Canonical Smiles : COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O.[Cl-]
Inchi Key : YDIKCZBMBPOGFT-PWUSVEHZSA-N
IUPAC : (2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
Pubchem ID : 94409
Smiles : COc1cc(-c2[o+]c3cc(O)cc(O)c3cc2OC2OC(CO)C(O)C(O)C2O)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 493.13
Volume : 457.848
Density : 1.077
nHA : 12
nHD : 7
nRot : 6
nRing : 4
Max Ring : 10
nHet: 12
fChar : 1
nRig : 23
Flexibility : 0.261
Stereo Centers : 5
TPSA : 189.83
logS : -2.984
logP: 0.477
logD7.4 : 1.753
ABSORPTION
Caco-2 Permeability : -6.32
MDCK Permeability : 0.0000234606
Pgp-inhibitor : 0.007
Pgp-substrate : 0.973
HIA : 0.851
F20% : 0.061
F30% : 0.97
DISTRIBUTION
PPB : 0.789884
VD : 0.959
BBB Penetration : 0.198
Fu : 0.273763
METABOLISM
CYP 1A2 inhibitor : 0.035
CYP 1A2 substrate : 0.143
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.081
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.218
CYP 2D6 inhibitor : 0.015
CYP 2D6 substrate : 0.23
CYP 3A4 inhibitor : 0.005
CYP 3A4 substrate : 0.018
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MEDICINAL CHEMISTRY
QED : 0.238
SAscore : 4.237
Fsp : 0.348
MCE-18 : 89.71
NPscore : 1.886
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 : 0.035
H-HT : 0.112
DILI : 0.952
AMES Toxicity : 0.665
Rat Oral Acute Toxicity : 0.044
FDAMDD : 0.248
Skin Sensitization : 0.071
Carcinogencity : 0.033
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.071
Bioconcentration Factor : 1.023
IGC50 : 4.162
LC50FM : 4.65
LC50DM : 5.782
NR-AR : 0.26
NR-AR-LBD: 0.333
NR-AhR : 0.919
NR-Aromatase : 0.892
NR-ER : 0.308
NR-ER-LBD : 0.064
NR-PPAR-gamma : 0.945
SR-ARE : 0.433
SR-ATAD5 : 0.693
SR-HSE : 0.754
SR-MMP : 0.891
SR-p53 : 0.92
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 : 10.309
t1/2 : 0.877
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