Canonical Smiles : CC(C)(C1C(C2=C(C=C(C(=C2O1)C(=O)CCC3=CC=CC=C3)O)OC)C4=C(C=CC(=C4)C(=O)OC)O)O
Inchi Key : KGNWKZGVYSTAOX-HOFKKMOUSA-N
IUPAC : methyl 4-hydroxy-3-[(2S,3S)-6-hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-7-(3-phenylpropanoyl)-2,3-dihydro-1-benzofuran-3-yl]benzoate
Pubchem ID : 442455
Smiles : CC(C)(C1C(C2=C(C=C(C(=C2O1)C(=O)CCC3=CC=CC=C3)O)OC)C4=C(C=CC(=C4)C(=O)OC)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 506.19
Volume : 517.235
Density : 0.979
nHA : 8
nHD : 3
nRot : 9
nRing : 4
Max Ring : 9
nHet: 8
fChar : 0
nRig : 24
Flexibility : 0.375
Stereo Centers : 2
TPSA : 122.52
logS : -3.262
logP: 4.748
logD7.4 : 3.569
ABSORPTION
Caco-2 Permeability : -4.926
MDCK Permeability : 0.0000214903
Pgp-inhibitor : 0.952
Pgp-substrate : 0
HIA : 0.015
F20% : 0.005
F30% : 0.008
DISTRIBUTION
PPB : 0.996767
VD : 0.382
BBB Penetration : 0.015
Fu : 0.00970411
METABOLISM
CYP 1A2 inhibitor : 0.161
CYP 1A2 substrate : 0.833
CYP 2C19 inhibitor : 0.928
CYP 2C19 substrate : 0.439
CYP 2C9 inhibitor : 0.909
CYP 2C9 substrate : 0.958
CYP 2D6 inhibitor : 0.852
CYP 2D6 substrate : 0.452
CYP 3A4 inhibitor : 0.725
CYP 3A4 substrate : 0.669
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MEDICINAL CHEMISTRY
QED : 0.304
SAscore : 3.616
Fsp : 0.31
MCE-18 : 86.947
NPscore : 1.112
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.058
H-HT : 0.103
DILI : 0.913
AMES Toxicity : 0.093
Rat Oral Acute Toxicity : 0.684
FDAMDD : 0.85
Skin Sensitization : 0.065
Carcinogencity : 0.054
Eye Corrosion : 0.003
Eye Irritation : 0.04
Respiratory Toxicity : 0.031
Bioconcentration Factor : 0.906
IGC50 : 5.244
LC50FM : 6.715
LC50DM : 6.729
NR-AR : 0.009
NR-AR-LBD: 0.061
NR-AhR : 0.834
NR-Aromatase : 0.832
NR-ER : 0.511
NR-ER-LBD : 0.743
NR-PPAR-gamma : 0.937
SR-ARE : 0.666
SR-ATAD5 : 0.572
SR-HSE : 0.745
SR-MMP : 0.948
SR-p53 : 0.852
Acute/Aquatic Toxicity Rule : 2
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 : 4.833
t1/2 : 0.273
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