Canonical Smiles : COC1=C(C=CC2=C1C(=O)C3=C(C2C4C(C(C(C(O4)CO)O)O)O)C=C(C=C3O)CO)O
Inchi Key : HDIOAZQFHQKMAI-UHFFFAOYSA-N
IUPAC : ,8-dihydroxy-6-(hydroxymethyl)-1-methoxy-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
Pubchem ID : 131751175
Smiles : COc1c(O)ccc2c(C3OC(CO)C(O)C(O)C3O)c3cc(CO)cc(O)c3c(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 448.14
Volume : 424.289
Density : 1.056
nHA : 10
nHD : 8
nRot : 4
nRing : 4
Max Ring : 14
nHet: 10
fChar : 0
nRig : 22
Flexibility : 0.182
Stereo Centers : 5
TPSA : 180.3
logS : -3.787
logP: 0.343
logD7.4 : 0.682
ABSORPTION
Caco-2 Permeability : -6.096
MDCK Permeability : 0.00000567446
Pgp-inhibitor : 0.002
Pgp-substrate : 0.192
HIA : 0.992
F20% : 0.527
F30% : 0.994
DISTRIBUTION
PPB : 0.889076
VD : 1.13
BBB Penetration : 0.146
Fu : 0.147085
METABOLISM
CYP 1A2 inhibitor : 0.043
CYP 1A2 substrate : 0.063
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.102
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.28
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.178
CYP 3A4 inhibitor : 0.021
CYP 3A4 substrate : 0.016
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MEDICINAL CHEMISTRY
QED : 0.256
SAscore : 4.214
Fsp : 0.364
MCE-18 : 90
NPscore : 2.019
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.017
H-HT : 0.056
DILI : 0.899
AMES Toxicity : 0.648
Rat Oral Acute Toxicity : 0.049
FDAMDD : 0.012
Skin Sensitization : 0.322
Carcinogencity : 0.024
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.033
Bioconcentration Factor : 0.895
IGC50 : 3.608
LC50FM : 3.894
LC50DM : 5.418
NR-AR : 0.429
NR-AR-LBD: 0.18
NR-AhR : 0.924
NR-Aromatase : 0.194
NR-ER : 0.131
NR-ER-LBD : 0.369
NR-PPAR-gamma : 0.888
SR-ARE : 0.542
SR-ATAD5 : 0.146
SR-HSE : 0.543
SR-MMP : 0.877
SR-p53 : 0.906
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 3.388
t1/2 : 0.488
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