Canonical Smiles : C1=Cc(=Cc=C1C2=Cc(=O)C3=C(C=C(C=C3O2)Oc4C(C(C(C(O4)Coc5C(C(C(C(O5)Co)O)O)O)O)O)O)O)O
Inchi Key : Xdmjjzuuhwwiti-Bslwdvshsa-N
IUPAC : 5-Hydroxy-2-(4-Hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One
Pubchem ID : 157010041
Smiles : O=c1cc(-c2ccc(O)cc2)oc2cc(OC3OC(COC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 9
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 10
TPSA : 249.2
logS : -3.345
logP: -0.629
logD7.4 : 0.621
ABSORPTION
Caco-2 Permeability : -6.282
MDCK Permeability : 0.0000946699
Pgp-inhibitor : 0.001
Pgp-substrate : 0.966
HIA : 0.973
F20% : 0.627
F30% : 1
DISTRIBUTION
PPB : 0.761096
VD : 0.528
BBB Penetration : 0.33
Fu : 0.233027
METABOLISM
CYP 1A2 inhibitor : 0.012
CYP 1A2 substrate : 0.021
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.056
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.37
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.165
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.005
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MEDICINAL CHEMISTRY
QED : 0.142
SAscore : 4.622
Fsp : 0.444
MCE-18 : 115.923
NPscore : 1.684
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 : 0.067
H-HT : 0.052
DILI : 0.95
AMES Toxicity : 0.573
Rat Oral Acute Toxicity : 0.029
FDAMDD : 0.005
Skin Sensitization : 0.028
Carcinogencity : 0.66
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.017
Bioconcentration Factor : 0.774
IGC50 : 4.075
LC50FM : 4.606
LC50DM : 5.438
NR-AR : 0.014
NR-AR-LBD: 0.374
NR-AhR : 0.779
NR-Aromatase : 0.934
NR-ER : 0.198
NR-ER-LBD : 0.061
NR-PPAR-gamma : 0.888
SR-ARE : 0.218
SR-ATAD5 : 0.679
SR-HSE : 0.147
SR-MMP : 0.424
SR-p53 : 0.745
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 : 1.242
t1/2 : 0.297
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