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)O
Inchi Key : Quqphwdtpgmpex-Qjbifvctsa-N
IUPAC : (2S)-5-Hydroxy-2-(3-Hydroxy-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 : 10621
Smiles : COc1ccc(C2CC(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2)cc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 610.19
Volume : 563.46
Density : 1.083
nHA : 15
nHD : 8
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 11
TPSA : 234.29
logS : -3.504
logP: -0.59
logD7.4 : 1.156
ABSORPTION
Caco-2 Permeability : -6.484
MDCK Permeability : 0.0000939815
Pgp-inhibitor : 0.001
Pgp-substrate : 0.994
HIA : 0.953
F20% : 0.009
F30% : 0.999
DISTRIBUTION
PPB : 0.776403
VD : 0.395
BBB Penetration : 0.254
Fu : 0.205182
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.06
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.295
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.507
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.207
CYP 3A4 inhibitor : 0.016
CYP 3A4 substrate : 0.046
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MEDICINAL CHEMISTRY
QED : 0.185
SAscore : 4.818
Fsp : 0.536
MCE-18 : 120.977
NPscore : 1.945
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.022
H-HT : 0.084
DILI : 0.948
AMES Toxicity : 0.499
Rat Oral Acute Toxicity : 0.084
FDAMDD : 0.023
Skin Sensitization : 0.03
Carcinogencity : 0.87
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.06
Bioconcentration Factor : 0.974
IGC50 : 4.616
LC50FM : 6.472
LC50DM : 6.265
NR-AR : 0.265
NR-AR-LBD: 0.497
NR-AhR : 0.632
NR-Aromatase : 0.433
NR-ER : 0.152
NR-ER-LBD : 0.023
NR-PPAR-gamma : 0.958
SR-ARE : 0.194
SR-ATAD5 : 0.708
SR-HSE : 0.367
SR-MMP : 0.588
SR-p53 : 0.589
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.489
t1/2 : 0.195
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