Canonical Smiles : Coc1=C(C=Cc(=C1)C2=[O+]C3=Cc(=Cc(=C3C=C2Oc4C(C(C(C(O4)Co)O)O)O)O)O)O
Inchi Key : Zzwpmfrouhhaky-Ouukcgnvsa-O
IUPAC : (2S,3R,4S,5S,6R)-2-[5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)Chromenylium-3-Yl]Oxy-6-(Hydroxymethyl)Oxane-3,4,5-Triol
Pubchem ID : 443654
Smiles : COc1cc(-c2[o+]c3cc(O)cc(O)c3cc2OC2OC(CO)C(O)C(O)C2O)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 463.12
Volume : 431.761
Density : 1.073
nHA : 11
nHD : 7
nRot : 5
nRing : 4
Max Ring : 10
nHet: 11
fChar : 1
nRig : 23
Flexibility : 0.217
Stereo Centers : 5
TPSA : 180.6
logS : -3.516
logP: 0.605
logD7.4 : 1.774
ABSORPTION
Caco-2 Permeability : -6.265
MDCK Permeability : 0.0000164293
Pgp-inhibitor : 0.003
Pgp-substrate : 0.936
HIA : 0.809
F20% : 0.129
F30% : 0.993
DISTRIBUTION
PPB : 0.855476
VD : 0.932
BBB Penetration : 0.201
Fu : 0.176172
METABOLISM
CYP 1A2 inhibitor : 0.068
CYP 1A2 substrate : 0.087
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.064
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.289
CYP 2D6 inhibitor : 0.046
CYP 2D6 substrate : 0.234
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.017
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MEDICINAL CHEMISTRY
QED : 0.264
SAscore : 4.187
Fsp : 0.318
MCE-18 : 86.966
NPscore : 2.004
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.107
DILI : 0.959
AMES Toxicity : 0.765
Rat Oral Acute Toxicity : 0.061
FDAMDD : 0.047
Skin Sensitization : 0.052
Carcinogencity : 0.11
Eye Corrosion : 0.003
Eye Irritation : 0.019
Respiratory Toxicity : 0.05
Bioconcentration Factor : 0.991
IGC50 : 4.459
LC50FM : 4.927
LC50DM : 5.57
NR-AR : 0.302
NR-AR-LBD: 0.49
NR-AhR : 0.901
NR-Aromatase : 0.923
NR-ER : 0.341
NR-ER-LBD : 0.241
NR-PPAR-gamma : 0.873
SR-ARE : 0.46
SR-ATAD5 : 0.439
SR-HSE : 0.77
SR-MMP : 0.886
SR-p53 : 0.856
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 : 1
EXCRETION
CL : 10.205
t1/2 : 0.826
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