Canonical Smiles : COC1=C(C=C(C=C1)C=CC(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O
Inchi Key : LRHHPZILMPIMIY-GGKKSNITSA-N
IUPAC : [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
Pubchem ID : 12002015
Smiles : COC1=C(C=C(C=C1)C=CC(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 538.17
Volume : 496.628
Density : 1.084
nHA : 13
nHD : 6
nRot : 9
nRing : 5
Max Ring : 10
nHet: 13
fChar : 0
nRig : 26
Flexibility : 0.346
Stereo Centers : 11
TPSA : 197.13
logS : -1.437
logP: -0.394
logD7.4 : 0.541
ABSORPTION
Caco-2 Permeability : -6.277
MDCK Permeability : 0.00010168
Pgp-inhibitor : 0
Pgp-substrate : 0.968
HIA : 0.97
F20% : 0.945
F30% : 0.998
DISTRIBUTION
PPB : 0.561577
VD : 0.374
BBB Penetration : 0.484
Fu : 0.270952
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.068
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.306
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.125
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.2
CYP 3A4 inhibitor : 0.094
CYP 3A4 substrate : 0.126
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MEDICINAL CHEMISTRY
QED : 0.126
SAscore : 5.044
Fsp : 0.56
MCE-18 : 114.051
NPscore : 2.692
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.229
H-HT : 0.16
DILI : 0.062
AMES Toxicity : 0.151
Rat Oral Acute Toxicity : 0.758
FDAMDD : 0.898
Skin Sensitization : 0.032
Carcinogencity : 0.609
Eye Corrosion : 0.003
Eye Irritation : 0.004
Respiratory Toxicity : 0.866
Bioconcentration Factor : 0.579
IGC50 : 3.231
LC50FM : 5.005
LC50DM : 5.596
NR-AR : 0.013
NR-AR-LBD: 0.64
NR-AhR : 0.014
NR-Aromatase : 0.173
NR-ER : 0.084
NR-ER-LBD : 0.057
NR-PPAR-gamma : 0.036
SR-ARE : 0.437
SR-ATAD5 : 0.897
SR-HSE : 0.559
SR-MMP : 0.558
SR-p53 : 0.899
Acute/Aquatic Toxicity Rule : 7
Genotoxic Carcinogenicity Rule : 8
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 11
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 4
EXCRETION
CL : 2.233
t1/2 : 0.506
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