Canonical Smiles : C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
Inchi Key : GWTUHAXUUFROTF-AVXJPILUSA-N
IUPAC : (3R,5R)-1-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxycyclohexane-1-carboxylic acid
Pubchem ID : 10155076
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC1(C(=O)O)CC(O)C(O)C(O)C1
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 354.1
Volume : 331.473
Density : 1.068
nHA : 9
nHD : 6
nRot : 5
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 15
Flexibility : 0.333
Stereo Centers : 2
TPSA : 164.75
logS : -1.002
logP: -0.153
logD7.4 : -0.121
ABSORPTION
Caco-2 Permeability : -6.117
MDCK Permeability : 0.000309756
Pgp-inhibitor : 0
Pgp-substrate : 0.757
HIA : 0.908
F20% : 0.94
F30% : 0.997
DISTRIBUTION
PPB : 0.559512
VD : 0.401
BBB Penetration : 0.647
Fu : 0.482186
METABOLISM
CYP 1A2 inhibitor : 0.069
CYP 1A2 substrate : 0.039
CYP 2C19 inhibitor : 0.016
CYP 2C19 substrate : 0.049
CYP 2C9 inhibitor : 0.008
CYP 2C9 substrate : 0.124
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.125
CYP 3A4 inhibitor : 0.064
CYP 3A4 substrate : 0.025
|
|
MEDICINAL CHEMISTRY
QED : 0.234
SAscore : 3.635
Fsp : 0.375
MCE-18 : 60.273
NPscore : 1.902
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.115
DILI : 0.046
AMES Toxicity : 0.044
Rat Oral Acute Toxicity : 0.024
FDAMDD : 0.054
Skin Sensitization : 0.241
Carcinogencity : 0.05
Eye Corrosion : 0.003
Eye Irritation : 0.036
Respiratory Toxicity : 0.042
Bioconcentration Factor : 0.15
IGC50 : 2.625
LC50FM : 3.481
LC50DM : 4.807
NR-AR : 0.11
NR-AR-LBD: 0.284
NR-AhR : 0.072
NR-Aromatase : 0.017
NR-ER : 0.232
NR-ER-LBD : 0.052
NR-PPAR-gamma : 0.745
SR-ARE : 0.233
SR-ATAD5 : 0.017
SR-HSE : 0.139
SR-MMP : 0.159
SR-p53 : 0.204
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 2.087
t1/2 : 0.927
|