Canonical Smiles : CC1CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : DSXFHNSGLYXPNG-MDIWZKTHSA-N
IUPAC : (1R,4aR,7S,7aS)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
Pubchem ID : 158940
Smiles : CC1CCC2C(C(=O)O)=COC(OC3OC(CO)C(O)C(O)C3O)C12
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 360.14
Volume : 333.462
Density : 1.08
nHA : 9
nHD : 5
nRot : 4
nRing : 3
Max Ring : 9
nHet: 9
fChar : 0
nRig : 17
Flexibility : 0.235
Stereo Centers : 9
TPSA : 145.91
logS : -0.668
logP: -0.745
logD7.4 : -0.033
ABSORPTION
Caco-2 Permeability : -6.054
MDCK Permeability : 0.00015112
Pgp-inhibitor : 0
Pgp-substrate : 0.017
HIA : 0.939
F20% : 0.037
F30% : 0.988
DISTRIBUTION
PPB : 0.218512
VD : 0.293
BBB Penetration : 0.659
Fu : 0.576754
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.044
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.066
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.173
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.124
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.069
|
|
MEDICINAL CHEMISTRY
QED : 0.417
SAscore : 4.597
Fsp : 0.812
MCE-18 : 55.172
NPscore : 2.858
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 : 0.029
H-HT : 0.324
DILI : 0.914
AMES Toxicity : 0.051
Rat Oral Acute Toxicity : 0.23
FDAMDD : 0.1
Skin Sensitization : 0.029
Carcinogencity : 0.922
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.202
Bioconcentration Factor : 0.325
IGC50 : 2.018
LC50FM : 2.17
LC50DM : 3.488
NR-AR : 0.036
NR-AR-LBD: 0.026
NR-AhR : 0.007
NR-Aromatase : 0.002
NR-ER : 0.101
NR-ER-LBD : 0.049
NR-PPAR-gamma : 0.004
SR-ARE : 0.029
SR-ATAD5 : 0.085
SR-HSE : 0.007
SR-MMP : 0.071
SR-p53 : 0.012
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 : 1.612
t1/2 : 0.559
|