Hydrophilic component of SASA (FISA)	241.788
Pie component of the SASA (PISA)	81.288
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	611.08
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	7
Free energy of solvation of dipole (dip^2/V)	0.0670426
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0256515
Globularity descriptor (glob)	0.902397
Predicted polarizability in cubic angstroms (QPpolrz)	18.436
Predicted hexadecane/gas partition coefficient (QPlogPC16)	6.638
Predicted octanol/gas partition coefficient (QPlogPoct)	13.75
Predicted water/gas partition coefficient (QPlogPw)	12.449
Predicted octanol/water partition coefficient (QPlogPo/w)	-3.053
Predicted aqueous solubility (QPlogS)	-0.908
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.136
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.418
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	3.188
Predicted brain/blood partition coefficient (QPlogBB)	-1.078
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.394
Predicted skin permeability, log Kp (QPlogKp)	-7.656
PM3 calculated ionization potential (IP(ev))	9.588
PM3 calculated electron affinity (EA(eV))	1.834
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	-0.941
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	18.083
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)	122.731
Number of nitrogen and oxygen atoms (#NandO)	5
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
P08473	MME	Neprilysin	T05409	SEA
P27708	CAD	Aspartate carbamoyltransferase	T24548	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T05409	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P08473	MME