Canonical Smiles : C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(C(O4)CO)O)O)O)C=C(C=C3O)CO
Inchi Key : AFHJQYHRLPMKHU-OSYMLPPYSA-N
IUPAC : (10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
Pubchem ID : 12305761
Smiles : OCc1cc(O)c2c(O)c3c(O)cccc3c(C3OC(CO)C(O)C(O)C3O)c2c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 418.13
Volume : 398.203
Density : 1.05
nHA : 9
nHD : 8
nRot : 3
nRing : 4
Max Ring : 14
nHet: 9
fChar : 0
nRig : 22
Flexibility : 0.136
Stereo Centers : 5
TPSA : 171.07
logS : -3.694
logP: 0.561
logD7.4 : 0.654
ABSORPTION
Caco-2 Permeability : -5.888
MDCK Permeability : 0.00000448612
Pgp-inhibitor : 0.003
Pgp-substrate : 0.014
HIA : 0.999
F20% : 0.828
F30% : 0.999
DISTRIBUTION
PPB : 0.918759
VD : 1.133
BBB Penetration : 0.068
Fu : 0.104545
METABOLISM
CYP 1A2 inhibitor : 0.059
CYP 1A2 substrate : 0.036
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.066
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.24
CYP 2D6 inhibitor : 0.013
CYP 2D6 substrate : 0.174
CYP 3A4 inhibitor : 0.018
CYP 3A4 substrate : 0.015
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MEDICINAL CHEMISTRY
QED : 0.275
SAscore : 4.104
Fsp : 0.333
MCE-18 : 87.286
NPscore : 1.83
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.016
H-HT : 0.058
DILI : 0.914
AMES Toxicity : 0.716
Rat Oral Acute Toxicity : 0.048
FDAMDD : 0.01
Skin Sensitization : 0.68
Carcinogencity : 0.036
Eye Corrosion : 0.003
Eye Irritation : 0.014
Respiratory Toxicity : 0.041
Bioconcentration Factor : 0.75
IGC50 : 3.758
LC50FM : 4.316
LC50DM : 5.293
NR-AR : 0.032
NR-AR-LBD: 0.17
NR-AhR : 0.915
NR-Aromatase : 0.153
NR-ER : 0.136
NR-ER-LBD : 0.296
NR-PPAR-gamma : 0.929
SR-ARE : 0.527
SR-ATAD5 : 0.033
SR-HSE : 0.43
SR-MMP : 0.855
SR-p53 : 0.861
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 2
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 2.325
t1/2 : 0.5
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