Canonical Smiles : C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
Inchi Key : FCDLCPWAQCPTKC-UHFFFAOYSA-N
IUPAC : 4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid
Pubchem ID : 10168
Smiles : O=C(O)c1cc(O)c2c(c1)C(=O)c1cccc(O)c1C2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 284.03
Volume : 271.34
Density : 1.047
nHA : 6
nHD : 3
nRot : 1
nRing : 3
Max Ring : 14
nHet: 6
fChar : 0
nRig : 19
Flexibility : 0.053
Stereo Centers : 0
TPSA : 111.9
logS : -4.092
logP: 3.524
logD7.4 : 1.887
ABSORPTION
Caco-2 Permeability : -5.232
MDCK Permeability : 0.00000793943
Pgp-inhibitor : 0.022
Pgp-substrate : 0.001
HIA : 0.063
F20% : 0.131
F30% : 0.999
DISTRIBUTION
PPB : 0.980936
VD : 0.497
BBB Penetration : 0.096
Fu : 0.0180512
METABOLISM
CYP 1A2 inhibitor : 0.371
CYP 1A2 substrate : 0.06
CYP 2C19 inhibitor : 0.033
CYP 2C19 substrate : 0.039
CYP 2C9 inhibitor : 0.481
CYP 2C9 substrate : 0.056
CYP 2D6 inhibitor : 0.114
CYP 2D6 substrate : 0.088
CYP 3A4 inhibitor : 0.126
CYP 3A4 substrate : 0.068
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MEDICINAL CHEMISTRY
QED : 0.625
SAscore : 2.235
Fsp : 0
MCE-18 : 38
NPscore : 1.057
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.028
H-HT : 0.297
DILI : 0.989
AMES Toxicity : 0.909
Rat Oral Acute Toxicity : 0.029
FDAMDD : 0.015
Skin Sensitization : 0.534
Carcinogencity : 0.62
Eye Corrosion : 0.003
Eye Irritation : 0.848
Respiratory Toxicity : 0.069
Bioconcentration Factor : 0.985
IGC50 : 4.728
LC50FM : 4.284
LC50DM : 5.112
NR-AR : 0.016
NR-AR-LBD: 0.129
NR-AhR : 0.917
NR-Aromatase : 0.026
NR-ER : 0.853
NR-ER-LBD : 0.59
NR-PPAR-gamma : 0.929
SR-ARE : 0.833
SR-ATAD5 : 0.329
SR-HSE : 0.109
SR-MMP : 0.915
SR-p53 : 0.405
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 0.908
t1/2 : 0.615
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