Canonical Smiles : C=C(CC1=CC2=C(C=C1)OCO2)C(=C)CC3=C(C=C(C=C3)O)O
Inchi Key : HFSAUGRJONZEDN-UHFFFAOYSA-N
IUPAC : 4-[3-(1,3-benzodioxol-5-ylmethyl)-2-methylidenebut-3-enyl]benzene-1,3-diol
Pubchem ID : 72391
Smiles : C=C(Cc1ccc2c(c1)OCO2)C(=C)Cc1ccc(O)cc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 310.12
Volume : 325.58
Density : 0.953
nHA : 4
nHD : 2
nRot : 5
nRing : 3
Max Ring : 9
nHet: 4
fChar : 0
nRig : 18
Flexibility : 0.278
Stereo Centers : 0
TPSA : 58.92
logS : -3.625
logP: 3.029
logD7.4 : 3.063
ABSORPTION
Caco-2 Permeability : -4.83
MDCK Permeability : 0.0000336407
Pgp-inhibitor : 0.967
Pgp-substrate : 0
HIA : 0.003
F20% : 0.916
F30% : 0.577
DISTRIBUTION
PPB : 0.976754
VD : 0.549
BBB Penetration : 0.028
Fu : 0.0162045
METABOLISM
CYP 1A2 inhibitor : 0.976
CYP 1A2 substrate : 0.141
CYP 2C19 inhibitor : 0.964
CYP 2C19 substrate : 0.065
CYP 2C9 inhibitor : 0.862
CYP 2C9 substrate : 0.893
CYP 2D6 inhibitor : 0.979
CYP 2D6 substrate : 0.879
CYP 3A4 inhibitor : 0.949
CYP 3A4 substrate : 0.224
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MEDICINAL CHEMISTRY
QED : 0.826
SAscore : 2.643
Fsp : 0.158
MCE-18 : 35.545
NPscore : 0.887
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.111
H-HT : 0.067
DILI : 0.466
AMES Toxicity : 0.543
Rat Oral Acute Toxicity : 0.158
FDAMDD : 0.295
Skin Sensitization : 0.925
Carcinogencity : 0.86
Eye Corrosion : 0.003
Eye Irritation : 0.402
Respiratory Toxicity : 0.323
Bioconcentration Factor : 1.183
IGC50 : 4.908
LC50FM : 4.968
LC50DM : 4.955
NR-AR : 0.075
NR-AR-LBD: 0.888
NR-AhR : 0.933
NR-Aromatase : 0.218
NR-ER : 0.965
NR-ER-LBD : 0.98
NR-PPAR-gamma : 0.863
SR-ARE : 0.98
SR-ATAD5 : 0.07
SR-HSE : 0.969
SR-MMP : 0.967
SR-p53 : 0.966
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 18.284
t1/2 : 0.824
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