Canonical Smiles : CC(=CCC1=C(C=CC(=C1O)C2CC3=C(C=C(C(=C3OC)CC=C(C)C)O)OC2)O)C
Inchi Key : GBRZTUJCDFSIHM-KRWDZBQOSA-N
IUPAC : 4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]-2-(3-methylbut-2-enyl)benzene-1,3-diol
Pubchem ID : 480865
Smiles : COc1c(CC=C(C)C)c(O)cc2c1CC(c1ccc(O)c(CC=C(C)C)c1O)CO2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 424.22
Volume : 455.442
Density : 0.931
nHA : 5
nHD : 3
nRot : 6
nRing : 3
Max Ring : 10
nHet: 5
fChar : 0
nRig : 19
Flexibility : 0.316
Stereo Centers : 1
TPSA : 79.15
logS : -3.283
logP: 7.109
logD7.4 : 4.37
ABSORPTION
Caco-2 Permeability : -4.861
MDCK Permeability : 0.0000136444
Pgp-inhibitor : 0.885
Pgp-substrate : 0.293
HIA : 0.02
F20% : 0.993
F30% : 0.892
DISTRIBUTION
PPB : 0.954042
VD : 4.493
BBB Penetration : 0.013
Fu : 0.0695032
METABOLISM
CYP 1A2 inhibitor : 0.308
CYP 1A2 substrate : 0.786
CYP 2C19 inhibitor : 0.822
CYP 2C19 substrate : 0.293
CYP 2C9 inhibitor : 0.565
CYP 2C9 substrate : 0.95
CYP 2D6 inhibitor : 0.593
CYP 2D6 substrate : 0.855
CYP 3A4 inhibitor : 0.208
CYP 3A4 substrate : 0.38
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MEDICINAL CHEMISTRY
QED : 0.53
SAscore : 3.699
Fsp : 0.385
MCE-18 : 66.5
NPscore : 1.905
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.05
H-HT : 0.7
DILI : 0.02
AMES Toxicity : 0.02
Rat Oral Acute Toxicity : 0.428
FDAMDD : 0.478
Skin Sensitization : 0.953
Carcinogencity : 0.056
Eye Corrosion : 0.003
Eye Irritation : 0.737
Respiratory Toxicity : 0.572
Bioconcentration Factor : 1.786
IGC50 : 5.061
LC50FM : 6.603
LC50DM : 6.518
NR-AR : 0.02
NR-AR-LBD: 0.052
NR-AhR : 0.812
NR-Aromatase : 0.756
NR-ER : 0.909
NR-ER-LBD : 0.886
NR-PPAR-gamma : 0.941
SR-ARE : 0.835
SR-ATAD5 : 0.047
SR-HSE : 0.904
SR-MMP : 0.959
SR-p53 : 0.899
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 15.65
t1/2 : 0.116
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