Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C(=C5)OC)O)OC)O)C(=O)O)O)O)O)O)O
Inchi Key : CFWKEIXHBVWGIW-HFENUVLQSA-N
IUPAC : (3R,4S,6S)-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy-5-[(2S,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
Pubchem ID : 44258270
Smiles : COc1cc(-c2cc(=O)c3c(O)cc(OC4OC(C(=O)O)C(O)C(O)C4OC4OC(C)C(O)C(O)C4O)cc3o2)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 652.16
Volume : 593.063
Density : 1.1
nHA : 17
nHD : 8
nRot : 8
nRing : 5
Max Ring : 10
nHet: 17
fChar : 0
nRig : 31
Flexibility : 0.258
Stereo Centers : 10
TPSA : 264.5
logS : -3.317
logP: 0.199
logD7.4 : 1.144
ABSORPTION
Caco-2 Permeability : -6.568
MDCK Permeability : 0.000104394
Pgp-inhibitor : 0.001
Pgp-substrate : 0.993
HIA : 0.979
F20% : 0.061
F30% : 0.998
DISTRIBUTION
PPB : 0.690969
VD : 0.495
BBB Penetration : 0.097
Fu : 0.304724
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.096
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.218
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.151
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.145
SAscore : 4.811
Fsp : 0.448
MCE-18 : 125.143
NPscore : 1.819
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.252
DILI : 0.978
AMES Toxicity : 0.194
Rat Oral Acute Toxicity : 0.025
FDAMDD : 0.021
Skin Sensitization : 0.012
Carcinogencity : 0.173
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.039
Bioconcentration Factor : 0.715
IGC50 : 3.734
LC50FM : 4.09
LC50DM : 5.389
NR-AR : 0.349
NR-AR-LBD: 0.426
NR-AhR : 0.724
NR-Aromatase : 0.843
NR-ER : 0.157
NR-ER-LBD : 0.024
NR-PPAR-gamma : 0.973
SR-ARE : 0.187
SR-ATAD5 : 0.782
SR-HSE : 0.213
SR-MMP : 0.238
SR-p53 : 0.863
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.014
t1/2 : 0.546
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