Canonical Smiles : C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CO)CO)O)O)O)(COC(=O)C4=CC=CC=C4)O
Inchi Key : AXZMIAQIIFBOLT-KXQNOTADSA-N
IUPAC : [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[4-(hydroxymethyl)phenoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl benzoate
Pubchem ID : 11432415
Smiles : O=C(OCC1(O)COC(OC2C(Oc3ccc(CO)cc3)OC(CO)C(O)C2O)C1O)c1ccccc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 522.17
Volume : 493.758
Density : 1.058
nHA : 12
nHD : 6
nRot : 10
nRing : 4
Max Ring : 6
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.417
Stereo Centers : 8
TPSA : 184.6
logS : -2.474
logP: 0.177
logD7.4 : 1.138
ABSORPTION
Caco-2 Permeability : -5.913
MDCK Permeability : 0.0000783345
Pgp-inhibitor : 0.003
Pgp-substrate : 0.294
HIA : 0.929
F20% : 0.832
F30% : 0.991
DISTRIBUTION
PPB : 0.557369
VD : 0.461
BBB Penetration : 0.402
Fu : 0.239849
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.035
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.094
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.047
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.121
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.084
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MEDICINAL CHEMISTRY
QED : 0.214
SAscore : 4.272
Fsp : 0.48
MCE-18 : 90.649
NPscore : 1.758
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.071
H-HT : 0.027
DILI : 0.904
AMES Toxicity : 0.094
Rat Oral Acute Toxicity : 0.005
FDAMDD : 0.001
Skin Sensitization : 0.033
Carcinogencity : 0.354
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.003
Bioconcentration Factor : 0.36
IGC50 : 3.451
LC50FM : 2.975
LC50DM : 4.841
NR-AR : 0.017
NR-AR-LBD: 0.406
NR-AhR : 0.049
NR-Aromatase : 0.907
NR-ER : 0.134
NR-ER-LBD : 0.035
NR-PPAR-gamma : 0.055
SR-ARE : 0.127
SR-ATAD5 : 0.744
SR-HSE : 0.011
SR-MMP : 0.134
SR-p53 : 0.609
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 1.531
t1/2 : 0.383
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