Canonical Smiles : CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C
Inchi Key : CWPGNVFCJOPXFB-UHFFFAOYSA-N
IUPAC : 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
Pubchem ID : 3884
Smiles : C=C(C)C=Cc1c(O)c(O)c2ccccc2c1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 242.09
Volume : 258.799
Density : 0.935
nHA : 3
nHD : 3
nRot : 2
nRing : 2
Max Ring : 10
nHet: 3
fChar : 0
nRig : 13
Flexibility : 0.154
Stereo Centers : 0
TPSA : 60.69
logS : -3.725
logP: 4.08
logD7.4 : 2.616
ABSORPTION
Caco-2 Permeability : -4.983
MDCK Permeability : 0.0000201527
Pgp-inhibitor : 0.003
Pgp-substrate : 0
HIA : 0.007
F20% : 0.035
F30% : 0.027
DISTRIBUTION
PPB : 0.997256
VD : 0.38
BBB Penetration : 0.042
Fu : 0.0185434
METABOLISM
CYP 1A2 inhibitor : 0.935
CYP 1A2 substrate : 0.705
CYP 2C19 inhibitor : 0.077
CYP 2C19 substrate : 0.198
CYP 2C9 inhibitor : 0.272
CYP 2C9 substrate : 0.526
CYP 2D6 inhibitor : 0.543
CYP 2D6 substrate : 0.752
CYP 3A4 inhibitor : 0.092
CYP 3A4 substrate : 0.152
|
|
MEDICINAL CHEMISTRY
QED : 0.429
SAscore : 2.714
Fsp : 0.067
MCE-18 : 13
NPscore : 1.24
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.188
DILI : 0.456
AMES Toxicity : 0.576
Rat Oral Acute Toxicity : 0.712
FDAMDD : 0.818
Skin Sensitization : 0.961
Carcinogencity : 0.738
Eye Corrosion : 0.004
Eye Irritation : 0.923
Respiratory Toxicity : 0.868
Bioconcentration Factor : 1.056
IGC50 : 4.036
LC50FM : 4.62
LC50DM : 5.606
NR-AR : 0.005
NR-AR-LBD: 0.581
NR-AhR : 0.973
NR-Aromatase : 0.625
NR-ER : 0.486
NR-ER-LBD : 0.671
NR-PPAR-gamma : 0.976
SR-ARE : 0.945
SR-ATAD5 : 0.785
SR-HSE : 0.957
SR-MMP : 0.937
SR-p53 : 0.971
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 12
Non Biodegradable Rule : 1
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 4
EXCRETION
CL : 7.78
t1/2 : 0.853
|