Canonical Smiles : CC1=CC2=C(C(=C1O)OC)C(=O)C3=C(C(=C(C=C3C2=O)OC4C(C(C(C(O4)CO)O)O)O)OC)O
Inchi Key : LQYQYAJWKXDTHR-PHVGODQESA-N
IUPAC : 1,7-dihydroxy-2,8-dimethoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
Pubchem ID : 442725
Smiles : COc1c(OC2OC(CO)C(O)C(O)C2O)cc2c(c1O)C(=O)c1c(cc(C)c(O)c1OC)C2=O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 492.13
Volume : 456.529
Density : 1.078
nHA : 12
nHD : 6
nRot : 5
nRing : 4
Max Ring : 14
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.208
Stereo Centers : 5
TPSA : 192.44
logS : -2.903
logP: 1.023
logD7.4 : 1.044
ABSORPTION
Caco-2 Permeability : -6.256
MDCK Permeability : 0.0000142946
Pgp-inhibitor : 0.56
Pgp-substrate : 0.979
HIA : 0.858
F20% : 0.021
F30% : 0.906
DISTRIBUTION
PPB : 0.795157
VD : 0.619
BBB Penetration : 0.038
Fu : 0.108268
METABOLISM
CYP 1A2 inhibitor : 0.023
CYP 1A2 substrate : 0.263
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.134
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.107
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.146
CYP 3A4 inhibitor : 0.051
CYP 3A4 substrate : 0.129
|
|
MEDICINAL CHEMISTRY
QED : 0.265
SAscore : 4.135
Fsp : 0.391
MCE-18 : 96.062
NPscore : 2.027
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.028
H-HT : 0.055
DILI : 0.93
AMES Toxicity : 0.843
Rat Oral Acute Toxicity : 0.072
FDAMDD : 0.057
Skin Sensitization : 0.032
Carcinogencity : 0.218
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.036
Bioconcentration Factor : 1.537
IGC50 : 4.445
LC50FM : 5.106
LC50DM : 6.868
NR-AR : 0.324
NR-AR-LBD: 0.106
NR-AhR : 0.896
NR-Aromatase : 0.636
NR-ER : 0.13
NR-ER-LBD : 0.028
NR-PPAR-gamma : 0.893
SR-ARE : 0.555
SR-ATAD5 : 0.701
SR-HSE : 0.105
SR-MMP : 0.91
SR-p53 : 0.94
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 6.286
t1/2 : 0.202
|