Canonical Smiles : OC=1C=C(C=CC1O)/C=C/C(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)OCCC1=CC(=C(C=C1)O)O)CO
Inchi Key : UHIGZYLCYRQESL-VJWFJHQPSA-N
IUPAC : (2R,3S,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
Pubchem ID :
Smiles : O=C(C=Cc1ccc(O)c(O)c1)O[C@@H]1[C@@H](CO)O[C@@H](OCCc2ccc(O)c(O)c2)[C@H](O)[C@H]1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 478.15
Volume : 456.296
Density : 1.048
nHA : 11
nHD : 7
nRot : 9
nRing : 3
Max Ring : 6
nHet: 11
fChar : 0
nRig : 20
Flexibility : 0.45
Stereo Centers : 5
TPSA : 186.37
logS : -1.672
logP: 1.117
logD7.4 : 0.454
ABSORPTION
Caco-2 Permeability : -6.338
MDCK Permeability : 0.00000830089
Pgp-inhibitor : 0.004
Pgp-substrate : 0.915
HIA : 0.938
F20% : 0.998
F30% : 1
DISTRIBUTION
PPB : 0.958914
VD : 0.52
BBB Penetration : 0.04
Fu : 0.0503445
METABOLISM
CYP 1A2 inhibitor : 0.258
CYP 1A2 substrate : 0.027
CYP 2C19 inhibitor : 0.119
CYP 2C19 substrate : 0.053
CYP 2C9 inhibitor : 0.309
CYP 2C9 substrate : 0.344
CYP 2D6 inhibitor : 0.188
CYP 2D6 substrate : 0.187
CYP 3A4 inhibitor : 0.09
CYP 3A4 substrate : 0.068
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MEDICINAL CHEMISTRY
QED : 0.155
SAscore : 3.956
Fsp : 0.348
MCE-18 : 69.774
NPscore : 1.797
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.076
H-HT : 0.187
DILI : 0.102
AMES Toxicity : 0.731
Rat Oral Acute Toxicity : 0.152
FDAMDD : 0.015
Skin Sensitization : 0.968
Carcinogencity : 0.051
Eye Corrosion : 0.003
Eye Irritation : 0.214
Respiratory Toxicity : 0.026
Bioconcentration Factor : 1.045
IGC50 : 4.726
LC50FM : 4.838
LC50DM : 6.055
NR-AR : 0.182
NR-AR-LBD: 0.476
NR-AhR : 0.689
NR-Aromatase : 0.833
NR-ER : 0.649
NR-ER-LBD : 0.158
NR-PPAR-gamma : 0.729
SR-ARE : 0.307
SR-ATAD5 : 0.131
SR-HSE : 0.911
SR-MMP : 0.909
SR-p53 : 0.794
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 11.282
t1/2 : 0.915
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