Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)CO)O)O)O)O)O
Inchi Key : ARGKVCXINMKCAZ-UZRWAPQLSA-N
IUPAC : (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
Pubchem ID : 442439
Smiles : COc1ccc(C2CC(=O)c3c(O)cc(OC4OC(CO)C(O)C(O)C4OC4OC(C)C(O)C(O)C4O)cc3O2)cc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 610.19
Volume : 563.46
Density : 1.083
nHA : 15
nHD : 8
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 11
TPSA : 234.29
logS : -3.494
logP: -0.499
logD7.4 : 1.124
ABSORPTION
Caco-2 Permeability : -6.501
MDCK Permeability : 0.00011557
Pgp-inhibitor : 0.001
Pgp-substrate : 0.991
HIA : 0.958
F20% : 0.012
F30% : 0.999
DISTRIBUTION
PPB : 0.762575
VD : 0.361
BBB Penetration : 0.36
Fu : 0.211617
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.056
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.228
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.422
CYP 2D6 inhibitor : 0.012
CYP 2D6 substrate : 0.205
CYP 3A4 inhibitor : 0.02
CYP 3A4 substrate : 0.064
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MEDICINAL CHEMISTRY
QED : 0.185
SAscore : 4.812
Fsp : 0.536
MCE-18 : 120.977
NPscore : 2.168
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.016
H-HT : 0.122
DILI : 0.956
AMES Toxicity : 0.436
Rat Oral Acute Toxicity : 0.172
FDAMDD : 0.016
Skin Sensitization : 0.029
Carcinogencity : 0.816
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.072
Bioconcentration Factor : 0.931
IGC50 : 4.508
LC50FM : 6.546
LC50DM : 5.888
NR-AR : 0.207
NR-AR-LBD: 0.48
NR-AhR : 0.61
NR-Aromatase : 0.473
NR-ER : 0.15
NR-ER-LBD : 0.023
NR-PPAR-gamma : 0.949
SR-ARE : 0.184
SR-ATAD5 : 0.755
SR-HSE : 0.261
SR-MMP : 0.577
SR-p53 : 0.606
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.678
t1/2 : 0.217
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