Canonical Smiles : Cc1C(C(C(C(O1)Occ2C(C(C(C(O2)Oc3=Cc(=C4C(=O)Cc(Oc4=C3)C5=Cc=C(C=C5)Oc)O)O)O)O)O)O)O
Inchi Key : Rmcrqbailcljgu-Hibkwjplsa-N
IUPAC : (2S)-5-Hydroxy-2-(4-Methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxy-2,3-Dihydrochromen-4-One
Pubchem ID : 16760075
Smiles : COc1ccc(C2CC(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.19
Volume : 554.67
Density : 1.071
nHA : 14
nHD : 7
nRot : 7
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 11
TPSA : 214.06
logS : -3.791
logP: -0.111
logD7.4 : 1.457
ABSORPTION
Caco-2 Permeability : -6.39
MDCK Permeability : 0.0000974449
Pgp-inhibitor : 0.002
Pgp-substrate : 0.992
HIA : 0.939
F20% : 0.007
F30% : 0.999
DISTRIBUTION
PPB : 0.726658
VD : 0.421
BBB Penetration : 0.246
Fu : 0.17518
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.06
CYP 2C19 inhibitor : 0.021
CYP 2C19 substrate : 0.535
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.591
CYP 2D6 inhibitor : 0.017
CYP 2D6 substrate : 0.27
CYP 3A4 inhibitor : 0.014
CYP 3A4 substrate : 0.065
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MEDICINAL CHEMISTRY
QED : 0.208
SAscore : 4.692
Fsp : 0.536
MCE-18 : 117.419
NPscore : 1.859
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.03
H-HT : 0.067
DILI : 0.943
AMES Toxicity : 0.475
Rat Oral Acute Toxicity : 0.082
FDAMDD : 0.021
Skin Sensitization : 0.024
Carcinogencity : 0.888
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.053
Bioconcentration Factor : 0.968
IGC50 : 4.817
LC50FM : 6.718
LC50DM : 6.436
NR-AR : 0.216
NR-AR-LBD: 0.43
NR-AhR : 0.511
NR-Aromatase : 0.62
NR-ER : 0.143
NR-ER-LBD : 0.038
NR-PPAR-gamma : 0.941
SR-ARE : 0.185
SR-ATAD5 : 0.707
SR-HSE : 0.032
SR-MMP : 0.42
SR-p53 : 0.557
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.401
t1/2 : 0.1
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