Canonical Smiles : COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C(C=C3O2)OC)O
Inchi Key : GNSHHHWDGOHNPC-UHFFFAOYSA-N
IUPAC : 1,8-dihydroxy-3,5-dimethoxyxanthen-9-one
Pubchem ID : 5281660
Smiles : COc1cc(O)c2c(=O)c3c(O)ccc(OC)c3oc2c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 288.06
Volume : 276.613
Density : 1.041
nHA : 6
nHD : 2
nRot : 2
nRing : 3
Max Ring : 14
nHet: 6
fChar : 0
nRig : 17
Flexibility : 0.118
Stereo Centers : 0
TPSA : 89.13
logS : -3.732
logP: 3.034
logD7.4 : 2.714
ABSORPTION
Caco-2 Permeability : -4.896
MDCK Permeability : 0.0000150248
Pgp-inhibitor : 0.062
Pgp-substrate : 0.005
HIA : 0.031
F20% : 0.005
F30% : 0.127
DISTRIBUTION
PPB : 0.873502
VD : 0.959
BBB Penetration : 0.01
Fu : 0.141791
METABOLISM
CYP 1A2 inhibitor : 0.973
CYP 1A2 substrate : 0.964
CYP 2C19 inhibitor : 0.337
CYP 2C19 substrate : 0.107
CYP 2C9 inhibitor : 0.67
CYP 2C9 substrate : 0.934
CYP 2D6 inhibitor : 0.589
CYP 2D6 substrate : 0.874
CYP 3A4 inhibitor : 0.311
CYP 3A4 substrate : 0.169
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MEDICINAL CHEMISTRY
QED : 0.704
SAscore : 2.353
Fsp : 0.133
MCE-18 : 18
NPscore : 1.382
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.006
H-HT : 0.252
DILI : 0.971
AMES Toxicity : 0.715
Rat Oral Acute Toxicity : 0.211
FDAMDD : 0.474
Skin Sensitization : 0.647
Carcinogencity : 0.11
Eye Corrosion : 0.121
Eye Irritation : 0.903
Respiratory Toxicity : 0.406
Bioconcentration Factor : 1.227
IGC50 : 4.043
LC50FM : 4.995
LC50DM : 5.501
NR-AR : 0.019
NR-AR-LBD: 0.026
NR-AhR : 0.959
NR-Aromatase : 0.826
NR-ER : 0.374
NR-ER-LBD : 0.77
NR-PPAR-gamma : 0.958
SR-ARE : 0.837
SR-ATAD5 : 0.749
SR-HSE : 0.091
SR-MMP : 0.871
SR-p53 : 0.938
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 5.548
t1/2 : 0.652
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