Canonical Smiles : Coc1=Cc(=Cc(=C1O)Oc)C2=C(C=C3C(=Cc(=O)C=C3O2)O)Oc4C(C(C(C(O4)Co)O)O)O
Inchi Key : Wrbqkjfkaqvfpn-Oxuvvobnsa-N
IUPAC : 5-Hydroxy-2-(4-Hydroxy-3,5-Dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-7-One
Pubchem ID : 443653
Smiles : COc1cc(-c2oc3cc(=O)cc(O)c-3cc2OC2OC(CO)C(O)C(O)C2O)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 492.13
Volume : 456.529
Density : 1.078
nHA : 12
nHD : 6
nRot : 6
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.25
Stereo Centers : 5
TPSA : 188.51
logS : -3.548
logP: 0.191
logD7.4 : 1.16
ABSORPTION
Caco-2 Permeability : -6.092
MDCK Permeability : 0.0000421414
Pgp-inhibitor : 0.02
Pgp-substrate : 0.982
HIA : 0.844
F20% : 0.05
F30% : 0.994
DISTRIBUTION
PPB : 0.733839
VD : 0.923
BBB Penetration : 0.217
Fu : 0.227419
METABOLISM
CYP 1A2 inhibitor : 0.034
CYP 1A2 substrate : 0.143
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.078
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.183
CYP 2D6 inhibitor : 0.015
CYP 2D6 substrate : 0.242
CYP 3A4 inhibitor : 0.033
CYP 3A4 substrate : 0.038
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MEDICINAL CHEMISTRY
QED : 0.271
SAscore : 4.186
Fsp : 0.348
MCE-18 : 89.71
NPscore : 1.652
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.058
H-HT : 0.102
DILI : 0.969
AMES Toxicity : 0.665
Rat Oral Acute Toxicity : 0.026
FDAMDD : 0.044
Skin Sensitization : 0.024
Carcinogencity : 0.042
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.044
Bioconcentration Factor : 0.942
IGC50 : 4.155
LC50FM : 5.308
LC50DM : 5.884
NR-AR : 0.177
NR-AR-LBD: 0.242
NR-AhR : 0.819
NR-Aromatase : 0.813
NR-ER : 0.255
NR-ER-LBD : 0.013
NR-PPAR-gamma : 0.952
SR-ARE : 0.315
SR-ATAD5 : 0.795
SR-HSE : 0.263
SR-MMP : 0.688
SR-p53 : 0.899
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 6.079
t1/2 : 0.661
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