Canonical Smiles : Coc1=Cc(=Cc(=C1O)Oc)C2=[O+]C3=Cc(=Cc(=C3C=C2Oc4C(C(C(C(O4)Co)O)O)Oc5C(C(C(C(O5)Co)O)O)O)O)O
Inchi Key : Ohmjopxojgzqld-Wpyvbssdsa-O
IUPAC : (2S,3R,5S)-2-[(2S,5S)-2-[5,7-Dihydroxy-2-(4-Hydroxy-3,5-Dimethoxyphenyl)Chromenylium-3-Yl]Oxy-4,5-Dihydroxy-6-(Hydroxymethyl)Oxan-3-Yl]Oxy-6-(Hydroxymethyl)Oxane-3,4,5-Triol
Pubchem ID : 44256978
Smiles : COc1cc(-c2[o+]c3cc(O)cc(O)c3cc2OC2OC(CO)C(O)C(O)C2OC2OC(CO)C(O)C(O)C2O)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 655.19
Volume : 597.018
Density : 1.097
nHA : 17
nHD : 10
nRot : 9
nRing : 5
Max Ring : 10
nHet: 17
fChar : 1
nRig : 29
Flexibility : 0.31
Stereo Centers : 10
TPSA : 268.98
logS : -1.91
logP: -0.747
logD7.4 : 0.838
ABSORPTION
Caco-2 Permeability : -6.442
MDCK Permeability : 0.000107134
Pgp-inhibitor : 0.001
Pgp-substrate : 0.99
HIA : 0.98
F20% : 0.86
F30% : 0.998
DISTRIBUTION
PPB : 0.732958
VD : 0.648
BBB Penetration : 0.449
Fu : 0.339776
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.052
CYP 2C19 inhibitor : 0.003
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.119
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.175
CYP 3A4 inhibitor : 0.002
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.118
SAscore : 4.976
Fsp : 0.483
MCE-18 : 121.279
NPscore : 1.73
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.023
H-HT : 0.155
DILI : 0.965
AMES Toxicity : 0.479
Rat Oral Acute Toxicity : 0.041
FDAMDD : 0.011
Skin Sensitization : 0.022
Carcinogencity : 0.038
Eye Corrosion : 0.003
Eye Irritation : 0.004
Respiratory Toxicity : 0.021
Bioconcentration Factor : 0.99
IGC50 : 3.862
LC50FM : 4.465
LC50DM : 5.422
NR-AR : 0.514
NR-AR-LBD: 0.527
NR-AhR : 0.846
NR-Aromatase : 0.896
NR-ER : 0.198
NR-ER-LBD : 0.031
NR-PPAR-gamma : 0.933
SR-ARE : 0.152
SR-ATAD5 : 0.828
SR-HSE : 0.457
SR-MMP : 0.713
SR-p53 : 0.895
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 : 1
EXCRETION
CL : 1.437
t1/2 : 0.672
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