Canonical Smiles : CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O)O.[Cl-]
Inchi Key : ADZHXBNWNZIHIX-XYGAWYNKSA-N
IUPAC : (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol;chloride
Pubchem ID : 29231
Smiles : CC1OC(OCC2OC(Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)C(O)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 595.17
Volume : 544.846
Density : 1.092
nHA : 15
nHD : 10
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 1
nRig : 29
Flexibility : 0.207
Stereo Centers : 10
TPSA : 250.52
logS : -3.045
logP: -0.602
logD7.4 : 1.098
ABSORPTION
Caco-2 Permeability : -6.398
MDCK Permeability : 0.0000343609
Pgp-inhibitor : 0.002
Pgp-substrate : 0.965
HIA : 0.942
F20% : 0.453
F30% : 1
DISTRIBUTION
PPB : 0.840568
VD : 0.706
BBB Penetration : 0.195
Fu : 0.22756
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.026
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.151
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.176
CYP 3A4 inhibitor : 0.004
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.124
SAscore : 4.96
Fsp : 0.444
MCE-18 : 119.436
NPscore : 1.977
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.008
H-HT : 0.088
DILI : 0.971
AMES Toxicity : 0.671
Rat Oral Acute Toxicity : 0.074
FDAMDD : 0.029
Skin Sensitization : 0.048
Carcinogencity : 0.14
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.022
Bioconcentration Factor : 1.038
IGC50 : 4.493
LC50FM : 5.186
LC50DM : 5.682
NR-AR : 0.191
NR-AR-LBD: 0.671
NR-AhR : 0.88
NR-Aromatase : 0.934
NR-ER : 0.277
NR-ER-LBD : 0.292
NR-PPAR-gamma : 0.949
SR-ARE : 0.257
SR-ATAD5 : 0.662
SR-HSE : 0.849
SR-MMP : 0.91
SR-p53 : 0.793
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 : 1.866
t1/2 : 0.565
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