Canonical Smiles : C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)O)O
Inchi Key : NBQPHANHNTWDML-UJKBSQBPSA-N
IUPAC : 3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
Pubchem ID : 5282159
Smiles : O=C(O)CC(=O)OCC1OC(Oc2c(-c3ccc(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 550.1
Volume : 494.923
Density : 1.111
nHA : 15
nHD : 8
nRot : 8
nRing : 4
Max Ring : 10
nHet: 15
fChar : 0
nRig : 26
Flexibility : 0.308
Stereo Centers : 5
TPSA : 253.88
logS : -4.068
logP: 0.208
logD7.4 : 0.476
ABSORPTION
Caco-2 Permeability : -6.447
MDCK Permeability : 0.0000117505
Pgp-inhibitor : 0
Pgp-substrate : 0.82
HIA : 0.796
F20% : 0.353
F30% : 0.997
DISTRIBUTION
PPB : 0.839032
VD : 0.543
BBB Penetration : 0.016
Fu : 0.169743
METABOLISM
CYP 1A2 inhibitor : 0.034
CYP 1A2 substrate : 0.017
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.037
CYP 2C9 inhibitor : 0.01
CYP 2C9 substrate : 0.384
CYP 2D6 inhibitor : 0.011
CYP 2D6 substrate : 0.127
CYP 3A4 inhibitor : 0.055
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.105
SAscore : 4.208
Fsp : 0.292
MCE-18 : 96.355
NPscore : 1.997
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.043
H-HT : 0.139
DILI : 0.985
AMES Toxicity : 0.798
Rat Oral Acute Toxicity : 0.047
FDAMDD : 0.005
Skin Sensitization : 0.153
Carcinogencity : 0.091
Eye Corrosion : 0.003
Eye Irritation : 0.099
Respiratory Toxicity : 0.026
Bioconcentration Factor : 0.747
IGC50 : 3.803
LC50FM : 4.936
LC50DM : 5.217
NR-AR : 0.108
NR-AR-LBD: 0.362
NR-AhR : 0.45
NR-Aromatase : 0.242
NR-ER : 0.381
NR-ER-LBD : 0.148
NR-PPAR-gamma : 0.948
SR-ARE : 0.092
SR-ATAD5 : 0.047
SR-HSE : 0.076
SR-MMP : 0.206
SR-p53 : 0.44
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 : 2
EXCRETION
CL : 4.673
t1/2 : 0.962
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