Canonical Smiles : Coc1=C(C2=C(C=C1O)Oc(=C(C2=O)Oc)C3=Cc(=C(C=C3)Oc4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Inchi Key : Yidaqajeknrljs-Qjahinbcsa-N
IUPAC : (2S,3S,4S,5R,6S)-6-[4-(5,7-Dihydroxy-3,6-Dimethoxy-4-Oxochromen-2-Yl)-2-Hydroxyphenoxy]-3,4,5-Trihydroxyoxane-2-Carboxylic Acid
Pubchem ID : 21722022
Smiles : COc1c(O)cc2oc(-c3ccc(OC4OC(C(=O)O)C(O)C(O)C4O)c(O)c3)c(OC)c(=O)c2c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 522.1
Volume : 471.473
Density : 1.107
nHA : 14
nHD : 7
nRot : 6
nRing : 4
Max Ring : 10
nHet: 14
fChar : 0
nRig : 25
Flexibility : 0.24
Stereo Centers : 5
TPSA : 225.81
logS : -4.11
logP: 0.632
logD7.4 : 1.034
ABSORPTION
Caco-2 Permeability : -6.449
MDCK Permeability : 0.0000200308
Pgp-inhibitor : 0.003
Pgp-substrate : 0.899
HIA : 0.679
F20% : 0.04
F30% : 0.962
DISTRIBUTION
PPB : 0.808623
VD : 0.682
BBB Penetration : 0.03
Fu : 0.236278
METABOLISM
CYP 1A2 inhibitor : 0.026
CYP 1A2 substrate : 0.14
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.052
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.217
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.136
CYP 3A4 inhibitor : 0.02
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.224
SAscore : 4.177
Fsp : 0.304
MCE-18 : 96.667
NPscore : 1.822
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.112
DILI : 0.988
AMES Toxicity : 0.419
Rat Oral Acute Toxicity : 0.06
FDAMDD : 0.004
Skin Sensitization : 0.029
Carcinogencity : 0.035
Eye Corrosion : 0.003
Eye Irritation : 0.012
Respiratory Toxicity : 0.024
Bioconcentration Factor : 0.779
IGC50 : 3.442
LC50FM : 3.78
LC50DM : 5.351
NR-AR : 0.587
NR-AR-LBD: 0.302
NR-AhR : 0.762
NR-Aromatase : 0.68
NR-ER : 0.169
NR-ER-LBD : 0.021
NR-PPAR-gamma : 0.933
SR-ARE : 0.165
SR-ATAD5 : 0.551
SR-HSE : 0.15
SR-MMP : 0.278
SR-p53 : 0.839
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.139
t1/2 : 0.885
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