Canonical Smiles : C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
Inchi Key : AYLSGEWHCBDIDG-JUKYQPCLSA-N
IUPAC : [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
Pubchem ID : 11444250
Smiles : O=C(OCC1(O)COC(OC2C(Oc3ccc(CCO)cc3)OC(CO)C(O)C2O)C1O)c1ccc(O)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 552.18
Volume : 519.844
Density : 1.062
nHA : 13
nHD : 7
nRot : 11
nRing : 4
Max Ring : 6
nHet: 13
fChar : 0
nRig : 24
Flexibility : 0.458
Stereo Centers : 8
TPSA : 204.83
logS : -2.353
logP: -0.249
logD7.4 : 0.922
ABSORPTION
Caco-2 Permeability : -6.336
MDCK Permeability : 0.0000640681
Pgp-inhibitor : 0.002
Pgp-substrate : 0.539
HIA : 0.975
F20% : 0.93
F30% : 0.998
DISTRIBUTION
PPB : 0.745045
VD : 0.409
BBB Penetration : 0.385
Fu : 0.252331
METABOLISM
CYP 1A2 inhibitor : 0.015
CYP 1A2 substrate : 0.036
CYP 2C19 inhibitor : 0.016
CYP 2C19 substrate : 0.068
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.102
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.132
CYP 3A4 inhibitor : 0.034
CYP 3A4 substrate : 0.069
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MEDICINAL CHEMISTRY
QED : 0.167
SAscore : 4.39
Fsp : 0.5
MCE-18 : 93.462
NPscore : 1.801
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 : 0.083
H-HT : 0.044
DILI : 0.446
AMES Toxicity : 0.107
Rat Oral Acute Toxicity : 0.026
FDAMDD : 0.001
Skin Sensitization : 0.033
Carcinogencity : 0.675
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.004
Bioconcentration Factor : 0.416
IGC50 : 3.816
LC50FM : 3.003
LC50DM : 5.218
NR-AR : 0.006
NR-AR-LBD: 0.307
NR-AhR : 0.178
NR-Aromatase : 0.929
NR-ER : 0.164
NR-ER-LBD : 0.022
NR-PPAR-gamma : 0.086
SR-ARE : 0.15
SR-ATAD5 : 0.673
SR-HSE : 0.028
SR-MMP : 0.534
SR-p53 : 0.813
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.523
t1/2 : 0.413
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