Detailed Information for C00382

Basic information about inhibitors

IPAD-DB ID C00382
Name Rhinacanthin A 
Category Natural compounds
2D Structure
3D Structure
Molecular Formula C 1 5 H 1 4 O 4
Molecular Weight  258.269g/mol  
IUPAC Name (3R)-3-hydroxy-2, 2-dimethyl-3, 4-dihydrobenzo[g]chromene-5, 10-dione  
InChI InChI=1S/C15H14O4/c1-15(2)11(16)7-10-12(17)8-5-3-4-6-9(8)13(18)14(10)19-15/h3-6, 11, 16H, 7H2, 1-2H3/t11-/m1/s1
InChIKey ZWWVIPQQWSJFHS-LLVKDONJSA-N
Canonical SMILES CC1(C(CC2=C(O1)C(=O)C3=CC=CC=C3C2=O)O)C
PubChem CID 44245542
DrugBank Accession Number -
CAS Registry Number -

Biological activity data

Ki -
EC50 -
IC50 -
Inhibition 22.65 ± 1.35%(Acetylcholinesterase)
Toxicity IC50=26.14μM(KB), IC50=8.79μM(MCF-7), IC50=48.56μM(Vero),
ROS(reactive oxygen species) -
Metal Chelating -
BBB(blood-brain barrier) -
Target Protein Acetylcholinesterase (AChE)
Effects -
Research Models Kidney fibroblast (Vero) cells, oral human carcinoma (KB) cells, human breast cancer (MCF-7) cells, lung cancer (NCI-H187) cells
Main Source From the leaves of Rhinacanthus nasutus
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME) 258.27
Hac(Computed by SwissADME) 19
Volume(Computed by ADMETlab 2.0) 261.669
Density(Computed by ADMETlab 2.0) 0.986
nRing(Computed by ADMETlab 2.0) 3
MaxRing(Computed by ADMETlab 2.0) 14
nHet(Computed by ADMETlab 2.0) 4
fChar(Computed by ADMETlab 2.0) 0
nRig(Computed by ADMETlab 2.0) 17
Flexibility(Computed by ADMETlab 2.0) 0
Stero Centers(Computed by ADMETlab 2.0) 0
LogS(Computed by ADMETlab 2.0) -3.008
LogD(Computed by ADMETlab 2.0) 1.697

ADMET properties

logP(Computed by ADMETlab 2.0) 2.582
TPSA(Computed by SwissADME) 63.6
Hbond Acceptor(Computed by SwissADME) 4
Hbond Donor(Computed by SwissADME) 1
Rotatable Bonds(Computed by SwissADME)

Pharmacokinetics

GI Absorption(Computed by SwissADME) High
BBB(blood-brain barrier) Permeant(Computed by SwissADME) Yes
P-gp Substrate(Computed by SwissADME) No
CYP1A2 Inhibitor(Computed by SwissADME) Yes
CYP2C19 Inhibitor(Computed by SwissADME) Yes
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) -6.69

Druglikeness

Lipinski(Computed by SwissADME) 0
Ghose(Computed by SwissADME) 0
Veber(Computed by SwissADME) 0
Egan(Computed by SwissADME) 0
Muegge(Computed by SwissADME) 0
Bioavailability Score(Computed by SwissADME) 0.85