Basic information about inhibitors

IPAD-DB ID	C01016
Name	Cichoric acid
Category	Natural compounds
2D Structure
3D Structure
Molecular Formula	C 2 2 H 1 8 O 1 2
Molecular Weight	474.4g/mol
IUPAC Name	(2R, 3R)-2, 3-bis[[(E)-3-(3, 4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
InChI	InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10, 19-20, 23-26H, (H, 29, 30)(H, 31, 32)/b7-3+, 8-4+/t19-, 20-/m1/s1
InChIKey	YDDGKXBLOXEEMN-IABMMNSOSA-N
Canonical SMILES	C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O
PubChem CID	5281764
DrugBank Accession Number	-
CAS Registry Number	70831-56-0, 6537-80-0

Biological activity data

Ki	-
EC50	-
IC50	-
Inhibition	-
Toxicity	Cichoric acid protects against hIAPP induced cytotoxicity
ROS(reactive oxygen species)	-
Metal Chelating	-
BBB(blood-brain barrier)	-
Target Protein	HIAPP
Effects	(1) Cichoric acid inhibited the aggregation and fibrillation of hIAPP in a dosage-dependent manner, (2)cichoric acid inhibited the misfolding of hIAPP from unfolded to β-sheet, (3)Cichoric acid could bind to K1 and R11 of hIAPP via electrostatic interaction. In addition, cichoric acid could form π-π stacking with hIAPP residues F15 and F23,
Research Models	Molecular docking, PC-12 cells,
Main Source	-
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME)	474.37
Hac(Computed by SwissADME)	34
Volume(Computed by ADMETlab 2.0)	445.8
Density(Computed by ADMETlab 2.0)	1.063
nRing(Computed by ADMETlab 2.0)	2
MaxRing(Computed by ADMETlab 2.0)	6
nHet(Computed by ADMETlab 2.0)	12
fChar(Computed by ADMETlab 2.0)	0
nRig(Computed by ADMETlab 2.0)	18
Flexibility(Computed by ADMETlab 2.0)	0.611
Stero Centers(Computed by ADMETlab 2.0)	2
LogS(Computed by ADMETlab 2.0)	-3.503
LogD(Computed by ADMETlab 2.0)	3.427

ADMET properties

logP(Computed by ADMETlab 2.0)	1.23
TPSA(Computed by SwissADME)	208.12 Ų
Hbond Acceptor(Computed by SwissADME)	12
Hbond Donor(Computed by SwissADME)	6
Rotatable Bonds(Computed by SwissADME)	11

Pharmacokinetics

GI Absorption(Computed by SwissADME)	Low
BBB(blood-brain barrier) Permeant(Computed by SwissADME)	No
P-gp Substrate(Computed by SwissADME)	Yes
CYP1A2 Inhibitor(Computed by SwissADME)	No
CYP2C19 Inhibitor(Computed by SwissADME)	No
CYP2C9 Inhibitor(Computed by SwissADME)	No
CYP2D6 Inhibitor(Computed by SwissADME)	No
CYP3A4 Inhibitor(Computed by SwissADME)	No
log Kp(Skin Permeation)(Computed by SwissADME)	-7.77 cm/s

Druglikeness

Lipinski(Computed by SwissADME)	No, 2 violations: NorO>10, NHorOH>5
Ghose(Computed by SwissADME)	Yes
Veber(Computed by SwissADME)	No, 2 violations: Rotors>10, TPSA>140
Egan(Computed by SwissADME)	No, 1 violation: TPSA>131.6
Muegge(Computed by SwissADME)	No, 3 violations: TPSA>150, H-acc>10, H-don>5
Bioavailability Score(Computed by SwissADME)	0.11