Canonical Smiles : C1=Cc(=C(C=C1C2=[O+]C3=Cc(=Cc(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)Co)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)Co)O)O)O)O)O)O)O)O
Inchi Key : Yxbnlezvgitygw-Sqlaxticsa-O
IUPAC : (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxychromenylium-3-Yl]Oxy-3,5-Dihydroxy-6-(Hydroxymethyl)Oxan-4-Yl]Oxy-6-(Hydroxymethyl)Oxane-3,4,5-Triol
Pubchem ID : 101710212
Smiles : OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)O[C@H](CO)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 611.16
Volume : 553.636
Density : 1.104
nHA : 16
nHD : 11
nRot : 7
nRing : 5
Max Ring : 10
nHet: 16
fChar : 1
nRig : 29
Flexibility : 0.241
Stereo Centers : 10
TPSA : 270.75
logS : -2.364
logP: -0.39
logD7.4 : -0.244
ABSORPTION
Caco-2 Permeability : -6.632
MDCK Permeability : 0.0000171398
Pgp-inhibitor : 0.008
Pgp-substrate : 0.988
HIA : 0.955
F20% : 0.092
F30% : 1
DISTRIBUTION
PPB : 0.849326
VD : 0.639
BBB Penetration : 0.073
Fu : 0.184161
METABOLISM
CYP 1A2 inhibitor : 0.114
CYP 1A2 substrate : 0.015
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.049
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.071
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.16
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.104
SAscore : 4.966
Fsp : 0.444
MCE-18 : 119.436
NPscore : 1.896
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.361
H-HT : 0.189
DILI : 0.972
AMES Toxicity : 0.6
Rat Oral Acute Toxicity : 0.018
FDAMDD : 0.002
Skin Sensitization : 0.88
Carcinogencity : 0.036
Eye Corrosion : 0.003
Eye Irritation : 0.097
Respiratory Toxicity : 0.019
Bioconcentration Factor : 0.952
IGC50 : 4.021
LC50FM : 4.576
LC50DM : 5.651
NR-AR : 0.52
NR-AR-LBD: 0.784
NR-AhR : 0.739
NR-Aromatase : 0.845
NR-ER : 0.509
NR-ER-LBD : 0.399
NR-PPAR-gamma : 0.163
SR-ARE : 0.051
SR-ATAD5 : 0.131
SR-HSE : 0.027
SR-MMP : 0.534
SR-p53 : 0.771
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.208
t1/2 : 0.834
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