Canonical Smiles : C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)O)O)O)O
Inchi Key : ROQLTZUOXIQBDO-UHFFFAOYSA-O
IUPAC : 3-[[6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
Pubchem ID : 10143380
Smiles : O=C(O)CC(=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 : 535.11
Volume : 487.451
Density : 1.098
nHA : 14
nHD : 8
nRot : 8
nRing : 4
Max Ring : 10
nHet: 14
fChar : 1
nRig : 25
Flexibility : 0.32
Stereo Centers : 5
TPSA : 234.97
logS : -3.506
logP: 0.508
logD7.4 : 0.908
ABSORPTION
Caco-2 Permeability : -6.584
MDCK Permeability : 0.0000115961
Pgp-inhibitor : 0
Pgp-substrate : 0.901
HIA : 0.802
F20% : 0.742
F30% : 0.998
DISTRIBUTION
PPB : 0.843223
VD : 0.587
BBB Penetration : 0.038
Fu : 0.176161
METABOLISM
CYP 1A2 inhibitor : 0.042
CYP 1A2 substrate : 0.019
CYP 2C19 inhibitor : 0.015
CYP 2C19 substrate : 0.041
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.234
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.145
CYP 3A4 inhibitor : 0.022
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.089
SAscore : 4.407
Fsp : 0.292
MCE-18 : 93.032
NPscore : 1.954
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 : 0.032
H-HT : 0.176
DILI : 0.978
AMES Toxicity : 0.754
Rat Oral Acute Toxicity : 0.06
FDAMDD : 0.007
Skin Sensitization : 0.266
Carcinogencity : 0.157
Eye Corrosion : 0.003
Eye Irritation : 0.086
Respiratory Toxicity : 0.032
Bioconcentration Factor : 0.757
IGC50 : 4.06
LC50FM : 4.999
LC50DM : 5.23
NR-AR : 0.062
NR-AR-LBD: 0.499
NR-AhR : 0.553
NR-Aromatase : 0.366
NR-ER : 0.478
NR-ER-LBD : 0.075
NR-PPAR-gamma : 0.97
SR-ARE : 0.211
SR-ATAD5 : 0.075
SR-HSE : 0.472
SR-MMP : 0.331
SR-p53 : 0.505
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 : 7.94
t1/2 : 0.957
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