Canonical Smiles : CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)OC(=O)C)O
Inchi Key : APRVHMRKRPHQLM-NDUFOHEISA-N
IUPAC : [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] acetate
Pubchem ID : 44559524
Smiles : CC(=O)OC1C(O)C(C)OC(Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 474.12
Volume : 445.103
Density : 1.065
nHA : 11
nHD : 5
nRot : 5
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 25
Flexibility : 0.2
Stereo Centers : 5
TPSA : 176.12
logS : -4.218
logP: 1.763
logD7.4 : 2.016
ABSORPTION
Caco-2 Permeability : -5.87
MDCK Permeability : 0.0000175702
Pgp-inhibitor : 0.026
Pgp-substrate : 0.21
HIA : 0.192
F20% : 0.008
F30% : 0.935
DISTRIBUTION
PPB : 0.887767
VD : 0.921
BBB Penetration : 0.015
Fu : 0.138651
METABOLISM
CYP 1A2 inhibitor : 0.118
CYP 1A2 substrate : 0.068
CYP 2C19 inhibitor : 0.034
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0.091
CYP 2C9 substrate : 0.783
CYP 2D6 inhibitor : 0.475
CYP 2D6 substrate : 0.174
CYP 3A4 inhibitor : 0.287
CYP 3A4 substrate : 0.051
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MEDICINAL CHEMISTRY
QED : 0.345
SAscore : 4.001
Fsp : 0.304
MCE-18 : 90
NPscore : 2.14
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.018
H-HT : 0.311
DILI : 0.981
AMES Toxicity : 0.709
Rat Oral Acute Toxicity : 0.057
FDAMDD : 0.046
Skin Sensitization : 0.047
Carcinogencity : 0.182
Eye Corrosion : 0.003
Eye Irritation : 0.05
Respiratory Toxicity : 0.038
Bioconcentration Factor : 0.836
IGC50 : 4.23
LC50FM : 5.939
LC50DM : 5.851
NR-AR : 0.205
NR-AR-LBD: 0.679
NR-AhR : 0.917
NR-Aromatase : 0.939
NR-ER : 0.46
NR-ER-LBD : 0.82
NR-PPAR-gamma : 0.946
SR-ARE : 0.55
SR-ATAD5 : 0.517
SR-HSE : 0.645
SR-MMP : 0.909
SR-p53 : 0.917
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.629
t1/2 : 0.813
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