Canonical Smiles : C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)CCC(=O)O)O)O)O)O)O)O)O
Inchi Key : MIYGQTFETYBMKF-WVXUANQFSA-O
IUPAC : 4-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-oxobutanoic acid
Pubchem ID : 100917934
Smiles : O=C(O)CCC(=O)OCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 549.12
Volume : 504.747
Density : 1.088
nHA : 14
nHD : 8
nRot : 9
nRing : 4
Max Ring : 10
nHet: 14
fChar : 1
nRig : 25
Flexibility : 0.36
Stereo Centers : 5
TPSA : 234.97
logS : -3.576
logP: 0.709
logD7.4 : 1.136
ABSORPTION
Caco-2 Permeability : -6.457
MDCK Permeability : 0.0000168105
Pgp-inhibitor : 0
Pgp-substrate : 0.957
HIA : 0.805
F20% : 0.782
F30% : 0.998
DISTRIBUTION
PPB : 0.856489
VD : 0.649
BBB Penetration : 0.041
Fu : 0.153468
METABOLISM
CYP 1A2 inhibitor : 0.057
CYP 1A2 substrate : 0.019
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.039
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.201
CYP 2D6 inhibitor : 0.015
CYP 2D6 substrate : 0.154
CYP 3A4 inhibitor : 0.021
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.11
SAscore : 4.355
Fsp : 0.32
MCE-18 : 92.485
NPscore : 1.784
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.185
DILI : 0.977
AMES Toxicity : 0.681
Rat Oral Acute Toxicity : 0.048
FDAMDD : 0.011
Skin Sensitization : 0.051
Carcinogencity : 0.105
Eye Corrosion : 0.003
Eye Irritation : 0.02
Respiratory Toxicity : 0.018
Bioconcentration Factor : 0.725
IGC50 : 4.009
LC50FM : 4.8
LC50DM : 5.167
NR-AR : 0.187
NR-AR-LBD: 0.476
NR-AhR : 0.571
NR-Aromatase : 0.411
NR-ER : 0.541
NR-ER-LBD : 0.289
NR-PPAR-gamma : 0.958
SR-ARE : 0.078
SR-ATAD5 : 0.048
SR-HSE : 0.484
SR-MMP : 0.326
SR-p53 : 0.532
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.753
t1/2 : 0.956
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