Canonical Smiles : C1=CC=C(C=C1)C(=O)OCC2(C(C=CC(C2O)OC(=O)C3=CC=CC=C3)O)O
Inchi Key : AWCUZBLYCWUTRL-OEMYIYORSA-N
IUPAC : [(1R,2S,5R,6S)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
Pubchem ID : 10992619
Smiles : O=C(OCC1(O)C(O)C=CC(OC(=O)c2ccccc2)C1O)c1ccccc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 384.12
Volume : 383.906
Density : 1.001
nHA : 7
nHD : 3
nRot : 7
nRing : 3
Max Ring : 6
nHet: 7
fChar : 0
nRig : 20
Flexibility : 0.35
Stereo Centers : 4
TPSA : 113.29
logS : -3.734
logP: 2.582
logD7.4 : 2.093
ABSORPTION
Caco-2 Permeability : -5.327
MDCK Permeability : 0.0000307645
Pgp-inhibitor : 0.003
Pgp-substrate : 0
HIA : 0.823
F20% : 0.868
F30% : 0.948
DISTRIBUTION
PPB : 0.92166
VD : 1.213
BBB Penetration : 0.891
Fu : 0.037649
METABOLISM
CYP 1A2 inhibitor : 0.215
CYP 1A2 substrate : 0.051
CYP 2C19 inhibitor : 0.044
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.216
CYP 2C9 substrate : 0.516
CYP 2D6 inhibitor : 0.026
CYP 2D6 substrate : 0.154
CYP 3A4 inhibitor : 0.063
CYP 3A4 substrate : 0.151
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MEDICINAL CHEMISTRY
QED : 0.522
SAscore : 3.64
Fsp : 0.238
MCE-18 : 62.846
NPscore : 1.334
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.008
DILI : 0.951
AMES Toxicity : 0.009
Rat Oral Acute Toxicity : 0.004
FDAMDD : 0.003
Skin Sensitization : 0.038
Carcinogencity : 0.037
Eye Corrosion : 0.003
Eye Irritation : 0.016
Respiratory Toxicity : 0.017
Bioconcentration Factor : 0.463
IGC50 : 4.432
LC50FM : 4.43
LC50DM : 4.921
NR-AR : 0.012
NR-AR-LBD: 0.012
NR-AhR : 0.017
NR-Aromatase : 0.06
NR-ER : 0.627
NR-ER-LBD : 0.019
NR-PPAR-gamma : 0.011
SR-ARE : 0.03
SR-ATAD5 : 0.045
SR-HSE : 0.01
SR-MMP : 0.474
SR-p53 : 0.059
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 9.994
t1/2 : 0.703
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