Canonical Smiles : C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O
Inchi Key : DJSISFGPUUYILV-ZFORQUDYSA-N
IUPAC : (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Pubchem ID : 185617
Smiles : O=C(O)C1OC(Oc2cc3oc(-c4ccc(O)cc4)cc(=O)c3c(O)c2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 462.08
Volume : 419.301
Density : 1.102
nHA : 12
nHD : 7
nRot : 4
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 25
Flexibility : 0.16
Stereo Centers : 5
TPSA : 207.35
logS : -3.77
logP: 0.47
logD7.4 : 0.314
ABSORPTION
Caco-2 Permeability : -6.452
MDCK Permeability : 0.0000217828
Pgp-inhibitor : 0
Pgp-substrate : 0.62
HIA : 0.786
F20% : 0.938
F30% : 1
DISTRIBUTION
PPB : 0.871983
VD : 0.647
BBB Penetration : 0.026
Fu : 0.122294
METABOLISM
CYP 1A2 inhibitor : 0.038
CYP 1A2 substrate : 0.022
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.045
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.274
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.138
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.253
SAscore : 3.997
Fsp : 0.238
MCE-18 : 91.385
NPscore : 1.819
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.025
H-HT : 0.187
DILI : 0.977
AMES Toxicity : 0.027
Rat Oral Acute Toxicity : 0.063
FDAMDD : 0.004
Skin Sensitization : 0.064
Carcinogencity : 0.188
Eye Corrosion : 0.003
Eye Irritation : 0.01
Respiratory Toxicity : 0.032
Bioconcentration Factor : 0.568
IGC50 : 3.728
LC50FM : 3.87
LC50DM : 5.187
NR-AR : 0.013
NR-AR-LBD: 0.51
NR-AhR : 0.846
NR-Aromatase : 0.765
NR-ER : 0.311
NR-ER-LBD : 0.051
NR-PPAR-gamma : 0.955
SR-ARE : 0.407
SR-ATAD5 : 0.563
SR-HSE : 0.612
SR-MMP : 0.466
SR-p53 : 0.79
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.217
t1/2 : 0.877
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