Canonical Smiles : COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Inchi Key : YJGVMLPVUAXIQN-BCVBHCCTSA-N
IUPAC : (5R,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
Pubchem ID : 443013
Smiles : COc1cc(C2c3cc4c(cc3C(O)C3COC(=O)C23)OCO4)cc(OC)c1OC
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 414.13
Volume : 398.152
Density : 1.04
nHA : 8
nHD : 1
nRot : 4
nRing : 5
Max Ring : 16
nHet: 8
fChar : 0
nRig : 26
Flexibility : 0.154
Stereo Centers : 4
TPSA : 92.68
logS : -3.658
logP: 2.021
logD7.4 : 2.424
ABSORPTION
Caco-2 Permeability : -4.847
MDCK Permeability : 0.00004586
Pgp-inhibitor : 0.276
Pgp-substrate : 0.002
HIA : 0.002
F20% : 0.009
F30% : 0.035
DISTRIBUTION
PPB : 0.942686
VD : 1.442
BBB Penetration : 0.093
Fu : 0.0375328
METABOLISM
CYP 1A2 inhibitor : 0.056
CYP 1A2 substrate : 0.977
CYP 2C19 inhibitor : 0.548
CYP 2C19 substrate : 0.917
CYP 2C9 inhibitor : 0.088
CYP 2C9 substrate : 0.834
CYP 2D6 inhibitor : 0.106
CYP 2D6 substrate : 0.788
CYP 3A4 inhibitor : 0.911
CYP 3A4 substrate : 0.926
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MEDICINAL CHEMISTRY
QED : 0.763
SAscore : 3.752
Fsp : 0.409
MCE-18 : 94.839
NPscore : 1.515
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.047
H-HT : 0.122
DILI : 0.297
AMES Toxicity : 0.099
Rat Oral Acute Toxicity : 0.109
FDAMDD : 0.771
Skin Sensitization : 0.052
Carcinogencity : 0.346
Eye Corrosion : 0.003
Eye Irritation : 0.02
Respiratory Toxicity : 0.516
Bioconcentration Factor : 2.352
IGC50 : 4.422
LC50FM : 5.723
LC50DM : 7.041
NR-AR : 0.45
NR-AR-LBD: 0.107
NR-AhR : 0.901
NR-Aromatase : 0.335
NR-ER : 0.116
NR-ER-LBD : 0.019
NR-PPAR-gamma : 0.002
SR-ARE : 0.123
SR-ATAD5 : 0.815
SR-HSE : 0.345
SR-MMP : 0.578
SR-p53 : 0.9
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 9.551
t1/2 : 0.153
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