Canonical Smiles : C1=Cc=C(C=C1)C(C#N)Oc2C(C(C(C(O2)Coc3C(C(C(C(O3)Co)O)O)O)O)O)O
Inchi Key : Xucijnaggsznqt-Jhsldzjxsa-N
IUPAC : 2R)-2-Phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxyacetonitrile
Pubchem ID : 656516
Smiles : N#CC(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)c1ccccc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 457.16
Volume : 423.314
Density : 1.08
nHA : 12
nHD : 7
nRot : 7
nRing : 3
Max Ring : 6
nHet: 12
fChar : 0
nRig : 19
Flexibility : 0.368
Stereo Centers : 11
TPSA : 202.32
logS : -0.663
logP: -1.827
logD7.4 : -0.216
ABSORPTION
Caco-2 Permeability : -5.686
MDCK Permeability : 0.000198964
Pgp-inhibitor : 0.017
Pgp-substrate : 0.645
HIA : 0.986
F20% : 0.879
F30% : 0.996
DISTRIBUTION
PPB : 0.141419
VD : 0.283
BBB Penetration : 0.35
Fu : 0.659045
METABOLISM
CYP 1A2 inhibitor : 0.001
CYP 1A2 substrate : 0.019
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.099
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.094
CYP 3A4 inhibitor : 0.003
CYP 3A4 substrate : 0.009
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MEDICINAL CHEMISTRY
QED : 0.218
SAscore : 4.512
Fsp : 0.65
MCE-18 : 75.727
NPscore : 1.212
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.005
H-HT : 0.084
DILI : 0.962
AMES Toxicity : 0.453
Rat Oral Acute Toxicity : 0.138
FDAMDD : 0.002
Skin Sensitization : 0.097
Carcinogencity : 0.113
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.939
Bioconcentration Factor : 0.366
IGC50 : 2.845
LC50FM : 6.298
LC50DM : 5.814
NR-AR : 0.064
NR-AR-LBD: 0.275
NR-AhR : 0.004
NR-Aromatase : 0.036
NR-ER : 0.195
NR-ER-LBD : 0.199
NR-PPAR-gamma : 0.03
SR-ARE : 0.065
SR-ATAD5 : 0.792
SR-HSE : 0.007
SR-MMP : 0.04
SR-p53 : 0.024
Acute/Aquatic Toxicity Rule : 0
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 : 1.23
t1/2 : 0.54
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