Canonical Smiles : CC1=CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : HOKQPTUPMSNUAF-OGJQONSISA-N
IUPAC : (1S,4aS,7aS)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Pubchem ID : 443353
Smiles : CC1=CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 358.13
Volume : 330.826
Density : 1.083
nHA : 9
nHD : 5
nRot : 4
nRing : 3
Max Ring : 9
nHet: 9
fChar : 0
nRig : 17
Flexibility : 0.235
Stereo Centers : 8
TPSA : 145.91
logS : -1.016
logP: -0.686
logD7.4 : -0.059
ABSORPTION
Caco-2 Permeability : -5.988
MDCK Permeability : 0.000181838
Pgp-inhibitor : 0
Pgp-substrate : 0.061
HIA : 0.939
F20% : 0.222
F30% : 0.996
DISTRIBUTION
PPB : 0.308447
VD : 0.297
BBB Penetration : 0.61
Fu : 0.583408
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.025
CYP 2C19 inhibitor : 0.015
CYP 2C19 substrate : 0.058
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.076
CYP 2D6 inhibitor : 0.011
CYP 2D6 substrate : 0.121
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.052
|
|
MEDICINAL CHEMISTRY
QED : 0.387
SAscore : 4.537
Fsp : 0.688
MCE-18 : 53.333
NPscore : 2.835
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 : 0.013
H-HT : 0.222
DILI : 0.909
AMES Toxicity : 0.046
Rat Oral Acute Toxicity : 0.505
FDAMDD : 0.035
Skin Sensitization : 0.036
Carcinogencity : 0.958
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.107
Bioconcentration Factor : 0.326
IGC50 : 2.174
LC50FM : 2.564
LC50DM : 4.049
NR-AR : 0.012
NR-AR-LBD: 0.097
NR-AhR : 0.008
NR-Aromatase : 0.003
NR-ER : 0.082
NR-ER-LBD : 0.014
NR-PPAR-gamma : 0.005
SR-ARE : 0.036
SR-ATAD5 : 0.313
SR-HSE : 0.009
SR-MMP : 0.085
SR-p53 : 0.027
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.693
t1/2 : 0.592
|