Canonical Smiles : C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)O
Inchi Key : AFSDNFLWKVMVRB-UHFFFAOYSA-N
IUPAC : 6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
Pubchem ID : 5281855
Smiles : O=c1c(O)cc2c(O)oc3c(=O)c(O)cc4c(O)oc1c2c43
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 302.01
Volume : 265.705
Density : 1.137
nHA : 8
nHD : 4
nRot : 0
nRing : 4
Max Ring : 14
nHet: 8
fChar : 0
nRig : 21
Flexibility : 0
Stereo Centers : 0
TPSA : 141.34
logS : -4.666
logP: 1.117
logD7.4 : 0.794
ABSORPTION
Caco-2 Permeability : -5.312
MDCK Permeability : 0.0000111434
Pgp-inhibitor : 0
Pgp-substrate : 0.006
HIA : 0.198
F20% : 0.073
F30% : 0.981
DISTRIBUTION
PPB : 0.782279
VD : 0.83
BBB Penetration : 0.011
Fu : 0.239642
METABOLISM
CYP 1A2 inhibitor : 0.788
CYP 1A2 substrate : 0.088
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.043
CYP 2C9 inhibitor : 0.233
CYP 2C9 substrate : 0.098
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.123
CYP 3A4 inhibitor : 0.053
CYP 3A4 substrate : 0.011
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MEDICINAL CHEMISTRY
QED : 0.356
SAscore : 3.683
Fsp : 0
MCE-18 : 24
NPscore : 0.59
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0
H-HT : 0.144
DILI : 0.989
AMES Toxicity : 0.38
Rat Oral Acute Toxicity : 0.45
FDAMDD : 0.198
Skin Sensitization : 0.716
Carcinogencity : 0.314
Eye Corrosion : 0.009
Eye Irritation : 0.725
Respiratory Toxicity : 0.067
Bioconcentration Factor : 0.682
IGC50 : 3.75
LC50FM : 4.593
LC50DM : 5.092
NR-AR : 0.041
NR-AR-LBD: 0.118
NR-AhR : 0.95
NR-Aromatase : 0.795
NR-ER : 0.477
NR-ER-LBD : 0.314
NR-PPAR-gamma : 0.786
SR-ARE : 0.676
SR-ATAD5 : 0.082
SR-HSE : 0.029
SR-MMP : 0.909
SR-p53 : 0.875
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 2.346
t1/2 : 0.863
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