Canonical Smiles : COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)OC
Inchi Key : XOJVHLIYNSOZOO-SWOBOCGESA-N
IUPAC : (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
Pubchem ID : 100528
Smiles : COc1ccc(CC2COC(=O)C2Cc2ccc(OC3OC(CO)C(O)C(O)C3O)c(OC)c2)cc1OC
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 534.21
Volume : 519.56
Density : 1.028
nHA : 11
nHD : 4
nRot : 10
nRing : 4
Max Ring : 6
nHet: 11
fChar : 0
nRig : 24
Flexibility : 0.417
Stereo Centers : 7
TPSA : 153.37
logS : -3.366
logP: 1.015
logD7.4 : 1.55
ABSORPTION
Caco-2 Permeability : -5.484
MDCK Permeability : 0.0000687973
Pgp-inhibitor : 0.135
Pgp-substrate : 0.177
HIA : 0.098
F20% : 0.013
F30% : 0.108
DISTRIBUTION
PPB : 0.725913
VD : 0.362
BBB Penetration : 0.352
Fu : 0.161853
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.364
CYP 2C19 inhibitor : 0.026
CYP 2C19 substrate : 0.861
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.333
CYP 2D6 inhibitor : 0.017
CYP 2D6 substrate : 0.886
CYP 3A4 inhibitor : 0.279
CYP 3A4 substrate : 0.437
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MEDICINAL CHEMISTRY
QED : 0.315
SAscore : 4.108
Fsp : 0.519
MCE-18 : 88.146
NPscore : 1.664
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.21
H-HT : 0.224
DILI : 0.59
AMES Toxicity : 0.138
Rat Oral Acute Toxicity : 0.023
FDAMDD : 0.027
Skin Sensitization : 0.056
Carcinogencity : 0.493
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.017
Bioconcentration Factor : 1.007
IGC50 : 4.187
LC50FM : 4.69
LC50DM : 6.512
NR-AR : 0.793
NR-AR-LBD: 0.388
NR-AhR : 0.021
NR-Aromatase : 0.722
NR-ER : 0.107
NR-ER-LBD : 0.103
NR-PPAR-gamma : 0.004
SR-ARE : 0.253
SR-ATAD5 : 0.472
SR-HSE : 0.024
SR-MMP : 0.054
SR-p53 : 0.149
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 8.01
t1/2 : 0.573
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