Basic information about inhibitors

IPAD-DB ID	C00224
Name	Chrysophanol triglucoside
Category	Natural compounds
2D Structure
3D Structure
Molecular Formula	C 3 3 H 4 0 O 1 9
Molecular Weight	740.7g/mol
IUPAC Name	1-[(2S, 3R, 4S, 5S, 6R)-6-[[(2R, 3R, 4S, 5R, 6R)-3, 5-dihydroxy-6-(hydroxymethyl)-4-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3, 4, 5-trihydroxyoxan-2-yl]oxy-8-hydroxy-3-methylanthracene-9, 10-dione
InChI	InChI=1S/C33H40O19/c1-10-5-12-19(24(41)18-11(20(12)37)3-2-4-13(18)36)14(6-10)48-32-27(44)26(43)22(39)17(51-32)9-47-31-29(46)30(23(40)16(8-35)49-31)52-33-28(45)25(42)21(38)15(7-34)50-33/h2-6, 15-17, 21-23, 25-36, 38-40, 42-46H, 7-9H2, 1H3/t15-, 16-, 17-, 21-, 22-, 23-, 25+, 26+, 27-, 28-, 29-, 30+, 31-, 32-, 33+/m1/s1
InChIKey	SOWISUOFXLRAML-VULFOYAMSA-N
Canonical SMILES	CC1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)C(=O)C6=C(C2=O)C=CC=C6O
PubChem CID	5317697
DrugBank Accession Number	-
CAS Registry Number	120181-07-9

Biological activity data

Ki	-
EC50	-
IC50	31.8±0.91 µg/mL(AChE), 454±0.19 µg/mL(BChE), 46.2±1.04 µg/mL(BACE1)
Inhibition	-
Toxicity	-
ROS(reactive oxygen species)	-
Metal Chelating	-
BBB(blood-brain barrier)	-
Target Protein	β-site amyloid precursor protein cleaving enzyme 1 (BACE1)
Effects	-
Research Models	In Vitro, Molecular-docking
Main Source	From Cassia obtusifolia
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME)	740.66
Hac(Computed by SwissADME)	52
Volume(Computed by ADMETlab 2.0)	673.908
Density(Computed by ADMETlab 2.0)	1.098
nRing(Computed by ADMETlab 2.0)	6
MaxRing(Computed by ADMETlab 2.0)	14
nHet(Computed by ADMETlab 2.0)	19
fChar(Computed by ADMETlab 2.0)	0
nRig(Computed by ADMETlab 2.0)	36
Flexibility(Computed by ADMETlab 2.0)	0.25
Stero Centers(Computed by ADMETlab 2.0)	15
LogS(Computed by ADMETlab 2.0)	-0.601
LogD(Computed by ADMETlab 2.0)	0.348

ADMET properties

logP(Computed by ADMETlab 2.0)	-4.7
TPSA(Computed by SwissADME)	312.05 Ų
Hbond Acceptor(Computed by SwissADME)	19
Hbond Donor(Computed by SwissADME)	11
Rotatable Bonds(Computed by SwissADME)	9

Pharmacokinetics

GI Absorption(Computed by SwissADME)	Low
BBB(blood-brain barrier) Permeant(Computed by SwissADME)	No
P-gp Substrate(Computed by SwissADME)	No
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)	-12.57 cm/s

Druglikeness

Lipinski(Computed by SwissADME)	No, 3 violations: MW>500, NorO>10, NHorOH>5
Ghose(Computed by SwissADME)	No, 4 violations: MW>480, WLOGP<-0.4, MR>130, #atoms>70
Veber(Computed by SwissADME)	No, 1 violation: TPSA>140
Egan(Computed by SwissADME)	No, 1 violation: TPSA>131.6
Muegge(Computed by SwissADME)	No, 5 violations: MW>600, XLOGP3<-2, TPSA>150, H-acc>10, H-don>5
Bioavailability Score(Computed by SwissADME)	0.17