Canonical Smiles : CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OC
Inchi Key : FFWOKTFYGVYKIR-UHFFFAOYSA-N
IUPAC : 1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
Pubchem ID : 10639
Smiles : COc1cc(O)c2c(c1)C(=O)c1cc(C)cc(O)c1C2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 284.07
Volume : 282.482
Density : 1.006
nHA : 5
nHD : 2
nRot : 1
nRing : 3
Max Ring : 14
nHet: 5
fChar : 0
nRig : 18
Flexibility : 0.056
Stereo Centers : 0
TPSA : 83.83
logS : -6.12
logP: 4.271
logD7.4 : 3.033
ABSORPTION
Caco-2 Permeability : -5.078
MDCK Permeability : 0.0000162113
Pgp-inhibitor : 0.044
Pgp-substrate : 0.003
HIA : 0.021
F20% : 0.027
F30% : 0.996
DISTRIBUTION
PPB : 0.99491
VD : 0.429
BBB Penetration : 0.045
Fu : 0.0106963
METABOLISM
CYP 1A2 inhibitor : 0.947
CYP 1A2 substrate : 0.835
CYP 2C19 inhibitor : 0.208
CYP 2C19 substrate : 0.064
CYP 2C9 inhibitor : 0.597
CYP 2C9 substrate : 0.579
CYP 2D6 inhibitor : 0.343
CYP 2D6 substrate : 0.267
CYP 3A4 inhibitor : 0.624
CYP 3A4 substrate : 0.15
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MEDICINAL CHEMISTRY
QED : 0.715
SAscore : 2.307
Fsp : 0.125
MCE-18 : 38
NPscore : 0.921
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.04
H-HT : 0.058
DILI : 0.935
AMES Toxicity : 0.856
Rat Oral Acute Toxicity : 0.207
FDAMDD : 0.926
Skin Sensitization : 0.258
Carcinogencity : 0.536
Eye Corrosion : 0.004
Eye Irritation : 0.962
Respiratory Toxicity : 0.123
Bioconcentration Factor : 1.63
IGC50 : 5.461
LC50FM : 4.787
LC50DM : 6.874
NR-AR : 0.041
NR-AR-LBD: 0.219
NR-AhR : 0.966
NR-Aromatase : 0.168
NR-ER : 0.876
NR-ER-LBD : 0.906
NR-PPAR-gamma : 0.922
SR-ARE : 0.916
SR-ATAD5 : 0.848
SR-HSE : 0.021
SR-MMP : 0.971
SR-p53 : 0.855
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 7.339
t1/2 : 0.15
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