Canonical Smiles : Cc1C(C(C(C(O1)Occ2C(C(C(C(O2)Oc3=Cc(=C4C(=C3)Oc(=Cc4=O)C5=Cc=C(C=C5)Oc)O)O)O)O)O)O)O
Inchi Key : Yfvgijbuxmqfof-Pjovqgmdsa-N
IUPAC : 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]Oxychromen-4-One
Pubchem ID : 5317025
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 : 592.18
Volume : 552.033
Density : 1.073
nHA : 14
nHD : 7
nRot : 7
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 10
TPSA : 217.97
logS : -3.89
logP: 0.386
logD7.4 : 1.792
ABSORPTION
Caco-2 Permeability : -6.06
MDCK Permeability : 0.0000845756
Pgp-inhibitor : 0.003
Pgp-substrate : 0.99
HIA : 0.941
F20% : 0.026
F30% : 0.999
DISTRIBUTION
PPB : 0.711456
VD : 0.632
BBB Penetration : 0.226
Fu : 0.162166
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.076
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.109
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.47
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.283
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.016
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MEDICINAL CHEMISTRY
QED : 0.179
SAscore : 4.562
Fsp : 0.464
MCE-18 : 115.098
NPscore : 1.689
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.079
H-HT : 0.049
DILI : 0.94
AMES Toxicity : 0.71
Rat Oral Acute Toxicity : 0.025
FDAMDD : 0.025
Skin Sensitization : 0.021
Carcinogencity : 0.841
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.035
Bioconcentration Factor : 1.032
IGC50 : 4.348
LC50FM : 5.278
LC50DM : 6.036
NR-AR : 0.05
NR-AR-LBD: 0.244
NR-AhR : 0.824
NR-Aromatase : 0.926
NR-ER : 0.168
NR-ER-LBD : 0.135
NR-PPAR-gamma : 0.91
SR-ARE : 0.332
SR-ATAD5 : 0.593
SR-HSE : 0.082
SR-MMP : 0.41
SR-p53 : 0.781
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.271
t1/2 : 0.144
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